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ShiftPixy, Inc.

pixy · NASDAQ Industrials
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Industry Staffing & Employment Services
Employees 51-200
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FY2021 Annual Report · ShiftPixy, Inc.
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UNITED STATES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

FORM 10-K

(Mark One)
x ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the fiscal year ended August 31, 2021

OR

¨ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from _____________ to _____________

SEC File No. 001-37954

SHIFTPIXY, INC.

(Exact name of registrant as specified in its charter)

Wyoming
(State of incorporation or organization)

47-4211438
(I.R.S. Employer Identification No.)

501 Brickell Key Drive, Suite 300, Miami, FL 33131
(Address of principal executive offices)

33131
(Zip Code)

Registrant’s telephone number: (888) 798-9100

Securities to be registered pursuant to Section 12(b) of the Act:

Common Stock, par value $0.0001 per share
Title of each class registered

  Trading Symbol(s)  
PIXY

The NASDAQ Stock Market LLC
Name of each exchange on which each class is
registered

Securities registered pursuant to Section 12(g) of the Act: None

Indicate by check mark if the registrant is a well-known seasoned issuer, as defined in Rule 405 of the Securities Act. Yes o   No x

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act. Yes o   No x

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12
months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes x   No o

Indicate  by  check  mark  whether  the  registrant  has  submitted  electronically  every  Interactive  Data  File  required  to  be  submitted  pursuant  to  Rule  405  of  Regulation  S-T  (§
232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes x   No o

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, smaller reporting company, or an emerging company. See
the definitions of “large accelerated filer,” “accelerated filer”, “smaller reporting company” and “emerging growth company” in Rule 12b-2 of the Exchange Act.

Large accelerated filer
Non-accelerated filer
Emerging growth company

o
x
x

Accelerated filer
Smaller reporting company

o
x

If  an  emerging  growth  company,  indicate  by  check  mark  if  the  registrant  has  elected  not  to  use  the  extended  transition  for  complying  with  any  new  or  revised  financial
accounting standards provided pursuant to Section 13(a) of the Exchange Act o

Indicate by check mark whether the registrant has filed a report on and attestation to its management’s assessment of the effectiveness of its internal control over financial
reporting under Section 404(b) of the Sarbanes-Oxley Act (15 U.S.C. §7262(b)) by the registered public accounting firm that prepared or issued its audit report. x

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act.) Yes o   No x

The aggregate market value of the voting and non-voting common equity held by non-affiliates by reference to the price at which the common equity was last sold as of the last
business day of the registrant’s most recently completed second fiscal quarter ($3.00 on February 26, 2021) was approximately $39,152,000.

The number of outstanding shares of Registrant’s Common Stock, $0.0001 par value, was 28,713,099 shares as of November 29, 2021.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
TABLE OF CONTENTS

Description of Business
Risk Factors
Unresolved Staff Comments
Properties
Legal Proceedings
Mine Safety Disclosures

Market for Registrant’s Common Equity, Related Stockholder Matters and Small Business Issuer Purchases of Equity Securities
Selected Financial Data
Management’s Discussion and Analysis of Financial Condition and Results of Operations
Quantitative and Qualitative Disclosures about Market Risk
Financial Statements
Changes in and Disagreements with Accountants on Accounting and Financial Disclosures
Controls and Procedures
Other Information

Directors, Executive Officers and Corporate Governance
Executive Compensation
Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters
Certain Relationships and Related Transactions, and Director Independence
Principal Accountant Fees and Services

PART I

Item 1.
Item 1A.
Item 1B.
Item 2.
Item 3.
Item 4.

PART II

Item 5.
Item 6.
Item 7.
Item 7A.
Item 8.
Item 9.
Item 9A.
Item 9B.

PART III

Item 10.
Item 11.
Item 12.
Item 13.
Item 14.

PART IV

Item 15.

Exhibits

2

5
24
43
43
44
44

45
46
46
63
64
65
65
66

67
72
74
75
76

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CAUTIONARY STATEMENT REGARDING FORWARD-LOOKING STATEMENTS AND INFORMATION

This  Annual  Report  on  Form  10-K  ("Form  10-K"),  the  other  reports,  statements,  and  information  that  we  have  previously  filed  or  that  we  may  subsequently  file  with  the
Securities and Exchange Commission (“SEC”), and public announcements that we have previously made or may subsequently make, contain “forward-looking statements”
within the meaning of the federal securities laws, including the Private Securities Litigation Reform Act of 1995, which statements involve substantial risks and uncertainties.
Unless  the  context  is  otherwise,  the  forward-looking  statements  included  or  incorporated  by  reference  in  this  Form  10-K  and  those  reports,  statements,  information  and
announcements address activities, events or developments that ShiftPixy, Inc. (referred to throughout this Form 10-K as “we,” “us,” “our,” the “Company” or “ShiftPixy”),
expects or anticipates will or may occur in the future. Forward-looking statements generally relate to future events or our future financial or operating performance. In some
cases, you can identify forward-looking statements because they contain words such as “may,” “might,” “will,” “should,” “expects,” “plans,” “anticipates,” “could,” “intends,”
“target,”  “projects,”  “contemplates,”  “believes,”  “estimates,”  “predicts,”  “potential”  or  “continue”  or  the  negative  of  these  words  or  other  similar  terms  or  expressions  that
concern our expectations, strategy, plans or intentions. Forward-looking statements contained in this Form 10-K include, but are not limited to, statements about:

•

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our future financial performance, including our revenue, costs of revenue and operating expenses;

our ability to achieve and grow profitability;

the sufficiency of our cash, cash equivalents and investments to meet our liquidity needs;

our predictions about industry and market trends;

our ability to expand successfully internationally;

our ability to manage effectively our growth and future expenses, including our growth and expenses associated with our sponsorship of various special purpose
acquisition companies;

our estimated total addressable market;

our ability to maintain, protect and enhance our intellectual property;

our ability to comply with modified or new laws and regulations applying to our business;

the attraction and retention of qualified employees and key personnel;

the effect that the novel coronavirus disease (“COVID-19”) or other public health issues could have on our business and financial condition and the economy in
general; and

our ability to be successful in defending litigation brought against us.

We caution you that the forward-looking statements highlighted above do not encompass all of the forward-looking statements made in this Form 10-K.

We have based the forward-looking statements contained in this Form 10-K primarily on our current expectations and projections about future events and trends that we believe
may affect our business, financial condition, results of operations and prospects. The outcome of the events described in these forward-looking statements is subject to risks,
uncertainties and other factors described in the section of this Form 10-K entitled “Risk Factors” and elsewhere. Moreover, we operate in a very competitive and challenging
environment. New risks and uncertainties emerge from time to time, and it is not possible for us to predict all risks and uncertainties that could have an impact on the forward-
looking statements contained in this Form 10-K. We cannot assure you that the results, events and circumstances reflected in the forward-looking statements will be achieved or
occur, and actual results, events or circumstances could differ materially from those described in the forward-looking statements.

The  forward-looking  statements  made  in  this  Form  10-K  relate  only  to  events  as  of  the  date  on  which  the  statements  are  made.  We  undertake  no  obligation  to  update  any
forward-looking  statements  made  in  this  Form  10-K  to  reflect  events  or  circumstances  after  the  date  of  this  Form  10-K  or  to  reflect  new  information  or  the  occurrence  of
unanticipated events, except as required by law. We may not actually achieve the plans, intentions or expectations disclosed in our forward-looking statements and you should
not  place  undue  reliance  on  our  forward-looking  statements.  Our  forward-looking  statements  do  not  reflect  the  potential  impact  of  any  future  acquisitions,  mergers,
dispositions, joint ventures, other strategic transactions or investments we may make or enter into.

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The risks and uncertainties we currently face are not the only ones we face. New factors emerge from time to time, and it is not possible for us to predict which will arise. There
may be additional risks not presently known to us or that we currently believe are immaterial to our business. In addition, we cannot assess the impact of each factor on our
business or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements. If
any such risks occur, our business, operating results, liquidity and financial condition could be materially affected in an adverse manner.

The industry and market data contained in this Form 10-K are based either on our management’s own estimates or, where indicated, independent industry publications, reports
by  governmental  agencies  or  market  research  firms  or  other  published  independent  sources  and,  in  each  case,  are  believed  by  our  management  to  be  reasonable  estimates.
However, industry and market data are subject to change and cannot always be verified with complete certainty due to limits on the availability and reliability of raw data, the
voluntary nature of the data gathering process and other limitations and uncertainties inherent in any statistical survey of market shares. We have not independently verified
market and industry data from third-party sources. In addition, consumption patterns and customer preferences can and do change. As a result, you should be aware that market
share, ranking and other similar data set forth herein, and estimates and beliefs based on such data, may not be verifiable or reliable.

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Item 1. Description of Business

Company Information

PART I

We were incorporated under the laws of the State of Wyoming on June 3, 2015. Our principal executive office is located at 501 Brickell Key Drive, Suite 300, Miami, FL
33131, and our telephone number is (888) 798-9100. Our website address is www.shiftpixy.com. Our website does not form a part of this Form 10-K and listing of our website
address is for informational purposes only.

Business Overview

We are a human capital management ("HCM") platform that provides real-time business intelligence along with HR services on a fee-based “software as a service” ("SAAS")
business  model.  We  provide  human  resources,  employment  compliance,  insurance  related,  payroll,  and  operational  employment  services  solutions  for  our  business  clients
(“clients”  or  “operators”)  and  shift  work  or  “gig”  opportunities  for  worksite  employees  (“WSEs”  or  “shifters”).  As  consideration  for  providing  these  services,  we  receive
administrative or processing fees as a percentage of a client’s gross payroll, process and file payroll taxes and payroll tax returns, provide workers’ compensation coverage and
administration related services, and provide employee benefits. The level of our administrative fees is dependent on the services provided to our clients which ranges from basic
payroll  processing  to  a  full  suite  of  human  resources  information  systems  ("HRIS")  technology.  Our  primary  operating  business  metric  is  gross  billings,  consisting  of  our
clients’ fully burdened payroll costs, which includes, in addition to payroll, workers’ compensation insurance premiums, employer taxes, and benefits costs.

Our goal is to be the best online fully-integrated workforce solution and employer services support platform for lower-wage workers and employment opportunities. We have
built an application and desktop capable marketplace solution that allows for workers to access and apply for job opportunities created by our clients and to provide traditional
back-office services to our clients as well as real-time business information for our clients’ human capital needs and requirements.

We  have  designed  our  business  platform  to  evolve  to  meet  the  needs  of  a  changing  workforce  and  a  changing  work  environment.  We  believe  our  approach  and  robust
technology  will  benefit  from  the  observed  demographic  workplace  shift  away  from  traditional  employee/employer  relationships  towards  the  increasingly  flexible  work
environment  that  is  characteristic  of  the  gig  economy.  We  believe  this  change  in  approach  began  after  the  2008  financial  crisis  and  is  currently  being  driven  by  the  labor
shortage created out of the COVID-19 economic crisis. We also believe that a significant problem underpinning the lower wage labor crisis is the sourcing of workers and
matching temporary or gig workers to short-term job opportunities.

Figure 1

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We have built our business on a recurring revenue model since our inception in 2015. Our initial market focus has been to monetize a traditional staffing services business
model, coupled with developed technology, to address underserved markets containing predominately lower wage employees with high turnover, including the light industrial,
food service, restaurant, and hospitality markets.

Although we have recently expanded into other industries, as noted below, for our fiscal year ended August 31, 2021 (“Fiscal 2021"), our primary focus was on clients in the
restaurant and hospitality industries, market segments traditionally characterized by high employee turnover and low pay rates. We believe that these industries will be better
served by our HRIS technology platform and related mobile smartphone application that provides payroll and human resources tracking for our clients. The use of our HRIS
platform should provide our clients with real-time human capital business intelligence and we believe will result in lower operating costs, improved customer experience, and
revenue growth. All of our clients enter into service agreements with us or one of our wholly-owned subsidiaries to provide these services.

We believe that our value proposition is to provide a combination of overall net cost savings to our clients, for which they are willing to pay increased administrative fees that
offset the costs of the services we provide, as follows:

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Payroll tax compliance and management services;

Governmental HR compliance such as for Patient Protection and Affordable Care Act (“ACA”) compliance requirements;

Reduced client workers’ compensation premiums or enhanced coverage;

Access to an employee pool of potential qualified applicants to reduce turnover costs;

Ability to fulfill temporary worker requirements in a “tight” labor market with our intermediation (“job matching”) services; and

Reduced screening and onboarding costs due to access to an improved pool of qualified applicants who can be onboarded through a highly advanced, efficient, and
virtually paperless technology platform.

Our management believes that providing this baseline business, coupled with our technology solution, provides a unique, value-added solution to the HR compliance, staffing,
and scheduling problems that businesses face. Over the past eighteen months, in the face of the COVID-19 pandemic, we have instituted various growth initiatives described
below that are designed to accelerate our revenue growth. These initiatives include the matching of temporary job opportunities between workers and employers under a fully
compliant staffing solution through our HRIS platform. For this solution to be effective, we need to obtain a significant number of WSEs in concentrated geographic areas to
fulfill our clients unique staffing needs and facilitate the client-WSE relationship.

Managing,  recruiting,  and  scheduling  a  high  volume  of  low-wage  employees  can  be  both  difficult  and  expensive.  Historically,  the  acquisition  and  recruiting  of  such  an
employee population has been a labor intensive and expensive process in part due to high onboarding costs and complex issues surrounding such matters as tax information
capture or I-9 verification. Early in our history, we evaluated these costs and found that proper process flows that are automated with blockchain and cloud technology, coupled
with access to lower cost workers’ compensation policies resulting from economies of scale, could result in a profitable and low-cost scalable business model.

Over the past four years, we have invested heavily in a robust, cloud-based HRIS platform to:

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reduce client WSE management costs;

automate new WSE and client onboarding;

accumulate a large pool of qualified WSEs across multiple geographical markets;

facilitate the intermediation (job matching) of WSEs with job opportunities; and

supply additional value-added services for our clients that generate additional revenue streams for us.

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We began to develop our HRIS platform in 2017, including our front-end desktop and mobile smartphone application to facilitate easier WSE and client onboarding processes,
deliver  additional  client  functionality,  and  provide  enhanced  opportunities  for  WSEs  to  find  shift  work.  Beginning  in  March  2019,  we  transitioned  the  development  of  our
mobile  smartphone  application  from  a  third-party  vendor  to  an  in-house  development  team  and  launched  an  early  version  of  the  application  several  months  later.  As  of
August 31, 2019, we had completed the initial launch of our mobile application, and we started to provide some of the HRIS and application services to select legacy customers
on a pilot project basis. During our fiscal year ended August 31, 2020 ("Fiscal 2020), our in-house engineers continued to implement additional HRIS functionality in employee
fulfillment, delivery and scheduling services, and “gig” intermediation services through our mobile smartphone application. During Fiscal 2021, our technology development
efforts focused on supporting our growth initiatives with features such as bulk on-boarding, intermediation, and vertical market integrations. We see these technology-based
services as having potential to generate multiple streams of revenue from a variety of different markets.

Our cloud-based HRIS platform captures, holds, and processes HR and payroll information for our clients and WSEs through an easy-to-use customized front-end interface
coupled with a secure, remotely hosted database. The HRIS system can be accessed by either a desktop computer or an easy-to-use mobile smartphone application designed
with HR workflows in mind. Once fully implemented, we expect to reduce the time, expense, and error rate for onboarding our clients’ employees into our HRIS ecosystem.
Upon being onboarded, these WSEs are listed as available for shift work within our business ecosystem. This allows our HRIS platform to serve as both a gig marketplace for
WSEs for our opportunities and also allows for clients to better manage their staffing needs.

We  see  our  technology  platform  and  our  ability  to  process  gig  workers  as  fully  compliant  W-2  employees  as  a  key  competitive  advantage  and  differentiator  to  our  market
competitors that will facilitate expansion of our HCM services beyond our current concentration in low-wage restaurant employees and healthcare workers. We are completing
added features that are expected to generate new revenue streams over the next twelve months by expanding our product offerings, increasing our client customer and WSE
counts,  and  maximizing  the  revenues  and  profits  generated  per  existing  WSE.  We  further  believe  that  our  accumulation  of  a  significant  number  of  WSEs  on  our  platform,
whether currently billed or not, will facilitate additional growth initiatives with the potential to generate significant value for our shareholders, as described below.

Beginning  in  January  2020,  we  operated  under  a  traditional  staffing  services  business  model,  coupled  with  developed  technology,  to  address  underserved  markets  in  the
restaurant and hospitality industries, predominately consisting of lower wage employees with high turnover. At the same time, we continued our prior efforts to expand our
services into other industries that utilize higher paid employees on a temporary or part-time basis, including the healthcare staffing industry. Our go-to-market approach was to
use an inside sales force to market our services directly to clients to manage their human capital requirements and to form strategic relationships with business associations to
gather  WSEs.  Until  the  COVID-19  pandemic,  this  approach  was  effective  and  resulted  in  substantial  growth.  However,  the  COVID-19  pandemic  changed  the  landscape  in
HCM due to reduced employment in our core restaurant and hospitality markets.

Starting in late Fiscal 2020, we identified and launched several growth initiatives designed to fully leverage our HRIS platform. These growth initiatives included the following:
(i) launching ShiftPixy Labs in July 2020 to create affiliated high growth restaurant opportunities through a fully immersive customer experience; and (ii) devoting resources
beginning in early calendar 2021 ("Calendar 2021") to sponsor multiple special purpose acquisition companies, or “SPACs”, to create multiple large staffing entities with a
national  footprint,  along  with  a  substantial  workers’  compensation  insurance  provider,  all  of  whom  would  benefit  from  contractual  relationships  with  us  and  fuel  our  rapid
expansion and growth.

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Figure 2

We have built a substantial business on a recurring revenue model since our inception in 2015. Prior to Fiscal 2021, all of our billings consisted of gross employee payroll along
with employer payroll taxes, workers’ compensation, and administrative fees, which we collectively refer to as payroll billings. Under our HCM business, we exclude gross
employee payroll from revenues but include payroll in billings. Beginning in Fiscal 2021, we began to bill under a staffing service model (“Staffing”). Staffing billings consist
of  payroll  services  billed  to  clients  as  a  markup  from  gross  employee  payroll  where  revenues  are  recognized  for  the  amount  billed  (thereby  inclusive  of  gross  employee
payroll). For Fiscal 2021, we processed approximately $79 million in total payroll billings and in Fiscal 2020 we processed approximately $65 million in total payroll billings
included in continuing operations.

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Our Services

Figure 3

Our  core  business  is  to  provide  regular  payroll  processing  services  to  clients  under  either  an  employment  administrative  services  (“EAS”)  model  (in  addition  to  individual
services, such as payroll tax compliance, workers’ compensation insurance coverage related services, and employee HR compliance management), or under a direct staffing
business model, as described below. In addition, in November 2019, we launched our employee onboarding and employee scheduling functionalities to our customers through
our mobile smartphone application.

Our core EAS, which was our primary business model prior to Fiscal 2021 and accounted for the majority of our gross billings during the fiscal year, are typically provided to
our clients for one-year renewable terms. During Fiscal 2021, we began to transition to a direct staffing business model, pursuant to which we began to migrate to an updated
client services agreement (“CSA”) to clarify our status as the legal employer of our clients’ WSEs. Our new CSAs also typically provide for one-year renewable terms.

We expect that our future service offerings, including technology-based services provided through our HRIS platform, will provide for additional revenue streams and support
cost reductions for existing and future clients. We expect that our future services will be offered through “a la carte” pricing via customizable online contracts under our EAS
services model as well as through a direct staffing business model. Our staffing services are typically provided to our clients under recurring revenue contracts.

We  intend  to  use  our  growth  initiatives  to  leverage  our  expansion  by  entering  into  CSAs  with  the  SPACs  we  are  sponsoring  and  the  various  restaurant  brands  that  we  are
working to launch through ShiftPixy Labs. As such, these growth initiatives are expected to increase our core staffing services billings, revenues, gross profit, and operating
leverage.  Further,  the  new  Gig  Economy  has  given  rise  to  controversy  regarding  the  classification  of  many  workers  as  “independent  contractors”,  rather  than  traditional
employees, while the rising trend of predictive scheduling creates logistical issues for our clients’ management of their workers’ schedules. We provide solutions to businesses
struggling  with  these  compliance  issues  primarily  by  absorbing  our  clients’  workers,  whom  we  refer  to  as  WSEs  (as  well  as  “shift  workers,”  “shifters,”  “gig  workers,”  or
“assigned employees”). WSEs are included under our corporate employee umbrella as traditional employees who receive W-2s and are entitled to participate in a full array of
benefits that we provide as part of our services for our clients. This arrangement benefits WSEs by providing additional work opportunities through access to our clients. WSEs
further benefit from employee status and access to benefits through our plan offerings, including minimum essential health insurance coverage and 401(k) plans, as well as
workers’ compensation coverage.

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Technological Solution

  Figure 4

At the  heart  of  our  solution  is  a  secure,  cloud-based  HRIS  platform  accessible  by  a
desktop or mobile device through which our WSEs can onboard in an speedy, efficient
and  paperless  manner,  and  then  find  available  shift  work  at  our  client  locations.  We
believe  that  this  solution  addresses  effectively  the  dual  issues  of  assisting  WSEs
seeking additional work and clients looking to fill open shifts. We believe that the easy
to use onboarding functionality embedded in our HRIS platform will increase our pool
of  WSEs  and  provide  a  deep  bench  of  worker  talent  for  our  business  clients.  The
onboarding feature of our software enables us to capture all application process related
data  regarding  our  assigned  employees  and  to  introduce  employees  to  and  integrate
them  into  the  “ShiftPixy  Ecosystem”  (as  described  below).  The  mobile  application
features a chatbot that leverages artificial intelligence to aid in gathering the data from
workers  via  a  series  of  questions  designed  to  capture  all  required  information,
including  customer  specific  and  governmental  information.  Final  onboarding  steps
requiring signatures can also be prepared from the HRIS onboarding module.

Our  HRIS  platform  consists  of  a  closed  proprietary  operating  and  processing  information  system  that  provides  a  tool  for  businesses  needing  staffing  flexibility  to  schedule
existing  employees  and  to  post  open  schedule  slots  to  be  filled  by  an  available  pool  of  shift  workers  (the  “ShiftPixy  Ecosystem”).  The  ShiftPixy  Ecosystem  provides  the
following benefits for our clients:

1. Compliance: While our clients retain responsibility for compliance with labor and employment laws to the extent that such compliance depends upon their exclusive
control over the worksite, we assume responsibility for a substantial portion of our clients’ wage and hour regulatory obligations through our role as legal employer of
the WSEs. The ShiftPixy Ecosystem allows us to assist our clients in fulfilling their compliance obligations by providing a qualified pool of potential applicants as
shift workers who are our legal employees. This serves to lessen the regulatory and compliance burden on our clients’ management, allowing them to focus more on
the management of their business and less on legal issues.

2.

Improved staffing  fulfillment,  recruiting,  and  retention:  We  believe  that  utilization  of  our  HRIS  platform  reduces  the  impact  of  high  WSE  turnover,  which  is  a
consistent  problem  across  the  markets  we  serve.  A  significant  issue  at  the  end  of  Fiscal  2021  was  the  limited  availability  of  WSEs  in  a  “tight”  labor  market.  Our
platform provides an attractive avenue for pre-screened WSE applicants to find permanent positions that meet their needs through access to the ShiftPixy Ecosystem,
which we believe results in a deeper potential labor pool for our clients to address their human capital needs. We also can function as a “flex” employer for WSEs who
may be working full or part-time for other employers but want to have an additional source of income.

3. Cost Savings: The payroll and related costs associated with WSEs such as workers’ compensation and benefits are consolidated and charged, in effect, in conjunction
with the shifters’ applicable rates of pay, allowing our clients to fund the employment related costs as the services are incurred, thereby avoiding various lump sum
employment-related costs. We believe that our clients typically experience reductions in overhead costs related to HR compliance, payroll processing, WSE turnover
and related costs, and elimination of non-compliance fines and related penalties, although the amount of cost savings realized varies from client to client. We exploit
economies of scale in purchasing employer related solutions such as workers’ compensation and other benefits, which allows us to provide human capital services at a
lower cost than we believe most businesses otherwise can typically staff a particular position.

4.

Improved human capital management: Through access to our HRIS platform and our pool of human capital, our clients can scale up or down more rapidly, making it
easier  for  them  to  contain  and  manage  operational  costs.  We  charge  a  fixed  percentage  on  wages  that  allows  our  clients  to  budget  and  plan  more  accurately  and
efficiently without worrying about missteps arising from a wide-range of legal and compliance issues for which we assume responsibility.

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During Fiscal 2019, we added a scheduling component to our application that enables our clients to schedule workers and to identify shift gaps that need to be filled. We use
artificial intelligence (“AI”) to maintain schedules and fulfillment, using an active methodology to engage and move people to action. Included in this scheduling component is
our  “shift  intermediation”  functionality,  which  is  designed  to  enable  our  WSEs  to  receive  information  and  accept  available  shift  work  opportunities  at  multiple  worksite
locations. Our embedded AI is designed to monitor and accelerate the matching of WSEs with gig work opportunities. Our system monitors the capabilities of each WSE based
on their work experience, needs, and training and provides messaging to clients and WSEs. The system matches worker requirements such as hours, position, and pay rate with
client requirements such as experience, pay offered, hours offered and both employee and employer ratings. Similar to the way gig drivers are matched with gig riders through a
smartphone app, our gig client opportunities are matched with WSEs for improved open job fulfillment. We believe this job fulfillment automation, using our HRIS platform,
provides real-time human capital information to our clients and is a significant product differentiation feature. We continued our customer testing efforts and rollout during
Fiscal 2020 and added significant functionality to our HRIS platform through Fiscal 2021, including: (i) scheduling and time and attendance components; (ii) a “white label”
customer ordering application geared to Quick Service Restaurants (“QSRs”); and (iii) customer loyalty tracking and remarketing capabilities.

Our goal is to have a mature and robust hosted cloud-based HRIS platform coupled with a seamless and technically sophisticated mobile smartphone application that will act as
both a revenue generation system as well as a “viral” client acquisition engine through the combination of the scheduling, delivery, and intermediation features and interactions.
We believe that once a critical mass of clients and WSEs is achieved, more shift opportunities will be created in the industries we serve. Our approach to achieving this critical
mass is currently focused on our sponsorship of various SPACs, as discussed below, and supporting their efforts to build a staffing footprint in the areas they serve. We believe
that our ability to enter into CSAs with the SPACs, as well as the various restaurant brands being developed under the rubric of ShiftPixy Labs upon their successful launch,
will dramatically increase the reach and effectiveness of the services we provide.

We expect these initiatives to be key drivers in supplying a significant number of WSEs across a national footprint and achieving the critical mass necessary for our technology
to flourish. The development and integration of these vertical markets as well as the configurations needed for bulk onboarding of WSEs was the primary focus of our technical
team during Fiscal 2021.

COVID-19 Pandemic Impact

The  COVID-19  pandemic  has  provided  both  business  setbacks  and  business  opportunities.  Our  growth  trajectory  was  muted  by  the  economic  impacts  of  the  COVID-19
pandemic on our core business clients, primarily restaurants and nurse staffing organizations supplying health services not related to COVID-19.

The COVID-19 pandemic has significantly impacted and delayed our expected growth, which we saw initially through a decrease in our billed customers and WSEs beginning
in mid-March 2020, when the State of California first implemented “lockdown” measures. Substantially all of our billed WSEs as of February 29, 2020 worked for clients
located in Southern California, and were primarily in the QSR industry. Many of these clients were required to furlough or lay off employees or, in some cases, completely
shutter  their  operations.  For  our  clients  serviced  prior  to  the  March  2020  pandemic  lockdown,  we  experienced  an  approximate  30%  reduction  in  business  levels  within  six
weeks after the first lockdown commenced. Early in the pandemic, the combination of our sales efforts and the tools that our services provide to businesses impacted by the
COVID-19 pandemic resulted in additional business opportunities for new client location additions, as did the fact that many of our clients received Payroll Protection Plan
loans ("PPP Loans") under the CARES Act, which supported their businesses and payroll payments during in-store lockdowns. Nevertheless, during the quarter ended May 31,
2020, our WSE billings per client location decreased as many of our clients were forced to cease operations or reduce staffing. On July 13, 2020, the Governor of the State of
California re-implemented certain COVID-19 related lockdown restrictions in most of the counties in the state, including those located in Southern California where most of
our clients were located. The mercurial nature of the pandemic led to recurring lockdowns through the issuance of additional orders by state and county health authorities that
yielded uneven patterns of business openings and closings throughout our clients’ markets, which also experienced significant lockdowns beginning in late November 2020 and
through the year-end holiday season as a spike in COVID-19 cases was observed.

The  negative  impact  of  these  lockdowns  on  our  business  and  operations  continued  through  our  third  quarter  of  Fiscal  2021  in  a  see-saw  pattern,  with  some  improvement
observed after the removal of many restrictions in California and elsewhere from March through June 2021, only to be followed by the reimplementation of restrictions in the
face of the pandemic resurgence fueled by the spread of the Delta variant of the virus. While the availability of PPP Loans to our clients mitigated the negative impact on our
business  during  the  initial  stages  of  the  pandemic,  we  believe  that  the  failure  of  the  government  to  renew  this  program  exacerbated  the  deleterious  impact  of  subsequent
restrictions  and  lockdowns  on  our  financial  results  for  Fiscal  2021.  We  have  observed,  however,  some  degree  of  business  recovery  as  these  lockdowns  have  relaxed  and
vaccination efforts have accelerated. We believe that, to the extent that COVID-19 infection rates continue to decrease, and vaccination rates increase, governmental authorities
will continue to remove restrictions, which will fuel our clients’ business recoveries.

11

 
 
 
 
 
 
 
 
We have also experienced increases in our workers’ compensation reserve requirements, and we expect additional workers’ compensation claims to be made by furloughed
employees. We also expect additional workers’ compensation claims to be made by WSEs required to work by their employers during the COVID-19 pandemic. On May 4,
2020, the State of California indicated that workers who became ill with COVID-19 would have a potential claim against workers’ compensation insurance for their illnesses.
These additional claims, to the extent they materialize, could have a material impact on our workers’ compensation liability estimates.

Opportunity

Shortly  after  the  beginning  of  the  pandemic,  once  it  became  clear  that  the  business  interruption  would  be  prolonged  and  more  extensive  than  originally  contemplated,  our
management team began to make adaptations to our business strategy to capitalize on the pandemic related disruptions and what we believed to be the opportunities that would
arise during a recovery. We realized that the COVID-19 pandemic created an employment shock that required a revised strategy and opened up opportunities to capitalize on a
disrupted market. Our growth initiatives were created out of the changes underway in the early part of the pandemic and included new go-to-market strategies, new financing
options, and new business lines.

We see our opportunities to be multi-faceted. Our business strategy is to monetize our HRIS platform within observed and expected disruptions to the human capital market. We
have designed our customer engagement to be agile in meeting the needs of a disrupted workforce and a rapidly changing work environment. The Company was founded, in
part, with the goal to be properly positioned with a valuable service offering for the human capital marketplace and thereby ready to capitalize on the next wave of disruption.

According to an article from Forbes dated August 12, 2021 (“Will the Gig Economy Become The New Working-Class Norm?”), the gig economy experienced 33% growth in
Calendar 2020 and is expanding much faster than the U.S. economy as a whole. It is estimated that approximately 1.1 billion on-demand gig workers exist worldwide, with two
million new gig workers emerging in the United States in Calendar 2020 alone, resulting in an estimated 35% of U.S. workers currently being involved in the on-demand gig
economy. Business data platform Statista predicts that, by 2027, approximately 50% of the U.S. population will have engaged in gig work. Our business strategy is geared
toward attracting clients to our technology who are most likely to rely on this population of part-time, tech savvy WSEs to power their businesses.

We have observed the following pattern in the development of the gig economy over the past fifteen years:

Figure 5

12

 
 
 
 
 
 
 
 
 
Each economic crisis creates chaos and disruption along with significant opportunities once recovery ensues. Our veteran management team has observed and learned from the
technological  and  economic  trends  of  the  past  25  years,  along  with  the  resultant  changes  to  the  human  capital  markets,  including  the  dot.com  bubble,  post  9/11  economic
shocks, and the two more recent financial crises: the 2008 “Great Recession” and the 2020 COVID-19 crisis. We observed the creation of an entirely new approach to part time
“gig” work after the 2008 economic crisis with the rise of companies that eschewed the traditional employer-employee relationship in favor of an “independent contractor”
model, and which primarily focused on driver and delivery services. The resultant employment opportunities typically produced lower paying jobs that required a lower level of
skill and expertise, and often deprived workers of health and welfare benefits that are typical, and often required, in the traditional employer-employee relationship. We call
these  early  gig  worker  companies,  like  Uber  and  Postmates,  “Legacy  Gig”  companies,  which  emerged  in  large  numbers  after  the  Great  Recession.  These  companies
experienced significant growth within five years of the 2008 crisis by capitalizing on a combination of factors, including the economic recovery itself, the companies’ ability to
find a technological solution for the desire of the workforce to find more flexible work options, and the growing proliferation and sophistication of mobile smartphones. While
these Legacy Gig providers have enjoyed great success, they are now facing significant pushback from regulatory authorities from their decision to embrace the independent
contractor business model, which is under attack as a means of depriving employees of significant benefits and protections while evading traditional employer tax obligations.

The  lessons  learned  from  the  Legacy  Gig  providers  and  the  demographic  shifts  underpinning  their  success  gave  rise  to  the  founding  of  ShiftPixy.  In  2015,  our  founders
evaluated the Legacy Gig businesses and believed that there was a need in the marketplace for a lower wage “gig” service provider to treat its workers as employees, with all of
the traditional benefits and protections that employees have historically enjoyed, while also providing the flexibility that is the hallmark of the gig economy. The ShiftPixy
Ecosystem and our HRIS platform were designed and continue to be enhanced with this goal in mind. The launch of ShiftPixy in 2015 coincided with the widespread adoption
of smartphones throughout the population, making the marriage of WSEs and business on a distributed network on a grand scale possible.

Our  business  plan  at  inception  was  premised  upon  our  belief  that  gig  workers  would  eventually  migrate  away  from  an  independent  contractor  to  a  more  traditional
employee/employer relationship that nonetheless provides the range of flexibility and choice commonly desired by workers in the gig economy. We also recognized a gap in the
marketplace  where  traditional  HR  service  providers  were  not  providing  a  comprehensive  services  suite  for  gig  workers  on  a  level  comparable  to  that  typically  provided  to
higher wage or salaried employees. We also came to recognize the likelihood that governmental regulators and tax authorities would ultimately object to the prevalent use of
independent contractors by private businesses as a means to avoid paying certain taxes and avoid providing traditional employment benefits to their workers, and we believe
that  recent  actions  by  federal,  state  and  local  governments  have  proved  our  predictions  to  be  accurate.  Therefore,  as  our  business  plan  has  evolved,  we  have  avoided  an
independent contractor model, which we do not believe to be sustainable, in favor of a staffing model through which we employ our clients’ WSEs and provide them with a full
range of traditional benefits.

Figure 6

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More  recently,  there  have  been  significant  workplace  shocks  due  to  the  COVID-19  pandemic.  Increasingly  and  as  is  well  documented  in  news  media,  those  companies
employing lower wage employees are experiencing significantly increased employee turnover and higher recruiting costs. We believe that the broader employment marketplace
is undergoing a fundamental shift towards a new “Future Gig” workplace and further believe that ShiftPixy is well positioned to capitalize on the combination of a near term
economic recovery and the longer-term demographic shift of younger and lower paid workers to a temporary and flexible work environment, as was seen with the early gig
service provider business models. The financial markets have already recognized this opportunity in the growth and high value of companies focusing on the higher end salary
or contract employment for professionals or creative personnel (as contractors and employees) and lower pay scale workers (as contractors) as well as significant investment in
third  party  delivery.  We  believe  that  our  commitment  to  a  full  employment  staffing  model,  through  which  our  WSEs  are  provided  with  a  range  of  traditional  employment
benefits, uniquely positions us to attract Future Gig workers to our HRIS platform and the ShiftPixy Ecosystem.

Third party delivery constitutes an important part of our overall strategy to supply our clients with highly qualified WSEs at an affordable price while allowing them to regain
control over their brands. Throughout the pandemic, many of our clients were forced to cede control over their brands to large third-party delivery services such as Postmates
and UberEats to ensure their survival. The result was not only a dissipation of profits, but also a loss of control over the delivery experience and, in many cases, a decline in
customer loyalty and goodwill. We believe that QSRs require more control over the delivery experience to ensure their future success which, in turn, requires more flexibility
that can only be achieved through digital engagement. Our technology platform is designed with this goal in mind, focusing on real-time business intelligence for human capital
while also providing additional key data capture that is critical to QSR success.

We also have observed the substantial investment that has been made in “ghost” kitchens, which is causing significant changes to the restaurant industry. Ghost kitchens, or
cooking facilities that produce food only for delivery with no dine-in or customer facing areas, could create a $1 trillion global opportunity by 2030, according to a Euromonitor
virtual webinar presented by Euromonitor’s Global Food and Beverage Lead Michael Schaefer. The firm predicts cheaper, faster and more reliable delivery could help this
segment capture 50% of drive-thru service ($75 billion), 50% of takeaway foodservice ($250 billion), 35% of ready meals ($40 billion), 30% of packaged cooking ingredients
($100 billion), 25% of dine-in foodservice ($450 billion), and 15% of packaged snacks ($125 billion). We believe that our existing relationships with QSRs provide us with
unique insight into the vulnerabilities and opportunities created by this third party consumer disruption, and the primary work of ShiftPixy Labs is devoted to maximizing the
monetization of this disruption through the creation and optimization of new vertical markets and opportunities, with the goal of creating additional shareholder value.

We believe that the combination of these demographic shifts, marketplace upheaval, and the COVID-19 pandemic’s impact on how workers find work and employers seek
WSEs creates a multitude of opportunities for companies like ShiftPixy. We anticipate that a second generation of gig employment companies that are utilizing lower wage
employees  will  experience  rapid  growth  within  three  years  following  the  end  of  the  COVID-19  economic  crisis.  We  also  believe  that  the  innovations  occurring  within  the
restaurant  industry  will  dramatically  change  the  way  restaurants  operate.  We  have  designed  our  business  strategy  to  this  end  and  believe  that  our  HRIS  platform  is  well
positioned for the rapid growth that we expect as we meet these changes within the marketplaces we serve.

Markets and Marketing

Overview

Our products and services are designed primarily to help small and medium sized businesses thrive in the gig economy by providing a cost-effective, legally compliant means
to fulfill their staffing needs. As noted above, the worldwide trend toward a gig economy has been fueled largely by the widespread adoption of smartphones, which provide the
technological means for remote office workers to move away from the traditional centralized workplace. Indeed, according to a March 2021 Statista article, over 95 % of 18 to
30 year-old workers use a smartphone. This, in turn, has led to a significant disruption of the traditional employer-employee relationship, with supply management firm Ardent
Partners reporting as far back as 2016 that nearly 42% of the world’s total workforce was considered “non-employee”, which includes temporary staff, gig workers, freelancers,
and independent contractors.

We  have  designed  our  mobile  application  to  take  full  advantage  of  this  fundamental  shift  to  the  gig  economy,  which  has  been  fueled  by  the  near  universal  adoption  of
smartphones. Our initial marketing efforts focused on small and medium sized businesses struggling to find and maintain workers in the gig economy. In particular, we have
targeted  the  restaurant  and  hospitality  industries,  which  are  characterized  by  high  turnover  and  often  use  independent  contractors  to  perform  less  than  full-time  gig
engagements, primarily in the form of shift work. A significant problem for these businesses, along with many others in a wide variety of industries, involves compliance with
employment  related  regulations  imposed  by  federal,  state  and  local  governments.  Requirements  associated  with  workers’  compensation  insurance,  and  other  traditional
employment compliance issues, including the employer mandate provisions of the ACA, create compliance challenges and increased costs. The compliance challenges are often
complicated by “workaround” solutions to which many employers resort to avoid characterizing employees as “full-time” in an often futile attempt to avoid fines and penalties.

14

 
 
 
 
 
 
 
 
 
We  believe  that  our  services  and  HRIS  platform  provide  a  cost-effective,  fully  compliant  solution  for  small  businesses  facing  increasingly  complex  regulations  and  related
litigation governing the classification and use of independent contractors. Recently in California, where most of our WSEs currently reside, legislation was passed that defines
gig  workers  employed  by  Legacy  Gig  companies  such  as  Lyft  and  Uber  as  employees  rather  than  independent  contractors,  which  we  believe  was  a  direct  governmental
response to a considerable loss of tax revenue derived from categorizing these WSEs as independent contractors. In November 2020, California voters passed Proposition 22,
which nominally had the effect of repealing this legislation and restoring independent contractor status with respect to “app-based drivers.” Nevertheless, Proposition 22 also
instituted various labor and wage policies that are specific to app-based drivers and their employers that do not apply to other independent contractors, including: (i) minimum
wage requirements; (ii) working hours limitations; (iii) requiring companies to pay healthcare subsidies under certain circumstances; and (iv) requiring companies to provide or
make available occupational accident insurance and accidental death insurance to their app-based drivers. We believe that there is an increasing likelihood that other states and
municipalities will impose similar mandates in the near future, which will likely include, at a minimum, wage and benefit provisions similar to those guaranteed by Proposition
22.

Figure 7

Source: 11th Annual State of Independence in America, Data Highlights & Preview | August 2021 MBO Partners

Prior Focus and Marketing Efforts

Our  business  model  provides  a  solution  to  this  likely  regulatory  change  by  absorbing  workers  for  these  types  of  gig  economy  companies  as  our  employees,  significantly
limiting the risk of litigation, fines and other related issues. Our early market focus was on the food service and hospitality industries, based primarily upon our understanding
of the issues and challenges facing QSRs. Some of the key features incorporated in our mobile smartphone application to address these challenges include: (i) scheduling and
intermediation functionality, which is designed to enhance the client’s experience through easy WSE scheduling and reducing turnover impact, and (ii) delivery functionality,
which  is  designed  to  increase  revenues  through  “in  house”  delivery  fulfillment,  thereby  reducing  delivery  costs  while  creating  a  better  customer  experience  and  elevated
engagement.

15

 
 
 
 
 
 
 
 
One of the most recent significant developments in the food and hospitality industry has been the rapid rise of third party restaurant delivery Legacy Gig providers such as Uber
EatsTM, GrubHubTM, and DoorDashTM. These providers have facilitated an increase in QSR sales in many local markets by providing food delivery to a wide-scale audience
using independent contractor delivery drivers. Nevertheless, we have observed two significant issues negatively impacting our clients as a result of their increased reliance upon
third party delivery providers that have been widely reported. The first issue is the large revenue share typically being paid to third-party delivery providers as delivery fees.
These additional costs erode QSR profits that would otherwise be generated by additional sales made through the delivery channel. The second issue is that our QSR clients
have encountered logistical problems with food deliveries, including late deliveries, cold food, missing accessories, and unfriendly delivery people. This has caused significant
“brand erosion”, causing these clients to reconsider third-party delivery.

While some larger chain restaurants have mitigated these additional costs and risks by moving to either a centralized food fulfillment center (commissary) or a “ghost” kitchen
solution for their third party delivery system, our clients typically lack the resources to follow this example. Our ShiftPixy Labs growth initiative, (described in more detail,
below),  focuses  on  addressing  this  issue  for  these  smaller  QSR  operators  through  the  use  of  our  technology.  Our  HRIS  platform  allows  our  QSR  clients  to  manage  food
deliveries in a cost-effective manner by using their own WSEs, (for whom we serve as the legal employer), through a customized “white label” mobile application. Our delivery
feature links this “white label” delivery ordering system to our delivery solution, thereby freeing our clients to showcase their brands throughout the mobile ordering process
while  retaining  back-office  delivery  functionality  on  a  par  with  that  offered  by  the  Legacy  Gig  providers,  including  scheduling,  ordering,  and  delivery  status  pushed  to  a
customer’s smart phone. The first development phase of this aspect of our platform focused on driver onboarding functionality, which we completed during our fiscal year
ended August 31, 2019 (“Fiscal 2019”). Additional features currently under development or already implemented allow us to “micro meter” the essential commercial insurance
coverages required by our operator clients on a delivery-by-delivery basis (workers’ compensation and auto coverages), thereby overcoming a significant obstacle encountered
by QSRs seeking to provide their own delivery services without relying on a Legacy Gig provider.

Our technology platform and approach to human capital management also provides a unique window into the daily demands of QSR operators, giving us the ability to extend
our  technology  and  engagement  to  optimize  this  self-delivery  proposition.  We  expect  our  most  recent  enhancements  to  our  driver  management  layer  for  operators  in  the
ShiftPixy Ecosystem to allow our clients to use their own team members to control the delivery process from start to finish, yielding a more positive customer experience. We
believe that our mobile application already provides the HR compliance, management and insurance solutions necessary to support a delivery option and create a turnkey self-
delivery opportunity for the individual QSR operator.

The impact of the COVID-19 pandemic on our marketing efforts, along with its broader impact on the gig economy, appears to be mixed. According to a recent report issued by
AppJobs through its Future Work Institute, the pandemic has fueled an increase in global demand for remote services such as delivery, online surveys and market research,
while the demand for positions requiring entry into the home, such as house-sitting, babysitting and cleaning, has declined by 36%. Our experience with the bulk of our clients
during the height of the pandemic largely confirms this research. Specifically, we observed a significant decline in our food and hospitality billed WSEs located in our Southern
California markets during mid-March 2020, which coincided with the shutdown of many of our QSR clients’ dining locations. We began to experience some recovery in early
May  2020,  as  various  lockdown  measures  were  relaxed  and  many  restaurant  operators  created  “work-around”  solutions  to  new  health  and  safety  regulations,  including
improved takeout and delivery, as well as limited in-person dining. The reimplementation of lockdowns from November 2020 through February 2021 negatively impacted our
WSE billings, although this was tempered somewhat by the receipt of COVID-19 related government payments such as the PPP Loan program. As of August 31, 2021, we still
have not seen full recovery and it is clear to us that the commercial landscape in the restaurant industry has moved towards an increase in restaurant delivered meals compared
to in-person dining. Our ShiftPixy Labs initiative is largely designed to address this shift in demand.

We believe that our HRIS platform provides long-term benefits to our clients that will outlast the COVID-19 pandemic. We do not believe that the post-pandemic employment
environment will decrease the migration of workers towards a gig economy, and we expect that the demand for services that match those workers with gig opportunities will
continue to increase.

16

 
 
 
 
 
 
Figure 8

Market expansion

We view our ability to capture and utilize information pertaining to our target demographic to be integral to our future expansion and revenue growth. Although our clients were
principally  concentrated  in  Southern  California  as  of  the  end  of  Fiscal  2021,  we  believe  that  our  ShiftPixy  Labs  initiatives  and  our  SPAC  sponsorship  activities  have  the
potential, if successful, to result in the addition of a significant number of WSEs to the ShiftPixy ecosystem, covering a truly national footprint. Our current technology efforts
are devoted to ensuring that our HRIS platform has the capacity to take full advantage of this projected future growth, which we believe is likely to result from the following
factors:

1. Large Potential Markets.

Restaurant and Hospitality:  Current  statistics  show  that  there  are  over  15.1  million  WSEs  in  the  restaurant  and  hospitality  industries  –  representing  over
$300 billion of annual revenues – who are overwhelmingly working on a part-time basis. At our current monetization rate per WSE, this represents an annual
gig economy revenue opportunity of over $9 billion per year for the United States. We believe that our ShiftPixy Labs initiative will position us to take full
advantage of growth opportunities within this industry segment.

17

 
 
 
 
 
 
 
 
Light  Industrial  Staffing:  We  project  a  target  market  approximating  annual  revenues  $35  billion  in  North  America  derived  from  light  industrial  staffing,
approximately 50% of which is currently consolidated in ten larger companies, with the remainder divided amongst a multitude of smaller, regional entities.
We believe that if our sponsored SPAC, Industrial Human Capital, Inc. (NYSE:AXH/U) (“IHC”), is successful in completing its initial business combination
and implementing its business plan, then it will be a significant player in the light industrial staffing space with a nationwide footprint. We further believe
that, if we are successful in entering into one or more CSAs with IHC, the resulting relationship will provide a nationwide outlet for our HRIS platform that
will extend our geographic footprint dramatically, which in turn should result in significant increases to our revenues and earnings.

Other Industries: Our present intention is to expand both our geographic footprint and our service offerings into other industries as well, particularly where
part-time work is a significant component of the applicable labor force, including the retail, healthcare and technology sectors. We believe that our SPAC
sponsorship activities, if successful, will facilitate these efforts.

2. Rapid  Rise  of  Independent  Workers.  According  to  a  recent  study  by  Statista,  the  number  of  independent  workers  in  the  United  States  continues  to  increase
significantly, regardless of the frequency of work. During Calendar 2021, there were approximately 23.9 million occasional independent workers in the United States,
representing an increase from 12.9 million occasional independent workers estimated in Calendar 2017. We do not expect this shift to independent workers to change
materially as a result of the COVID-19 pandemic.

3. Technology Affecting Attitudes towards Employment Related Engagements. Gig economy platforms have changed the way that part-time and non-traditional WSEs
identify  and  connect  to  work  opportunities  through  the  use  of  smartphone  technology.  Many  demographic  groups,  including  millennials,  have  embraced  this
technology  as  a  means  to  secure  short-term  employment  related  engagements,  as  evidenced  by  the  widespread  adoption  of  smartphones.  We  believe  that  this
demographic trend represents the “last mile” enabling technology solutions such as ours to provide superior worker engagement in the gig economy.

4. Our Mobile Application is Designed to Provide Additional Benefits to Employers and Shift Workers. Millennials represent approximately 40% of the independent
workforce who are over the age of 21 and who work 15 hours or more each week. Mindful that we anticipate most of our shifters will be millennials who connect with
the outside world primarily through a mobile device, we are poised to significantly expand our business through our mobile application. Our mobile application is a
proprietary application downloaded to mobile devices, allowing our shifters to access shift work opportunities at all of our clients, not just their current restaurant or
hospitality provider. Our intermediation feature, which we anticipate being widely available in the near future, will also allow WSEs to access opportunities across our
entire client platform.

Figure 9

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Growth Initiatives

Our recent growth initiatives incorporate lessons learned from the COVID-19 pandemic, and are designed to utilize our technology in a manner that maximizes growth and
profitability. The ultimate success of our business model depends upon the entry of significant numbers of WSEs into the ShiftPixy Ecosystem through placement on our HRIS
platform.  The  effectiveness  of  this  platform  however,  depends  upon  substantial  cash  flows  to  support  our  existing  operating  structure  and  ensure  that  our  technology  is
sufficiently advanced to support our business model.

As our client acquisitions slowed during the height of the pandemic in Calendar 2020, we began to re-evaluate our customer acquisition and revenue growth strategies and to
identify opportunities arising from the pandemic disruption, which we view as similar in scale and scope to the disruption observed after the 2008 financial crisis that gave rise
to the first gig economy businesses. Our response has been to pursue two complementary alternatives to organic growth that we believe will create additional shareholder value
without significant shareholder equity dilution: (i) sponsorship of SPACs, including IHC; and (ii) development of ShiftPixy Labs.

Sponsorship of Special Purpose Acquisition Companies (“SPACs”)

In early Fiscal 2021, we evaluated our growth prospects in relation to management’s experience and understanding of various segments of the staffing industry and identified
several  significant  trends.  First,  we  noted  that  certain  segments  of  the  staffing  industry  were  highly  fragmented,  characterized  by  small  businesses  with  limited  access  to
advanced technology that could fuel substantial revenue and earnings growth. Second, we recognized that direct access to our HRIS platform and associated technology was
likely to have a material positive impact on these companies’ financial results. Third, we determined that combining a group of these companies into a combined entity could
yield a superior staffing provider with a truly national footprint, especially if it availed itself of the services offered by ShiftPixy. We also determined that the benefits arising
from consolidation and access to our technology would be even more greatly enhanced through access to workers’ compensation and other insurance products at favorable rates
typically obtainable by larger entities. We also recognized that our ability to enter into a comprehensive CSA with such a “roll-up” entity could fuel ShiftPixy’s expansion by
providing critical mass for the ShiftPixy Ecosystem and broad access to our HRIS platform, which had the potential to generate a significant increase in revenues and profits.
After  consulting  with  outside  experts,  we  determined  that  the  best  way  to  accomplish  these  ends  was  through  the  sponsorship  of  a  series  of  special  purpose  acquisition
companies, or “SPACs”.

Accordingly, on April 29, 2021, we announced our sponsorship, through our wholly-owned subsidiary, ShiftPixy Investments, Inc. ("Investments"), of four SPAC initial public
offerings.  The  registration  statement  and  prospectus  relating  to  the  initial  public  offering  (“IPO”)  of  one  of  these  SPACs,  IHC,  was  declared  effective  by  the  SEC  on
October 19, 2021 and IHC units, consisting of one share of common stock and an accompanying warrant to purchase one share of IHC common stock, began trading on the
New York Stock Exchange on October 20, 2021. The IHC IPO closed on October 22, 2021, raising gross proceeds for IHC of $115 million. In connection with the IPO, we
purchased, through Investments, 4,639,102 private placement warrants ("placement warrants") at a price of $1.00 per warrant, for an aggregate purchase price of $4,639,102.
IHC currently intends to use the proceeds of the IHC IPO to acquire companies in the light industrial segment of the staffing industry, and our goal is to enter into one or more
CSAs  with  IHC  following  its  initial  business  combination  ("IBC").  Immediately  following  the  IHC  IPO,  IHC  began  to  evaluate  acquisition  candidates.  IHC’s  goal  is  to
complete its IBC within one year of the IHC IPO.

We  currently  anticipate  that  two  of  our  remaining  sponsored  SPACs,  Vital  Human  Capital,  Inc.  (“Vital”),  and  TechStackery,  Inc.  (“TechStackery”),  will  seek  to  raise
approximately $100 million each in capital investment to acquire companies in the healthcare and technology segments of the staffing industry, respectively. We expect that our
other  remaining  sponsored  SPAC,  Firemark  Global  Capital,  Inc.  (“Firemark”),  will  seek  to  raise  approximately  $100  million  in  capital  investment  to  acquire  one  or  more
insurance entities to provide workers’ compensation and related insurance products. We currently own, through Investments, approximately 15% of the issued and outstanding
stock  of  IHC,  and  we  expect  to  own  approximately  15%  of  each  of  the  other  SPACs  upon  the  consummation  of  the  SPAC  IPOs.  Assuming  that  the  IPOs  of  each  of  the
remaining SPACs are consummated pursuant to the same pricing terms of the IHC IPO, we expect to invest, through Investments, an aggregate amount of $17,531,408 in the
SPACs  (or  up  to  $18,656,408  if  the  over-allotment  option  of  each  SPAC  is  exercised  in  full)  through  the  purchase  of  placement  warrants  in  addition  to  our  initial  $25,000
investment  for  the  purchase  of  our  founder  shares  in  each  SPAC.  These  investment  amounts  set  forth  above  do  not  include  loans  that  we  may  extend  to  each  SPAC  in  an
amount not to exceed $500,000 individually, (or $2 million in the aggregate), in our role as sponsor for the purpose of funding various organizational expenses of the SPACs.

We expect each SPAC to operate as a separately managed, publicly traded entity following the completion of their respective IBCs, or “De-SPAC”. We anticipate entering into
service  agreements  with  each  of  the  staffing  entities  that  will  allow  them  to  participate  in  our  HRIS  platform.  We  also  expect  to  facilitate  the  procurement  of  workers’
compensation, personal liability, and other similar insurance products for these staffing entities through our anticipated relationship with Firemark, assuming that it is able to
consummate its IPO and complete the De-SPAC process successfully.

19

 
 
 
 
 
 
 
 
 
We believe that our sponsorships of the SPACs focusing upon IBCs within the staffing industry have the potential to generate significant revenues and earnings for us, while
also supporting a favorable business model for these SPACs. Similarly, we believe that Firemark has the potential to benefit from a relationship with us through both business
referrals and licensed access to our technology, which should provide the means to expand its business in a profitable manner if and when it becomes operational.

ShiftPixy Labs

On July 29, 2020, we announced the launch of ShiftPixy Labs, which includes the development of ghost kitchens in conjunction with our wholly-owned subsidiary, ShiftPixy
Ghost  Kitchens,  Inc.  Through  this  initiative,  we  intend  to  bring  various  food  delivery  concepts  to  market  that  will  combine  with  our  HRIS  platform  to  create  an  easily
replicated, comprehensive food preparation and delivery solution. The initial phase of this initiative is being implemented in our dedicated showcase kitchen facility located in
close proximity to our Miami headquarters, which we are already showcasing through the distribution of video programming on social media produced and distributed by our
wholly owned subsidiary, ShiftPixy Productions, Inc. If successful, we intend to replicate this initiative in similarly constructed facilities throughout the United States and in
selected international locations. We also intend to provide similar services via mobile kitchen concepts, all of which will be heavily reliant on our HRIS platform and which we
believe  will  capitalize  on  trends  observed  during  the  COVID-19  pandemic  toward  providing  customers  with  a  higher  quality  prepared  food  delivery  product  that  is  more
responsive to their needs.

The idea of ShiftPixy Labs originated from discussions with our restaurant clients, combined with our observations of industry trends that appear to have accelerated during the
pandemic. Beginning in Calendar 2020, we recognized a significant uptick in the use of mobile applications to order take-out food either for individual pickup or third-party
delivery, which grew even more dramatically as the pandemic took hold. Not surprisingly, the establishment of fulfillment kitchens for third party delivery also spread rapidly
during this time period, initially among national fast food franchise chains but then among smaller QSRs.

The migration towards a ghost kitchen delivery solution appears to have followed a two-step process. Initially, the increased demand for third party delivery allowed restaurants
to  utilize  existing  physical  locations  that  would  otherwise  have  been  closed  due  to  COVID-19  lockdowns  and  restrictions.  This  evolved  into  the  deployment  of  centralized
ghost  kitchen  facilities  by  certain  “early  adopter”  companies  once  they  observed  a  critical  mass  of  order  flow.  This  more  centralized  fulfillment  option  results  in  more
economical  bulk  purchasing,  reduced  food  spoilage,  lower  overhead,  and  better  and  more  automated  order  completion  flow.  These  improved  economies  of  scale  typically
translate to significant cost reductions to operators compared to the traditional “in-person” restaurant locations, typically located in more expensive real estate locations.

We  believe  that  the  restaurant  industry  is  in  the  midst  of  a  food  fulfillment  paradigm  shift  that  will  ultimately  result  in  the  widespread  use  of  “ghost  kitchens”  in  a  shared
environment. Similar to shared office work locations, a shared kitchen can provide significant cost efficiencies and savings compared to the cost of operating multiple retail
restaurant  locations.  Coupled  with  ShiftPixy’s  technology  stack,  which  includes  order  delivery  and  dispatch,  we  believe  that  the  ghost  kitchen  solutions  that  emerge  from
ShiftPixy Labs will provide a robust and effective delivery order fulfillment option for our clients.

We have also observed the growing impact of social media platforms over the past five years, a trend which has accelerated through the pandemic. As this trend has gained
steam, many social media influencers have successfully capitalized on their popularity by establishing new business concepts in a variety of industries, including within the
QSR space. Some of these restaurants are identified as “virtual” restaurants with delivery-only service fulfilled by centralized ghost kitchens. We intend to capitalize on this
trend by creating an extensive social media presence for ShiftPixy Labs.

Many restaurant entrepreneurs have also become successful during the pandemic by moving outside through the use of mobile food trucks, which can be used as a launching
point for restaurants and ultimately expanded to traditional indoor dining locations. We have researched this phenomenon and, coupled with our experience in the restaurant
industry,  believe  a  significant  business  opportunity  exists  to  assist  with  the  fulfillment  of  new  restaurant  ideas  and  rapidly  expand  those  ideas  across  a  broad  geographic
footprint utilizing centralized ghost kitchen fulfillment centers. Again, we believe that ShiftPixy Labs will provide solutions that will facilitate the rapid growth of these new
businesses, through a combination of centralized ghost kitchens and an available pool of human capital resources provided through our HRIS platform, as well as through other
business assistance provided by our management team.

During  Fiscal  2020,  we  established  an  industrial  facility  in  Miami  that  we  expect  to  be  fully  completed  and  operational  shortly.  We  are  equipping  this  facility  with  ten
standardized kitchen stations in both single and double kitchen configurations built within standard cargo container shells. We expect this facility, upon completion, to function
as a state of the art ghost kitchen space that will be used to incubate restaurant ideas through collaboration and partnerships with local innovative chefs, resulting in sound
businesses  that  provide  recurring  revenue  to  ShiftPixy  in  a  variety  of  ways,  both  through  direct  sales  and  utilization  of  the  ShiftPixy  Ecosystem,  HRIS  platform,  and  other
human capital services. To the extent that this business model is successful and can be replicated in other locations, it has the potential to contribute significant revenue to
ShiftPixy in the future.

20

 
 
 
 
 
 
 
 
 
 
We may also take equity stakes in various branded restaurants that we develop and operate with our partners through ShiftPixy Labs. Such ownership interests will be held to
the extent that it is consistent with our continued existence as an operating company, and to the extent that we believe such ownership interests have the potential to create
significant value for our shareholders.

Competition

We  have  two  primary  sources  of  competition.  Competitors  to  our  gig  business  model  include  businesses  such  as  Upworks,  ShiftGig,  Instawork,  Snag,  Jobletics  and  other
comparable businesses that seek to arrange short-term work assignments for both employees and independent contractors. Competitors to our HRIS platform include businesses
such as True Blue, Inc., Kelly Services, ManpowerGroup, and Barrett Business Services, which provide human resource software solutions.

We believe our service offerings compete effectively based on our strategy of combining an ecosystem of employment services with the individualized ability to link trained
workers to specific shift-work opportunities and by providing additional work opportunities, as well as facilitating procurement of low-cost workers’ compensation insurance
for our clients.

Governmental Regulation

Our  business  operates  in  an  environment  that  is  affected  by  numerous  and  complex  federal,  state  and  local  laws  and  regulations  relating  to  labor  and  employment  matters,
benefit  plans  and  income  and  employment  taxes.  Further,  many  jurisdictions  have  adopted  laws  or  regulations  regarding  the  licensure,  registration  or  certifications  of
organizations that engage in co-employer relationships. While we do not believe that our business model generally falls within the co-employer framework, it is possible that
we could become subject to such laws and regulations if we are deemed to have entered into such relationships with regard to employees providing services in the jurisdictions
where such laws and regulations apply.

Additionally, due to the COVID-19 pandemic, government agencies have declared a state of emergency in the U.S., and some have restricted movement, required restaurant,
bar and hotel closures, advised people not to visit restaurants or bars, and otherwise restricted non-essential travel. In some jurisdictions, people have been instructed to shelter
in place to reduce the spread of COVID-19, in response to which restaurants have temporarily closed and have shifted operations at others to provide only take-out and delivery
service. While many of these restrictions have now been lifted, there is no guarantee that they will not be reimposed should there be a resurgence in the virus, or as a result of
some other public health emergency.

The following summarizes what we believe are currently the most important legal and regulatory aspects of our business:

Federal Regulations

Employer Status

We sponsor certain employee benefit plan offerings as the “employer” of our shift workers under the Internal Revenue Code of 1986 (the “Code”) and the Employee Retirement
Income Security Act of 1974 (“ERISA”). The multiple definitions of “employer” under both the Code and ERISA are not clear and are defined in part by complex multi-factor
tests under common law. We believe that we qualify as an “employer” of our shift workers under both the Code and ERISA, as well as various state regulations, but this status
could be subject to challenge by various regulators. For additional information on employer status and its impact on our business and results of operations, refer to the section
entitled “Risk Factors,” under the heading “If we are not recognized as an employer of WSEs under federal and state regulations, or we are deemed to be an insurance agent or
third-party administrator, we and our clients could be adversely impacted.”

Affordable Care Act and Health Care Reform

The ACA was signed into law in March 2010. The ACA implemented substantial health care reforms with staggered effective dates continuing through Calendar 2020, and
many of its provisions require the issuance of additional guidance from applicable federal government agencies and the states. There could be significant changes to the ACA
and health care in general, including the potential modification, amendment or repeal of the ACA. For additional information on the ACA and its impact on our business and
results of operations, refer to the section entitled “Risk Factors,” under the heading, “Failure to comply with, or changes in, laws and regulations applicable to our business,
particularly potential changes to the ACA, could have a materially adverse effect on our marketing plan as well as our reputation, results of operations or financial condition, or
have other adverse consequences.” The Tax Cuts and Jobs Act of 2017 effectively eliminated the individual mandate provisions of the ACA, beginning in 2019.

21

 
 
 
 
 
 
 
 
 
 
 
 
 
 
Health Insurance Portability and Accountability Act

Maintaining the security of information regarding our employees is important to us as we sponsor employee benefit plans and may have access to personal health information
of  our  employees.  The  manner  in  which  we  manage  protected  health  information  (PHI)  is  subject  to  the  Health  Insurance  Portability  and  Accountability  Act  of  1996
(“HIPAA”),  and  the  Health  Information  Technology  for  Economic  and  Clinical  Health  Act  (the  “HITECH  Act”).  HIPAA  contains  substantial  restrictions  and  health  data
privacy, security and breach notification requirements with respect to the use and disclosure of PHI. Further, under the HITECH Act there are steep penalties and fines for
HIPAA violations. Our health plans are covered entities under HIPAA, and we are therefore required to comply with HIPAA’s portability, privacy, and security requirements.
For additional information regarding the information we collect, how we maintain the confidentiality of our clients’ and employees’ confidential information and the potential
impact to our business if we fail to protect the confidentiality of such data, refer to the section entitled “Risk Factors,” under the heading, “We collect, use, transmit and store
personal  and  business  information  with  the  use  of  data  service  vendors,  and  a  security  or  privacy  breach  may  damage  or  disrupt  our  businesses,  result  in  the  disclosure  of
confidential information, damage our reputation, increase our costs or cause losses.”

State Regulations

Many  states  have  adopted  provisions  for  licensure,  registration,  certification  or  other  formal  recognition  of  co-employers.  Such  laws  vary  from  state  to  state  but  generally
provide for monitoring or ensuring the fiscal responsibility of a co-employer, and in some cases codify and clarify the co-employment relationship for unemployment, workers’
compensation and other purposes under state laws. While we believe that our current business primarily falls outside the scope of these laws and regulations, it is possible that
regulatory authorities could determine that our activities come under this regulatory framework to some extent. In addition, many state laws require guarantees by us of the
activities  of  our  wholly-owned  subsidiary,  ReThink  Human  Capital  Management,  Inc.  (“HCM”),  and  in  some  states  we  may  seek  licensure,  registration  or  certification,  as
applicable, together with our subsidiary, HCM, because the financials for both organizations are consolidated. We believe that we are in compliance in all material respects with
the requirements in the states where we are conducting business.

We must also comply with state unemployment tax requirements where our clients are located. State unemployment taxes are based on taxable wages and tax rates assigned by
each state. The tax rates vary by state and are determined, in part, based on our prior years’ compensation and unemployment claims experience in each state. Certain rates are
also determined, in part, by each client’s own compensation and unemployment claims experience. In addition, states have the ability under law to increase unemployment tax
rates, including retroactively, to cover deficiencies in the unemployment tax funds.

We  are  also  subject  to  Federal  and  state  laws  and  regulations  regarding  privacy  and  information  security.  For  example,  the  California  Consumer  Privacy  Act  of  2018,  (the
“CCPA”, which went into effect on January 1, 2020), affords consumers expanded privacy protections, including individual rights to access, to require deletion of personal
information, to opt out of certain personal information sharing, and to receive detailed information about how personal information is used. The CCPA also provides for civil
penalties for violations, as well as a private right of action for data breaches that may increase data breach litigation. There are also a number of other pending state privacy
laws that contain similar provisions to the CCPA with which we must comply and which, in some cases, may prescribe stricter and potentially conflicting requirements.

Intellectual Property

We have registered seven trademarks, consisting of three names (ShiftPixy, ZiPixy, and ShiftPixy Labs) and four logos (the Pixy image, the Pixy wings image and wings/name
logo,  and  the  ShiftPixy  Labs  logo).  In  addition,  we  have  patents  pending  for  certain  features  of  our  mobile  application  in  the  United  States,  Australia,  Brazil,  European
Union, India, Japan, Korea and Hong Kong. We have other intellectual property and related rights as well, particularly in connection with our software. We believe that our
intellectual property is of considerable importance to our business.

Human Capital

As of August 31, 2021, we employed 77 people on a full-time basis in our corporate offices, and we served approximately 3,000 active, paid WSEs with an additional 38,000
inactive WSEs included within the ShiftPixy Ecosystem through our HRIS platform.

22

 
 
 
 
 
 
 
 
 
 
 
Diversity and Inclusion

We  maintain  a  diverse  and  inclusive  workforce  in  our  corporate  offices,  and  we  encourage  our  clients  to  embrace  similar  practices.  Approximately  35%  of  our  corporate
employees are women, (including, effective January 1, 2022, our recently named Chief Operating Officer, Amanda Murphy, who is a member of our board of directors), and
our Chief Marketing Officer, Amy Wang), and approximately 43% of our corporate employees are non-white. We encourage our clients to employ the same practices that we
use to ensure diversity in the workplace, which has resulted in an extremely diverse WSE population, 79% of whom are women and 90% of whom are non-white. Our efforts
include the preparation and distribution of employee manuals internally and to our clients that fully incorporate diversity and inclusion best practices, as well as implementation
of robust training programs that we believe to be most effective in eliminating and preventing harassment, bullying and bias in the workplace.

Workforce Compensation and Pay Equity

We provide robust compensation and benefits programs to help meet the needs of our corporate employees, and we also provide the means for our clients to provide similar
benefits to their WSEs, many of which have traditionally been unavailable to gig workers and others filling lower wage positions. We provide our corporate employees with
highly  competitive  salaries,  as  well  a  401(k)  Plan,  healthcare  and  insurance  benefits,  paid  time  off,  and  family  leave.  We  also  provide  all  of  our  corporate  employees  with
targeted equity-based grants with vesting conditions designed to facilitate the retention of personnel and the opportunity to benefit financially from the Company’s growth and
profitability.

We also believe that adoption of the ShiftPixy HRIS platform by our clients has had, and will continue to have, far-reaching effects in bringing pay equity to historically lower
wage positions, by harnessing the power of the internet-driven gig economy to provide WSEs the ability and freedom to find the best work opportunities available. The cost
efficiencies our clients realize though adoption of the ShiftPixy technology platform, in our opinion, provides the means for them not only to pay higher wages, but also to
provide  substantial  employment  benefits  not  often  available  to  lower  wage  workers  in  the  modern  economy,  including  access  to  healthcare  and  insurance  benefits  and
401(k) Plans.

Talent Acquisition and Retention

We  continually  monitor  corporate  employee  turnover  rates  and  those  of  our  clients,  as  we  firmly  believe  that  our  success  and  that  of  our  business  partners  depends  upon
retaining highly trained and dedicated team members. We are convinced that our philosophy of providing highly competitive compensation, along with significant opportunities
for  career  growth  and  development  opportunities,  encourages  longer  employment  tenure  and  low  levels  of  voluntary  turnover.  Given  our  limited  operating  history  and
significant rate of growth, we are not currently able to produce meaningful statistics related to corporate employee turnover and tenure on a macro level, but based on feedback
we receive both informally and through periodic formal reviews and evaluations, we believe that our relationship with our corporate employees is excellent.

Company Culture

We  expect  all  of  our  corporate  employees  to  observe  the  highest  levels  of  business  ethics,  integrity,  mutual  respect,  tolerance,  and  inclusivity,  and  encourage  our  clients  to
demand  the  same  from  WSEs.  Our  Corporate  Employee  Manual,  and  those  employee  manuals  that  we  provide  to  our  clients,  set  forth  detailed  provisions  reflecting  these
values,  and  provide  direction  for  registering  complaints,  (including  through  an  anonymous  hotline  jointly  administered  by  our  General  Counsel  and  the  Chair  of  our  Audit
Committee), in the event of violations of our policies. Our executive officers and supervisors maintain “open door” policies, and we encourage our clients to do the same. Any
form of retaliation is strictly prohibited.

Development and Training

We invest significant resources in developing and retaining the talent needed to achieve our business goals. We maintain a relatively “flat” corporate organizational structure,
whereby our employees benefit from training and mentoring by individuals filling a variety of different functions within ShiftPixy, and we encourage our clients to follow our
example. We believe that this highly dynamic environment provides the hands-on training necessary for our corporate employees and WSEs to achieve their career goals, build
necessary skills, and advance within their fields.

Oversight and Governance

Our  board  of  directors  takes  an  active  role  in  overseeing  our  corporate  ethics  as  well  as  the  management  of  our  human  capital,  which  includes  reviewing,  approving,  and
implementing  policies  and  procedures  governing  the  administration  of  the  workplace,  such  as  policies  related  to  potential  conflicts  of  interest,  compensation,  ethics,  and
elimination of workplace bias and harassment. Our Director of Operations, Ms. Murphy, who is also a member of our board of directors, (and who, effective January 1, 2022,
will become our Chief Operating Officer), has been employed by the Company since its inception, and is responsible for the day-to-day administration of these policies and
procedures, receiving input and assistance from the Company’s General Counsel as necessary and appropriate. Both our Director of Operations and General Counsel regularly
report to our board of directors on issues relate to corporate oversight and governance.

23

 
 
 
 
 
 
 
 
 
 
 
 
 
 
Employee Engagement and Wellness

The success of our business is fundamentally connected to the well-being of our people. Accordingly, we are committed to the health, safety and wellness of our corporate
employees, and we encourage our clients to make this a priority for their WSEs. We provide our corporate employees, and facilitate our clients providing WSEs with a wide
range of benefits, including benefits directed to their health, safety and long-term financial security. This includes taking whatever measures remain necessary in response to the
COVID-19 pandemic that we determine to be in the best interests of our corporate employees and our client’s WSEs, as well as the communities in which we operate, and
which comply with government regulations.

Workers’ Compensation Insurance

During  Fiscal  2021,  the  Company  made  a  strategic  decision  to  change  its  approach  to  securing  workers’  compensation  coverage  for  our  clients.  This  was  primarily  due  to
rapidly increasing loss development factors stemming in part from the COVID-19 pandemic. The combination of increased claims from WSEs, the inability of WSEs to obtain
employment quickly and return to work after injury claims, and increasing loss development factor rates from our insurance and reinsurance carriers resulted in significantly
larger potential loss exposures, claims payments, and additional expense accruals. Starting on January 1, 2021, we began to migrate our clients to our new direct cost program,
which we believe significantly limits our claims exposure. Effective March 1, 2021, all of our clients had migrated to the direct cost program.

For Fiscal 2021, we recorded under cost of sales approximately $1.9 million of expense for claims estimate increases relating primarily to activity for Calendar 2020. This
claims  estimate  is  the  subject  of  ongoing  litigation  with  our  former  workers’  compensation  insurance  provider,  Sunz,  as  described  in  Note  16,  Contingencies,  to  the
consolidated  financial  statements  accompanying  this  Form  10-K.  We  are  currently  re-evaluating  the  workers’  compensation  liability  estimates  under  our  legacy  Sunz  and
Everest programs, with a primary focus on the basis for historical estimated loss development factors.

Vensure Asset Sale Note Receivable Reconciliation

On  January  3,  2020,  we  entered  into  an  asset  purchase  agreement  (the  “Vensure  APA”)  with  Shiftable  HR  Acquisition,  LLC  (“Shiftable”),  a  wholly-owned  subsidiary  of
Vensure Employer Services, Inc. (“Vensure Services”). (Unless otherwise indicated, Shiftable and Vensure Services are collectively referred to herein as “Vensure”). Pursuant
to  the  Vensure  APA,  we  assigned  to  Vensure  client  contracts  representing  approximately  88%  of  our  quarterly  revenue  as  of  November  30,  2019,  (including  100%  of  our
existing professional employer organization (“PEO”) business as of December 31, 2019), and also transferred $1.6 million of working capital assets, including cash balances
and certain operating assets associated with the assigned client contracts, in return for gross proceeds of $19.2 million. We received $9.7 million in cash from Vensure at the
closing of the transaction, and were supposed to receive an additional $9.5 million in equal monthly payments over the next four years, subject to various adjustments set forth
in  the  Vensure  APA.  As  described  in  more  detail  below  in  the  notes  to  the  accompanying  financial  statements,  (specifically,  Note  5,  Accounts  Receivable,  and  Note  16,
Contingencies), Vensure has failed to uphold its payment obligations under the Vensure APA, and the parties are now engaged in litigation regarding the amounts owed, which
is pending in the Delaware Chancery Court.

Item 1A. Risk Factors

Our operations and financial results are subject to various risks and uncertainties, including those described below, that could adversely affect our business, financial condition,
results of operations, cash flows, and the trading price of our common stock. Some statements in this Form 10-K, including statements in the following risk factors, constitute
forward-looking statements. Please refer to the section entitled “Cautionary Statement Regarding Forward-Looking Statements” for more information.

24

 
 
 
 
 
 
 
 
 
 
Summary of Material Risk Factors

▪ We have limited operating history, which makes it difficult for us to evaluate our future business prospects and make decisions based on those estimates of future

performance.

▪

The COVID-19 pandemic, or another widespread public health epidemic, catastrophic or geopolitical event, might create additional liabilities, risks and exposures
which could negatively impact our current business, growth prospects and cash flows, and future profitability.

▪ We maintain limited self-insurance for workers’ compensation services that we provide to our clients.

▪

▪

There is no guarantee that our current cash position, expected revenue growth and anticipated financing transactions will be sufficient to fund our operations for
the next twelve months.

Our success depends on adoption of our products and services by our various types of customers.

▪ We assume the obligation to make wage, tax, and regulatory payments for WSEs, and, as a result, are exposed to client credit risks.

▪ We  operate  in  an  immature  and  rapidly  evolving  industry  and  have  a  relatively  new  business  model,  which  makes  it  difficult  to  evaluate  our  business  and
prospects. We face intense competition across all markets for our services, which may lead to lower revenue or operating margins. Our targeted customer base is
diverse, and we face a challenge in meeting each group’s needs.

▪

Providing specialized Gig Economy oriented staffing management products and services is an emerging yet competitive business, and many of our competitors
have greater resources that may enable them to compete more effectively.

▪ We have claims and lawsuits against us that may result in adverse outcomes.

▪ We have identified material weaknesses in our internal control over financial reporting.

▪

If we are unable to secure or pay for the insurance coverage required for our business operations, or if we lose any existing coverage, we may not be able to offer
some of our services and our revenues could be reduced.

▪ We may be subject to penalties and interest payable on taxes as a result of data entry in our software or manual error.

▪

▪

Our ability to adjust and collect service fees for increases in unemployment tax rates may be limited.

Our sponsorship of various SPACs requires significant capital deployment, entails certain risks and may not be successful, which would likely have a material
adverse effect on our future expansion, revenues, and profits. Further, certain of our officers and directors also serve as officers and directors of the SPACs, which
could give rise to conflicts of interest.

▪ We may never successfully commercialize ShiftPixy Labs.

▪ We may have outages, data losses, and disruptions of our online services if we fail to maintain an adequate operations infrastructure. Because we store data in the
cloud with providers such as Microsoft and Amazon, any disruptions in our ability to access this data or any breach of security concerning this data in the cloud
could have a materially adverse effect.

▪

▪

Software products we use in our business may contain defects which will make it more difficult for us to establish and maintain customers.

If a contract relating to our mission critical software that we use in our business is terminated or not renewed, our business could be seriously disrupted and our
revenues significantly reduced.

▪ We may not be able to protect our source code from copying in the event of an unauthorized disclosure.

▪ We intend  to  use  open  source  blockchain  technology  in  our  technology  platform,  which  has  been  scrutinized  by  regulatory  agencies  and  may  be  impacted  by

unfavorable regulatory action.

▪ We use and leverage open source technology in our technology platform which may create security risks.

25 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
 
 
▪ We  depend  heavily  on  Scott  W.  Absher,  who  is  our  Board  Chair,  Chief  Executive  Officer  and  largest  shareholder.  The  loss  of  his  services  could  harm  our

prospects, and our ability to implement successfully our business plan.

▪

If we are not recognized as an employer of WSEs under federal and state regulations, or we are deemed to be an insurance agent or third-party administrator, we
and our clients could be adversely impacted.

▪ We are in the business of providing WSEs to our clients. As such we have been sued for claims resulting from action by or against our WSEs, including California

Private Attorney General’s Act claims, and are likely to be subject to such claims in the future, which may require significant capital to defend.

▪

▪

▪

▪

▪

Failure to comply with, or changes in, laws and regulations applicable to our business, particularly potential changes to the ACA, could have a materially adverse
effect on our business.

Failure to secure any necessary registrations or licensure could affect our ability to operate certain segments of our business in certain jurisdictions.

Laws related  to  the  classification  of  gig  economy  workers  are  changing,  and  we  may  be  subject  to  state  and  local  regulations  impacting  how  we  classify  our
workers.

Our common stock is thinly traded, which can cause volatility in its price. If we are unable to continue to meet the listing requirements of Nasdaq, our common
stock will be delisted.

A controlling interest in our common stock is closely held by our Board Chair and CEO, Mr. Absher, which may limit minority shareholders from influencing
corporate governance.

▪ We are  an  “emerging  growth  company”  under  the  JOBS  Act,  and  we  cannot  be  certain  if  the  reduced  disclosure  requirements  applicable  to  emerging  growth

companies will make our common stock less attractive to investors.

Risks Relating to Our Business

We  have  limited  operating  history,  which  makes  it  difficult  for  us  to  evaluate  our  future  business  prospects  and  make  decisions  based  on  those  estimates  of  our  future
performance.

We are an emerging business and are in the process of developing our products and services. We have been in business since July 2015. Although our continuing business
processed gross billings of over $79 million and $66 million for Fiscal 2021 and Fiscal 2020, respectively, it is still difficult, if not impossible, to forecast our future results
based upon our limited historical operating data. Because of the related uncertainties, we may be hindered in our ability to anticipate and timely adapt to increases or decreases
in sales, revenues or expenses. If we make poor budgetary decisions as a result of unreliable data, our gross billings in the future may decline, which may result in a decline in
our stock price.

There is uncertainty regarding our ability to implement our business plan and to grow our business to a greater extent than we can with our existing financial resources without
additional financing.

Although  we  closed  multiple  public  offerings  and  private  placements  both  during  and  shortly  after  the  close  of  Fiscal  2021,  we  currently  have  no  binding  agreements,
commitments  or  understandings  to  secure  additional  financing  at  this  time.  We  also  have  no  binding  agreements,  commitments  or  understandings  to  acquire  any  other
businesses or assets aside from our financial commitments to our sponsored SPACs, as detailed below. Our long-term future growth and success, including implementation of
our  growth  initiatives  such  as  SPAC  sponsorships  and  development  of  ShiftPixy  Labs,  as  described  above,  are  dependent  not  only  upon  our  ability  to  generate  cash  from
operating activities but also our ability to raise additional capital. Nevertheless, there is no assurance that we will be able to generate sufficient cash from operations, to borrow
additional funds or to raise additional equity capital. Our inability to obtain additional cash through any of these avenues could have a material adverse effect on our ability to
fully implement our business plan as described herein and grow our business to a greater extent than we can with our existing financial resources.

26 

 
 
 
 
 
 
 
 
 
 
  
 
 
 
 
 
 
The COVID-19 pandemic might create additional liabilities, risks and exposures that could negatively impact our current business, growth prospects and cash flows, and
future profitability, while also requiring us to increase our workers’ compensation reserve to protect against additional liabilities, all of which could negatively impact our
ability to raise additional capital.

The effects of the COVID-19 pandemic are ongoing, and our business has been significantly impacted as a result. Most of our current clients are situated in the restaurant and
hospitality business sector and concentrated in Southern California. The vast majority of these clients were negatively impacted by the lockdown measures imposed in the State
of California starting in March 2020, and continuing to some extent through much of Fiscal 2021. Although lockdown measures were relaxed somewhat throughout Southern
California during spring 2021, as the worst of the pandemic receded, new virus variants have recently surfaced which raise the possibility of new lockdowns and restrictions
throughout California and elsewhere. As long as these directives remain in place, they are likely to negatively impact our clients’ businesses and operations, which, in turn, will
likely have a negative impact on our business prospects and operating results. As we expand our business into new geographic areas, and seek to enlist clients outside of the
QSR  and  hospitality  industries,  we  may  encounter  similar  financial  obstacles  resulting  from  the  spread  of  COVID-19  variants  and  resulting  governmental  regulations  or
restrictions that negatively impact these areas of business focus.

Further, until March 2021, our workers’ compensation policy was a self-insurance policy with a limited liability cap of $500,000. In March 2020, the Governor of the State of
California issued Executive Order N-62-20, which creates a rebuttable presumption for workers’ compensation claims that an employee’s COVID-19 related illness arose out of
the course of their employment if (i) such infection occurred between March 19 and July 5, 2020, and (ii) the employee was diagnosed with COVID-19 or tested positive within
14  days  after  performing  work  for  the  employer  at  a  location  other  than  the  employee’s  home.  While  we  have  not  experienced  any  such  claims  to  date,  our  workers’
compensation rates have increased significantly since the beginning of the pandemic. We have also increased our workers’ compensation reserve estimates for Fiscal 2021, and
we continue to closely monitor all workers’ compensation claims made during the COVID-19 pandemic. While we believe that the steps we have taken are sufficient to protect
against  materially  increased  levels  of  workers’  compensation  claims  related  to  the  pandemic,  there  can  be  no  guarantee  that  this  will  be  the  case,  or  that  our  premium
collections will be sufficient to offset our liabilities and achieve profitability should such an increase in claims materialize in the future.

We maintain limited self-insurance for the workers’ compensation services that we provide to our clients. If we experience claims in excess of our collected premiums, we
might incur additional losses, higher costs, and reduced margins, resulting in a need for more liquidity.

We  are  responsible  for  and  pay  workers’  compensation  costs  for  our  WSEs.  Until  March  1,  2021,  we  self-insured  for  up  to  $500,000  per  occurrence  and  we  purchased
reinsurance for claims in excess of $500,000. After March 1, 2021, our workers’ compensation coverage moved to a prepaid premium model that does not require us to record
additional reserves. Our workers’ compensation billings are designed to cover expected claims based on insurance annuity calculations. These calculations are based on our
claims  experienced  during  our  limited  operating  history. At  times,  these  costs  have  risen  substantially  as  a  result  of  increased  claims  and  claim  trends,  general  economic
conditions,  changes  in  business  mix,  increases  in  healthcare  costs,  and  government  regulations.  Although  we  carry  insurance  and  believe  that  we  currently  have  reserves
sufficient to insulate us against projected losses, any unexpected changes in claim trends, including the severity and frequency of claims, actuarial estimates, and medical cost
inflation, could result in us exceeding these projections. If future claims-related liabilities increase due to unforeseen circumstances, or if new laws, rules, or regulations are
implemented, costs could increase significantly. There can be no assurance that we will be able to increase the fees charged to our clients in a timely manner and in a sufficient
amount to cover increased costs as a result of any changes in claims-related liabilities.

Our business, results of operations and financial condition have been and will likely continue to be materially adversely impacted in the event of a widespread public health
epidemic, including the recent COVID-19 outbreak.

Our business, results of operations and financial condition have been, and will likely continue to be, materially adversely affected by any widespread public health epidemics,
such  as  the  COVID-19  outbreak  first  identified  in  Wuhan,  China  in  December  2019.  On  March  11,  2020,  the  World  Health  Organization  declared  COVID-19  a  pandemic
disease. Potential impacts of the spread of COVID-19 include disruptions or restrictions on our employees’ and WSEs’ ability to travel, and temporary closures of our clients’
facilities.  For  example,  many  of  our  WSEs  perform  services  in  the  restaurant  and  hospitality  industries,  which  have  experienced  significant  declines  in  traffic  since  early
March  2020.  Various  states  and  municipalities  throughout  the  United  States  have  since  declared  a  state  of  emergency  and  imposed  substantial  restrictions  on  movement,
required restaurants, bars and hotels to close, and advised people not to patronize restaurants or bars or otherwise engage in non-essential travel. In some areas, residents have
been instructed to shelter in place to reduce the spread of COVID-19, resulting in many restaurants either closing or limiting their operations to take-out and delivery service.
Given that most of our clients are businesses in the hospitality and restaurant industries, our results of operations are likely to continue to be negatively impacted as long as
restrictions  arising  from  the  COVID-19  pandemic  continue.  We  cannot  at  this  time  predict  with  any  degree  of  certainty  the  precise  impact  these  adverse  conditions  will
ultimately have on our operations due to a variety of unknown factors. We continue to monitor the COVID-19 pandemic and will adjust our mitigation strategies as necessary to
address any changing health, operational or financial risks that may arise. Any future significant outbreak of contagious diseases could result in a widespread health crisis that
could  adversely  affect  the  economies  and  financial  markets  of  many  countries,  resulting  in  an  economic  downturn  that  could  affect  demand  for  our  products  and  likely
negatively impact our operating results.

27 

 
 
 
 
 
 
 
 
 
There is no guarantee that our current cash position, expected revenue growth and anticipated financing transactions will be sufficient to fund our operations for the next
twelve months.

As of August 31, 2021, we had cash of $1.5 million and a working capital deficit of $10.7 million. We have incurred recurring losses, which has resulted in an accumulated
deficit of $149.4 million as of August 31, 2021. The recurring losses and cash used in operations are indicators of substantial doubt as to our ability to continue as a going
concern for at least one year from issuance of the audited financial statements incorporated in this Form 10-K. Our plans to alleviate substantial doubt are discussed below and
elsewhere in this Form 10-K.

Historically, our principal source of financing has come through the sale of our common stock and issuance of convertible notes. In May 2020, we successfully completed an
underwritten public offering, raising a total of $12 million ($10.3 million net of costs), and closed an additional $1.35 million ($1.24 million net of costs) between June 1, 2020
and July 7, 2020 pursuant to the underwriter’s overallotment. In October 2020, we closed an additional $12 million underwritten public offering ($10.7 million net of costs). In
May 2021, we raised approximately $12 million ($11.1 million net of costs) in connection with the sale of common stock and warrants. More recently, in September 2021, we
raised approximately $12 million ($11.1 million net of costs) in connection with the sale of common stock and warrants. Our plans and expectations for the next twelve months
include  raising  additional  capital  to  help  fund  expansion  of  our  operations,  including  the  continued  development  and  support  of  our  IT  and  HRIS  platform,  as  well  as  our
activities in connection with our sponsorship of the SPACs described above. We expect to continue to invest in our HRIS platform, ShiftPixy Labs, our sponsorship of the
SPACs and other growth initiatives, all of which have required and will continue to require significant cash expenditures.

We expect to obtain additional financing in the form of public or private equity offerings over the next twelve months to sponsor the SPACs as described above, although we
are  not  in  a  position  to  state  with  certainty  if  or  when  any  such  SPAC  IPO  will  be  consummated,  or  the  terms  upon  which  it  ultimately  will  be  consummated. There  is  no
assurance that IHC will be able to complete its IBC within the next twelve months. Additionally, the remaining SPACs may not be able to complete their IBCs within twelve
months from the closing of their respective SPAC IPOs, in which case the SPACs would cease all operations except for the purpose of winding up. While we believe that the
SPACs, after completing their IBCs, will generate significant revenues for us by virtue of entering into CSAs and/or other contractual relationships with us after completing the
De-SPAC process, we are unable to rely with certainty on the SPACs to generate revenue in the future.

We expect our investment in our HRIS platform to continue over the next twelve months regardless of whether we enter into CSAs with the SPACs, and regardless of whether
our SPACs are able to complete successfully the De-SPAC process, as we believe such investments will be necessary to support our existing clients as well as our future organic
growth. While we anticipate that these investments will yield benefits to us in the future in the form of increased revenues and earnings, it is likely that such improved financial
results will be delayed or otherwise materially impacted if we are unable to enter successfully into CSAs with the SPACs on terms that are beneficial to us, or if the SPACs are
unable to complete the De-SPAC process, including the IBCs.

We  believe  that  our  current  cash  position,  along  with  our  cost  controls,  projected  revenue  growth  and  anticipated  financing  from  potential  institutional  investors,  will  be
sufficient to alleviate substantial doubt and fund our operations for at least a year from the date of this Form 10-K. If these sources do not provide the capital necessary during
the  next  twelve  months,  we  may  need  to  curtail  certain  aspects  of  our  operations  or  expansion  activities,  consider  the  sale  of  additional  assets,  or  consider  other  means  of
financing. We can give no assurance that we will be successful in implementing our business plan and obtaining financing on terms that are advantageous to us, or that any such
additional financing will be available.

Our success depends on adoption of our products and services by our various types of customers. If these potential customers do not accept and acquire our products and
services, then our revenue will be severely limited.

The major customer groups to whom we believe our products and services will appeal, (i.e. both clients and WSEs who rely upon shift work), may not embrace our products
and  services.  Acceptance  of  our  products  and  services  will  depend  on  several  factors,  including  cost,  ease  of  use,  familiarity  of  use,  convenience,  timeliness,  strategic
partnerships, and reliability. If we fail to adequately meet our customers’ needs and expectations, our product offerings may not be competitive and our ability to commence or
continue generating revenues could be reduced. We also cannot be sure that our business model will gain wide acceptance among all targeted customer groups. If the market
fails to continue to develop, or develops more slowly than we expect, our ability to continue generating revenues could be reduced.

28 

 
 
 
 
 
 
 
 
 
 
We assume the obligation to make wage, tax, and regulatory payments for WSEs, and, as a result, are exposed to client credit risks.

Under our typical CSA, we assume the obligations to pay the salaries, wages and related benefits costs and payroll taxes for our WSEs. We assume such obligations as an agent,
not as a principal, of the client. Our obligations include responsibility for:

•

•

payment of the salaries and wages for work performed by WSEs, regardless of whether the client timely pays us the associated service fee; and

withholding and payment of federal and state payroll taxes with respect to wages and salaries reported by us.

If a client does not pay us, our ultimate liability for WSE payroll and benefits costs could have a material adverse effect on our financial condition or results of operations.

If we are unable to effectively manage growth and maintain low operating costs, our results of operations and financial condition may be adversely affected.

We have experienced rapid growth since our inception, and our plans contemplate significant expansion of our business. If we are unable to manage our growth effectively,
(including having geographically dispersed offices and employees), or to anticipate and manage our future growth accurately, our business may be adversely affected. If we are
unable  to  manage  our  expansion  and  growth  effectively,  we  may  be  unable  to  keep  our  operating  costs  low  or  effectively  meet  the  requirements  of  an  ever-growing,
geographically dispersed client base. Our business relies on data systems, billing systems and financial reporting and control systems, procedures and controls. Our success in
managing our expansion and growth in a cost-effective manner will require us to upgrade and improve these systems, procedures and controls. If we are unable to adapt our
systems  and  put  adequate  controls  in  place  in  a  timely  manner,  our  business  may  be  adversely  affected.  In  addition,  our  growth  may  place  significant  demands  on  our
management, and our overall operational and financial resources. A failure on our part to meet any of the foregoing challenges inherent in our growth strategy may have an
adverse effect on our results of operations and financial condition.

Our targeted customer base is diverse, and we face a challenge in adequately meeting each group’s needs.

Because we serve both employers and employees, we must work constantly to understand the needs, standards and requirements of each group and must devote significant
resources to developing products and services for their interests. If we do not accurately predict our customers’ needs and expectations, we may expend valuable resources in
developing products and services that do not achieve broad acceptance across the markets, and we may fail to grow our business.

We face intense competition across all markets for our services, which may lead to lower revenue or operating margins. Competing forms of Gig Economy oriented staffing
management products and services may be more desirable to consumers or may make our products and services obsolete.

Our competitors range in size from diversified global companies with significant research and development resources to small, specialized firms whose narrower service lines
may make them more effective in deploying technical, marketing, and financial resources. Barriers to entry in many of our businesses are low and many of the areas in which
we  compete  evolve  rapidly  with  changing  and  disruptive  technologies,  shifting  user  needs,  and  frequent  introductions  of  new  products  and  services.  Our  ability  to  remain
competitive depends on our success in making innovative products, devices, and services that appeal to customers.

Companies compete with us based on a growing variety of business models. The competitive pressures described above may cause decreased sales volumes, price reductions,
and/or increased operating costs, such as for research and development, marketing, and sales incentives. This may lead to lower revenue, gross margins, and operating income.

There  are  currently  several  different  competing  Gig  Economy  oriented  staffing  management  product  and  service  technologies  that  are  being  marketed  to  our  potential
customers. Further development of any of these technologies may lead to advancements in technology that will make our products and services obsolete. Consumers may prefer
alternative technologies and products and services. We cannot guarantee that users of Gig Economy oriented staffing management products and services who will be using our
products  and  services  will  continue  to  grow  within  the  industry  as  a  whole.  Any  developments  that  contribute  to  the  obsolescence  of  our  products  and  services  may
substantially impact our business, reducing our ability to generate or sustain revenues.

29 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Providing specialized Gig Economy oriented staffing management products and services is an emerging yet competitive business, and many of our competitors have greater
resources that may enable them to compete more effectively.

We compete in the same markets as many companies that offer not only staffing management products and services focused on the Gig Economy but also more traditional
staffing management products and services. There are limited barriers to entry and price competition in the industry, particularly from larger, more traditional industry model
competitors, is intense, with pricing pressures from competitors and clients increasing. New competitors entering our markets may further increase pricing pressures.

We have observed that clients sometimes competitively bid new contracts, which is a trend that we expect to continue for the foreseeable future. Some of our competitors have
greater  resources  than  we,  which  may  enable  them  to  compete  more  effectively  in  this  market.  Our  competitors  may  devote  their  resources  to  developing  and  marketing
products and services that will directly compete with our product lines, and new, more efficient competitors may enter the market. If we are unable to successfully compete with
existing companies and new entrants to the market, it will have a negative impact on our business and financial condition.

We operate in an immature and rapidly evolving industry and have a relatively new business model, which makes it difficult to evaluate our business and prospects.

The industry in which we operate is characterized by rapidly changing regulatory requirements, evolving industry standards and shifting user and client demands. Our business
model is also evolving and is different from models used by other companies in our industry. As a result of these factors, the success and future revenue and income potential of
our business is uncertain. Any evaluation of our business and our prospects must be considered in light of these risks and uncertainties, some of which relate to our ability to:

•

•

•

•

•

•

•

•

•

Expand client and WSE relationships;

Increase the number of our clients and grow our WSE base;

Develop relationships with third-party vendors, HCM providers, and insurance companies;

Expand operations and implement and improve our operational, financial and management controls;

Raise capital at attractive costs, or at all;

Attract and retain qualified management, employees and independent service providers;

Successfully introduce new processes, technologies, products and services, and upgrade our existing processes, technologies, products and services;

Protect our proprietary processes and technologies and our intellectual property rights; and

Respond to government regulations relating to the internet, personal data protection, email, software technologies, cyber security and other regulated aspects of
our business.

If  we  are  unable  to  successfully  address  the  challenges  posed  by  operating  in  an  immature  and  rapidly  evolving  industry  and  having  a  relatively  new  business  model,  our
business could suffer.

We have claims and lawsuits against us that may result in adverse outcomes.

We  are  subject  to  a  variety  of  claims  and  lawsuits.  These  claims  arise  from  a  wide  variety  of  business  practices,  significant  business  transactions,  operational  claims,  and
employment practices. Adverse outcomes in some or all of these claims may result in significant monetary damages or injunctive relief that could adversely affect our ability to
conduct  our  business.  Such  litigation  and  other  claims  are  subject  to  inherent  uncertainties  and  management’s  view  of  these  matters  may  change  in  the  future.  A  material
adverse impact on our consolidated financial statements could occur for the period in which the effect of an unfavorable outcome becomes probable and reasonably estimable.

30 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
We have identified material weaknesses in our internal control over financial reporting. If our internal control over financial reporting is not effective, we may not be able
to accurately report our financial results or file our periodic reports in a timely manner, which may cause adverse effects on our business, may cause investors to lose
confidence in our reported financial information and may lead to a decline in stock price.

Effective internal control over financial reporting is necessary to provide reliable financial reports in a timely manner. In connection with the audit of our consolidated financial
statements for Fiscal 2021, we concluded that there were material weaknesses in our internal control over financial reporting relating to our IT environment, controls over cut-
off  procedures,  accounting  for  our  capitalized  software  and  discontinued  operations,  segregation  of  duties  and  corporate  oversight  functions.  A  material  weakness  is  a
deficiency, or a combination of deficiencies, in internal control over financial reporting, such that there is a reasonable possibility that a material misstatement of the annual or
interim financial statements will not be prevented or detected on a timely basis.

If  we  are  unable  to  successfully  remediate  our  material  weaknesses  or  identify  any  future  significant  deficiencies  or  material  weaknesses,  the  accuracy  and  timing  of  our
financial reporting may be adversely affected, a material misstatement in our consolidated financial statements could occur, or we may be unable to maintain compliance with
securities  law  requirements  regarding  timely  filing  of  periodic  reports,  all  of  which  could  adversely  affect  our  business  and  cause  our  stock  price  to  decline  as  a  result.  In
addition, even if we remediate our material weaknesses, we will be required to expend significant time and resources to further improve our internal controls over financial
reporting, including by further expanding our finance and accounting staff to meet the demands that are placed upon us as a public company, including the requirements of the
Sarbanes-Oxley Act. If we fail to adequately staff our accounting and finance function to remediate our material weaknesses or fail to maintain adequate internal control over
financial reporting, any new or recurring material weaknesses could prevent us from concluding that our internal control over financial reporting is effective and impair our
ability to prevent material misstatements in our consolidated financial statements, which could cause our business to suffer.

If we are unable to secure or pay for the insurance coverage required for our business operations, or if we lose any existing coverage, we may not be able to offer some of
our services and our revenues could be reduced.

We  are  required  to  obtain  and  maintain  various  types  of  insurance  coverage  for  our  business,  in  particular  health  and  workers’  compensation  insurance  related  to  our
employment  of  WSEs.  Although  we  have  contracts  with  all  types  of  providers  currently  necessary  for  our  business,  if  in  the  future  we  are  unable  to  secure  the  insurance
coverage required for our business operations, or if we lose any existing coverage, we may not be able to offer some of our services and our revenues could be reduced. In
addition, any increases in the cost of insurance coverage we are required to maintain could reduce our profitability (or increase our net losses).

We may be subject to penalties and interest payable on taxes as a result of data entry into our software or manual error.

Our input of data in our tax processing software must be entered properly to process the data and payments correctly with regard to clients, co-employees and applicable tax
agencies. If we input incorrect data or input accurate data incorrectly, we could inadvertently overbill or underbill our clients or overpay or underpay applicable taxes, resulting
in the loss of net income and/or clients and/or the incurrence of tax penalties and interest. Despite our efforts to reconcile taxes on a monthly basis, we may incur additional
taxes, penalties and interest for which we may or may not bill our clients.

Our ability to adjust and collect service fees for increases in unemployment tax rates may be limited.

We record our State Unemployment Tax (“SUI”) expense based on taxable wages and tax rates assigned by each state. SUI tax rates vary by state and are determined, in part,
based on prior years’ compensation experience in each state. Prior to the receipt of final tax rate notices, we estimate our expected SUI tax rate in those states for which tax rate
notices have not yet been received for purposes of pricing. In a period of adverse economic conditions state unemployment funds may experience a significant increase in the
number of unemployment claims. Accordingly, SUI tax rates would likely increase substantially. Some states have the ability under law to increase SUI tax rates retroactively
to cover deficiencies in the unemployment fund.

In  addition,  taxes  under  the  Federal  Unemployment  Tax  Act  (“FUTA”)  may  be  retroactively  increased  in  certain  states  in  the  event  the  state  fails  to  timely  repay  federal
unemployment loans. Employers in such states are experiencing higher FUTA tax rates as a result of not repaying their unemployment loans from the federal government in a
timely manner. The credit reduction is an additional tax on the FUTA wage base for employers in states that continue to have outstanding federal unemployment insurance
loans beginning with the fifth year in which there is a balance due on the loan. States have the option to apply for a waiver before July 1st of the year in which the credit
reduction is applicable.

31 

 
 
 
 
 
 
 
 
 
 
 
 
Generally, our contractual agreements allow us to incorporate such statutory tax increases into our service fees upon the effective date of the rate change. However, our ability
to  fully  adjust  service  fees  in  our  billing  systems  and  collect  such  increases  over  the  remaining  term  of  the  clients’  contracts  could  be  limited,  resulting  in  a  potential  tax
increase not being fully recovered. As a result, such increases could have a material adverse effect on our financial condition or results of operations.

Our sponsorship of various SPACs requires significant capital deployment, entails certain risks and may not be successful, which would likely have a material adverse
effect on our future expansion, revenues, and profits.

On April 29, 2021, we announced our sponsorship, through our wholly-owned subsidiary, of four SPAC IPOs. We purchased founder shares in each SPAC, through our wholly-
owned subsidiary, for an aggregate purchase price of $100,000, or $25,000 per SPAC. The number of founder shares issued to us was determined based on the expectation that
such founder shares would represent 20% of the outstanding shares of each SPAC after its initial public offering (excluding the private placement warrants described below and
their underlying securities). We are likely to be able to make a substantial profit on our nominal investment in the founder shares even at a time when each SPAC’s public
shares have lost significant value. On the other hand, the founder shares will be worthless for each SPAC that does not complete an IBC. Accordingly, we will benefit from the
completion of a business combination and may be incentivized to complete an acquisition of a less favorable target company or on terms less favorable to shareholders rather
than liquidate.

The registration statement and prospectus covering the IPO of one of these SPACs, IHC, was declared effective by the SEC on October 19, 2021, and IHC units (the “IHC
Units”), consisting of one share of common stock and an accompanying warrant to purchase one share of IHC common stock, began trading on the New York Stock Exchange
(“NYSE”) on October 20, 2021. The IHC IPO closed on October 22, 2021, raising gross proceeds for IHC of $115 million. In connection with the IHC IPO, we purchased,
through  our  wholly-owned  subsidiary,  4,639,102  placement  warrants  at  a  price  of  $1.00  per  warrant,  for  an  aggregate  purchase  price  of  $4,639,102.  We  also  anticipate
purchasing  private  placement  warrants  in  each  of  the  three  other  SPACs  we  are  sponsoring,  at  a  price  of  $1.00  per  warrant,  for  an  aggregate  of  $17,531,408  (or  up  to
$18,656,408  if  the  over-allotment  option  of  each  SPAC  is  exercised  in  full),  which  includes  our  investment  in  founder  shares  and  assumes  that  all  four  SPAC  IPOs  are
consummated and the pricing terms of each other SPAC IPO is identical to the pricing of the IHC IPO. Each whole private placement warrant is exercisable to purchase one
whole share of common stock in each SPAC at $11.50 per share. The private placement warrants of each SPAC will also be worthless if each SPAC does not complete an IBC.

The  investment  amounts  set  forth  above  do  not  include  loans  that  we  may  extend  to  each  SPAC  in  an  amount  not  to  exceed  $500,000  individually  (or  $2  million  in  the
aggregate), in our role as sponsor. As of October 31, 2021, we had advanced, through our wholly owned subsidiary, an aggregate of approximately $820,000 to the SPACs for
payment of various expenses in connection with the SPAC IPOs, principally consisting of SEC registration, legal and auditing fees. We anticipate that each of the SPACs will
repay these advanced expenses to us from the proceeds of their respective SPAC IPOs, as permitted.

We expect to obtain additional financing in the form of public or private equity offerings over the next twelve months to sponsor the SPACs, as described above, although we
are  not  in  a  position  to  state  with  certainty  if  or  when  any  such  SPAC  IPO  will  be  consummated,  or  the  terms  upon  which  it  ultimately  will  be  consummated.  There  is  no
assurance that IHC will be able to complete its IBC within the next twelve months. Additionally, the remaining SPACs may not be able to complete their IBCs within twelve
months from the closing of their respective SPAC IPOs, in which case the SPACs would cease all operations except for the purpose of winding up. While we believe that the
SPACs, after completing their IBCs, will generate significant revenues for us by virtue of entering into CSAs and/or other contractual relationships with us after completing the
De-SPAC process, we are unable to rely with certainty on the SPACs to generate revenue in the future.

The combined value of our equity investment in our sponsored SPACs, as carried on the consolidated balance sheet included in the financial statements accompanying this
Form 10-K, is $47,472,000, which we have computed in accordance with accounting principles generally accepted in the United States (“GAAP”), and which constitutes the
majority of the carrying value of our total assets as reflected on our consolidated balance sheet. If any of the SPACs are unable to complete their IPOs and/or consummate their
IBCs successfully, then we would likely be unable to recover any portion of this equity investment. Further, even if each of the SPACs is able to complete its IPO successfully
and consummate its IBC, we can provide no assurance that the value of this equity investment will not decline significantly based upon a variety of factors, including, without
limitation,  shareholder  and  general  market  reaction  to  any  IBC,  redemption  requests  received  from  SPAC  shareholders  in  connection  with  any  proposed  IBC,  and  SPAC
shareholder dilution resulting from additional capital raises or other financing transactions undertaken by the SPACs in connection with any IBC.

We expect our investment in our HRIS platform to continue over the next twelve months regardless of whether we enter into CSAs with the SPACs, and regardless of whether
our SPACs are able to complete successfully the De-SPAC process, as we believe such investments will be necessary to support our existing clients as well as our future organic
growth. While we anticipate that these investments will yield benefits to us in the future in the form of increased revenues and earnings, it is likely that such improved financial
results will be delayed or otherwise materially impacted if we are unable to enter successfully into CSAs with the SPACs on terms that are beneficial to us, or if the SPACs are
unable to complete the De-SPAC process, including their IBCs.

32 

 
 
 
 
 
 
 
 
 
 
We may never successfully commercialize ShiftPixy Labs.

We have invested a substantial amount of our time and resources in developing ShiftPixy Labs and its related services and technology. Commercialization of ShiftPixy Labs
will require additional development, customer engagement, significant marketing efforts and ongoing investment before it can provide us with any additional revenue. Despite
our efforts, ShiftPixy Labs may not become commercially successful. Failure to successfully deploy and commercialize ShiftPixy Labs could adversely affect our operating
results and financial condition.

Risks Relating to Technology

We collect, use, transmit and store personal and business information with the use of data service vendors, and a security or privacy breach may damage or disrupt our
businesses, result in the disclosure of confidential information, damage our reputation, increase our costs or cause losses.

In connection with our business, we collect, use, transmit and store with data services vendors large amounts of personal and business information about our clients and shift
employees, including payroll information, healthcare information, personal and limited business financial data, social security numbers, bank account numbers, tax information
and other sensitive personal and business information. In addition, as we continue to grow the scale of our business, we will process and store with data services vendors an
increasing  volume  of  personally  identifiable  information  of  our  users.  Our  data  services  vendors  include  PrismHR,  Amazon  Web  Services,  Microsoft  OneDrive,  ShareFile,
Dropbox, Egnyte, Smartsheet, Sage Intacct, MasterTax, Microsoft Outlook, Microsoft Office 365, DocuSign and RightSignature. We believe these vendors implement industry
standard or more stringent data security measures to protect the data that we transmit through and/or store with them. Despite our efforts to protect customer data, perceptions
that the collection, use, and storage of personal information are not satisfactorily protected could inhibit sales and limit adoption of our services. In addition, the continued
occurrence of high-profile data breaches provides evidence of an external environment increasingly hostile to information security.

We are focused on ensuring that our operating environments safeguard and protect personal and business information, and we will devote significant resources to maintaining
and regularly updating our systems and processes. The cost to maintain these safeguards is significant and may increase as we grow, which may limit our ability to employ our
resources elsewhere and slow our ability to grow. Despite our efforts to maintain security controls across our business, it is possible our security controls over personal data, our
training of employees and vendors on data security, and other practices we follow may not prevent the improper disclosure of customer data that we or our vendors store and
manage. In addition, attacks on information technology systems continue to grow in frequency, complexity and sophistication, and we may be targeted by unauthorized parties
using malicious tactics, code and viruses.

We engage third party contractors who monitor our activities in a manner designed to prevent, detect and respond to data security incidents. However, because the techniques
used to obtain unauthorized access, disable or degrade service, or sabotage systems change frequently and may be difficult to detect for long periods of time, we may be unable
to  anticipate  these  techniques  or  implement  adequate  preventive  measures.  In  addition,  hardware,  software,  or  applications  we  develop  or  procure  from  third  parties  may
contain  defects  in  design  or  manufacture  or  other  problems  that  could  unexpectedly  compromise  the  confidentiality,  integrity  or  availability  of  data  or  our  systems.
Unauthorized parties may also attempt to gain access to our systems or facilities, or those of third parties with whom we do business, through fraud, trickery, or other methods
of deceiving our employees, contractors, or temporary staff. As these threats continue to evolve, we may be required to invest significant additional resources to modify and
enhance our information security and controls or to investigate and remediate any security vulnerabilities. In addition, while our operating environment is designed to safeguard
and  protect  personal  and  business  information,  we  do  not  have  the  ability  to  monitor  the  implementation  of  similar  safeguards  by  our  clients,  vendors  or  their  respective
employees, and, in any event, third parties may be able to circumvent those security measures.

Any  cyber-attack,  unauthorized  intrusion,  malicious  software  infiltration,  network  disruption,  denial  of  service,  corruption  of  data,  theft  of  non-public  or  other  sensitive
information, any similar act by a malevolent party, or inadvertent acts by our own employees, could result in the disclosure or misuse of confidential or proprietary information,
harm  our  reputation,  and  could  have  a  materially  adverse  effect  on  our  business  operations,  or  that  of  our  clients,  create  financial  liability,  result  in  regulatory  sanction,  or
generate a loss of confidence in our ability to serve clients or cause current or potential clients to choose another service provider, or subject us to liability under laws that
protect  personal  data,  resulting  in  increased  costs  or  loss  of  revenue.  Although  we  believe  that  through  our  third  party  contractors  we  maintain  an  adequate  program  of
information security and controls and any threats that we might have encountered to date have not materially impacted us, the impact of a data security incident could have a
materially  adverse  effect  on  our  business,  results  of  operations  and  financial  condition.  In  addition,  any  further  security  measures  we  may  undertake  to  address  further
protections may cause higher operating expenses.

33 

 
 
 
 
 
 
 
 
 
 
We are also subject to various federal and state laws, rules and regulations relating to the collection, use, transmission and security of personal and business information. In
addition, the possession and use of personal information and data in conducting our business subjects us to laws that may require notification to regulators, clients or employees
in the event of a privacy breach and may impose liability on us for privacy deficiencies, including but not limited to liability under laws that protect the privacy of personal
information, such as HIPAA, and regulatory penalties. These laws continue to develop, the number of jurisdictions adopting such laws continues to increase, and these laws
may be inconsistent from jurisdiction to jurisdiction. The future enactment of more restrictive laws, rules or regulations could have a materially adverse impact on us through
increased  costs  or  restrictions  on  our  businesses  and  noncompliance  could  result  in  regulatory  penalties  and  significant  legal  liability.  In  addition,  enforcement  actions  and
investigations by regulatory authorities related to data security incidents and privacy violations continue to increase.

Some of the activities in which our shift workers could become involved include health care information-related responsibilities that could invoke the need for compliance with
HIPAA as amended by the HITECH Act. The United States Department of Health and Human Services has issued regulations that establish uniform standards governing the
conduct of certain electronic health care transactions and protect the privacy and security of protected health information used or disclosed by health care providers and other
covered entities. Three principal regulations with which we are required to comply have been issued in final form under HIPAA: privacy regulations, security regulations, and
standards for electronic transactions, which establish standards for common health care transactions. The privacy regulations cover the use and disclosure of protected health
information by health care providers. They also set forth certain rights that an individual has with respect to his or her protected health information maintained by a health care
provider, including the right to access or amend certain records containing protected health information or to request restrictions on the use or disclosure of protected health
information. The security regulations establish requirements for safeguarding the confidentiality, integrity, and availability of protected health information that is electronically
transmitted or electronically stored. The HITECH Act, among other things, establishes certain health information security breach notification requirements. A covered entity
must  notify  any  individual  whose  protected  health  information  is  breached.  The  HIPAA  privacy  and  security  regulations  establish  a  uniform  federal  “floor”  and  do  not
supersede state laws that are more stringent or provide individuals with greater rights with respect to the privacy or security of, and access to, their records containing protected
health information. These laws contain significant fines and other penalties for wrongful use or disclosure of protected health information. Additionally, to the extent that we
submit electronic health care claims and payment transactions that do not comply with the electronic data transmission standards established under HIPAA and the HITECH
Act, payments to us may be delayed or denied.

We may be vulnerable to security breaches that could disrupt our operations and adversely affect our business.

Despite security measures and business continuity plans, our information technology networks and infrastructure may be vulnerable to damage, disruptions, or shutdowns due
to unauthorized access, computer viruses, cyber-attacks, distributed denial of service, and other security breaches. An attack on or security breach of our network could result in
interruption or cessation of access and services, our inability to meet our access and service level commitments, and potentially compromise customer data transmitted over our
network. We cannot guarantee that our security measures will not be circumvented, resulting in network failures or interruptions that could impact our network availability and
have a material adverse effect on our business, financial condition, and results. We may be required to expend significant resources to protect against such threats. If an actual
or perceived breach of our security occurs, the market perception of the effectiveness of our security measures could be harmed, and we could lose customers. Any such events
could result in legal claims or penalties, disruption in operations, misappropriation of sensitive data, damage to our reputation, and/or costly response measures, which could
adversely affect our business.

34 

 
 
 
 
 
 
If we are unable to protect our proprietary and technology rights our operations will be adversely affected.

Our success will depend in part on our ability to protect our proprietary rights and technologies, including those related to our products and services. Protecting our intellectual
property rights and combating unlicensed copying and use of our software and other intellectual property is difficult. Except as otherwise noted herein, we have not obtained
any formal patent, trademark or similar protection. Our failure to adequately protect our proprietary rights may adversely affect our operations. Despite our efforts to protect our
proprietary rights, unauthorized parties may attempt to copy aspects of our services or to obtain and use trade secrets or other information that we regard as proprietary. Based
on the nature of our business, we may or may not be able to adequately protect our rights through patent, copyright and trademark laws. Our means of protecting our proprietary
rights in the United States or abroad may not be adequate, and competitors may independently develop similar technologies. In addition, litigation may be necessary in the
future to:

•

•

•

•

Enforce intellectual property rights;

Protect our trade secrets;

Determine the validity and scope of the rights of others; or

Defend against claims of infringement or invalidity.

Any such litigation could result in substantial costs if we are held to have willfully infringed upon another party’s intellectual property, or to expend significant resources to
develop non-infringing technology and would divert the attention of management from the implementation of our business strategy. Furthermore, the outcome of any litigation
is inherently difficult to predict, and we may not prevail in any litigation in which we become involved.

Software products we use in our business may contain defects which will make it more difficult for us to establish and maintain customers.

We currently use PrismHR software for our payroll processing. We also use MasterTax to process our tax reports and filings, and a host of other software products in the course
of conducting our business. Our mobile application, along with the client portal and the ShiftPixy Command Hub, constitute our proprietary software and contain components
that are licensed from third parties that constitute public domain software. Our payroll processing software and other software products that we use in our business, including
our mobile application, could contain undetected design faults and software errors, or “bugs” that are discovered only after they have been installed and used by a significant
number of customers. Any such defect or error in new or existing software or applications could cause delays in delivering our technology or require design modifications.
These developments could adversely affect our competitive position and cause us to lose potential customers or opportunities. Since our technologies are intended to be utilized
to supply human resources related services, the effect of any such bugs or delays will likely have a detrimental impact on us. In addition, given that our specialized human
resources  software  and  services  have  yet  to  gain  widespread  acceptance  in  the  market,  any  delays  or  other  problems  caused  by  software  bugs  would  likely  have  a  more
detrimental impact on our business than if we were a more established company.

If a contract relating to our mission critical software that we use in our business is terminated or not renewed, our business could be seriously disrupted and our revenues
significantly reduced.

If a contract relating to our mission-critical software services, such as that applicable to payroll and payroll tax processing, is terminated or not renewed, and we do not have an
effective replacement software, our business and revenues will suffer. Although there are other software vendors we can use, it may take time to negotiate an agreement and
make any replacement software operational. Accordingly, if the software agreements that we use in our business are terminated or not renewed, our business could be seriously
disrupted and our revenues significantly reduced until we locate replacement software and make it operational.

Our systems may be subject to disruptions that could have a materially adverse effect on our business and reputation.

Our business is and will continue to be highly dependent on our ability to process, on a daily basis, a large number of complicated transactions. We rely heavily on our payroll,
financial, accounting, and other data processing systems. We may not be successful in preventing the loss of client data, service interruptions or disruptions to our operations
from system failures. If any of these systems fail to operate properly or become disabled even for a brief period of time, we could suffer financial loss, a disruption of our
businesses, liability to clients, regulatory intervention, or damage to our reputation, any of which could have a materially adverse effect on our results of operation or financial
condition.

35 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Because we store data in the cloud with providers such as Microsoft and Amazon, any disruptions in our ability to access this data or any breach of security concerning
this data in the cloud could have a materially adverse effect on our business and reputation.

Our business is and will continue to be highly dependent on data storage in the cloud with providers such as Microsoft and Amazon. These cloud storage systems may fail to
operate properly or become disabled. There could also be security breaches of our data stored in the cloud. If there is loss of client data, service interruptions or disruptions to
our  operations  related  to  our  cloud  data  storage,  even  for  a  brief  period  of  time,  we  could  suffer  financial  loss,  a  disruption  of  our  business,  liability  to  clients,  regulatory
intervention, or damage to our reputation, any of which could have a materially adverse effect on our results of operation or financial condition.

We make significant investments in our software that may not meet our expectations.

Developing  new  technologies  is  complex.  It  can  require  long  development  and  testing  periods.  Significant  delays  in  new  releases  or  significant  problems  in  creating  new
products or services could adversely affect our revenue.

We may not be able to protect our source code from copying in the event of an unauthorized disclosure.

Source code, the detailed program commands for our operating systems and other software programs, is critical to our business. We take significant measures to protect the
secrecy of large portions of our source code. If a significant portion of our source code leaks, we could lose future trade secret protection for that source code. It may become
easier for third parties to compete with our products by copying functionality, which could adversely affect our revenue and operating margins. Unauthorized disclosure of
source code also could increase the security risks described in the next paragraph.

We may have outages, data losses, and disruptions of our online services if we fail to maintain an adequate operations infrastructure.

Our increasing user traffic, growth in services, and the complexity of our services demand more computing power. We spend substantial amounts to build, purchase, or lease
data centers and equipment and to upgrade our technology and network infrastructure to handle more data. These demands continue to increase as we grow our workforce.
Maintaining, securing, and expanding this infrastructure is expensive and complex. It requires that we maintain an internet connectivity infrastructure that is robust and reliable
within  competitive  and  regulatory  constraints  that  continue  to  evolve.  Inefficiencies  or  operational  failures,  including  temporary  or  permanent  loss  of  customer  data  or
insufficient internet connectivity, could diminish the utility or functionality of our products, and adversely impact the quality of our services and user experience, resulting in
contractual liability, claims by users and other third parties, regulatory actions, damage to our reputation, and loss of current and potential users, subscribers, and advertisers,
each of which could have a materially adverse impact on our operating results and financial condition.

Our software may experience quality or supply problems.

Our software may experience quality or reliability problems. The highly sophisticated software we have been developing may contain bugs and other defects that interfere with
their intended operation. Any defects we do not detect and fix in pre-release testing could cause reduced sales and revenue, damage to our reputation, repair or remediation
costs, delays in the release of new products or versions, or legal liability. Although our license agreements typically contain provisions that limit our exposure to liability, there
is no assurance these provisions will withstand legal challenge.

We intend to use open source blockchain technology in our technology platform. This technology has been scrutinized by regulatory agencies and therefore we may be
impacted by unfavorable regulatory action in one or more jurisdictions.

We intend to use open source blockchain technology as a secure repository for “device reputation” information acquired by our technology platform. Blockchain technologies
have been the subject of scrutiny by various regulatory bodies around the world. We could be impacted by one or more regulatory inquiries or actions, including but not limited
to restrictions on the use of blockchain technology, which could impede or limit the use of this technology within our product offerings.

We use and leverage open source technology in our technology platform which may create risks of security weaknesses.

Some  parts  of  our  technology  that  we  currently  use,  and  that  we  intend  to  develop  in  the  future,  incorporate  (or  may  incorporate  in  the  future)  open-source  technology,
including the blockchain technology that we intend to use in our technology platform. There is a risk that the development team, or other third parties may, intentionally or
unintentionally, introduce weaknesses or bugs into the core infrastructure elements of our technology solutions that interfere with the use of such technology which, in turn,
could have a material negative impact on our business and operations.

36 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Risks Relating to Management and Personnel

We depend heavily on Scott W. Absher, our Chief Executive Officer and a director. The loss of his services could harm our business.

Our future business and results of operations depend in significant part upon the continued contributions of Scott W. Absher, our Chief Executive Officer and Chair of our
board of directors. If we lose his services or if he fails to perform in his current position, or if we are not able to attract and retain skilled employees in addition to Mr. Absher,
this could adversely affect the development and implementation of our business plan and harm our business.

Certain of our officers and directors have potential conflicts of interest arising from our SPAC sponsorship activities.

Our officers may not commit their full time to our affairs, which may result in a conflict of interest in allocating their time between our operations and the SPACs.  All of our
officers are engaged in the SPACs and our officers are not obligated to contribute any specific number of hours per week to our affairs. All of our officers serve as officers of
each SPAC and Mr. Absher, our board of directors Chair and Chief Executive Officer, also serves as Chair of the board of directors of each SPAC. While we do not believe that
the  time  devoted  to  the  SPACs  will  undermine  their  ability  to  fulfill  their  duties  with  respect  to  our  Company,  if  the  business  affairs  of  each  SPAC  require  them  to  devote
substantial amounts of time to such affairs, it could limit their ability to devote time to our affairs which may have a negative impact on our operations.  The interests of each of
these individuals in our Company and the SPACs may influence their motivation in identifying and selecting a target business combination, completing an IBC and influencing
the operation of our business following the IBC of each SPAC.

None of our officers or directors (i) hold any equity interest in the SPACs, (ii) receive any form of compensation from the SPACs, or (iii) have any pecuniary interest related to
the SPACs separate and apart from their pecuniary interest in our Company. While Mr. Absher, Domonic J. Carney (our Treasurer and Chief Financial Officer), and Robert S.
Gans (our Secretary and General Counsel), as officers and/or directors of both our Company and the SPACs, owe fiduciary duties to each entity, our board of directors has
considered this matter and determined that no disabling conflict of interest has arisen or is likely to arise that would prevent these individuals from discharging their fiduciary
duties on behalf of our Company. As a result, our board of directors has (i) approved our sponsorship of the SPACs through our subsidiary, Investments, (ii) approved Messrs.
Absher, Carney and Gans serving as officers and/or directors of the SPACs, and (iii) approved the allocation of additional ShiftPixy resources, including financial backing and
personnel, for the purpose of supporting the activities of the SPACs as they pursue their IBCs. Further, we do not anticipate that any of the SPACs will enter into an IBC with a
target business affiliated with us, Investments, or any of our officers or directors. To the extent one of the SPACs were to propose a business combination with such an affiliated
person or related party, such transaction would be negotiated on an arms’ length basis and be subject to board of directors and shareholder approvals, as appropriate.

If we are not recognized as an employer of WSEs under federal and state regulations, or we are deemed to be an insurance agent or third-party administrator, we and our
clients could be adversely impacted.

While in our client engagements we sometimes arrange for our clients to act as sponsor of employee benefit plans, we also sponsor the benefit plans applicable to their WSEs.
For us to sponsor employee benefit plan offerings for WSEs, we must qualify as an employer for certain purposes under the Code and ERISA. In addition, our status as an
employer is important for purposes of ERISA’s preemption of certain state laws. The definition of employer under various laws is not uniform, and under both the Code and
ERISA, the term is defined in part by complex multi-factor tests.

Generally,  these  tests  are  designed  to  evaluate  whether  an  individual  is  an  independent  contractor  or  employee  and  they  provide  substantial  weight  to  whether  a  purported
employer has the right to direct and control the details of an individual’s work. Some factors that the IRS has considered important in the past have included the employer’s
degree of behavioral control (the extent of instructions, training and the nature of the work), the financial control and the economic aspects of the relationship, and the intent of
the parties, as evidenced by (i) the specific benefit, contract, termination and other similar arrangements between the parties, and (ii) the “on-going” versus “project-oriented”
nature of the work to be performed. However, a definitive judicial interpretation of “employer” in the context of  employer relationships such as those in which we engage has
not been established. For ERISA purposes, for example, courts have held that test factors relating to ability to control and supervise an individual are less important, while the
U.S. Department of Labor has issued guidance that certain entities in the HR outsourcing industry do not qualify as common law employers for ERISA purposes. Moreover,
when our mobile application is fully functional, the scope of our employer status will increase, changing the legal analysis. Although we believe that we qualify as an employer
of WSEs under ERISA, and the U.S. Department of Labor has not provided guidance otherwise, we are not able to predict the outcome of any future regulatory challenge.

37 

 
 
 
 
 
 
 
 
 
 
 
If we are not recognized as an employer under the Code or ERISA, we may be required to change the method by which we report and remit payroll taxes to the tax authorities
and the method by which we provide, or discontinue providing, certain employee benefits to WSEs, which could have a material adverse effect on our business and results of
operations.

We may also need to qualify as an employer of WSEs under state regulations, which govern licensing, certification and registration requirements. Nearly all states have enacted
laws and regulations in this regard. While we believe that we qualify as an employer of WSEs under these state regulations, these requirements vary from state to state and
change frequently and if we are not able to satisfy existing or future licensing requirements or other applicable regulations of any states, we may be prohibited from doing
business in that state.

Lapses in our WSE screening process may harm our reputation or relationship with clients, or result in litigation, which may impact our financial condition.

Our business model is dependent on hiring WSEs who will provide high quality service for our clients. Lapses in our screening process may result in WSEs being hired who do
not meet the standard expected by our clients. This may hurt our relationship with our clients or result in them placing their business elsewhere, which would negatively impact
our ability to remain in business. Criminal behavior by our WSEs resulting from a lapse in our screening process may subject us to litigation from our clients or government
regulators, which may also be costly and/or damage our reputation.

We are in the business of providing WSEs to clients, and there is a risk that we will be sued and/or held liable for claims resulting from actions by or against our WSEs.

Our WSEs perform their jobs in the workplaces of our clients. Our ability to control the workplace environment of our clients is extremely limited. Further, many WSEs have
access to our clients’ information systems and confidential information. Based on our relationship with these WSEs, we incur a risk of liability arising from various workplace
events, including claims of physical injury, discrimination, harassment or failure to protect confidential personal information. Other inherent risks include possible claims of
errors and omissions; intentional misconduct; release, misuse or misappropriation of client intellectual property; employment of undocumented immigrants; criminal activity;
torts; or other claims. These claims can carry significant financial penalties and damages.

We have not experienced significant claims for damages or losses to date arising from the actions of WSEs. However, there is a risk that we will be subject to such claims in the
future and may be held liable even if our contribution to the injury is minimal or absent. We may also be required to indemnify our clients against claims brought against them
by or against WSEs. Even if we are successful in defending against these claims, the costs of mounting our defense might be significant and damaging to us. We may incur
reputational  costs  and/or  be  subject  to  investigations  by  public  agencies,  which  could  result  in  associated  negative  publicity.  We  may  also  lose  clients  as  a  result  of  claims
against us.

Risks Relating to Regulations and Compliance

Failure to comply with, or changes in, laws and regulations applicable to our business, particularly potential changes to the ACA, could have a materially adverse effect on
our marketing plan as well as our reputation, results of operations or financial condition, or have other adverse consequences.

Our business is subject to a wide range of complex laws and regulations. For example, many states regulate entities offering the employment related services such as those
offered  by  us  directly  or  through  our  subsidiaries  and  require  licenses  as  a  prerequisite  to  operation  of  such  enterprises  in  their  respective  jurisdictions.  There  can  be  no
assurance that either we or our subsidiaries will be successful in either securing or maintaining a license or licenses in compliance with a particular state’s laws and regulations.
Further,  many  states  require  that  workers’  compensation  policies  offered  by  employment  related  firms  such  as  ours  be  managed  according  to  strict  rules  and/or  that
unemployment insurance filings be administered according to strict rules.

Failure to comply with such laws and regulations could result in the suspension or revocation of licenses or registrations, the limitation, suspension or termination of services,
and the imposition of consent orders or civil and criminal penalties, including fines, that could damage our reputation and have a materially adverse effect on our results of
operation or financial condition.

In addition, changes in laws or regulations, or changes in the interpretation of laws or regulations by a regulatory authority, may decrease our revenues and earnings and may
require us to change the manner in which we conduct some aspects of our business. For example, a change in regulations either decreasing the amount of taxes to be withheld
or  allowing  less  time  to  remit  taxes  to  government  authorities  would  adversely  impact  interest  income  from  investing  client  funds  before  such  funds  are  remitted  to  the
applicable taxing authorities. Changes in taxation regulations could adversely affect our effective tax rate and our net income. Changes in laws that govern the co-employment
arrangement between a PEO and its WSEs may also require us to change the manner in which we conduct some aspects of our business.

38 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
Changes to the ACA, as amended, related state laws, and the regulations adopted or to be adopted thereunder, have the potential to impact substantially the way that employers
provide  health  insurance  to  employees  and  the  health  insurance  market  for  the  small  and  mid-sized  businesses  that  constitute  our  clients  and  prospects.  The  repeal  or
replacement of the ACA, the elimination of employer mandates and similar employer requirements currently imposed by the ACA, and other regulatory changes could in the
future reduce our revenues. Amendments to money transmitter statutes have required us to obtain licenses in some jurisdictions. The adoption of new money transmitter statutes
in other jurisdictions, changes in regulators’ interpretation of existing state and federal money transmitter or money services business statutes or regulations, or disagreement by
a regulatory authority with our interpretation of such existing statutes or regulations, could require additional registration or licensing, limit certain business activities until they
are  appropriately  licensed,  and  expose  us  to  financial  penalties.  These  occurrences  could  also  require  changes  to  our  compliance  programs  and  to  the  manner  in  which  we
conduct some aspects of our money movement business or client funds investment strategy, which could adversely impact interest income from investing client funds before
such funds are remitted.

Failure to secure any necessary registrations or licensure could affect our ability to operate certain segments of our business in certain jurisdictions.

Some states require licensure or registration of businesses offering PEO services. While some elements of our service offering overlap with PEO services, we believe that our
human capital platform is more in line with a traditional staffing model. However, if we need and are unable to secure registration or licensure of such service offerings in a
particular state, our ability to grow that segment of our business in such state would be impaired and could affect our ability to increase our revenues and meet certain customer
requirements in such states.

We may be subject to Private Attorney General’s Act (“PAGA”) claims which we may require additional capital to defend.

Our work force currently resides mostly in the State of California. Employment laws in the State of California can be complex and undefined where a direct employment or co-
employment relationship exists, both of which are contemplated to some extent in our current business and, (to a lesser extent), our future plans. PAGA allows plaintiffs to
bring class action-like lawsuits against employers that can result in substantial costs to defend and can result in large fines for seemingly insignificant or inadvertent clerical
errors. As our business expands, the risk will increase that such PAGA claims will be filed and litigated which may result in increased costs to us.

Laws related to the classification of Gig Economy workers are changing, and we may be subject to state and local regulations impacting how we classify our workers.

A significant portion of our business is located in the State of California which recently passed AB-5 relating to the classification of certain gig workers as employees instead of
independent  contractors.  This  legislation,  to  the  extent  it  applied  to  “app-based  drivers”,  was  repealed  by  Proposition  22,  which  restored  these  drivers  to  the  status  of
independent contractors. Nevertheless, Proposition 22 also instituted various labor and wage policies that are specific to app-based drivers and their employers that do not apply
to other independent contractors, including: (i) minimum wage requirements; (ii) working hours limitations; (iii) requiring companies to pay healthcare subsidies under certain
circumstances;  and  (iv)  requiring  companies  to  provide  or  make  available  occupational  accident  insurance  and  accidental  death  insurance  to  their  app-based  drivers.  Other
states  such  as  New  York  and  New  Jersey,  two  of  our  potential  markets,  are  also  considering  legislation  designed  to  change  the  status  of  gig  workers  from  independent
contractors  to  employees,  or  at  least  provide  some  of  the  wage,  hour  and  benefit  guarantees  currently  provided  to  traditional  employees  to  gig  workers.  We  anticipate  that
classification status will continue to be an unsettled area of law for the foreseeable future. Changes in classification can result in a change to various requirements associated
with the payment of wages, tax withholding, and the provision of unemployment, health, and other traditional employer-employee related benefits. While we currently classify
all WSEs as employees, our business plans potentially include the use of large numbers of independent contractors.

If  we  are  unable  to  utilize  independent  contractors,  or  the  cost  to  use  independent  contractors  becomes  more  expensive,  our  future  growth  opportunities  may  be  limited  or
reduced. Costs or delays associated with revising our services to account for changes in the status of employees and independent contractors may have a significant impact on
our future growth. Changes to the law may impact the desirability or applicability of our business model, which could impact our ability to continue as a going concern.

39 

 
 
 
 
 
 
 
 
 
 
Our sponsorship of the SPACs creates a risk that we will be categorized as an investment company that is subject to registration under the Investment Company Act of 1940
(the “1940 Act”).

Section 3(a)(1)(C) of the 1940 Act defines “investment company” to mean any issuer that is engaged or proposes to engage in the business of investing, reinvesting, owning,
holding, or trading in securities, and owns or proposes to acquire investment securities having a value exceeding 40% of the value of such issuer’s total assets. Such investment
companies are required to register and meet other requirements promulgated under the 1940 Act. Our investment in IHC and the other SPACs discussed above could give rise
to a determination that we are an investment company subject to registration under the 1940 Act. Such a determination could have a material adverse effect on our business
operations, projected revenues and earnings, and growth prospects.

We intend to conduct our operations so that we will not be deemed to be an investment company. Each SPAC IPO registration statement and related prospectus includes an
exception permitting us to transfer our ownership in the founder shares at any time to the extent that we determine, in good faith, that such transfer is necessary to ensure that
we comply with the 1940 Act. However, if we were deemed to be an investment company, restrictions imposed by the 1940 Act, including limitations on our capital structure
and our ability to transact with affiliates, could make it impractical for us to continue our business as contemplated and could have a material adverse effect on our business,
financial condition and results of operations.

Financial Market Risks

Our Common Stock is thinly traded, which can cause volatility in its price.

Our Common Stock is listed for trading on the Nasdaq Stock Market, LLC (“Nasdaq”), and is thinly traded. Thinly traded stock can be more susceptible to market volatility.
This market volatility could significantly affect the market price of our common stock without regard to our operating performance. Securities markets worldwide experience
significant price and volume fluctuations. In addition, the price of our common stock could be subject to wide fluctuations in response to the following factors, among others:

•

•

•

•

•

•

•

a deviation in our results from the expectations of public market analysts and investors;

statements by research analysts about our common stock, our company or our industry;

changes in market valuations of companies in industries to which our company is compared and market evaluations of our industries in which our company is
deemed to be operating generally;

actions taken by our competitors;

sales or other issuances of common stock by us, our senior officers, directors or other affiliates;

trading  activity  by  investment  speculators  in  various  securities  related  to  the  Company,  including  trading  in  call  options,  put  options,  or  engaging  in  “short
selling”, which may or may not be related to the Company’s actual business condition or operating results; or

other general economic, political or market conditions, many of which are beyond our control.

The market price of our Common Stock will also be impacted by our quarterly operating results which can fluctuate from quarter to quarter.

A  controlling  stake  of  our  common  stock  is  closely  held  by  our  board  of  directors  Chair  and  CEO,  Scott  W.  Absher,  which  may  limit  a  minority  shareholder  from
influencing corporate governance.

Approximately 49.5% of our issued and outstanding common stock is held by our board of directors Chair, Chief Executive Officer, and one of our founders, Scott W. Absher,
without giving effect to the potential exercise of outstanding Preferred Options and their conversion into common stock, as discussed below. (Mr. Absher is the beneficial owner
of approximately 50.4% of our outstanding voting securities, assuming that he exercises all of his outstanding 12,500,000 Preferred Options, (which are only exercisable if
certain events occurred, as detailed below), and the preferred stock underlying his Preferred Options is converted into an equal number of shares of our common stock). As a
controlling shareholder, Mr. Absher can continue to possess significant influence and likely can elect and continue to elect a majority of our board of directors and authorize or
prevent proposed significant corporate transactions. Mr. Absher’s ownership and control may also have the effect of delaying or preventing a future change in control, impeding
a merger, consolidation, takeover or other business combination, or discourage a potential acquirer from making a tender offer. Individual shareholders with a minority, non-
controlling stake may have limited influence over shareholder matters.

40

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
In September 2016, our founding shareholders, or “Option Shareholders”, were granted 24,634,550 options to acquire our preferred stock, or “Preferred Options”. The number
of Preferred Options granted was based upon the number of shares held by the Option Shareholders at that time. The Preferred Options are nontransferable and forfeited upon
the sale of the related founding shares of common stock. Upon the occurrence of the Vensure Asset Sale, (as defined below), in January 2020, the Option Shareholders could
exercise each Preferred Option to purchase one share of our preferred stock for $0.0001 per share. Through November 30, 2020, a total of 12,794,220 Preferred Options were
exercised and converted into common stock. On June 4, 2020, Mr. Absher, our Chief Executive Officer, exercised 12,500,000 Preferred Options to purchase 12,500,000 shares
of our preferred stock for an aggregate purchase price of $1,250. Immediately following the exercise of the Preferred Options described above, Mr. Absher elected to convert
the 12,500,000 shares of preferred stock into 12,500,000 shares of common stock, which are subject to a 24-month lock-up period during which such shares may not be traded.
Between July 20, 2020 and November 30, 2020, an additional 294,490 Preferred Options were exercised and converted into 294,490 shares of common stock, which were
subject to a six-month lock up period at the time they were issued, during which such shares could not be traded on the open market. As of the date of this Form 10-K, the
restrictions on 294,490 of these shares have been lifted, rendering them freely tradeable, while 11,827,500 Preferred Options issued pursuant to the September 2016 grant and
triggered by the Vensure Asset Sale remain unexercised. On October 22, 2021, our board of directors cancelled 11,790,000 of these Preferred Options previously issued to our
co-founder, J. Stephen Holmes, pursuant to the September 2016 grant. Accordingly, these Preferred Options are no longer exercisable.

The amount of Preferred Options, and the number of shares of preferred stock issuable upon exercise of such options, is based upon the number of shares of common stock held
by  the  Option  Shareholders  at  the  time  the  Preferred  Options  were  issued  in  September  2016.  Accordingly,  in  order  to  confirm  the  original  intent  of  the  granting  of  up  to
25,000,000 Preferred Options to Mr. Absher, it has always been our intent to adopt a second grant of Preferred Options granting an additional 12,500,000 Preferred Options to
Mr. Absher, whereby each option permits the holder to acquire one share of our preferred stock for $0.0001 per share. On August 13, 2021, consistent with this intent, we
granted  12,500,000  Preferred  Options  to  Mr. Absher  to  purchase  shares  of  our  Preferred  Stock,  par  value  $0.0001  per  share,  for  consideration  of  $0.0001  per  share.  Each
Preferred  Option  is  exercisable  for  a  period  of  twenty-four  months  upon  (i)  the  acquisition  of  a  Controlling  Interest  (as  defined  below)  in  the  Company  by  any  single
shareholder or group of shareholders acting in concert, (other than Mr. Absher), or (ii) the announcement of (x) any proposed merger, consolidation, or business combination in
which our Common Stock is changed or exchanged, or (y) any sale or distribution of at least 50% of our assets or earning power, other than through a reincorporation. Each
share of Preferred Stock is convertible into Common Stock on a one-for-one basis. “Controlling Interest” means the ownership or control of outstanding voting shares of the
Company sufficient to enable the acquiring person, directly or indirectly and individually or in concert with others, to exercise one-fifth or more of all the voting power of the
Company in the election of directors or any other business matter on which shareholders have the right to vote under the Wyoming Business Corporation Act.

If we are unable to continue to meet the listing requirements of Nasdaq, our common stock will be delisted.

Our common stock currently trades on Nasdaq, where it is subject to various listing requirements including minimum per share prices. During Fiscal 2020, prior to effecting the
1 for 40 reverse stock split in December 2019 that is described elsewhere in this Form 10-K, we were notified by Nasdaq that we were not in compliance with certain of these
listing requirements, and that failure to correct these deficiencies would result in delisting. We were able to address Nasdaq’s concerns, and have been assured by Nasdaq that
we are currently in full compliance with all of its listing requirements. If we are not able to meet Nasdaq’s listing standards in the future, we could be subject to suspension and
delisting proceedings. A delisting of our common stock and our inability to list on another national securities market could negatively impact us by: (i) reducing the liquidity
and market price of our common stock; (ii) reducing the number of investors willing to hold or acquire our common stock, which could negatively impact our ability to raise
equity  financing;  (iii)  limiting  our  ability  to  use  a  registration  statement  to  offer  and  sell  freely  tradable  securities,  thereby  preventing  us  from  accessing  the  public  capital
markets; and (iv) impairing our ability to provide equity incentives to our employees.

We are an “emerging growth company” under the JOBS Act, and we cannot be certain if the reduced disclosure requirements applicable to emerging growth companies
will make our common stock less attractive to investors.

We are and will remain an “emerging growth company” as defined in the JOBS Act until the earlier of (a) the last day of the fiscal year (i) following the fifth anniversary of the
completion of our initial public offering, which was in June 2017, (ii) in which we have total annual gross revenue of at least $1.07 billion, or (iii) in which we are deemed to be
a large accelerated filer, which means the market value of our common stock that is held by non-affiliates exceeds $700 million as of the prior August 31; and (b) the date on
which we have issued more than $1.0 billion in non-convertible debt during the prior three-year period. As long as we remain an “emerging growth company”, we may take
advantage of certain exemptions from various reporting requirements that are applicable to other public companies including, but not limited to, not being required to comply
with the auditor attestation requirements of Section 404 of the Sarbanes-Oxley Act. We cannot predict if investors will find our common stock less attractive because we rely on
some or all of these exemptions. If some investors find our common stock less attractive as a result, there may be a less active trading market for our common stock and our
stock price may be more volatile.

41

 
 
 
 
 
 
 
 
In addition, Section 107 of the JOBS Act also provides that an “emerging growth company” can take advantage of the extended transition period provided in Section 7(a)(2)
(B) of the Securities Act of 1933, as amended (the “Securities Act”) for complying with new or revised accounting standards. In other words, an “emerging growth company”
can delay the adoption of certain accounting standards until those standards would otherwise apply to private companies. We will take advantage of the extended transition
period  for  complying  with  new  or  revised  accounting  standards,  which  may  make  it  more  difficult  for  investors  and  securities  analysts  to  evaluate  us  since  our  financial
statements may not be comparable to companies that comply with public company effective dates, which may result in less investor confidence.

General Risk Factors

Third parties may claim we infringe their intellectual property rights.

From time to time, others claim we infringe their intellectual property rights. The number of these claims may grow because of constant technological change in the markets in
which we compete, the extensive patent coverage of existing technologies and the rapid rate of issuance of new patents. To resolve these claims, we may enter into royalty and
licensing agreements on terms that are less favorable than currently available, stop selling or redesign affected products or services, or pay damages to satisfy indemnification
commitments to our customers. These outcomes may cause operating margins to decline. Besides money damages, equitable relief is available in some jurisdictions that, if
granted, could limit or eliminate our ability to import, market, or sell our products or services that contain infringing technologies.

Our business depends on our ability to attract and retain talented employees.

Our business is based on successfully attracting and retaining talented employees. The market for highly skilled workers and leaders in our industry is extremely competitive. If
we are less successful in our recruiting efforts, or if we cannot retain key employees, our ability to develop and deliver services successfully may be adversely affected. If we
cannot  hire  additional  qualified  personnel,  we  may  continue  to  have  internal  control  weaknesses.  Effective  succession  planning  is  also  important  to  our  long-term  success.
Failure to ensure effective transfer of knowledge and smooth transitions involving key employees could hinder our strategic planning and execution. How employment- related
laws are interpreted and applied to our workforce practices may result in increased operating costs and less flexibility in how we meet our workforce needs.

Catastrophic events or geopolitical conditions may disrupt our business.

Monetary and fiscal policies and political and economic conditions may substantially change. When there is a slowdown in the economy, employment levels may decrease with
a corresponding impact on our businesses.

Clients may react to worsening conditions by reducing their spending on payroll and other outsourcing services or renegotiating their contracts with us.

Worsening economic conditions, including inflation, recession, or other changes in economic conditions, may cause businesses to rely less on vendors in our business, which
could adversely affect our revenue. If demand for our services declines, or business spending for such services declines, our revenue will be adversely affected.

Challenging  economic  conditions  also  may  impair  the  ability  of  our  customers  to  pay  for  products  and  services  they  have  purchased.  As  a  result,  allowances  for  doubtful
accounts and write-offs of accounts receivable may increase.

We are dependent upon various large banks to execute Automated Clearing House and wire transfers as part of our client payroll and tax services. A systemic shutdown of the
banking industry would impede our ability to process funds on behalf of our payroll and tax services clients and could have an adverse impact on our financial results and
liquidity.

42

 
 
 
 
 
 
 
 
 
 
 
 
 
 
A  disruption  or  failure  of  our  systems  or  operations  because  of  a  major  earthquake,  weather  event,  cyber-attack,  terrorist  attack,  fire,  pandemic,  (including  the  COVID-19
pandemic), or other catastrophic event could cause delays in completing sales, providing services, or performing other critical functions. A significant portion of our research
and development activities and certain other essential business operations are located in the Irvine, California area, which is a seismically active region, and the Miami, Florida
area, which is subject to extreme seasonal weather events such as hurricanes and flooding. A catastrophic event that results in the destruction or disruption of any of our critical
business or IT systems could harm our ability to conduct normal business operations. California has also experienced destructive fires recently. As a result of these fires, power
and utilities are occasionally shut off to parts of the state. A fire or risk of fire may result in damage to our facilities, the temporary or permanent shut down of our or our
clients’ facilities, disruption to our power supply or utilities, or other disruptions that may harm our ability to conduct business.

Abrupt political change and terrorist activity may pose threats to our business and increase our operating costs. These conditions also may add uncertainty to the timing and
budget for technology investment decisions by our customers and may cause supply chain disruptions for hardware manufacturers. Geopolitical change may result in changing
regulatory requirements that could impact our operating strategies, hiring, and profitability.

Changes in tax laws or regulations that are applied adversely to us or our customers may have a material adverse effect on our business, cash flow, financial condition, or
results of operations.

In response to the COVID-19 pandemic, the CARES Act was signed into law in March 2020. The CARES Act modifies certain of the changes made by the Tax Cuts and Jobs
Act of 2017 (the “Tax Act”). Changes in corporate tax rates, the realization of net deferred tax assets relating to our U.S. operations, and the deductibility of expenses under the
Tax Act, as amended by the CARES Act, or future tax reform legislation could have a material impact on the value of our deferred tax assets, could result in significant one-
time charges in the current or future taxable years, and could increase our future U.S. tax expense. The foregoing items, as well as any other future changes in tax laws, could
have  a  material  adverse  effect  on  our  business,  cash  flow,  financial  condition,  or  results  of  operations.  In  addition,  it  is  uncertain  if  and  to  what  extent  various  states  will
conform to the Tax Act, as amended by the CARES Act, or any newly enacted federal tax legislation.

Item 1B. Unresolved Staff Comments

None.

Item 2. Properties

Principal Offices

We lease space for our principal offices at 501 Brickell Key Drive, Suite 300, Miami, FL 33131. Our landlord is Courvoisier Centre, LLC. We began leasing 13,246 square feet
on October 1, 2020. The lease term is for eighty-four (84) months, with an expiration date of September 30, 2027.

ShiftPixy Labs

We lease space for ghost kitchens and production facilities associated with ShiftPixy Labs at 4101 NW 25 Street, Miami, Florida 33142. Our landlord is Runway 1 LLC. We
began leasing 23,500 square feet on November 1, 2020. The lease term is for 64 months, with an expiration date of February 28, 2026.

Other Offices

We lease space primarily to house software and technology development personnel at 1 Venture, Suite 150, Irvine, California 92618. Our landlord is Olen Commercial Realty
Corporation. We began leasing 8,500 square feet on April 15, 2016. In July 2017, we entered into a second lease for 2,713 square feet of expansion space in the same building.
In May 2019, we entered into a third lease for 1,261 square feet. We extended the term on the first two leases at the time we executed the third lease. The landlord, lease term,
and an expiration date of June 30, 2022 are the same for all three leases.

Effective June 7, 2021, we entered into a sublease agreement with Verifone, Inc. to sublease premises consisting of approximately 8,000 square feet of office space located at
501 Brickell Key Drive, Suite 205, Miami, Florida 33131, that we anticipate using for our sales and operations workforce. The lease has a term of three years expiring on
May 31, 2024. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the sublease.

43

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Effective  June  21,  2021,  we  entered  into  a  77-month  lease  agreement,  with  anticipated  possession  date  of  March  1,  2022,  for  premises  consisting  of  approximately  13,418
square feet of office space located at 13450 West Sunrise Boulevard, Suite 650, Sunrise, Florida 33323. Our landlord is Foundry ASVRF Sawgrass, LLC. We anticipate using
this space primarily to house our operations personnel and other elements of our workforce. The base rent is paid monthly and escalates annually pursuant to a schedule set
forth in the lease.

We consider these spaces and arrangements to be sufficient for our current needs, although as we expand existing operations or open other offices in other cities, we will need
to secure leases in those cities as well.

Item 3. Legal Proceedings

In the normal course of business, we are subject to various claims and litigation. While the outcome of any litigation is inherently unpredictable, we believe that we have valid
defenses  with  respect  to  the  legal  matters  pending  against  us  and  that  the  ultimate  resolution  of  these  matters  will  not  have  a  materially  adverse  impact  on  our  financial
condition,  results  of  operations,  or  cash  flows,  except  as  discussed  in  Note  16  to  the  Consolidated  Financial  Statements,  “Commitments  and  Contingencies,”  which  is
incorporated herein by reference.

Item 4. Mine Safety Disclosures

Not applicable.

44

 
 
 
 
 
 
 
 
Item 5. Market for Registrant’s Common Equity, Related Stockholder Matters, and Issuer Purchases of Equity Securities

Trading History

Our common stock was listed for trading on Nasdaq on June 28, 2017, under the symbol “PIXY.”

PART II

The table below sets forth the high and low closing sales prices of our common stock on Nasdaq for the periods indicated, after giving retroactive effect to the reverse stock
split discussed below.

2021
First Quarter
Second Quarter
Third Quarter
Fourth Quarter

2020
First Quarter
Second Quarter
Third Quarter
Fourth Quarter

Number of Equity Security Holders

High

Low

  $
  $
  $
  $

  $

4.50    $
4.69    $
4.10    $
3.85    $

20.00    $
19.25     
9.69     
6.16     

2.02 
2.27 
2.02 
1.32 

9.6 
7.22 
3.92 
3.44 

As of November 29, 2021, the Company had 21 holders of record of our common stock. This does not include beneficial owners holding common stock in street name. As
such, the number of beneficial holders of our shares could be substantially larger than the number of shareholders of record.

Dividends

We  have  never  declared  or  paid  any  cash  dividends  on  our  common  stock.  For  the  foreseeable  future,  we  intend  to  retain  any  earnings  to  finance  the  development  and
expansion of our business, and we do not anticipate paying any cash dividends on our common stock. Any future determination to pay dividends will be at the discretion of the
board of directors and will be dependent upon then existing conditions, including our financial condition and results of operations, capital requirements, contractual restrictions,
business prospects and other factors that the board of directors considers relevant.

There  are  no  restrictions  in  our  articles  of  incorporation  or  bylaws  that  prevent  us  from  declaring  dividends.  The  Wyoming  Statutes,  however,  prohibit  us  from  declaring
dividends where, after giving effect to the distribution of the dividend:

•

•

we would not be able to pay our debts as they become due in the usual course of business; or

our total assets would be less than the sum of our total liabilities plus (unless the articles of incorporation permit otherwise) the amount that would be needed, if
the corporation were to be dissolved at the time of the distribution, to satisfy the preferential rights upon dissolution of shareholders whose preferential rights are
superior to those receiving the distribution.

Reverse Stock Split

On December 17, 2019, the Company effected a 1 for 40 reverse stock split. All common shares and common stock equivalents are presented retroactively to reflect the reverse
split.

45

 
 
 
 
 
 
 
 
   
 
 
 
 
     
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Sale of Unregistered Securities

Stock Option / Stock Issuance Plan

In  March  2017,  the  Company  adopted  its  2017  Stock  Option/Stock  Issuance  Plan  (the  “Plan”).  The  Plan  provides  incentives  to  eligible  employees,  officers,  directors  and
consultants  in  the  form  of  incentive  stock  options  (“ISOs”),  non-qualified  stock  options  (“NQs”),  (each  of  which  is  exercisable  into  shares  of  common  stock)  (collectively,
“Options”) or shares of common stock (“Share Grants”).

On July 1, 2020, our board of directors unanimously approved an increase in the number of shares of common stock issuable under the Plan from 250,000 to 3,000,000 and
granted Options that were contingent upon shareholder approval. On March 31, 2021, the Company’s shareholders approved the increase in the number of shares of common
stock  issuable  under  the  Plan  as  well  as  the  various  contingent  grant  awards  under  the  Plan  since  July  1,  2020.  Effective  with  the  shareholders’  approval,  all  previously
unexercisable Options became exercisable and the Options granted since July 1, 2020 were no longer subject to any contingency not set forth in the Plan.

On June 4, 2021, the Company filed with the SEC a registration statement on Form S-8 for the purpose of registering an aggregate of 3,000,000 shares, par value $0.0001 per
share, reserved for issuance under the Plan.

Approximately 462,624 of the Options have been forfeited and returned to the option pool under the Plan as a consequence of employment terminations during Fiscal 2021.

Of the Options awarded, 1,528,000 are designated as ISOs and 100,000 are designated as NQs or “non-statutory” options under the Code. These Options have a 10-year life and
will vest over time as follows: 25% vest after a 12-month service period following the award, and the balance vest in equal quarterly installments over the next 12 quarters of
service.

Item 6. Selected Consolidated Financial Data

As a smaller reporting company, we have elected not to provide the information required by this item.

Item 7. Management’s Discussion and Analysis or Plan of Operation.

The  following  discussion  of  our  financial  condition  and  results  of  operations  should  be  read  in  conjunction  with  our  financial  statements  and  the  related  notes,  and  other
financial information included in this Form 10-K.

Our Management’s Discussion and Analysis contains not only statements that are historical facts, but also statements that are forward-looking. Forward-looking statements
are, by their very nature risky, and are subject to uncertainties that could cause actual results or events to differ materially from those expressed or implied by the forward-
looking statements in this Form 10-K. These risks and uncertainties include international, national, and local general economic and market conditions; our ability to sustain,
manage,  or  forecast  growth;  our  ability  to  successfully  make  and  integrate  acquisitions;  new  product  development  and  introduction;  existing  government  regulations  and
changes in, or the failure to comply with, government regulations; adverse publicity; competition; the loss of significant customers or suppliers; fluctuations and difficulty in
forecasting operating results; change in business strategy or development plans; business disruptions; the ability to attract and retain qualified personnel; the ability to protect
technology; the risk of foreign currency exchange rate; and other risks that might be detailed from time to time in our filings with the SEC. We do not undertake any obligation
to update forward-looking statements to reflect events or circumstances occurring after the date of this Form 10-K.

Although the forward-looking statements in this Form 10-K reflect the good faith judgment of our management, such statements can only be based on facts and factors currently
known by them. You are urged to carefully review and consider the various disclosures made by us in this Form 10-K as we attempt to advise interested parties of the risks and
factors that may affect our business, financial condition, and results of operations and prospects. For a more detailed discussion of the inclusion of forward-looking statements
in this Form 10-K, please refer to the discussion, above, entitled “Cautionary Statement Regarding Forward-Looking Statements and Information.”

46

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Overview

Our current business, and the primary source of our revenues to date, has been under a human capital fee-based SAAS business model. We have developed a comprehensive
HRIS  platform  designed  to  provide  real-time,  agile  business  intelligence  information  for  our  clients  as  well  as  an  employment  marketplace  designed  to  match  client
opportunities with a large workforce under a digital umbrella. Our market focus is to use this traditional approach, coupled with developed technology, to address underserved
markets containing predominately lower wage employees with high turnover, beginning with light industrial, services, and food and hospitality markets. We provide human
resources, employment compliance, insurance-related, payroll, and operational employment services solutions for our clients and shift work or gig opportunities for WSEs (or
shifters).  As  consideration  for  providing  these  services,  we  receive  administrative  or  processing  fees,  typically  as  a  percentage  of  a  client’s  gross  payroll,  process  and  file
payroll taxes and payroll tax returns, provide workers’ compensation insurance, and provide employee benefits. We have built a substantial business on a recurring revenue
model  since  our  inception  in  2015.  For  Fiscal  2021,  we  processed  approximately  $79  million  of  payroll  billings,  our  primary  operating  metric.  Despite  the  impact  of  the
COVID-19  pandemic  and  the  worldwide  economic  crisis,  by  the  end  of  Fiscal  2021  our  billings  had  recovered  to  pre-pandemic  levels,  reaching  over  3,000  WSEs  on  a
recurring basis and annual billings growth of $14 million, representing a 22% increase above Fiscal 2020 gross payroll billings.

For the current fiscal year we have incurred approximately $30 million in operating losses, which were driven primarily by substantial investments in our technology platform,
our SPAC sponsorships and our ShiftPixy Labs growth initiative, as well as by necessary upgrades to our back-office operations to facilitate servicing a large WSE base under a
traditional staffing model.

For most of Fiscal 2021, our primary focus was on clients in the restaurant and hospitality industries, (market segments typically characterized by high employee turnover and
low pay rates), and healthcare industries typically employing specialized personnel that command higher pay rates. We believe that these industries are better served by our
HRIS  platform  and  related  mobile  application,  which  provide  payroll  and  human  resources  tracking  for  our  clients  and  which  we  believe  result  in  lower  operating  costs,
improved customer experience and revenue growth acceleration. California continued to be our largest market during Fiscal 2021, accounting for approximately 70.3% of our
gross billings during the year. Washington and New Mexico represented our other significant markets during Fiscal 2021, representing approximately 10.8% and 7.6%, of our
total  revenues,  respectively.  (Our  other  locations  did  not  contribute  revenue  to  a  material  degree.)  All  of  our  clients  enter  into  CSAs  with  us  or  one  of  our  wholly  owned
subsidiaries.

Our business focus during Fiscal 2021 was to complete our HRIS platform and to expand that platform to position the Company for rapid billings growth as well as to expand
our  product  offerings  to  increase  our  monetization  of  our  payroll  billings.  To  that  end,  we  identified  and  began  to  execute  on  various  growth  strategies  described  above,
including  our  sponsorship  of  various  SPACs  and  our  investment  in  our  ShiftPixy  Labs  initiative.  We  expect  that  our  execution  of  these  strategies,  if  successful,  will  yield
significant customer growth driven by widespread adoption of our technology offerings, which we believe represents a substantial value proposition to our clients as a valuable
source of agile human capital business intelligence.

Significant Developments in 2021

Sponsorship of SPACs

On April 29, 2021, (as detailed in Item 1, above), we announced our sponsorship of four SPAC IPOs. The IHC IPO closed on October 22, 2021, raising gross proceeds for IHC
of $115 million. IHC currently intends to use the proceeds of the IHC IPO to acquire companies in the light industrial segment of the staffing industry, and our goal is to enter
into CSAs with IHC following its IBC. Immediately following the IHC IPO, IHC began to evaluate acquisition candidates. IHC’s goal is to complete its IBC within one year of
consummation of the IHC IPO.

We currently anticipate that two of our remaining sponsored SPACs, Vital and TechStackery, will seek to raise approximately $100 million each in capital investment to acquire
companies in the healthcare and technology segments of the staffing industry, respectively. We expect that our other remaining sponsored SPAC, Firemark, will seek to raise
approximately $100 million in capital investment to acquire one or more insurance entities to provide workers’ compensation and related insurance products. We currently own
approximately 15% of the issued and outstanding stock of IHC, and we expect to own approximately 20% of each of the other SPACs upon their IPOs being declared effective
and consummated, (which equity stake is likely to decrease). Assuming that the IPOs of each of the remaining SPACs are consummated pursuant to the same pricing terms of
the IHC IPO, we expect to invest, through Investments, an aggregate amount of $17,531,408 in the SPACs (or up to $18,656,408 if the over-allotment option of each SPAC is
exercised  in  full)  through  the  purchase  of  placement  warrants  in  addition  to  our  initial  $25,000  investment  for  the  purchase  of  our  Founder  Shares  in  each  SPAC.  These
investment amounts set forth above do not include loans that we may extend to each SPAC in an amount not to exceed $500,000 individually, (or $2 million in the aggregate),
in our role as sponsor for the purpose of funding various organizational expenses of the SPACs.

47

 
 
 
 
 
 
 
 
 
 
 
We expect each SPAC to operate as a separately managed, publicly traded entity following the completion of their respective IBCs, or “De-SPAC”. We anticipate entering into
CSAs  with  each  of  the  staffing  entities  that  will  allow  them  to  participate  in  our  HRIS  platform.  We  also  expect  to  facilitate  the  procurement  of  workers’  compensation,
personal liability, and other similar insurance products for these staffing entities through our anticipated relationship with Firemark, assuming that it is able to consummate its
IPO and complete the De-SPAC process successfully.

We believe that our sponsorship of the SPACs seeking to complete IBCs with entities in the staffing industry has the potential to generate significant revenues and earnings for
us, while also supporting a favorable business model for the SPACs. Similarly, we believe that Firemark has the potential to benefit from a relationship with us through both
business referrals and licensed access to our technology, which should provide the means to expand its business in a profitable manner if and when it becomes operational.

ShiftPixy Labs

On July 29, 2020, we announced the launch of ShiftPixy Labs, which includes the development of ghost kitchens in conjunction with our wholly-owned subsidiary, ShiftPixy
Ghost  Kitchens,  Inc.  Through  this  initiative,  we  intend  to  bring  various  food  delivery  concepts  to  market  that  will  combine  with  our  HRIS  platform  to  create  an  easily
replicated,  comprehensive  food  preparation  and  delivery  solution.  The  initial  phase  of  this  initiative  is  being  implemented  in  our  dedicated  kitchen  facility  located  in  close
proximity  to  our  Miami  headquarters,  which  we  are  already  showcasing  through  the  distribution  of  video  programming  on  social  media  produced  and  distributed  by  our
wholly-owned subsidiary, ShiftPixy Productions, Inc. If successful, we intend to replicate this initiative in similarly constructed facilities throughout the United States and in
selected international locations. We also intend to provide similar services via mobile kitchen concepts, all of which will be heavily reliant on our HRIS platform and which we
believe  will  capitalize  on  trends  observed  during  the  COVID-19  pandemic  toward  providing  customers  with  a  higher  quality  prepared  food  delivery  product  that  is  more
responsive to their needs.

The idea of ShiftPixy Labs, (as described in Item 1, above), originated from discussions with our restaurant clients, combined with our observations of industry trends that
appear to have accelerated during the pandemic. Beginning in Calendar 2020, we recognized a significant uptick in the use of mobile applications to order take-out food either
for individual pickup or third-party delivery, which grew even more dramatically as the pandemic took hold. Not surprisingly, the establishment of fulfillment kitchens for third
party delivery also spread rapidly during this time period, initially among national fast food franchise chains but then among smaller QSRs.

We  believe  that  the  restaurant  industry  is  in  the  midst  of  a  food  fulfillment  paradigm  shift  that  will  ultimately  result  in  the  widespread  use  of  “ghost  kitchens”  in  a  shared
environment. Similar to shared office work locations, a shared kitchen can provide significant cost efficiencies and savings compared to the cost of operating multiple retail
restaurant  locations.  Coupled  with  ShiftPixy’s  technology  stack,  which  includes  order  delivery  and  dispatch,  we  believe  that  the  ghost  kitchen  solutions  that  emerge  from
ShiftPixy Labs will provide a robust and effective delivery order fulfillment option for our clients.

We have also observed the growing impact of social media platforms over the past five years, a trend which has accelerated through the pandemic. As this trend has gained
steam, many social media influencers have successfully capitalized on their popularity by establishing new business concepts in a variety of industries, including within the
QSR space. Some of these QSRs are identified as “virtual” restaurants with delivery-only service fulfilled by centralized ghost kitchens. We intend to capitalize on this trend by
creating an extensive social media presence for ShiftPixy Labs.

Many restaurant entrepreneurs have also become successful during the pandemic by moving outside through the use of mobile food trucks, which can be used as a launching
point for restaurants and ultimately expanded to traditional indoor dining locations. We have researched this phenomenon and, coupled with our experience in the restaurant
industry,  believe  a  significant  business  opportunity  exists  to  assist  with  the  fulfillment  of  new  restaurant  ideas  and  rapidly  expand  those  ideas  across  a  broad  geographic
footprint utilizing centralized ghost kitchen fulfillment centers. Again, we believe that ShiftPixy Labs will provide solutions that will facilitate the rapid growth of these new
businesses, through a combination of centralized ghost kitchens and an available pool of human capital resources provided through our HRIS platform, as well as through other
business assistance provided by our management team.

48

 
 
 
 
 
 
 
 
 
 
During  Fiscal  2021,  we  established  an  industrial  facility  in  Miami  that  we  expect  to  be  fully  completed  and  operational  shortly.  We  are  equipping  this  facility  with  ten
standardized kitchen stations in both single and double kitchen configurations built within standard cargo container shells. We expect this facility, upon completion, to function
as a state of the art ghost kitchen space that will be used to incubate restaurant ideas through collaboration and partnerships with local innovative chefs, resulting in sound
businesses that provide recurring revenue to us in a variety of ways, both through direct sales and utilization of the ShiftPixy Ecosystem, our HRIS platform, and other human
capital services that we provide. To the extent that this business model is successful and can be replicated in other locations, it has the potential to contribute significant revenue
to us in the future.

We may also take equity stakes in various branded restaurants that we develop and operate with our partners through ShiftPixy Labs. Such ownership interests will be held to
the extent that it is consistent with our continued existence as an operating company, and to the extent that we believe such ownership interests have the potential to create
significant value for our shareholders.

Software Development

We believe that our HRIS platform and the related mobile functionality that we are developing will be key differentiators and drivers of our low-cost customer acquisition
strategy. As such, we have invested heavily in our HRIS platform over the past five years.

The heart of ShiftPixy’s employment services solutions is a technology platform, including a smartphone application, through which our WSEs will be able to find available
shifts at our clients’ locations, solving a problem of finding available shifts for both the shifters looking for additional shifts when they want to work and businesses looking to
fill open shifts.

A key element of our software development involves using our blockchain ledger to process and record our critical Peer-to-Peer (“P2P”) connections. While not necessarily a
new development, we note that we intend to use blockchain technology to keep our data secure. Any data considered to be a human capital validation point or part of the hiring
and  onboarding  process  will  be  utilized  and  recorded  in  our  blockchain  ledger.  For  example,  we  expect  the  employee  I-9  verification  process—one  of  the  most  stringent,
rigorous,  and  penalty-laden  compliance  procedures  –  to  be  positively  impacted  by  blockchain  utilization  of  biometric  authentication  and  automatic  verification  of  I-9  data,
removing human error in the process of screening for fraudulent information. Verification of that data on the blockchain will allow both employers and auditing agencies to
confidently validate additional criteria such as employment dates, and candidates’ backgrounds (i.e. education, references, certifications, etc.), and share the verification status
directly on multiple distributed sources within the blockchain, further underscoring the reliability and accuracy of candidates’ information and corporate compliance.

Future  implementation  of  blockchain  technology  within  the  ShiftPixy  Ecosystem  is  anticipated  to  include  extended  applications  for  payroll  and  real-time  payments,  and
utilization of smart contracts for employment contracts, which will facilitate recording of credible, trackable, and irreversible transactions without third parties. For purposes of
clarification, we note that ShiftPixy has never, does not now and will never use its blockchain technology in any form of cryptocurrency or cryptocurrency-related application.

Our smartphone application is one of the software components of what we call the mobile platform, and together with the ShiftPixy “Command Hub” and the client portal, is
being developed, tested and released in stages. We have released and are currently using the multilingual onboarding feature of our software, which enables us to capture all
application process related data regarding our assigned WSEs and to introduce WSEs to and integrate them into the ShiftPixy Ecosystem. This multilingual feature will allow
us to move faster into outside markets and will reduce the time and cost to bring new WSEs onto our HRIS platform.

Our smartphone onboarding functionality streamlines the typical burdensome pile of new employee paperwork into a seamless user-friendly workflow that is fully compliant
with  governmental  requirements.  By  leveraging  artificial  intelligence  capabilities,  new  hires  are  guided  by  a  conversation  with  a  “Pixy”  chatbot  that  asks  the  necessary
questions and generates the required employment documents in a highly personal and engaging way. Following completion of the questions, applicable onboarding paperwork
is prepopulated with the data and prepared for the employee’s signature to be affixed digitally via the app as well.

We believe that our technology and approach to human capital management provides our clients’ management with a unique real-time business intelligence window into their
human capital needs. In addition to standard management reporting, our technology provides real-time tools for management to quickly assess and plan their human capital
staffing requirements.

Prior to March 2019, we primarily used turnkey contract software development firms to build the software code, mobile application, and license integrations required to build
the functional solution, with our internal personnel maintaining principally an oversight role. Beginning in March 2019, we hired and assembled an internal development team
for cost-cutting and for better feature and implementation control. Our development team was fully in place by August 2019 and focused on delivering a version of our mobile
application and software solution using a combination of third-party licensed software and internally developed software.

49

 
 
 
 
 
 
 
 
 
 
 
 
 
We began building our internal software development team and transitioned away from our former software development vendor to expedite our technology deployment. We
launched version 2.0 of our mobile application and enhanced user features, including onboarding, scheduling and driver management, during the fourth quarter of Calendar
2019.

We continued our software development internally primarily by focusing on feature enhancements such as delivery, scheduling, and onboarding functionality improvement, as
well as better integration and more seamless process flow improvements. We believe that this has resulted in an improved user experience, reduced internal staff time required
for  onboarding,  and  increased  trials  of  our  future  revenue  generation  features  such  as  delivery  and  scheduling.  Our  software  development  team  has  continued  to  focus  on
intermediation functionality and integration work designed to prepare our HRIS platform to scale and support our growth initiatives described above.

From inception of the project in Fiscal 2017  through August 31, 2021, we spent approximately $26.9 million, consisting of outsourced research and development, IT related
expenses, development contractors and employee costs, as well as marketing spending consisting of advertising, trade shows, and personnel costs. The following table shows
the technology and marketing spending for each fiscal year ended August 31:

Development spending (in $ millions)
Contract development and licenses
Internal personnel costs 
Total Development spending

Marketing spending
Advertising and Outside Marketing
Internal personnel costs 
Subtotal, Marketing costs 
Total, HRIS platform and mobile application spending

Cumulative Investment
Portion of investment capitalized as fixed assets 
Portion of investment expensed

2021

2020

2019

2018

  $

  $

  $

  $
  $

  $
  $
  $

3.8 
3.0 
6.8 

  $

  $

2.1 
0.5 
2.6 
9.4 

  $

  $
  $

26.9 
— 
26.9 

  $
  $
  $

2.3    $
1.9     
4.2    $

0.6    $
0.4     
1.0    $
5.2    $

20.7    $
3.7    $
17.0    $

2.2    $
1.1     
3.3    $

1.2    $
0.4     
1.6    $
4.9    $

6.6 
0.2 
6.8 

0.5 
0.2 
0.7 
7.5 

We capitalized no development spending into fixed assets for Fiscal 2021, since the development activities related to our software, as defined by GAAP, was completed during
Fiscal 2020. For Fiscal 2019 and our fiscal year ended August 31, 2018 (“Fiscal 2018”), we capitalized $0.9 million and $2.8 million, respectively, of contract development
spending into fixed assets.

Offices Update

In August 2020, we signed a lease to relocate our corporate headquarters to Miami, Florida, and largely completed the relocation of our administrative, marketing and East
Coast sales and customer support staffs to Miami by the end of Calendar 2020. We currently maintain offices in California primarily for use by our research and development
team and our West Coast sales and customer support, and plan to continue to maintain these offices for the foreseeable future.

Effective October 1, 2020, we entered into a non-cancelable 64-month lease for 23,500 square feet of light industrial space located in Miami, Florida, to house kitchen facilities,
video  production  facilities,  and  certain  marketing  and  technical  functions,  including  those  associated  with  ShiftPixy  Labs.  The  lease  contains  escalation  clauses  relating  to
increases in real property taxes as well as certain maintenance costs.

Effective June 7, 2021, we entered into a sublease agreement with Verifone, Inc. to sublease premises consisting of approximately 8,000 square feet of office space located in
Miami, Florida, that we are currently using primarily for our operations workforce. The lease has a term of three years expiring on May 31, 2024. The base rent is paid monthly
and escalates annually pursuant to a schedule set forth in the sublease.

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Effective June 21, 2021, we entered into a 77-month lease agreement, with an anticipated possession date of March 1, 2022, for premises consisting of approximately 13,418
square  feet  of  office  space  located  in  Sunrise,  Florida.  We  anticipate  using  this  space  primarily  to  house  our  operations  personnel  and  other  elements  of  our  corporate
workforce. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the lease.

Financing Activities

During Fiscal 2021, we closed a $12 million public offering in October 2020, and a $12 million private placement offering in May 2021. We also closed a $12 million private
placement offering in September 2021, shortly after our fiscal year-end. As of August 31, 2021 and August 31, 2020, we had no convertible debt outstanding and no warrants
outstanding that carry anti-dilutive provisions, except as otherwise noted below.

May 2021 Private Placement

On  May  17,  2021,  we  closed  a  private  placement  with  a  large  institutional  investor  pursuant  to  which  we  sold  to  the  investor  an  aggregate  of  (i)  2,320,000  shares  of  our
common stock, together with warrants (the “May 2021 Common Warrants”) to purchase up to 2,320,000 shares of our common stock, with each May 2021 Common Warrant
exercisable for one share of our common stock at a price per share of $2.425, and (ii) 2,628,453 prefunded warrants (the “May 2021 Prefunded Warrants”), together with the
May 2021 Common Warrants to purchase up to 2,628,453 shares of our common stock, with each May 2021 Prefunded Warrant exercisable for one share of Common Stock at
a price per share of $0.0001. Each share of our common stock and accompanying May 2021 Common Warrant were sold together at a combined offering price of $2.425 and
each May 2021 Prefunded Warrant and accompanying May 2021 Common Warrant were sold together at a combined offering price of $2.4249.

The May 2021 Prefunded Warrants were immediately exercisable, at a nominal exercise price of $0.0001, and may be exercised at any time until all of the May 2021 Prefunded
Warrants are exercised in full. The May 2021 Common Warrants have an exercise price of $2.425 per share, were immediately exercisable, and will expire on June 15, 2026.
The private placement generated gross proceeds of approximately $12 million, prior to deducting $940,000 of costs consisting of placement agent commissions and offering
expenses payable by us. In addition to the seven percent (7.0%) of the aggregate gross proceeds cash fee, we issued warrants to the placement agent to purchase an aggregate of
up  to  five  percent  (5%)  of  the  aggregate  number  of  shares  of  our  common  stock  issuable  upon  exercise  of  the  May  2021  Prefunded  Warrants  sold  in  the  offering  (the
“May Placement Agent Warrants”). The May Placement Agent Warrants are exercisable for a period commencing on November 17, 2021 (six months after issuance), expire
June 15, 2025, and have an initial exercise price of $2.6675 per share.

October 2020 Public Offering

On October 8, 2020, we entered into an underwriting agreement (the “October Underwriting Agreement”) with A.G.P./Alliance Global Partners (“AGP”), in connection with a
public offering (the “October 2020 Offering”) of an aggregate of (i) 4,000,000 shares of our common stock and (ii) warrants to purchase 2,300,000 shares of our common stock
(the “October 2020 Common Warrants”), which included the partial exercise of AGP’s over-allotment option to purchase 300,000 additional October 2020 Common Warrants.

Each  share  of  our  common  stock  was  sold  together  with  an  October  2020  Common  Warrant  as  a  fixed  combination,  with  each  share  of  our  common  stock  sold  being
accompanied by an October 2020 Common Warrant to purchase 0.5 shares of our common stock. Each share of our common stock and accompanying October 2020 Common
Warrant was sold at a price to the public of $3.00. The October 2020 Common Warrants were immediately exercisable, will expire on October 14, 2025, and have an exercise
price of $3.30 per share, subject to anti-dilution and other adjustments for certain stock splits, stock dividends, or recapitalization.

The October 2020 Offering closed on October 14, 2020, yielding gross proceeds to us of approximately $12.0 million, prior to deducting $1.4 million of costs consisting of
underwriting  discounts  and  commissions  and  offering  expenses  payable  by  us,  which  includes  a  partial  exercise  of  the  underwriter’s  over-allotment  option  to  purchase
additional October 2020 Common Warrants. Pursuant to the October Underwriting Agreement, we issued to AGP warrants to purchase up to 200,000 shares of common stock
(the  “October  Underwriter  Warrants”),  which  is  equal  to  five  percent  (5.0%)  of  the  aggregate  number  of  shares  of  common  stock  sold  in  the  October  2020  Offering.  The
October Underwriter Warrants are exercisable at any time and from time to time, in whole or in part, commencing from six months after the closing date and ending five years
from the closing date, at a price per share equal to $3.30, which is 110% of the public offering price per share.

51

 
 
 
 
 
 
 
 
 
 
 
 
September 2021 PIPE Offering (Subsequent to year-end)

On September 3, 2021, we closed a private placement with a large institutional investor pursuant to which we sold to the investor an aggregate of (i) 2,850,000 shares of our
common  stock,  together  with  warrants  (the  “September  2021  Common  Warrants”)  to  purchase  up  to  2,850,000  shares  of  our  common  stock,  with  each  September  2021
Common  Warrant  exercisable  for  one  share  of  our  common  stock  at  a  price  per  share  of  $1.595,  and  (ii)  4,673,511  prefunded  warrants  (the  “September  2021  Prefunded
Warrants”),  together  with  the  September  2021  Common  Warrants  to  purchase  up  to  4,673,511  shares  of  our  common  stock,  with  each  September  2021  Prefunded  Warrant
exercisable for one share of our common stock at a price per share of $0.0001. Each share of our common stock and accompanying September 2021 Common Warrant were
sold together at a combined offering price of $1.595 and each September 2021 Prefunded Warrant and accompanying September 2021 Common Warrant were sold together at a
combined offering price of $1.5949.

The  September  2021  Prefunded  Warrants  were  immediately  exercisable,  at  a  nominal  exercise  price  of  $0.0001,  and  may  be  exercised  at  any  time  until  all  of  the
September 2021 Prefunded Warrants are exercised in full. The September 2021 Common Warrants have an exercise price of $1.595 per share, are immediately exercisable, and
will expire five years from the date that the registration statement relating to the resale of the shares underlying the September 2021 Common Warrants is declared effective
(which has not yet occurred). The private placement generated gross proceeds of approximately $12.0 million, prior to deducting $890,000 of costs consisting of placement
agent commissions and offering expenses payable by us. In addition to the seven percent (7.0%) of the aggregate gross proceeds cash fee, we issued warrants to the placement
agent to purchase an aggregate of up to five percent (5.0%) of the aggregate number of shares of our common stock issuable upon exercise of the September 2021 Prefunded
Warrants sold in the offering (the “September Placement Agent Warrants”). The September Placement Agent Warrants are exercisable for a period commencing on March 3,
2022 (six months after issuance) and expire four years from the effective date (which has not yet occurred) of a registration statement for the resale of the underlying shares,
and have an initial exercise price of $1.7545 per share.

Performance Highlights

All figures below represent the continuing operations of the Company after segregating the operations of the assets sold to Vensure pursuant to the Vensure Asset Sale.

Fiscal 2021 vs. Fiscal 2020

•

•

Served approximately 70 clients and employed an average of 3,000 WSEs, resulting in an increase in our administrative fees of approximately 20% above Fiscal
2020.

Processed  over  $79  million  in  gross  billings  from  continuing  operations,  representing  an  increase  of  20.5%  from  Fiscal  2020.  Our  Fiscal  2021  continuing
operations mix remained consistent with Fiscal 2020, primarily consisting of food and restaurant workers for QSRs. For further information, please refer to the
section entitled “Non-GAAP Financial Measures”, below.

Our financial performance for Fiscal 2021 compared to Fiscal 2020 included the following significant items:

Revenues increased approximately 171%, to $23.4 million, from $8.6 million in Fiscal 2020. This revenue growth was due to the combination of an increase in gross billings of
20.5%, to $79 million, from $65 million in Fiscal 2020, and the impact of the transition of some of our existing clients to a staffing revenue recognition model during Fiscal
2021, as described below. Recurring WSE counts as of the end of Fiscal 2021 averaged approximately 3,000, which is consistent with a recovery to our pre-pandemic WSE
levels. Billings per WSE increased to $26,000 due primarily to business recoveries achieved by our QSR clients as the pandemic subsided, combined with an increase in the
placement of nursing WSEs who earn higher wages and consequently generate higher billings.

Revenue associated with administrative fees increased by 20.0%, and tax revenues by 21.6%, both of which are consistent with our billed wages increase of 20.5% during
Fiscal 2021. Revenue associated with workers’ compensation premiums increased $236,000, or 14.7%, due to the migration of our WSEs to a guaranteed cost program during
Fiscal 2021 and a change in our client mix that resulted in lower billed workers’ compensation rates per wage dollar.

52

 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
Impact of change in CSAs on prospective revenue recognition and cost of revenues. During Fiscal 2021, as part of our annual review process, we modified certain terms and
conditions of our standard CSA applicable to a portion of our existing client base, which resulted in us recognizing revenue generated by these clients pursuant to a staffing
model on a prospective basis. The staffing revenue recognition model provides for all gross billings, including employee payroll paid, to be recorded as revenue, and for cost of
revenues to be recorded to include the employee payroll paid. Accordingly, for Fiscal 2021, all such revenue increases as a result of this change also yielded a corresponding
increase in cost of revenues, and therefore had no impact on our gross margins. During Fiscal 2020, we recorded revenues as "net" (i.e. excluding the employee payroll paid
portion), and the employee payroll paid was also excluded from cost of revenues. For further information, please refer to the section entitled "Non-GAAP Financial Measures",
below.

For  Fiscal  2021,  gross  billings  from  staffing  and  HCM  services  totaled  approximately  $15.2  million  and  $63.8  million,  representing  19%  and  81%  of  our  gross  revenue,
respectively. For Fiscal 2020, all of our $65.5 million in gross billings came from HCM services.

Gross Profit decreased approximately 9.7%, or $0.6 million, compared to Fiscal 2020, due to additional workers’ compensation premium costs and an increase in actuarial cost
for  our  legacy  workers’  compensation  insurance  program,  offset  by  an  increase  in  gross  profit  associated  with  administrative  fees  and  taxes.  The  additional  workers’
compensation premium costs related to the migration of our clients to a guaranteed cost program in Fiscal 2021, which increased our workers’ compensation expense compared
to Fiscal 2020.

Operating expenses increased by 22.8% to $27.7 million for Fiscal 2021, from $22.5 million for Fiscal 2020. The increase in operating expenses reflects the net effect of a $3.5
million  reduction  of  non-recurring  expense  in  Fiscal  2020  for  asset  impairment  and  $8.7  million  of  increased  costs  associated  with  our  growth  initiatives  detailed  above,
(including payroll-related costs of $3.9 million, professional fees of $0.7 million, software development costs of $1.5 million, and costs classified in our statement of operations
as  general  and  administrative  expenses  of  $2.4  million).  Payroll-related  costs  increased  due  primarily  to  hiring  additional  executive,  operations,  and  software  development
personnel  to  support  our  growth  initiatives.  Professional  fees  increased  due  to  litigation  arising  in  the  normal  course  of  business  and  legal  fees  we  paid  on  behalf  of  our
sponsored  SPACs.  Software  development  costs  were  driven  primarily  by  our  continuing  investment  in  our  HRIS  platform,  while  general  and  administrative  expenses  grew
primarily due to rent cost increases from our entry into leases covering the following: (i) our principal executive offices in Miami, Florida; (ii) our ShiftPixy Labs facility in
Miami,  Florida;  and  (iii)  our  new  office  facility  in  Sunrise,  Florida,  which  will  house  the  majority  of  our  operations  personnel  and  other  elements  of  our  workforce.  Other
contributors to the increase in general and administrative expenses include non-recurring costs to relocate certain employees, and marketing expenses related to our growth
initiatives.

Operating loss increased by $5.8 million, or 26.7%, due to a decrease in gross margins of $0.6 million, and an increase of $5.8 million in operating expenses.

Other income (expense) increased to $0.1 million in Fiscal 2021, compared to expense totaling $68.9 during Fiscal 2020. The change in other income (expense) is primarily
non-recurring in nature, and stems from our issuance during Fiscal 2020 of Preferred Options with an assigned value of $62.1 million to one of our co-founders, J. Stephen
Holmes (which were cancelled unexercised subsequent to the close of Fiscal 2021). Other contributors to the increase in other income for Fiscal 2021 as compared to Fiscal
2020 include increases in combined interest expense, loss from debt conversion, inducement loss, and loss on debt extinguishment, offset by gains from the change in fair value
of derivatives and the gain on convertible note penalties related to the settlement and extinguishment of certain convertible notes.

Loss from discontinued operations represents the reassessment of the workers' compensation claims reserve associated with our former clients that we transferred to Vensure
as part of the Vensure Asset Sale. Loss from discontinued operations increased to a $2.5 million loss in Fiscal 2021.

Net Loss decreased to $29.9 million or $0.88 per share, from $75.3 million or $4.13 per share.

53

 
 
 
 
 
 
 
 
 
 
Results of Operations

Fiscal 2021 Compared to Fiscal 2020

The following table summarizes our consolidated results of operations:

Revenues (gross billings of $79.0 million and $65.5 million less worksite employee payroll cost of $55.6 million and $56.9
million, respectively)
Cost of revenue
Gross profit

  $

23,420,000    $
23,098,000     
322,000     

8,642,000 
7,685,000 
957,000 

For the year ended

August 31,
2021

August 31,
2020

Operating expenses:

Salaries, wages, and payroll taxes
Stock-based compensation – general and administrative
Commissions
Professional fees
Software development - external
Depreciation and amortization
Impaired asset expense
General and administrative
Total operating expenses

Operating Loss

Other (expense) income:

Interest expense
Change in fair value of note receivable
Expense related to Preferred Options
Expense related to modification of warrants
Loss from debt conversion
Inducement loss
Loss on debt extinguishment
Change in fair value derivative and warrant liability
Other income
Gain on convertible note penalties accrual

Total other (expense) income

Loss from continuing operations before income taxes
Income tax expense
Loss from continuing operations
(Loss) Income from discontinued operations

(Loss) Income from discontinued operations
Gain from asset sale

Total Income (Loss) from discontinued operations, net of tax

Net loss

Net Loss per share, Basic and diluted
Continuing operations
Discontinued operations

Operating (loss) income
Gain on sale of assets

Total discontinued operations

Net Loss per share of common stock – Basic and diluted

Weighted average common stock outstanding – Basic and diluted

54

11,100,000     
1,594,000     
176,000     
4,089,000     
3,755,000     
357,000     
—     
6,596,000     
27,667,000     

7,227,000 
1,526,000 
181,000 
3,366,000 
2,240,000 
272,000 
3,543,000 
4,180,000 
22,535,000 

(27,345,000)    

(21,578,000)

(5,000)    
—     
—     
—     
—     
—     
—     
—     
25,000     
—     
20,000     
(27,325,000)    
42,000     
(27,367,000)    

(2,509,000)    
—     
(2,509,000)    

(2,525,000)
(1,074,000)
(62,091,000)
(21,000)
(3,500,000)
(624,000)
(1,592,000)
1,777,000 
— 
760,000 
(68,890,000)
(90,468,000)
— 
(90,468,000)

(561,000)
15,682,000 
15,121,000 

  $

(29,876,000)   $

(75,347,000)

  $

(0.81)   $

(0.07)    
—     
(0.07)    
(0.88)   $

  $

(4.96)

(0.03)
0.86 
0.83 
(4.13)

33,722,534     

18,222,661 

 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
      
  
 
 
      
  
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
      
  
 
 
 
      
  
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
      
  
 
 
 
We report our revenues as gross billings, net of related direct labor costs for our EAS clients and revenues without reduction of labor costs for staffing services clients.

Net Revenues (in millions)
Increase (Decrease), year over year (in millions)
Percentage Increase (Decrease), year over year
Cost of Revenues (in millions)
Increase (Decrease), year over year (in millions)
Percentage Increase (Decrease), year over year
Gross Profit (in millions)
Increase (Decrease), year over year (in millions)
Percentage Increase (Decrease), year over year
Gross Profit Percentage of Revenues

Fiscal 2021

  $

  $

  $

2021

2020

  $

23.4 
14.8 

171.0%    
(23.1)
  $
(15.4)
200.6%    
0.3 
  $
(0.6)
(66.4)%   
1.4%    

8.6 
(1.9)
(17.3)%
7.7 
(0.8)
(10.0)%
1.0 
(0.9)
(50.0)%
11.1%

Net revenue for our HCM services excludes the payroll cost component of gross billings. With respect to staffing services, employer payroll taxes, employee benefit programs,
and workers’ compensation insurance, we believe that we are the primary obligor, and we have latitude in establishing price, selecting suppliers, and determining the service
specifications. As such, the billings for those components are included as revenue. Revenues are recognized ratably over the payroll period as WSEs perform their services at
the client worksite.

Net Revenue  increased approximately 171.0% to $23.4 million, from $8.6 million in Fiscal 2020. The revenue increase was due to a 20.5% increase in gross billings to $79
million from $65 million, combined with the effect of the transition of some of our existing clients to a staffing revenue recognition model during Fiscal 2021, as described
above.  Recurring  WSE  counts  as  of  the  end  of  Fiscal  2021  averaged  approximately  3,000,  which  is  consistent  with  recovery  to  our  pre-pandemic  WSE  levels.  Our  gross
billings from staffing and HCM services totaled approximately $15.2 million and $63.8 million, representing 19% and 81% of our gross revenue, respectively.

Revenue associated with administrative fees increased by 20.0%, which is consistent with our billed wages increase of 20.5% as well as the 21.6% increase in our revenues
associated with taxes during Fiscal 2021. Revenue associated with workers’ compensation increased $236,000, or 14.7%, due to price increases related to our migration to a
guaranteed workers' compensation cost program during Fiscal 2021, combined with a change in our client mix yielding lower billed workers’ compensation rates per wage
dollar.

Cost of Revenues  includes our costs associated with employer taxes, workers’ compensation insurance premiums, and the gross wages paid by our staffing clients. Cost of
revenues  increased  $15.4  million,  or  200.6%,  to  $23.1  million  in  Fiscal  2021  from  $7.7  million  in  Fiscal  2020.  The  change  in  cost  of  revenues  was  due  primarily  to  the
conversion of certain existing clients to a staffing revenue recognition model during Fiscal 2021, as described above.

Gross Profit  decreased approximately 9.7%, or $0.6 million, compared to Fiscal 2020, primarily due to the migration of our clients to a guaranteed cost program workers’
compensation program during Fiscal 2021.

Net loss decreased by $45.5 million, or 60.3%, from $75.3 million for Fiscal 2020 to $29.9 million for Fiscal 2021. This reduction in net loss was due primarily to a decrease of
$68.9 million in other expenses related to the Preferred Option exercises in Fiscal 2020, (mitigated by a $15.7 million gain from the Vensure Asset Sale, also recorded in Fiscal
2020), which was offset by a $5.1 million increase in operating losses during Fiscal 2021.

55

 
 
 
 
 
 
 
 
 
   
   
   
   
   
   
   
   
   
   
 
 
 
 
 
 
 
 
The following table presents certain information related to our operating expenses:

Salaries, wages and payroll taxes
Share-based compensation
Commissions
Professional fees
Software development
Depreciation and amortization
Asset impairment expense
General and administrative
Total operating expenses

2021
(in thousands)

Year ended August 31,
2020
(in thousands)

% Change

  $

  $

11,100    $
1,594     
176     
4,089     
3,755     
357     
—     
6,596     
27,667    $

7,227     
1,526     
181     
3,366     
2,240     
272     
3,543     
4,180     
22,535     

53.6%
4.5%
(2.8)%
21.5%
67.6%
31.3%
(100.0)%
57.8%
22.8%

Operating expenses increased $5.1 million, or 22.8%, to $27.7 million in Fiscal 2021 from $22.5 million in Fiscal 2020. The components of operating expenses changed as
follows :

Salaries, wages and payroll taxes increased by approximately $3.9 million, or 53.6%, between Fiscal 2020 and Fiscal 2021, from $7.2 million to $11.1 million. This increase
resulted  primarily  from  hiring  additional  employees  in  the  executive,  operations,  and  software  development  ranks  of  our  business  to  support  our  various  growth  initiatives,
including our SPAC sponsorships and ShiftPixy Labs. These costs consisted of gross salaries, benefits, and payroll taxes associated with our executive management team and
corporate employees. Our corporate employee count increased from 45 employees at the end of Fiscal 2020 to 68 employees at the end of Fiscal 2021. As of the date of this
Form 10-K, we employed 88 individuals at our corporate facilities.

Share-Based compensation increased by $0.1 million, or 5%, to $1.6 million for Fiscal 2021. This increase was primarily due to the increase in corporate employees during the
year.

Commissions consist of commissions payments made to third party brokers and inside sales personnel and remained consistent year over year.

Professional fees consist of legal fees, accounting and public company costs, board fees, and consulting fees. Professional fees for Fiscal 2021 increased by $0.7 million, or
21.5%, to $4.1 million, from $3.4 million for Fiscal 2020. The increase is primarily attributable to an increase in legal fees paid related to several of our current active litigation.

Software development consists of costs associated with research and development outsourced to third parties. Software development costs increased $1.5 million, or 67.6%, to
$3.8  million  for  Fiscal  2021,  from  $2.2  million  in  Fiscal  2020.  The  increased  costs  are  due  primarily  to  additional  contracted  developers  to  support  our  mobile  application
development.

Depreciation and amortization increased by $0.1 million, or 31.3%, for Fiscal 2021 as compared to Fiscal 2020 due to depreciation on asset purchases during Fiscal 2021.

Asset impairment expense decreased by $3.5 million due to the non-recurring impairment of an asset identified in Fiscal 2020.

General and administrative expenses consist of office rent and related overhead, software licenses, insurance, penalties, business taxes, travel and entertainment, and other
general business expenses. General and administrative expenses for Fiscal 2021 increased by $2.4 million, or 57.1%, to $6.6 million, from $4.2 million for Fiscal 2020. The
increase  was  due  primarily  to  increased  rent  costs  arising  from  new  leases  covering  our  principal  executive  offices,  ShiftPixy  Labs,  and  additional  office  space  located  in
Sunrise,  Florida  to  house  our  operations  personnel  and  other  elements  of  our  workforce.  Other  components  of  the  increase  include  non-recurring  costs  related  to  employee
relocations, as well as marketing expenses related to our growth initiatives.

56

 
 
 
 
 
 
 
 
   
   
 
 
 
   
     
 
   
   
   
   
   
   
   
 
 
 
 
 
 
 
 
 
 
Interest expense
Other income
Change in fair value of note receivable
Expense related to Preferred Options
Expense related to modification of warrants
Loss from debt conversion
Inducement loss
Loss on debt extinguishment
Change in fair value of derivatives
Gain on convertible note penalties accrual
Total other income (expense)

For the Years Ended

August 31, 
2021

August 31, 
2020

(5,000)    
25,000     
—     
—     
—     
—     
—     
—     
—     
—     
(20,000)    

(2,525,000)
— 
(1,074,000)
(62,091,000)
(21,000)
(3,500,000)
(624,000)
(1,592,000)
1,777,000 
760,000 
(68,890,000)

Other income (expense) decreased from $68.9 million in expense for Fiscal 2020 to $0.042 million in expense for Fiscal 2021 as follows:

Interest expense consists of cash interest on interest bearing notes, financing charges for the excess of fair value over carrying amounts of notes issued during any reporting
period, amortization of recorded discount and associated deferred financing costs, and acceleration of discounts and deferred financing costs due to early conversions on notes
payable.  Interest  expense  decreased  $2.5  million  to  $0.5  million  in  Fiscal  2021.  The  decrease  was  due  to  lower  interest  expense  and  financing  costs  associated  with  our
June 2018 and March 2019 convertible notes. The June 2018 convertible notes were fully amortized in September 2020, and the March 2019 convertible notes were settled,
repaid, or converted during Fiscal 2020.

Other income consists of a non-recurring insurance payment received in Fiscal 2021.

Change in fair value of note receivable consists of a fair value adjustment and amortization of the discount on the note receivable that was recorded on January 1, 2020. No
comparable fair value adjustment or amortization was recorded during Fiscal 2021.

Expense related to Preferred Options represents a non-recurring charge reflecting the fair value estimate of the Preferred Options issued to our founders that were deemed to
be exercisable in January 2020, and became exchangeable for common.

Expense related to modification of warrants represents the difference in fair value for the modification of warrants issued in conjunction with the June 2018 convertible notes,
the exercise price of which was reduced from $70 to $40 per share in December 2019. No comparable expense was recognized during Fiscal 2021.

Loss from debt conversion represents the acceleration of the pro-rated remaining note discount and deferred financing fees associated with the March 2019 convertible notes,
as exchanged in either December 2019 or March 2020, that were either converted or repaid in cash during Fiscal 2020. No comparable loss was recognized during Fiscal 2021.

Inducement loss represents the difference in fair value on the date of note conversion between the closing market price and the conversion price per share for Fiscal 2020. No
comparable loss was recognized during Fiscal 2021.

Loss on debt extinguishment represents the fair value of the common stock issued in exchange for the March 2019 Warrants cancelled in the March 2020 convertible note
amendment and exchange, and for the acceleration of the debt discount and deferred financing fees associated with the remaining March 2019 or December 2019 convertible
note exchange. These convertible notes were amended in March 2020 and accounted for as debt extinguishment. No such transactions took place during Fiscal 2021.

Change  in  fair  value  derivatives  represents  the  mark  to  market  of  our  derivative  liabilities  created  by  the  beneficial  conversion  feature  and  related  detachable  warrants
contained in the March 2019 convertible notes. No such change in fair value was recognized in Fiscal 2021

57

 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Gain on convertible note penalties accrual represents the recovery of previously accrued convertible note penalties related to the June 2019 default. We settled all note related
litigation, as described above and in Note 9 to the accompanying financial statements, in January 2020, which resulted in a gain due to the release of $760,000 for accrued
liabilities in excess of paid claims. No such gain was recognized in Fiscal 2021.

Loss from continuing operations As a result of the explanations described above, the loss from continuing operations decreased by $63.1 million, or 69.8%, from a $90.5
million loss for Fiscal 2020 to a $27.4 million loss for Fiscal 2021. The decrease is due to non-recurring charges related to our recapitalization including expenses related to
Preferred Options and convertible notes totaling $68.9 million in Fiscal 2020, offset by a $5.7 million increase in operating loss.

Discontinued operations

(Loss) Income from discontinued operations
Gain from asset sale

For the Years Ended

August 31, 
2021

August 31, 
2020

(2,509,000)    
—     

(561,000)
15,682,000 

Gain/loss from discontinued operations. For Fiscal 2021, we recorded a loss primarily based upon our reassessment of our workers' compensation claims reserve associated
with the clients that we transferred to Vensure in connection with the Vensure Asset Sale. For Fiscal 2020, we recorded both a loss from discontinued operations for the activity
from September 1, 2019 until December 31, 2019 along with losses associated with additional workers’ compensation claims reserves for the period January 1, 2020 through
August 31, 2020; and a gain on certain business-related assets sold in connection with the Vensure Asset Sale, as described above and in Note 3 to the accompanying financial
statements.

Gain  from  Asset  Sale.  During  Fiscal  2020,  we  recognized  a  gain  of  approximately  $15,682,000  as  a  result  of  the  Vensure  Asset  Sale,  as  described  in  Note  3  to  the
accompanying financial statements. No comparable transaction was recognized during Fiscal 2021.

LIQUIDITY AND CAPITAL RESOURCES

Liquidity

The accompanying financial statements have been prepared in conformity with GAAP, which contemplate our continuation as a going concern. Historically, we have funded
ourselves either through cash flow from operations or the raising of capital through equity sales. If we are unable to obtain additional capital, we may not be able to make
payments in a timely manner or otherwise fund our operations.

The COVID-19 pandemic continued to negatively impact worldwide economic activity through most of Fiscal 2021, including within the United States where our operations
are based. While these negative impacts began to ameliorate during the latter portion of Fiscal 2021, prolonged workforce disruptions still negatively impacted sales for the
majority of the fiscal year, as well as our overall liquidity.

As of the end of Fiscal 2021, we had cash of $1.5 million and a working capital deficit of $10.9 million. During Fiscal 2021, we used approximately $21.5 million of cash in
our continuing operations and incurred recurring losses, resulting in an accumulated deficit of $149.3 million as of August 31, 2021.

The following table sets forth a summary of changes in cash flows for Fiscal 2021 and Fiscal 2020:

Net cash used in operating activities
Net cash provided by (used in) investing activities
Net cash provided by financing activities
Change in cash

58

For the year ended
August 31,

2021
(21,512,000)    
(2,566,000)    
20,974,000     
(3,104,000)   $

2020
(16,883,000)
9,353,000 
10,272,000 
2,742,000 

  $

 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
The recurring losses, negative working capital and cash used in operations are indicators of substantial doubt as to our ability to continue as going concern for at least one year
from issuance of the financial statements in this Form 10-K. Our plans to alleviate this substantial doubt are discussed below. These plans include raising additional capital to
fund expansion of our operations, including the continued development and support of our HRIS platform, our SPAC sponsorship activities, and ShiftPixy Labs, as described
above.

We  believe  that  IHC,  after  completing  its  IBC,  will  generate  significant  revenues  for  us  during  our  fiscal  year  ending  August  31,  2022  (“Fiscal  2022”),  provided  that  IHC
successfully completes its IBC and we are able to enter into CSAs with IHC on favorable terms. Similarly, we believe that our future relationship with Vital and TechStackery
will generate significant revenues to us, provided that each of these SPACs is able to launch its IPO and complete its IBC successfully, and we are able to enter into CSAs with
each of these SPACs on favorable terms. We also believe that Firemark will generate additional payroll billings for us through contractual arrangements by which we are able to
provide low-cost insurance product offerings to our clients, provided that Firemark is able to launch its IPO and complete its IBC successfully, and we are able to enter into a
contractual relationship with Firemark on favorable terms.

We also expect our ShiftPixy Labs growth initiative to generate substantial cash flow once launched, by functioning as a state of the art ghost kitchen space that will be used to
incubate restaurant ideas through collaboration and partnerships with local innovative chefs. If successful, we believe that this initiative will produce sound businesses that
provide  recurring  revenue  to  us  through  direct  sales,  as  well  as  through  utilization  of  the  ShiftPixy  Ecosystem,  HRIS  platform,  and  other  human  capital  services  that  we
provide. To the extent that this business model is successful and can be replicated in other locations, it has the potential to contribute significant revenue to ShiftPixy in the
future. We may also take equity stakes in various branded restaurants that we develop and operate with our partners through ShiftPixy Labs. Such ownership interests will be
held to the extent that it is consistent with our continued existence as an operating company, and to the extent that we believe such ownership interests have the potential to
create significant value for our shareholders.

Further, on March 27, 2020, President Trump signed into law the Coronavirus Aid, Relief, and Economic Security (“CARES”) Act. The CARES Act, among other things,
includes provisions relating to refundable payroll tax credits, deferment of employer side social security payments, net operating loss carry-back periods, alternative minimum
tax  credit  refunds,  modifications  to  the  net  interest  deduction  limitations,  increased  limitations  on  qualified  charitable  contributions,  and  technical  corrections  to  tax
depreciation methods for qualified improvement property. Pursuant to Section 2302 of the CARES Act, we are deferring payment of taxes totaling $223,000 and $318,000 until
December 31, 2021 and December 31, 2022, respectively. These deferrals will allow us to preserve capital for use in our growth initiatives which, in turn, we expect to generate
substantial revenue and cash flow to us if successful.

Also, as detailed above, we closed a private placement transaction with a large institutional investor on September 3, 2021, (immediately following the close of Fiscal 2021),
which yielded proceeds to the Company of approximately $11.9 million net of fees and expenses. We expect to engage in additional sales of our securities during Fiscal 2022,
either through registered public offerings or private placements, the proceeds of which we intend to use to fund our operations and growth initiatives.

Our  management  believes  that  our  current  cash  position,  (including  the  proceeds  of  the  September  2021  private  placement  transaction),  along  with  our  anticipated  revenue
growth and proceeds from future sales of our securities, when combined with prudent expense management, will be sufficient to alleviate substantial doubt about our ability to
continue as a going concern and to fund our operations for at least one year from the date these financials are available (especially when considering the absence of any funded
debt outstanding on our balance sheet). If these sources do not provide the capital necessary to fund the Company’s operations during the next twelve months, we may need to
curtail certain aspects of our operations or expansion activities, consider the sale of additional assets, or consider other means of financing. We can give no assurance that we
will be successful in implementing our business plan and obtaining financing on terms advantageous to the Company, or that any such additional financing will be available.
These consolidated financial statements do not include any adjustments for this uncertainty.

Critical Accounting Policies and Estimates

See Note 2 in the accompanying consolidated financial statements.

59

 
 
 
 
 
 
 
 
 
 
Emerging Growth Reporting Requirements

We are a public reporting company under the Securities Exchange Act of 1934 (the “Exchange Act”). We are required to publicly report on an ongoing basis as an “emerging
growth company” (as defined in the Jumpstart Our Business Startups Act of 2012, which we refer to as the “JOBS Act”) under the reporting rules set forth under the Exchange
Act. For so long as we remain an “emerging growth company”, we may take advantage of certain exemptions from various reporting requirements that are applicable to other
Exchange Act reporting companies that are not “emerging growth companies”, including but not limited to:

•

•

•

•

not being required to comply with the auditor attestation requirements of Section 404 of the Sarbanes-Oxley Act;

taking advantage of extensions of time to comply with certain new or revised financial accounting standards;

being permitted to comply with reduced disclosure obligations regarding executive compensation in our periodic reports and proxy statements; and

being exempt from the requirement to hold a non-binding advisory vote on executive compensation and stockholder approval of any golden parachute payments
not previously approved.

We expect to take advantage of these reporting exemptions until we are no longer an emerging growth company. We are permitted to remain an “emerging growth company”
for up to five years, although if the market value of our Common Stock that is held by non-affiliates exceeds $700 million as of any June 30 before that time, we would cease to
be an “emerging growth company” as of the following December 31.

60

 
 
 
 
 
 
 
 
 
Non-GAAP Financial Measures

In addition to financial measures presented in accordance with GAAP, we monitor other non-GAAP measures that we use to manage our business, make planning decisions and
allocate resources. These key financial measures provide an additional view of our operational performance over the long term and provide useful information that we use to
maintain and grow our business. The presentation of these non-GAAP financial measures is intended to enhance the reader's understanding of certain aspects of our financial
performance. It is not meant to be considered in isolation, superior to, or as a substitute for the directly comparable financial measures presented in accordance with GAAP.

Our revenue recognition policy differs for our EAS and staffing clients and is dependent on the respective CSA applicable to each client. During Fiscal 2021, some of our EAS
clients migrated to a staffing CSA. Our policy is to report revenues as gross billings, net of related direct labor costs, for our EAS clients, and revenues without reduction for
labor  costs  for  staffing  clients.  For  Fiscal  2021,  our  gross  billings  from  HCM  and  staffing  services  totaled  approximately  $63.8  million  and  $15.2  million  (total  of  $79.0),
representing 81% and 19% of our gross revenue, respectively. For Fiscal 2020, our gross billings were approximately $65.5 million from our HCM services, and our gross
billings generated from staffing were immaterial. (We had no revenues generated from technology services during Fiscal 2020 or Fiscal 2021).

Gross billings represent billings to our business clients and include WSE gross wages, employer payroll taxes, and workers’ compensation premiums as well as administrative
fees for our value-added services and other charges for workforce management support. Gross billings for our HCM services are a non-GAAP measurement that we believe to
represent a key revenue-based operating metric, along with number of WSEs and number of clients. Active WSEs are defined as employees on our HRIS platform that have
provided services for at least one of our clients for any reported period. Our primary profitability metrics are gross profit, and our primary driver of gross profit is administrative
fees.

Reconciliation of GAAP to Non-GAAP Measure

Gross Billings to Net Revenues

The following table presents a reconciliation of our Gross Billings (unaudited) to Revenues:

Gross Billings in millions
Less: Adjustment to Gross Billings 
Revenues, in millions

The following table provides the key revenue and our primary gross profit driver used by management.

Administrative Fees (in millions, unaudited)
Increase (Decrease), year over year (in millions)
Percentage Increase (Decrease), year over year
Administrative Fee % of Gross Billings
Average WSEs by year (unaudited)
Average Gross Billings per Average WSE

For the year Ended
August 31,

2021

2020

79.0    $
55.6    $
23.4    $

65.5 
56.9 
8.6 

2021

2020

  $

1.5 
0.3 
20.0%   
2.0%   

3,000 
26,372 

  $

1.3 
— 
(2.8)%
2.0%

3,100 
21,100 

  $
  $
  $

  $

  $

Our billed WSEs as of the end of Fiscal 2021 averaged approximately 3,000, which is consistent with continuous growth and recovery to our pre-pandemic levels. The increase
in administrative fees was consistent with our billings growth over the same time period. The increase in average gross billings per WSE was due to growth in the higher wages
commanded by our healthcare WSEs, as well as an increase in billings to our restaurant clients as their operations recovered from the worst effects of the COVID-19 pandemic.

61

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
   
   
   
   
   
   
 
 
Cancellation of Preferred Options

As  disclosed  in  Note  17  to  the  accompanying  financial  statements,  “Subsequent  Events  ”,  we  cancelled  11,790,000  of  the  remaining  outstanding  Preferred  Options  in
October 2021. If the shares of our common stock underlying the conversion rights associated with these Preferred Options were eliminated, the resulting weighted average
number of shares of our common stock outstanding for purposes of calculating earnings (loss) per share for Fiscal 2021 and Fiscal 2020 would be adjusted to 21,932,537 and
10,394,875, respectively, which would yield the following per share results on a pro forma basis :

AS REPORTED

Net Loss per share, Basic and diluted
Continuing operations
Discontinued operations

Operating (loss) income
Gain on sale of assets

Total discontinued operations

Net Loss per share of common stock – Basic and diluted
Weighted average common stock outstanding – Basic and diluted

PRO-FORMA (Unaudited)

Net Loss per share, Basic and diluted
Continuing operations
Discontinued operations

Operating (loss) income
Gain on sale of assets

Total discontinued operations

Net Loss per share of common stock – Basic and diluted
Weighted average common stock outstanding – Basic and diluted

62

For the year ended

August 31,
2021

August 31,
2020

  $

(0.81)   $

(4.96)

(0.07)    
—     
(0.07)    
(0.88)   $
33,722,534     

(0.03)
0.86 
0.83 
(4.13)
18,222,661 

  $

For the year ended

August 31,
2021

August 31,
2020

  $

(1.27)   $

(8.70)

(0.11)    
—     
(0.11)    
(1.38)   $
21,932,537     

(0.05)
1.51 
1.46 
(7.24)
10,394,875 

  $

 
 
 
 
 
 
 
 
 
   
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
Item 7A. Quantitative and Qualitative Disclosures About Market Risk

Not required.

63

 
 
 
 
Item 8. Financial Statements

INDEX TO CONSOLIDATED FINANCIAL STATEMENTS

As of and for the Periods Ended August 31, 2021 and 2020

INDEX TO FINANCIAL STATEMENTS

Report of Independent Registered Public Accounting Firm
Consolidated Balance Sheets for the Years Ended August 31, 2021 and 2020
Consolidated Statements of Operations for the Years Ended August 31, 2021 and 2020
Consolidated Statements of Equity (Deficit) for the Years Ended August 31, 2021 and 2020
Consolidated Statements of Cash Flows for the Years Ended August 31, 2021 and 2020
Notes to Consolidated Financial Statements

64

Page No.
F-1
F-2
F-3
F-4
F-5
F-6

 
 
 
 
 
 
 
 
To the Shareholders and Board of Directors of
ShiftPixy, Inc.

REPORT OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

Opinion on the Financial Statements
We  have  audited  the  accompanying  consolidated  balance  sheets  of  ShiftPixy  (the  “Company”)  as  of  August  31,  2021  and  2020,  the  related  consolidated  statements  of
operations,  equity  (deficit)  and  cash  flows  for  each  of  the  two  years  in  the  period  ended  August  31,  2021,  and  the  related  notes  (collectively  referred  to  as  the  “financial
statements”). In our opinion, the financial statements present fairly, in all material respects, the financial position of the Company as of August 31, 2021 and 2020, and the
results of its operations and its cash flows for each of the two years in the period ended August 31, 2021, in conformity with accounting principles generally accepted in the
United States of America.

Explanatory Paragraph – Going Concern

The accompanying consolidated financial statements have been prepared assuming that the Company will continue as a going concern. As more fully described in Note 4, the
Company has a significant working capital deficiency, has incurred significant losses and needs to raise additional funds to meet its obligations and sustain its operations. These
conditions raise substantial doubt about the Company's ability to continue as a going concern. Management's plans in regard to these matters are also described in Note 4. The
consolidated financial statements do not include any adjustments that might result from the outcome of this uncertainty.

Basis for Opinion

These financial statements are the responsibility of the Company's management. Our responsibility is to express an opinion on the Company's financial statements based on our
audits. We are a public accounting firm registered with the Public Company Accounting Oversight Board (United States) ("PCAOB") and are required to be independent with
respect  to  the  Company  in  accordance  with  the  U.S.  federal  securities  laws  and  the  applicable  rules  and  regulations  of  the  Securities  and  Exchange  Commission  and  the
PCAOB.

We conducted our audits in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audits to obtain reasonable assurance about
whether the financial statements are free of material misstatement, whether due to error or fraud. The Company is not required to have, nor were we engaged to perform, an
audit of its internal control over financial reporting. As part of our audits we are required to obtain an understanding of internal control over financial reporting but not for the
purpose of expressing an opinion on the effectiveness of the Company's internal control over financial reporting. Accordingly, we express no such opinion.

Our audits included performing procedures to assess the risks of material misstatement of the financial statements, whether due to error or fraud, and performing procedures
that respond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the financial statements. Our audits also
included evaluating the accounting principles used and significant estimates made by management, as well as evaluating the overall presentation of the financial statements. We
believe that our audits provide a reasonable basis for our opinion.

/s/ Marcum LLP

Marcum LLP

We have served as the Company’s auditor since 2017.

New York, NY
December 2, 2021

F-1

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
ShiftPixy Inc.
Consolidated Balance Sheets

ASSETS

Current assets

Cash
Accounts receivable, net
Unbilled accounts receivable
Deposit – workers’ compensation
Prepaid expenses
Other current assets
Current assets of discontinued operations

Total current assets

Fixed assets, net
Note receivable, net
Deposits – workers’ compensation
Deposits and other assets
Deferred offering costs – SPACs (See Note 6)
Non-current assets of discontinued operations

Total assets

Liabilities

LIABILITIES AND EQUITY (DEFICIT)

Current liabilities
Accounts payable and other accrued liabilities
Payroll related liabilities
Accrued workers’ compensation costs
Current liabilities of discontinued operations

Total current liabilities
Non-current liabilities

Accrued workers’ compensation costs
Non-current liabilities of discontinued operations

Total liabilities
Commitments and contingencies

ShiftPixy, Inc. Stockhoders’ deficit

Preferred stock, 50,000,000 authorized shares; $0.0001 par value
Common stock, 750,000,000 authorized shares; $0.0001 par value; 25,863,099 and 16,902,146 shares issued as of

August 31, 2021 and August 31, 2020

Additional paid-in capital
Accumulated deficit
Total ShiftPixy, Inc. Stockholders’ Deficit

Non controlling interest in consolidated subsidiaries (See Note 6)
Total Equity (Deficit)
Total liabilities and Equity (Deficit)

August 31,
2021

August 31,
2020

1,199,000    $
498,000     
2,741,000     
155,000     
605,000     
126,000     
356,000     
5,680,000     

2,784,000     
4,004,000     
386,000     
944,000     
48,261,000     
883,000     
62,942,000    $

4,303,000 
308,000 
2,303,000 
293,000 
723,000 
73,000 
1,030,000 
9,033,000 

575,000 
4,045,000 
736,000 
449,000 
— 
2,582,000 
17,420,000 

6,553,000    $
7,876,000     
663,000     
1,516,000     
16,608,000     

1,646,000     
3,765,000     
22,019,000     

3,831,000 
5,752,000 
497,000 
1,746,000 
11,826,000 

1,247,000 
4,377,000 
17,450,000 

—     

— 

3,000     
142,786,000     
(149,338,000)    
(6,549,000)    
47,472,000     
40,923,000     
62,942,000    $

1,000 
119,431,000 
(119,462,000)
(30,000)
— 
(30,000)
17,420,000 

  $

  $

  $

  $

The accompanying notes are an integral part of these consolidated financial statements.

F-2

 
 
 
 
 
 
   
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
      
  
 
 
 
      
  
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
ShiftPixy Inc.
Consolidated Statements of Operations

Revenues (gross billings of $79.0 million and $65.5 million less worksite employee payroll cost of $55.6 million and $56.9
million, respectively)
Cost of revenue
Gross profit

  $

23,420,000    $
23,098,000     
322,000     

8,642,000 
7,685,000 
957,000 

For the year ended

August 31,
2021

August 31,
2020

Operating expenses:

Salaries, wages, and payroll taxes
Stock-based compensation – general and administrative
Commissions
Professional fees
Software development - external
Depreciation and amortization
Impaired asset expense
General and administrative
Total operating expenses

Operating Loss

Other (expense) income:

Interest expense
Change in fair value of note receivable
Expense related to Preferred Options
Expense related to modification of warrants
Loss from debt conversion
Inducement loss
Loss on debt extinguishment
Change in fair value derivative and warrant liability
Other income
Gain on convertible note penalties accrual

Total other (expense) income

Loss from continuing operations before income taxes
Income tax expense
Loss from continuing operations
(Loss) Income from discontinued operations

(Loss) Income from discontinued operations
Gain from asset sale

Total Income (Loss) from discontinued operations, net of tax

Net loss

Net Loss per share, Basic and diluted
Continuing operations
Discontinued operations

Operating (loss) income
Gain on sale of assets

Total discontinued operations

Net Loss per share of common stock – Basic and diluted

Weighted average common stock outstanding – Basic and diluted

11,100,000     
1,594,000     
176,000     
4,089,000     
3,755,000     
357,000     
—     
6,596,000     
27,667,000     

7,227,000 
1,526,000 
181,000 
3,366,000 
2,240,000 
272,000 
3,543,000 
4,180,000 
22,535,000 

(27,345,000)    

(21,578,000)

(5,000)    
—     
—     
—     
—     
—     
—     
—     
25,000     
—     
20,000     
(27,325,000)    
42,000     
(27,367,000)    

(2,509,000)    
—     
(2,509,000)    

(2,525,000)
(1,074,000)
(62,091,000)
(21,000)
(3,500,000)
(624,000)
(1,592,000)
1,777,000 
— 
760,000 
(68,890,000)
(90,468,000)
— 
(90,468,000)

(561,000)
15,682,000 
15,121,000 

  $

(29,876,000)   $

(75,347,000)

  $

(0.81)   $

(0.07)    
—     
(0.07)    
(0.88)   $

  $

(4.96)

(0.03)
0.86 
0.83 
(4.13)

33,722,534     

18,222,661 

The accompanying notes are an integral part of these consolidated financial statements.

F-3

 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
      
  
 
 
      
  
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
      
  
 
 
 
      
  
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
ShiftPixy Inc.
Consolidated Statements of Equity (Deficit)

Balance, September 1, 2019
Treasury stock retired
Common stock issued for note exchange
Common stock issued for services rendered  
Common stock issued for warrant exercise
Common stock issued for underwritten
offering, net of offering costs
Common stock issued upon conversion of
convertible notes and interest
Reclassification of derivative liabilities to
paid in capital
Inducement loss on note conversions
Common stock issued for warrant exchange  
Allocated fair value of beneficial conversion
feature – exchanged notes payable
Allocated fair value of warrants issued –
exchanged notes payable
Stock-based compensation expense
Modification of warrants
Expense related to Preferred Options
Preferred stock issued for Preferred Option
exercise
Common stock issued for preferred stock
exchange
Net Loss
Balance, August 31, 2020
Common stock issued for private placement,
including exercise of prefunded warrants net
of offering costs
Common stock issued for underwritten
public offering, net of offering costs
Stock-based compensation expense
Preferred stock issued for Preferred Option
exercise
Common stock issued for preferred stock
exchange
Excess fair value of SPACs Founder shares
transferred to underwriter
Net Loss
Balance, August 31, 2021

Preferred Stock
Issued

Common Stock 
Issued

Shares

Amount

Shares

Amount

  $

— 
— 
— 
— 
— 

— 

— 

— 
— 
— 

— 

— 
— 
— 
— 

— 
— 
— 
— 
— 

— 

— 

— 
— 
— 

— 

— 
— 
— 
— 

12,794,490 

1,000 

  $

909,222 
(13,953)  
21,750 
856 
6,275 

2,472,500 

589,695 

— 
38,658 
82,653 

— 

— 
— 
— 
— 

— 

Additional
Paid-In
Capital
32,505,000 

  $

  $

(325,000)  
200,000 
75,000 
33,000 

11,478,000 

6,238,000 

1,979,000 
624,000 
552,000 

653,000 

2,006,000 
1,300,000 
22,000 
62,091,000 

— 

— 
— 
— 
— 
— 

— 

— 

— 
— 
— 

— 

— 
— 
— 
— 

— 

(12,794,490)  

  $

— 
— 

— 

— 
— 

12,500 

(12,500)  

— 
— 
— 

  $

(1,000)  
— 
— 

12,794,490 
— 
16,902,146 

  $

1,000 
— 
1,000 

— 
— 
  $ 119,431,000 

  $

— 

— 
— 

— 

— 

— 
— 
— 

4,948,453 

4,000,000 
— 

— 

12,500 

2,000 

11,060,000 

— 
— 

— 

— 

10,701,000 
1,594,000 

— 

— 

— 
— 
25,863,099 

  $

— 
— 
3,000 

— 
— 
  $ 142,786,000 

  $

— 

— 

— 
— 
— 

— 

— 
— 
— 
— 

— 

— 
— 
— 

— 

— 
— 

— 

— 

— 
— 
— 

Treasury
stock

ShiftPixy Inc    
  Accumulated  
Deficit
  stock - holders    
(44,115,000)   $ (11,935,000)  

  Non controlling 
interest

(325,000)   $
325,000 
— 
— 
— 

Total
Stockholders’
Deficit

— 
— 
— 
— 

— 

— 

— 
— 
— 

— 

— 
— 
— 
— 

— 

— 

— 
200,000 
75,000 
33,000 

11,478,000 

6,238,000 

1,979,000 
624,000 
552,000 

653,000 

2,006,000 
1,300,000 
22,000 
62,091,000 

1,000 

— 

(75,347,000)  

  $ (119,462,000)   $

(75,347,000)  
(30,000)  

  $

— 

— 
— 

— 

— 

— 

11,062,000 

10,701,000 
1,594,000 

— 

— 

— 

(29,876,000)  

  $ (149,338,000)   $

(29,876,000)  
(6,549,000)   

  $

Total
Equity
(Deficit)
  $  (11,935,000) 
—  
200,000 
75,000 
33,000 

11,478,000 

6,238,000 

1,979,000 
624,000 
552,000 

653,000 

2,006,000 
1,300,000 
22,000 
62,091,000 

1,000 

— 
(75,347,000)
(30,000) 

  $

11,062,000 

10,701,000 
1,594,000 

— 

— 

 — 
 — 
 — 
 — 
 — 

 — 

 — 

 — 
 — 
 — 

 — 

 — 
 — 
 — 
 — 

 — 

 — 
 — 
 — 

 — 

 — 
 — 

 — 

 — 

 47,472,000 
 — 
 47,472,000 

47,472,000 
(29,876,000) 
40,923,000 

  $

The accompanying notes are an integral part of these consolidated financial statements.

F-4

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
ShiftPixy, Inc.
Consolidated Statements of Cash Flows

OPERATING ACTIVITIES

Net Loss
Income (loss) from discontinued operations
Net loss from continuing operations
Adjustments to reconcile net loss from continuing operations to net cash used in continuing operating activities:
Bad debt expense
Expense related to Preferred Options
Depreciation and amortization
Impaired asset expense
Gain on convertible note penalties accrual
Amortization of debt discount and debt issuance cost
Stock issued for services
Stock-based compensation- general and administrative
Expense related to warrant modification
Inducement loss on note conversions
Expense related to warrant exchange
Change in fair value of note receivable
Non-cash interest
Change in fair value of derivative and warrant liability
Changes in operating assets and liabilities

Accounts receivable
Unbilled accounts receivable
Prepaid expenses
Other current assets
Deposits – workers’ compensation
Deposits and other assets
Accounts payable
Payroll related liabilities
Accrued workers’ compensation
Other current liabilities

Total Adjustments

Net cash used in continuing operating activities
Net cash provided by discontinued operating activities
Net cash used in operating activities
INVESTING ACTIVITIES
Purchase of fixed assets
Proceeds from working capital adjustment – sale of assets
Proceeds from sale of assets

Net cash provided by (used in) investing activities
FINANCING ACTIVITIES
Deferred offering costs
Proceeds from Public offering, net of offering costs
Proceeds from PIPE offering, net of offering costs
Repayment of convertible notes
Proceeds from exercise of warrants
Net cash provided by financing activities

Net increase (decrease) in cash
Cash - Beginning of Year
Cash -End of Year

Supplemental Disclosure of Cash Flows Information:
Cash paid for interest

Income taxes
Non-cash Investing and Financing Activities:
Excess fair value of SPACs founder shares transferred to underwriter
Conversion of debt and accrued interest into common stock
Common stock issued for note exchange
Additional principal issued for note exchange
Interest capitalized into notes receivable
Common stock issued in exchange for warrants
Discount recorded for asset sale note receivable
Reclassification of derivative liabilities to paid in capital

See accompanying notes to these consolidated financial statements.

F-5

For the Year Ended

August 31,
2021

August 31,
2020

  $

(29,876,000)   $
(2,509,000)    
(27,367,000)    

(75,347,000)
15,121,000 
(90,468,000)

45,000     
—     
357,000     
—     
—     
—     
—     
1,594,000     
—     
—     
—     
41,000     
—     
—     

(235,000)    
(438,000)    
65,000    
—     
488,000     
(495,000)    
2,722,000     
2,124,000     
565,000     
—     
6,833,000     
(20,534,000)    
(978,000)    
(21,512,000)    

(2,566,000)    
—     
—     
(2,566,000)    

(789,000)    
10,701,000     
11,062,000     
—     
—     
20,974,000     

(3,104,000)    
4,303,000     
1,199,000    $

— 
62,091,000 
272,000 
3,543,000 
(760,000)
6,749,000 
75,000 
1,300,000 
22,000 
624,000 
552,000 
1,074,000 
— 
(1,777,000)

(223,000)
(885,000)
(374,000)
171,000 
(40,000)
(325,000)
(623,000)
3,193,000 
984,000 
(803,000)
74,840,000 
(15,628,000)
(1,255,000)
(16,883,000)

(235,000)
88,000 
9,500,000 
9,353,000 

— 
11,479,000 
— 
(1,240,000)
33,000 
10,272,000 

2,742,000 
1,561,000 
4,303,000 

14,000    $

315,000 

4,000     

— 

47,472,000    $
—     
—     
—     
—     
—     
—     
—    $

— 
6,238,000 
200,000 
433,000 
59,000 
552,000 
1,818,000 
1,979,000 

  $

  $

  $

  $

 
 
 
 
 
 
 
 
 
   
 
 
 
 
      
  
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
      
  
 
 
 
      
  
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
ShiftPixy, Inc. 
Notes to the Consolidated Financial Statements 
August 31, 2021

Note 1: Nature of Operations

ShiftPixy, Inc. was incorporated on June 3, 2015, in the State of Wyoming. The Company is a specialized Human Capital service provider that provides solutions for large
contingent  part-time  workforce  demands,  primarily  in  the  restaurant  and  hospitality  service  trades.  The  Company’s  historic  focus  has  been  on  the  quick  service  restaurant
industry in Southern California, but has begun to expand into other geographic areas and industries employing temporary or part-time labor sources.

The  Company  functions  as  an  employment  administrative  services  (“EAS”)  provider  primarily  through  its  wholly-owned  subsidiary,  ReThink  Human  Capital
Management, Inc. (“HCM”), as well as a staffing provider through another of its wholly-owned subsidiaries, ShiftPixy Staffing, Inc (“Staffing”). These subsidiaries provide a
variety of services to our clients, (as a co-employer through HCM and a direct employer through Staffing), including the following: administrative services, payroll processing,
human resources consulting, and workers’ compensation administration and coverage (as permitted and/or required by state law). The Company has built a human resources
information  systems  (“HRIS”)  platform  to  assist  in  customer  acquisition  that  simplifies  the  onboarding  of  new  clients  into  the  Company’s  closed  proprietary  operating  and
processing information system (the “ShiftPixy Ecosystem”). This HRIS platform is expected to facilitate additional value-added services in future reporting periods.

In January 2020, the Company sold the assets of Shift Human Capital Management Inc. (“SHCM”), a wholly-owned subsidiary of the Company, pursuant to which it assigned
the majority of the Company’s billable clients at the time of the sale to a third party for cash. The continuing impact of this transaction on the Company’s financial statements is
described below in Note 3, Discontinued Operations.

On  March  31,  2021,  shareholders  representing  a  majority  of  the  Company’s  outstanding  shares  of  capital  stock  approved  an  amendment  to  the  Company’s  Amended  and
Restated Articles of Incorporation (the “Amendment”) making the federal district courts of the United States the exclusive forum for the resolution of any complaint asserting a
cause of action against the Company arising under the Securities Act of 1933, as amended. On May 13, 2021, the Company filed the Amendment with the Wyoming Secretary
of State.

Note 2: Summary of Significant Accounting Policies

Basis of Presentation

The  consolidated  financial  statements  of  the  Company  have  been  prepared  in  accordance  with  accounting  principles  generally  accepted  in  the  United  States  of  America
(“GAAP”) and the rules of the Securities and Exchange Commission (“SEC”).

Principles of Consolidation

The Company and its wholly-owned and majority owned subsidiaries have been consolidated in the accompanying financial statements. All intercompany balances have been
eliminated in consolidation. The amount of net loss attributable to minority interests of majority owned subsidiaries was de minimus for Fiscal 2021.

Use of Estimates

The preparation of financial statements in conformity with GAAP requires the Company to make estimates and assumptions that affect certain reported amounts of assets and
liabilities  and  disclosure  of  contingent  assets  and  liabilities  at  the  date  of  the  financial  statements  and  the  reported  amounts  of  revenues  and  expenses  during  the  reporting
period. Actual results could differ from those estimates. Significant estimates include:

•

•

•

Valuation expense related to Preferred Options (as defined below);

Liability for legal contingencies;

Useful lives of property and equipment;

F-6

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
•

•

•

•

•

Assumptions made in valuing embedded derivatives and freestanding equity-linked instruments classified as liabilities;

Deferred income taxes and related valuation allowance;

Valuation of illiquid noncontrolling interest in SPAC shares transferred;

Valuation of long-lived assets including long term notes receivable prior to January 1, 2021; and

Projected development of workers’ compensation claims.

Revenue and Direct Cost Recognition

For the year ended August 31, 2021, we adopted Accounting Standards Update (“ASU”) No. 2014-09, Revenue from Contracts with Customers (Topic 606), using the modified
retrospective approach. Under this method, the guidance is applied only to the most current period presented in the financial statements. ASU No. 2014-09 outlines a single
comprehensive  revenue  recognition  model  for  revenue  arising  from  contracts  with  customers  and  superseded  most  of  the  previous  revenue  recognition  guidance,  including
industry-specific guidance. Under ASU No. 2014-09, an entity recognizes revenue for the transfer of promised goods or services to customers in an amount that reflects the
consideration for which the entity expects to be entitled in exchange for those goods or services. Our revenue recognition policies remained substantially unchanged as a result
of the adoption of ASU No. 2014-09 and we did not have any significant changes in our business processes or systems.

The Company’s revenues are primarily disaggregated in fees for providing staffing solutions and EAS/human capital management services. The Company enters into contracts
with its clients for staffing or EAS based on a stated rate and price in the contract. Contracts generally have a term of 12 months but are cancellable at any time by either party
with 30 days’ written notice. The performance obligations in the agreements are generally combined into one performance obligation, as they are considered a series of distinct
services, and are satisfied over time because the client simultaneously receives and consumes the benefits provided as the Company performs the services. Payments for the
Company’s services are typically made in advance of, or at the time that the services are provided. The Company does not have significant financing components or significant
payment  terms  for  its  customers  and  consequently  has  no  material  credit  losses.  The  Company  uses  the  output  method  based  on  a  stated  rate  and  price  over  the  payroll
processed to recognize revenue, as the value to the client of the goods or services transferred to date appropriately depicts our performance towards complete satisfaction of the
performance obligation.

Staffing Solutions

The Company records gross billings as revenues for its staffing solutions clients. The Company is primarily responsible for fulfilling the staffing solutions services and has
discretion in establishing price. The Company includes the payroll costs in revenues with a corresponding increase to cost of revenues for payroll costs associated with these
services. As a result, we are the principal in this arrangement for revenue recognition purposes. For Fiscal 2020, the Company recognized no revenues that should have been
evaluated under a staffing solutions model.

EAS Solutions

EAS solutions revenue is primarily derived from the Company’s gross billings, which are based on (i) the payroll cost of the Company’s worksite employees (“WSEs”) and
(ii) a mark-up computed as a percentage of payroll costs for payroll taxes and workers’ compensation premiums.

Gross  billings  are  invoiced  to  each  EAS  client  concurrently  with  each  periodic  payroll  of  the  Company’s  WSEs  which  coincides  with  the  services  provided  and  which  is
typically  a  fixed  percentage  of  the  payroll  processed.  Revenues,  which  exclude  the  payroll  cost  component  of  gross  billings  and  therefore  consist  solely  of  markup,  are
recognized ratably over the payroll period as WSEs perform their services at the client worksite. Although the Company assumes responsibility for processing and remitting
payroll and payroll related obligations, it does not assume employment-related responsibilities such as determining the amount of the payroll and related payroll obligations. As
a result, the Company records revenue on a “net” basis in this arrangement for revenue recognition purposes. Revenues that have been recognized but not invoiced for EAS
clients are included in unbilled accounts receivable on the Company’s consolidated balance sheets, and were $2,741,000 and $2,303,000, as of August 31, 2021 and August 31,
2020, respectively.

Consistent with the Company’s revenue recognition policy for EAS clients, direct costs do not include the payroll cost of its WSEs. The cost of revenue associated with the
Company’s revenue generating activities is primarily comprised of all other costs related to its WSEs, such as the employer portion of payroll-related taxes, employee benefit
plan premiums and workers’ compensation insurance costs.

F-7

 
 
 
 
 
  
 
 
 
 
 
 
 
 
 
 
 
The fees collected from the worksite employers for benefits (i.e. zero-margin benefits pass-through), workers’ compensation and state unemployment taxes are presented in
revenues and the associated costs of benefits, workers’ compensation and state unemployment taxes are included in operating expenses for EAS clients, as the Company does
retain risk and acts as a principal with respect to this aspect of the arrangement. With respect to these fees, the Company is primarily responsible for fulfilling the service and
has discretion in establishing price.

Disaggregation of Revenue

The Company’s primary revenue streams include HCM and staffing services. The disaggregated Company revenue for Fiscal 2021 and Fiscal 2020 was as follows:

Revenue (in millions):
HCM1
Staffing

2021

2020

  $

  $

8.2    $
15.2     
23.4    $

8.6 
— 
8.6 

1 HCM revenue is presented net, $63.8 million gross less worksite employees payroll cost of 55.6 million for Fiscal 2021 and $65.5 million gross less worksite employees
payroll cost of $56.9 million in Fiscal 2020.

During Fiscal 2021 the Company announced the launch of ShiftPixy Labs and expects to generate revenue from this initiative in Fiscal 2022.

For Fiscal 2021 and Fiscal 2020, the following geographical regions represented more than 10% of total revenues:

Region:
California
Washington

Incremental Cost of Obtaining a Contract

2021

2020

70.3%   
10.8%   

78.2%
11.6%

Pursuant  to  the  “practical  expedients”  provided  under  ASU  No  2014-09,  the  Company  expenses  sales  commissions  when  incurred  because  the  terms  of  its  contracts  are
cancellable by either party upon 30 days’ notice. These costs are recorded in commissions in the Company’s Consolidated Statements of Operations.

Segment Reporting

Prior to Fiscal 2021, the Company operated as one reportable segment under ASC 280, Segment Reporting. The chief operating decision maker regularly reviews the financial
information of the Company at a consolidated level in deciding how to allocate resources and in assessing performance. During Fiscal 2021, the Company entered into new
business lines and geographic areas that, to date, are not material. However, with the migration to Staffing during the fiscal quarter ending May 31, 2021, the Company expects
to  manage  the  business  on  a  segmented  basis  in  the  future  and  will  therefore  report  such  information  once  systems  and  processes  are  updated  accordingly.    Reporting  and
monitoring activities on a segment basis will allow the chief operating decision maker to evaluate operating performance more effectively.  See also Disaggregation of Revenue,
above.

Cash and Cash Equivalents

The  Company  considers  all  highly  liquid  investments  with  an  original  maturity  of  three  months  or  less  when  purchased  as  cash  equivalents.  The  Company  had  no  such
investments as of August 31, 2021 or August 31, 2020.

Concentration of Credit Risk

The Company maintains cash with a commercial bank, which is insured by the Federal Deposit Insurance Corporation (“FDIC”). At various times, the Company has deposits in
this financial institution in excess of the amount insured by the FDIC. The Company has not experienced any losses related to these balances. As of August 31, 2021, there was
$891,000 of cash on deposit in excess of the amounts insured by the FDIC.

The Company had two and zero individual clients that represented more than 10% of its annual revenues in Fiscal 2021 and Fiscal 2020, respectively. Four clients represented
94% of total accounts receivable at August 31, 2021, compared to three clients representing approximately 92% of its total accounts receivable at August 31, 2020.

F-8

 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
Fixed Assets

Fixed assets are recorded at cost, less accumulated depreciation and amortization. Expenditures for major additions and improvements are capitalized and minor replacements,
maintenance, and repairs are charged to expense as incurred. When fixed assets are retired or otherwise disposed of, the cost and accumulated depreciation are removed from
the accounts and any resulting gain or loss is included in the results of operations for the respective period. Leasehold improvements are amortized over the shorter of the useful
life or the remaining lease term.

Fixed assets are recorded at cost and are depreciated over the estimated useful lives of the related assets using the straight-line method. The estimated useful lives of property
and equipment for purposes of computing depreciation are as follows:

Equipment:
Furnitures & Fixtures:
Leasehold improvements – shorter of the useful life or the remaining lease term, typically 5 years

The amortization of these assets is included in depreciation expense on the consolidated statements of operations.

Computer Software Development

  5 years
  5 - 7 years

Software development costs relate primarily to software coding, systems interfaces and testing of the Company’s proprietary employer information systems and are accounted
for in accordance with ASC 350-40, Internal Use Software.

Internal software development costs are capitalized from the time the internal use software is considered probable of completion until the software is ready for use. Business
analysis, system evaluation and software maintenance costs are expensed as incurred. The capitalized computer software development costs are reported under the section fixed
assets, net in the consolidated balance sheets.

The Company determined that there were no material internal software development costs for Fiscal 2021 or Fiscal 2020. All capitalized software recorded was purchased from
third party vendors. Capitalized software development costs are amortized using the straight-line method over the estimated useful life of the software, generally three to five
years from when the asset is placed in service. The Company also expenses internal costs related to minor upgrades and enhancements, as it is impractical to separate these
costs from normal maintenance activities.

Impairment and Disposal of Long-Lived Assets

The  Company  periodically  evaluates  its  long-lived  assets  for  impairment  in  accordance  with  ASC  360-10,  Property,  Plant,  and  Equipment.  ASC  360-10  requires  that  an
impairment loss be recognized for assets to be disposed of or held-for-use when the carrying amount of an asset is deemed not to be recoverable. If events or circumstances
were to indicate that any of the Company’s long-lived assets might be impaired, the Company would assess recoverability based on the estimated undiscounted future cash
flows to be generated from the applicable asset. In addition, the Company may record an impairment loss to the extent that the carrying value of the asset exceeds the fair value
of the asset. Fair value is generally determined using an estimate of discounted future net cash flows from operating activities or upon disposal of the asset. We recorded an
expense related to asset impairment of $0 and $3,543,000 for Fiscal 2021 and Fiscal 2020, respectively.

Workers’ Compensation

Everest Program

Until  July  2018,  a  portion  of  the  Company’s  workers’  compensation  risk  was  covered  by  a  retrospective  rated  policy  through  Everest  National  Insurance  Company,  which
calculates the final policy premium based on the Company’s loss experience during the term of the policy and the stipulated formula set forth in the policy. The Company funds
the policy premium based on standard premium rates on a monthly basis and based on the gross payroll applicable to workers covered by the policy. During the policy term and
thereafter, periodic adjustments may involve either a return of previously paid premiums or a payment of additional premiums by the Company or a combination of both. If the
Company’s losses under that policy exceed the expected losses under that policy, then the Company could receive a demand for additional premium payments. The Company is
currently engaged in litigation regarding such a demand for additional premium payments as discussed at Note 16, Contingencies, Everest Litigation, below.

F-9

 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
Sunz Program

From  July  2018  through  February  28,  2021,  the  Company’s  workers’  compensation  program  for  its  WSEs  was  provided  through  an  arrangement  with  United  Wisconsin
Insurance  Company  and  administered  by  the  Sunz  Insurance  Company.  Under  this  program,  the  Company  has  financial  responsibility  for  the  first  $500,000  of  claims  per
occurrence.  The  Company  provides  and  maintains  a  loss  fund  that  is  earmarked  to  pay  claims  and  claims  related  expenses.  The  workers’  compensation  insurance  carrier
establishes monthly funding requirements comprised of premium costs and funds to be set aside for payment of future claims (“claim loss funds”). The level of claim loss funds
is primarily based upon anticipated WSE payroll levels and expected workers’ compensation loss rates, as determined by the insurance carrier. Monies funded into the program
for incurred claims expected to be paid within one year are recorded as Deposit - workers’ compensation, a short-term asset, while the remainder of claim funds are included in
Deposit- workers’ compensation, a long-term asset in its consolidated balance sheets. The Company is currently engaged in litigation regarding demands by Sunz for additional
claims loss funds, as discussed at Note 16, Contingencies, Sunz Litigation, below.

Balance Sheet Items Related To Workers’ Compensation

Under both the Everest and Sunz Programs, the Company utilized a third-party to estimate its loss development rate, which is based primarily upon the nature of WSE job
responsibilities,  the  location  of  WSEs,  the  historical  frequency  and  severity  of  workers’  compensation  claims,  and  an  estimate  of  future  cost  trends.  Each  reporting  period,
changes in the assumptions resulting from changes in actual claims experience and other trends are incorporated into its workers’ compensation claims cost estimates.

As of August 31, 2021, the Company had $155,000 in Deposit – workers’ compensation classified as a short-term asset and $386,000 classified as a long-term asset.

The Company’s estimate of incurred claim costs expected to be paid within one year is included in short-term liabilities, while its estimate of incurred claim costs expected to
be  paid  beyond  one  year  is  included  in  long-term  liabilities  on  its  consolidated  balance  sheets.  As  of  August  31,  2021,  the  Company  had  short  term  accrued  workers’
compensation costs of $663,000 and long term accrued workers’ compensation costs of $1,646,000

The Company retained workers’ compensation asset reserves and workers’ compensation related liabilities for former WSEs of clients transferred to Shiftable HR Acquisition,
LLC, part of Vensure Employer Services, Inc. (“Vensure”), in connection with the Vensure Asset Sale described in Note 3, Discontinued Operations, below.  As of August 31,
2021,  the  retained  workers’  compensation  assets  and  liabilities  are  presented  as  a  discontinued  operation  net  asset  or  liability.  As  of  August  31,  2021,  the  Company  had
$356,000 in short term assets and $1,516,000 of short term liabilities, and had $883,000 of long term assets and $3,765,000 of long term liabilities.

Because the Company bears the financial responsibility for claims up to the level noted above, such claims, which are the primary component of its workers’ compensation
costs, are recorded in the period incurred. Workers’ compensation insurance includes ongoing health care and indemnity coverage whereby claims are paid over numerous years
following the date of injury. Accordingly, the accrual of related incurred costs in each reporting period includes estimates, which take into account the ongoing development of
claims and therefore requires a significant level of judgment. In estimating ultimate loss rates, the Company utilizes historical loss experience, exposure data, and actuarial
judgment,  together  with  a  range  of  inputs  which  are  primarily  based  upon  the  WSE’s  job  responsibilities,  their  location,  the  historical  frequency  and  severity  of  workers’
compensation claims, and an estimate of future cost trends. For each reporting period, changes in the actuarial assumptions resulting from changes in actual claims experience
and other trends are incorporated into its workers’ compensation claims cost estimates. The estimated incurred claims are based upon: (i) the level of claims processed during
each quarter; (ii) estimated completion rates based upon recent claim development patterns under the plan; and (iii) the number of participants in the plan.

F-10

 
 
 
 
 
 
 
 
 
 
Current Program

Effective March 1, 2021, the Company migrated its clients to a guaranteed cost program. Under this program, the Company’s financial responsibility is limited to the cost of the
workers’ compensation premium. The Company funds the workers’ compensation premium based on standard premium rates on a monthly basis and based on the gross payroll
applicable to workers covered by the policy. Any final adjustments to the premiums are based on the final audited exposure multiplied by the applicable rates, classifications,
experience modifications and any other associated rating criteria.

Debt Issuance Costs and Debt Discount

Debt  issuance  costs  and  debt  discounts  are  being  amortized  over  the  lives  of  the  related  financings  on  a  basis  that  approximates  the  effective  interest  method.  Costs  and
discounts are presented as a reduction of the related debt in the accompanying consolidated balance sheets. Portions attributable to notes converted into equity are accelerated to
interest expense upon conversion.

Beneficial Conversion Features

The intrinsic value of a beneficial conversion feature (“BCF”) inherent to a convertible note payable, which is not bifurcated and accounted for separately from the convertible
note payable and may not be settled in cash upon conversion, is treated as a discount to the convertible note payable. This discount is amortized over the period from the date of
issuance to the stated maturity using the straight-line method which approximates the effective interest method. If the note payable is retired prior to the end of the contractual
term, the unamortized discount is expensed in the period of retirement to interest expense. In general, the BCF is measured by comparing the effective conversion price, after
considering the relative fair value of detachable instruments included in the financing transaction, if any, to the fair value of the common shares at the commitment date to be
received upon conversion.

Derivative Financial Instruments

When a Company issues debt that contains a conversion feature, it first evaluates whether the conversion feature meets the requirement to be treated as a derivative based on an
analysis of the following: a) the settlement amount is determined by one or more underlying factors, typically the price of the Company’s stock; b) the settlement amount is
determined  by  one  or  more  notional  amounts  or  payments  provisions  or  both,  generally  the  number  of  shares  upon  conversion;  c)  there  is  no  initial  net  investment,  which
typically excludes the amount borrowed; and d) there is a net settlement provision, which in the case of convertible debt generally means the stock received upon conversion
can be readily sold for cash. There are certain scope exceptions from derivative treatment, but these typically exclude conversion features that provide for a variable number of
shares. When the Company issues warrants to purchase its common stock, it evaluates whether they meet the requirements to be treated as derivatives. Generally, warrants are
treated as derivatives if the provisions of the warrant agreements create uncertainty as to: a) the number of shares to be issued upon exercise, or b) whether shares may be issued
upon exercise. If the conversion feature within convertible debt or warrants meet the requirements to be treated as a derivative, the Company estimates the fair value of the
derivative  liability  using  the  lattice-based  option  valuation  model  upon  the  date  of  issuance.  If  the  fair  value  of  the  derivative  liability  is  higher  than  the  face  value  of  the
convertible  debt,  the  excess  is  immediately  recognized  as  interest  expense.  Otherwise,  the  fair  value  of  the  derivative  is  recorded  as  a  liability  with  an  offsetting  amount
recorded as a debt discount, which offsets the carrying amount of the debt. The derivative liability is revalued at the end of each reporting period and any change in fair value is
recorded as a change in fair value in the consolidated statement of operations. The debt discount is amortized through interest expense over the life of the debt. Derivative
instrument liabilities and the host debt agreements are classified on the consolidated balance sheets as current or non-current based on whether settlement of the derivative
instrument could be required within twelve months of the consolidated balance sheet date.

The  accounting  treatment  of  derivative  financial  instruments  requires  that  the  Company  record  the  embedded  conversion  option  and  warrants  at  their  fair  value  as  of  the
inception date of the agreement and at fair value as of each subsequent balance sheet date. Any change in fair value is recorded as non-operating, non-cash income or expense
for each reporting period at each balance sheet date. The Company reassesses the classification of its derivative instruments at each balance sheet date. If the classification
changes as a result of events during the period, the contract is reclassified as of the date of the event that caused the reclassification.

Fair Value of Financial Instruments

ASC 820, Fair Value Measurement, requires entities to disclose the fair value of financial instruments, both assets and liabilities recognized and not recognized on the balance
sheet, for which it is practical to estimate fair value. ASC 820 defines fair value of a financial instrument as the amount at which the instrument could be exchanged in a current
transaction  between  willing  parties.  At  August  31,  2021  and  August  31,  2020,  the  carrying  value  of  certain  financial  instruments  (cash,  accounts  receivable  and  payable)
approximated fair value due to the short-term nature of the instruments. Convertible notes approximated fair value based on comparison of terms from similar instruments in
the marketplace. Notes Receivable is valued at estimated fair value as described below.

F-11

 
 
 
 
 
 
 
 
 
 
 
 
 
The  Company  measures  fair  value  under  a  framework  that  utilizes  a  fair  value  hierarchy  that  prioritizes  the  inputs  to  valuation  techniques  used  to  measure  fair  value.  The
hierarchy  gives  the  highest  priority  to  unadjusted  quoted  prices  in  active  markets  for  identical  assets  or  liabilities  (Level  1  measurements)  and  the  lowest  priority  to
unobservable inputs (Level 3 measurements). The three levels of inputs used in measuring fair value are:

•

•

Level 1: Inputs to the valuation methodology are unadjusted quoted prices for identical assets or liabilities in active markets that the Company has the ability to
access.

Level 2: Inputs to the valuation methodology include:

◦

◦

◦

◦

◦

Quoted prices for similar assets or liabilities in active markets;

Quoted prices for identical or similar assets or liabilities in inactive markets;

Inputs other than quoted prices that are observable for the asset or liability;

Inputs that are derived principally from or corroborated by observable market data by correlation or other means; and

If the asset or liability has a specified (contractual) term, the Level 2 input must be observable for substantially the full term of the asset or liability.

•

Level 3: Inputs to the valuation methodology are unobservable and significant to the fair value measurement.

The Company did not have any Level 1 or Level 2 assets or liabilities at August 31, 2021 or August 31, 2020 . The Company recorded expense related to Preferred Options (as
defined below) in the year ended August 31, 2020 using Level 2 fair value measurements. See Note 11, Stockholders' Equity , below, for assumptions used for this valuation.
We recorded the fair value of the SPAC founder shares that the Company transferred to the underwriters using non-recurring Level 3 assumptions, including quoted asset prices
for SPAC shares and warrants and estimates of the likelihood of the IPOs and IBCs of our sponsored SPACs being consummated.. See also Note 6, Deferred Offering Costs –
SPACS, below.

The  valuation  of  the  Note  Receivable  (as  defined  below)  from  the  Vensure  Asset  Sale  (as  defined  below)  and  the  derivative  liabilities  associated  with  its  March  2019
convertible notes (see Note 10, Senior Convertible Notes Payable ) consisting of conversion feature derivatives and warrants, is a Level 3 fair value measurement as of August
31, 2020 and through December 31, 2020 (end of the earnout period as defined under the terms of the Note Receivable).

The Note Receivable, as described in Note 3, Discontinued Operations , below, was estimated using a discounted cash flow technique based on expected contingent payments
identified in the Vensure Asset Sale contract and with significant inputs that are not observable in the market and thus represents a Level 3 fair value measurement as defined in
ASC 820. The Company valued the Note Receivable on the January 1, 2020 transaction date using a 10% discount rate, and on August 31, 2020 and through December 31,
2020 using a 15% discount rate, which contemplates the risk and probability assessments of the expected future cash flows. The significant inputs in the Level 3 measurement
not supported by market activity include the probability assessments of expected future cash flows related to the Vensure Asset Sale, appropriately discounted considering the
uncertainties associated with the obligation, and as calculated in accordance with the terms of the Vensure Asset Sale agreement. For Fiscal 2020, the expected cash payments
from the Note Receivable were based on estimated gross wages billed for the clients transferred to Vensure pursuant to the Vensure Asset Sale as of the measurement date.

The Company used the following assumptions to value the Note Receivable as of August 31, 2020:

· Discount rate of 15%

· Actual monthly wages billed to the extent available to the Company

For interim reporting periods after December 31, 2020 and as of August 31, 2021, the Company valued the Note Receivable as discussed in Note 3, Discontinued Operations,
below.

The development and determination of the unobservable inputs for Level 3 fair value measurements and the fair value calculations are the responsibility of the Company’s chief
financial officer and are approved by the chief executive officer. There were no transfers out of Level 3 in Fiscal 2021.

F-12

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The table below sets forth a summary of the changes in the fair value of the Company’s derivative liabilities classified as Level 3 as of August 31, 2020:

Reclassification to APIC due to note settlements, exchanges or conversions
Change in fair value

Balance at August 31, 2019  $

Balance at August 31, 2020  $

March 2020 
Conversion
Feature

March 2020 
Warrant
Liability

2,852,000    $
(1,784,000)    
(1,068,000)    
—    $

904,000    $
(195,000)    
(709,000)    
—    $

Total

3,756,000 
(1,979,000)
(1,777,000)
— 

The Company had no derivative liabilities as of August 31, 2021 or August 31, 2020, since all of the Company's convertible notes outstanding were converted to equity or
repaid, any warrants requiring accounting as derivatives were exchanged for shares of common stock, and new warrant issuances do not require derivative liability accounting
treatment. As of August 31, 2020, the Company estimated the fair value of the conversion feature derivatives embedded in the convertible debentures and the fair value of the
warrant liabilities based on weighted probabilities of assumptions used in the Lattice-based option valuation model. The key valuation assumptions used consist, in part, of the
price of the common stock, a risk free interest rate based on the average yield of a Treasury note and expected volatility of the common stock, all as of the measurement dates,
and the various estimated reset exercise prices weighted by probability.

The Company used the following assumptions to estimate fair value of the derivatives in March 2020 prior to the amendments and exchanges for the convertible notes and
warrants:

Risk free rate
Market price per share
Life of instrument in years
Volatility
Dividend yield

March 2020
Conversion
Feature

March 2020 
Warrant 
Liability

  $

0.08-0.17     
6.68    $
0.47-1.15     
117-139     
0%    

1.6%
6.68 
4.0 
102%
0%

When the Company changes its valuation inputs for measuring financial assets and liabilities at fair value, either due to changes in current market conditions or other factors, it
could be required to transfer those assets or liabilities to another level in the hierarchy based on the new inputs used. The Company recognizes these transfers at the end of the
reporting period that the transfers occur. For the periods ended August 31, 2021 and August 31, 2020, there were no transfers of financial assets or financial liabilities between
the hierarchy levels.

Internal-Use Software

During  Fiscal  2021  and  Fiscal  2020,  the  Company  incurred  both  internal  and  external  research  and  development  costs  for  its  software  development  of  approximately
$6,802,000  and  $4,165,000,  respectively,  of  which  $2,649,000  and  $1,674,000,  respectively,  are  included  in  salaries,  wages  and  payroll  taxes.  All  costs  were  related  to
internally developed or externally contracted software and related technology for the Company’s HRIS platform and related mobile application and consist of internal salaries,
outsourced contractor costs and other specific research and development expenses. In addition, no software costs were capitalized for Fiscal 2021 and Fiscal 2020, respectively.

Advertising Costs

The Company expenses all advertising as incurred. The Company recorded expenses totaling $2,597,000 and $646,000 for Fiscal 2021 and Fiscal 2020, respectively.

Convertible Debt

The  Company  evaluates  embedded  conversion  features  within  convertible  debt  under  ASC  815,  Derivatives  and  Hedging,  to  determine  whether  the  embedded  conversion
feature(s) should be bifurcated from the host instrument and accounted for as a derivative at fair value with changes in fair value recorded in earnings. If the conversion feature
does  not  require  derivative  treatment  under  ASC  815,  the  instrument  is  evaluated  under  ASC  470-20,  Debt  with  Conversion  and  Other  Options,  for  consideration  of  any
beneficial conversion features.

F-13

 
 
 
 
 
 
 
   
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Income Taxes

The Company accounts for income taxes pursuant to ASC 740, Income Taxes. Under ASC 740, deferred income taxes are provided on a liability method whereby deferred tax
assets  are  recognized  for  deductible  temporary  differences  and  operating  loss  carryforwards  and  deferred  tax  liabilities  are  recognized  for  taxable  temporary  differences.
Temporary differences are the differences between the reported amounts of assets and liabilities and their tax bases. Deferred tax assets are reduced by a valuation allowance
when, in the opinion of management, it is more likely than not that some portion or all of the deferred tax assets will not be realized. The provision for income taxes represents
the tax expense for the period, if any, and the change during the period in deferred tax assets and liabilities. Deferred tax assets and liabilities are adjusted for the effects of
changes in tax laws and rates on the date of enactment.

ASC 740 also provides criteria for the recognition, measurement, presentation and disclosure of uncertain tax positions. Under ASC 740, the impact of an uncertain tax position
on the income tax return may only be recognized at the largest amount that is more-likely-than-not to be sustained upon audit by the relevant taxing authority.

Stock-Based Compensation

As of August 31, 2021 and August 31, 2020, the Company had one stock-based compensation plan under which the Company may issue both share and stock option awards.
The  Company  accounts  for  this  plan  under  the  recognition  and  measurement  principles  of  ASC  718,  Compensation-  Stock  Compensation,  which  requires  all  stock-based
payments to employees, including grants of employee stock options, to be recognized in the consolidated statements of operations at their fair values.

Share grants are valued at the closing market price on the date of issuance, which approximates fair value. For option grants, the grant date fair value is determined using the
Black-Scholes-Merton (“Black-Scholes”) pricing model. Option grants are typically issued with vesting depending on a term of service. For all employee stock options granted,
the Company recognizes expense over the employee’s requisite service period (generally the vesting period of the equity grant).

The  Company’s  option  pricing  model  requires  the  input  of  highly  subjective  assumptions,  including  the  expected  stock  price  volatility  and  expected  term.  The  expected
volatility  is  based  on  the  historical  volatility  of  the  Company’s  common  stock  since  its  initial  public  offering.  Any  changes  in  these  highly  subjective  assumptions  could
materially impact stock-based compensation expense.

Following the adoption of Accounting Standards Update (“ASU”) 2016-9, the Company elected to account for forfeitures as they occur. Any compensation cost previously
recognized for an unvested award that is forfeited because of a failure to satisfy a service condition is reversed in the period of the forfeiture.

Earnings (Loss) Per Share

The Company utilizes FASB ASC 260, Earnings per Share. Basic earnings (loss) per share is computed by dividing earnings (loss) attributable to common stockholders by the
weighted-average number of shares of common stock outstanding during the reporting period. Diluted earnings (loss) per share is computed similar to basic earnings (loss) per
share except that the denominator is increased to include additional common stock equivalents available upon exercise of stock options and warrants using the treasury stock
method. Dilutive common stock equivalents include the dilutive effect of in-the-money share equivalents, which are calculated based on the average share price for each period
using the treasury stock method, excluding any common stock equivalents if their effect would be anti-dilutive. In periods in which a net loss has been incurred, all potentially
dilutive common stock is considered anti-dilutive and thus is excluded from the calculation.

The number used for the weighted average number of shares of common stock outstanding for the earnings per share for the Fiscal 2021 and Fiscal 2020 was increased by
11,827,570 and 24,634,560, respectively. This increase reflects the inclusion of common stock issuable upon full exercise of options to purchase a similar number of preferred
shares and full conversion of those shares of preferred stock to shares of common stock. The Preferred Option (as defined below) was deemed to be exercisable into preferred
shares on January 1, 2020, the effective date of the Vensure Asset Sale as described in Note 3, Discontinued Operations, below. The one to one ratio of conversion of shares of
preferred stock to shares of common stock was set on March 25, 2020, as described in Note 11, Stockholders’ Equity, below. Between March 25, 2020 and August 31, 2020,
and between August 31, 2020 and August 31, 2021, 12,794,790 and 12,500 of the 24,634,560 Preferred Options issued were exercised into a like number of shares of preferred
stock and immediately exchanged for a like number of shares of common stock. In October 2021, as described in Note 17, Subsequent Events, below, the Company cancelled
11,790,000 of the remaining outstanding Preferred Options prior to their exercise. If the underlying share count associated with the cancelled Preferred Options were removed
from the share count used in the Company's earnings (loss) per share calculation, the weighted average number of shares of common stock outstanding for Fiscal 2021 and
Fiscal 2020 would have been adjusted to 21,932,537 and 10,394,875, respectively.

F-14

 
 
 
 
 
 
 
 
 
 
 
 
 
Securities used in, or that are excluded from the calculation of weighted average dilutive common stock, because their inclusion would have been antidilutive, consist of the
following:

Options
Warrants

Total potentially dilutive shares

For the Year Ended 
August 31, 2021

For the Year Ended
August 31, 2020

1,776,115     
9,592,086     
11,368,201     

1,398,740 
1,896,209 
3,294,949 

Preferred Options are excluded from the potentially dilutive shares in the table above since they are included in the weighted average outstanding share count for the basic
earnings per share calculation.

Treasury Stock

Treasury stock represents shares of common stock provided to the Company in satisfaction of the related party advance described in Note 13, Related Parties, below. Shares of
common stock provided are recorded at cost as treasury stock. No treasury stock was outstanding as of August 31, 2021 or August 31, 2020, as the Company retired all of its
treasury stock outstanding during Fiscal 2020. Any treasury stock retired is recorded as additional paid-in capital, limited to the amount previously credited to additional paid-in
capital, if any. Any excess is charged to accumulated deficit.

Recent Accounting Standards

In February 2016, the FASB issued ASU 2016-2, Leases. The new standard requires that a lessee recognize assets and liabilities on the balance sheet for leases with terms
longer than 12 months. The recognition, measurement and presentation of lease expenses and cash flows by a lessee will depend on its classification of the lease as a finance or
operating lease. The guidance also includes new disclosure requirements providing information on the amounts recorded in the financial statements. In July 2018, the FASB
issued ASU 2018-10, Codification Improvements to Topic 842, Leases. For entities that early adopted Topic 842, the amendments are effective upon issuance of ASU 2018-10,
and the transition requirements are the same as those in Topic 842. For entities that have not adopted Topic 842, the effective date and transition requirements will be the same
as the effective date and transition requirements in Topic 842. The updated effective date will be for fiscal years beginning after December 15, 2021, and interim periods within
fiscal years beginning after December 15, 2022. The Company is evaluating the effect of adopting this new accounting guidance and is currently finalizing its analysis of the
financial impact of the adoption. The Company expects to adopt the guidance using the modified retrospective method.

In June 2016, the FASB issued ASU 2016-13, “Financial Instruments-Credit Losses (Topic 326): Measurement of Credit Losses on Financial Instruments” (“ASU 2016-13”).
This standard requires an impairment model (known as the current expected credit loss (“CECL”) model) that is based on expected losses rather than incurred losses. Under the
new  guidance,  each  reporting  entity  should  estimate  an  allowance  for  expected  credit  losses,  which  is  intended  to  result  in  more  timely  recognition  of  losses.  This  model
replaces multiple existing impairment models in current U.S. GAAP, which generally requires a loss to be incurred before it is recognized. The new standard applies to trade
receivables arising from revenue transactions such as contract assets and accounts receivable. Under ASC 606, revenue is recognized when, among other criteria, it is probable
that an entity will collect the consideration it is entitled to when goods or services are transferred to a customer. When trade receivables are recorded, they become subject to the
CECL model and estimates of expected credit losses on trade receivables over their contractual life will be required to be recorded at inception based on historical information,
current conditions, and reasonable and supportable forecasts. This guidance is effective for smaller reporting companies for annual periods beginning after December 15, 2022,
including the interim periods in the year. Early adoption is permitted. The Company will adopt the guidance when it becomes effective.

F-15

 
 
 
 
 
   
 
   
   
   
 
 
 
 
 
 
 
On December 31, 2019, the FASB issued ASC 2019-12 “Income Taxes: Simplifying the Accounting for Income Taxes” (“Topic 740”). The amendments in this update simplify
the accounting for income taxes by removing certain exceptions. For public business entities, the amendments in this update are effective for fiscal years, and interim periods
within those fiscal years, beginning after December 15, 2020. Early adoption of the amendments is permitted, including adoption in any interim period for (1) public business
entities for periods for which financial statements have not yet been issued and (2) all other entities for periods for which financial statements have not yet been made available
for issuance. An entity that elects to early adopt the amendments in an interim period should reflect any adjustments as of the beginning of the annual period that includes that
interim period. Additionally, an entity that elects early adoption must adopt all the amendments in the same period. The Company will adopt the guidance when it becomes
effective.

In August 2020, the FASB issued ASU 2020-06, which simplifies the guidance on the issuer’s accounting for convertible debt instruments by removing the separation models
for (1) convertible debt with a cash conversion feature and (2) convertible instruments with a beneficial conversion feature. As a result, entities will not separately present in
equity an embedded conversion feature in such debt and will account for a convertible debt instrument wholly as debt, unless certain other conditions are met. The elimination
of these models will reduce reported interest expense and increase reported net income for entities that have issued a convertible instrument that is within the scope of ASU
2020-06. Also, ASU 2020-06 requires the application of the if-converted method for calculating diluted earnings per share and the treasury stock method will be no longer
available.  ASU  2020-06  is  applicable  for  fiscal  years  beginning  after  December  15,  2021,  with  early  adoption  permitted  no  earlier  than  fiscal  years  beginning  after
December  15,  2020.  The  Company  is  evaluating  the  effect  of  adopting  this  new  accounting  guidance  and  is  currently  finalizing  its  analysis  of  the  financial  impact  of  the
adoption

In  May  2021,  the  FASB  issued  ASU  2021-4  Earnings  Per  Share  (Topic  260),  Debt—Modifications  and  Extinguishments  (Subtopic  470-50),  Compensation—Stock
Compensation (Topic 718), and Derivatives and Hedging—Contracts in Entity’s Own Equity (Subtopic 815-40): Issuer’s Accounting for Certain Modifications or Exchanges of
Freestanding Equity-Classified Written Call Options (a consensus of the FASB Emerging Issues Task Force). The amendments in this update are effective for all entities for
fiscal  years  beginning  after  December  15,  2021,  including  interim  periods  within  those  fiscal  years.  The  Company  is  evaluating  the  effect  of  adopting  this  new  accounting
guidance and is currently finalizing its analysis of the financial impact of the adoption.

In August 2020, the FASB issued ASU 2020-6, Debt – Debt with Conversion and Other Options (Subtopic 470-20) and Derivatives and Hedging – Contracts in Entity’s Own
Equity (Subtopic 815-40): Accounting for Convertible Instruments and Contracts in an Entity’s Own Equity, which simplifies the accounting for convertible debt instruments
and convertible preferred stock by reducing the number of accounting models and the number of embedded conversion features that could be recognized separately from the
primary contract. The update also requires the application of the if-converted method to calculate the impact of convertible instruments on diluted earnings per share. The new
guidance is effective for annual periods beginning after December 15, 2021, including interim periods within those fiscal years. Early adoption is permitted, but no earlier than
fiscal years beginning after December 15, 2020. This update can be adopted on either a fully retrospective or a modified retrospective basis. The Company does not expect the
adoption of ASU 2020-6 to have any material impact on its consolidated financial statements.

Note 3 – Discontinued Operations

On January 3, 2020, the Company executed an asset purchase agreement assigning client contracts comprising approximately 88% of its quarterly revenue through the date of
the  transaction,  including  100%  of  its  existing  professional  employer  organization  (“PEO”)  business  effective  as  of  December  31,  2019,  and  transferring  $1.5  million  of
working  capital  assets,  including  cash  balances  and  certain  operating  assets  associated  with  the  assigned  client  contracts  included  in  the  agreement,  to  a  wholly  owned
subsidiary of Vensure (the “Vensure Asset Sale”). Gross proceeds from the Vensure Asset Sale were $19.2 million, of which $9.7 million was received at closing and $9.5
million was scheduled to be paid out in equal monthly payments over the four years following the closing of the transaction (the “Note Receivable”), subject to adjustments for
working capital and customer retention, (as measured by a gross wage guarantee included in the governing agreement), over the twelve month period following the Vensure
Asset Sale.

For Fiscal 2020, the Company estimated the value of the Note Receivable at fair value as discussed in Note 2, Summary of Significant Acounting Policies, above. For Fiscal
2021, the Company recorded the Note Receivable based on the estimate of expected collections based on additional information obtained through discussions with Vensure and
evaluation of our records. On March 12, 2021, the Company received correspondence from Vensure proposing approximately $10.7 million of working capital adjustments
under the terms of the Vensure Asset Sale agreement which, if accepted, would have had the impact of eliminating any sums owed to the Company under the Note Receivable.
As indicated in the reconciliation table below, the Company has recorded $2.6 million of working capital adjustments, subject to final review and acceptance, and has provided
for an additional reserve of $2.9 million for potential claims. By letter dated April 6, 2021, the Company disputed Vensure’s proposed adjustments.The disputes between the
Company and Vensure regarding working capital adjustments under the Vensure Asset Sale agreement are currently the subject of litigation pending in the Delaware Chancery
Court, as discussed at Note 16, Contingencies, Vensure Litigation, below.

F-16

 
 
 
 
 
 
 
 
 
The following is a reconciliation of the gross proceeds to the net Note Receivable from the Vensure Asset Sale as presented on the Company’s consolidated balance sheet for
Fiscal 2021.

Gross proceeds
Cash received at closing – asset sale
Cash received at closing – working capital
Gross note receivable
Less:  Transaction reconciliation – estimated working capital adjustment
Adjusted note receivable
Less: Reserve for estimated potential claims
Long-term note receivable

  $

  $

  $

19,166,000 
(9,500,000)
(166,000)
9,500,000 
(2,604,000)
6,896,000 
(2,892,000)
4,004,000 

The entire Note Receivable is recorded as a long term note receivable as of August 31, 2021. Any adjustments to the Note Receivable are applied against payments in the order
they are due to be paid. As such, the estimates of the working capital and reserves for estimated potential claims would not result in any cash payments due to the Company
until Fiscal 2022.

The  Vensure  Asset  Sale  generated  a  gain  of  $15.6  million  for  Fiscal  2020.  The  Company  expected  a  minimal  tax  impact  from  the  Vensure  Asset  Sale  as  it  utilized  its  net
operating losses accumulated since inception to offset the gain resulting from discontinued operations tax provision with a corresponding offset to the valuation allowance.

The Vensure Asset Sale met the criteria of discontinued operations set forth in ASC 205 and as such the Company has reclassified its discontinued operations for all periods
presented and has excluded the results of its discontinued operations from continuing operations for all periods presented.

The  terms  of  the  Vensure  Asset  Sale  call  for  adjustments  to  the  Note  Receivable  either  for:  (i)  working  capital  adjustments  or  (ii)  in  the  event  that  the  gross  wages  of  the
business transferred is less than the required amount.

(i) Working capital adjustments: Through August 31, 2021, the Company has identified $2.6 million of likely working capital adjustments, including $88,000 related
to lower net assets transferred at closing, and $2.5 million of cash remitted to the Company’s bank accounts, net of cash remitted to Vensure’s bank accounts. Under
the  terms  of  the  Vensure  Asset  Sale,  a  reconciliation  of  the  working  capital  was  to  have  been  completed  by  April  15,  2020.  Due  to  operational  difficulties  and
quarantined staff caused by the outbreak of COVID-19, Vensure requested a postponement of the working capital reconciliation that was due in Fiscal 2020. Although
Vensure  provided  the  Company  with  its  working  capital  reconciliation  on  March  12,  2021,  it  failed  to  provide  adequate  documentation  to  support  its  calculations.
Accordingly, the working capital adjustment recorded as of August 31, 2021, represents the Company’s estimate of the reconciliation adjustment by using Vensure’s
claims  and  the  limited  supporting  information  Vensure  provided  as  a  starting  point,  and  then  making  adjustments  for  amounts  in  dispute  based  upon  our  internal
records and best estimates. There is no assurance that the working capital change identified as of August 31, 2021 represents the final working capital adjustment.

(ii) Gross billings adjustment: Under the terms of the Vensure Asset Sale, the proceeds of the transaction are reduced if the actual gross wages of customers transferred
for Calendar 2020 are less than 90% of those customers’ Calendar 2019 gross wages. The Company has prepared an estimate of the Calendar 2020 gross wages based
on a combination of factors including reports of actual transferred client billings in early Calendar 2020, actual gross wages of continuing customers of the Company,
publicly available unemployment reports for the Southern California markets and the relevant COVID-19 impacts on employment levels, and other information. Based
on  the  information  available,  the  Company  estimated  that  it  would  receive  additional  consideration  below  the  required  threshold  and  reduced  the  contingent
consideration by $1.4 million. Vensure has not identified any such adjustments to date. Based on the information available, the Company reclassified the previously
recorded gross wages claim to a general potential claims reserve during Fiscal 2021. No additional adjustment was made during Fiscal 2021.

F-17

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The carrying amounts of the classes of assets and liabilities from the Vensure Asset Sale included in discontinued operations are as follows:

Cash
Accounts receivable and unbilled account receivable
Prepaid expenses and other current assets
Deposits – workers’ compensation

Total current assets

Fixed assets, net
Deposits – workers’ compensation

Total assets

Accounts payable and other current liabilities
Payroll related liabilities
Accrued workers’ compensation cost

Total current liabilities

Accrued workers’ compensation cost

Total liabilities

Net liability

Reported results for the discontinued operations by period were as follows:

Revenues (gross billings of $120.7 million less WSE payroll cost of $103.0 million, respectively for the year ended August 31,

2020)

Cost of revenue
Gross profit

Operating expenses:

Salaries, wages and payroll taxes
Commissions

Total operating expenses

  $

  $

  $

August 31,
2021

August 31,
2020

—    $
—     
—     
356,000     
356,000     
—     
883,000     
1,239,000    $

—    $
—     
1,516,000     
1,516,000     
5,411,000     
6,927,000     

— 
— 
— 
1,030,000 
1,030,000 
— 
2,582,000 
3,612,000 

— 
— 
1,746,000 
1,746,000 
4,377,000 
6,123,000 

  $

(5,688,000)   $

(2,511,000)

 For the Year Ended

August 31, 
2021

August 31,
2020

  $

—    $
2,509,000     
(2,509,000)    

17,632,000 
16,899,000 
733,000 

—     
—     
—     

553,000 
741,000 
1,294,000 

(Loss) income from discontinued operations

  $

(2,509,000)   $

(561,000)

F-18

 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
      
  
 
During Fiscal 2021, the Company recorded net operating loss from discontinued operations totaling $8,632,000 that were fully reserved. During Fiscal 2020, the Company
utilized fully reserved net operating loss carryforwards of approximately $15,669,000 to offset income from discontinued operations. The components of income tax expense
for discontinued operations are as follows:

Provision for income tax expense

Federal tax expense
State tax expense

Total tax expense
Tax benefit for utilization of tax loss carryforwards

Provision for income tax expense from discontinued operations

Note 4: Going Concern

For the Year Ended
August 31,

2021

2020

  $

  $

(500,000)   $
(129,000)    
(629,000)    
629,000     
—    $

3,436,000 
1,565,000 
5,001,000 
(5,001,000)
— 

The accompanying financial statements have been prepared in conformity with GAAP, which contemplate continuation of the Company as a going concern. Historically, the
Company has funded itself either through cash flow from operations or the raising of capital through equity sales. If the Company is unable to obtain additional capital, it may
not be able to make payments in a timely manner or otherwise fund its operations.

The COVID-19 pandemic continued to negatively impact worldwide economic activity through most of Fiscal 2021, including within the United States where our operations
are based. While these negative impacts began to ameliorate during the latter portion of Fiscal 2021, prolonged workforce disruptions still negatively impacted sales for the
majority of the fiscal year, as well as the Company’s overall liquidity.

As of the end of Fiscal 2021, the Company had cash of $1.5 million and a working capital deficit of $10.9 million. During Fiscal 2021, the Company used approximately $21.5
million of cash from its continuing operations and incurred recurring losses, resulting in an accumulated deficit of $149.3 million as of August 31, 2021.

The following table sets forth a summary of changes in cash flows for Fiscal 2021 and Fiscal 2020:

Net cash used in operating activities
Net cash provided by (used in) investing activities
Net cash provided by financing activities
Change in cash

For the year ended 
August 31,

2021
(21,512,000)   $
(2,566,000)    
20,974,000     
(3,104,000)   $

2020

(16,883,000.00)
9,353,000 
10,272,000 
2,742,000 

  $

  $

The recurring losses, negative working capital and cash used in the Company’s operations are indicators of substantial doubt as to the Company’s ability to continue as going
concern  for  at  least  one  year  from  issuance  of  these  financial  statements.  The  Company’s  plans  to  alleviate  this  substantial  doubt  include  raising  additional  capital  to  fund
expansion of its operations, including the continued development and support of its HRIS platform, its SPAC sponsorship activities, and its ShiftPixy Labs growth initiatives.

F-19

 
 
 
 
 
 
 
 
 
   
 
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
The Company closed a private placement transaction with a large institutional investor on September 3, 2021, (immediately following the close of Fiscal 2021), which yielded
proceeds to the Company of approximately $11.9 million net of fees and expenses. The Company expects to engage in additional sales of its securities during Fiscal 2022,
either through registered public offerings or private placements, the proceeds of which the Company intends to use to fund its operations and growth initiatives.

If these sources do not provide the capital necessary to fund the Company’s operations during the next twelve months, it may need to curtail certain aspects of its operations or
expansion activities, consider the sale of additional assets, or consider other means of financing. The Company can give no assurance that it will be successful in implementing
its business plan and obtaining financing on advantageous terms, or that any such additional financing will be available. These consolidated financial statements do not include
any adjustments for this uncertainty.

Note 5: Accounts Receivable

Accounts receivable represent outstanding gross billings to clients, and are reported net of allowance for doubtful accounts. The Company establishes an allowance for doubtful
accounts based on management’s assessment of the collectability of specific accounts and by making a general provision, based on its past experiences, for other potentially
uncollectible amounts. The provision for doubtful accounts during Fiscal 2021 and Fiscal 2020 was not material. Write-offs for Fiscal 2021 and Fiscal 2020 were $45,000 and
$0, respectively.

The Company makes an accrual at the end of each accounting period for the obligations associated with the earned but unpaid wages of its WSEs and for the accrued gross
billings associated with such wages. These accruals are included in unbilled accounts receivable. The Company generally requires clients to pay invoices for service fees no
later than 1 day prior to the applicable payroll date. As such, the Company generally does not require collateral.

F-20

 
 
 
 
 
 
 
Note 6: Deferred Offering Costs - SPACs 

During Fiscal 2021, the Company incurred professional fees related to the filing of registration statements for the IPOs of four SPACs. The Company also transferred certain
Founder  Shares  of  those  SPACs  to  a  third  party  which  created  a  non-controlling  interest  in  those  entities.  These  Founder  Shares  of  common  stock  were  transferred  to  the
SPACs’ underwriter representative (the “Representative”) at below fair market value, resulting in compensation and therefore deferred offering costs for the SPACs, and the
creation of a minority interest. The non-controlling interest is recorded as a minority interest on the Company’s Balance Sheet and Statement of Equity for Fiscal 2021. There
were no similar transactions for Fiscal 2020.

As of August 31, 2021, Deferred offering costs - SPACs totaled $48,261,000, consisting of $789,000 in legal and accounting fees related to the SPACs’ IPOs and $47,472,000
related to the non-controlling interest in consolidated subsidiaries.

The non-controlling interest – deferred offering costs represents the estimated value of a portion of our Founder Shares in each of the following SPACs that we received as a
result of our sponsorship as follows: (i) 2,000,000 shares of IHC common stock; (ii) 2,000,000 shares of TechStackery common stock; (iii) 2,000,000 shares of Vital common
stock; and (iv) 4,000,000 shares of Firemark common stock. These shares were sold or transferred to the Representative on April 22, 2021 at a price below the fair market value
of the shares and which is considered deferred compensation. We estimate the total value of the 10,000,000 shares transferred, which represents deferred compensation to the
Representative, to be $47,472,000, or $4.7472 per share. We arrived at this valuation by reference to similar SPAC IPO transactions, as set forth below:

1. Consistent with most SPAC IPOs, the market price of units (consisting of some combination of common stock and warrants) sold to the public in a SPAC IPO is $10

per unit.

2. We have valued the warrant portion of each Unit at $0.75. Deducting this value from the Unit yields a value of $9.25 per common share at the time of the IPO, which

we have applied to the value of each of the Founder Shares that we issued to the Representative.

3. We have applied a further discount of 48.8%, which is a blended discount designed to reflect the following contingencies and uncertainties: (a) 20% probability that
the SPAC IPOs are never consummated; (b) 20% probability that none of our sponsored SPACs successfully completed their IBC; and (c) 21% additional discounts to
account for future sponsor and Representative concessions, as well as the possibility of decrease in the value of the common stock of each SPAC.

Note 7: Fixed Assets

Fixed assets consisted of the following at August 31, 2021 and August 31, 2020:

Equipment
Furniture & fixtures
Leasehold improvements

Accumulated depreciation & amortization
Fixed assets, net

August 31,
2021

August 31,
2020

  $

  $

2,386,000    $
599,000     
545,000     
3,530,000     
(746,000)    
2,784,000    $

576,000 
348,000 
41,000 
965,000 
(390,000)
575,000 

Depreciation and amortization expense for Fiscal 2021 and Fiscal 2020 was $357,000 and $272,000, respectively.
Included in the equipment balance at August 31, 2021 is $961,000 of equipment purchased but not placed in service.

Software  consists  primarily  of  customized  software  purchased  from  third  party  providers,  which  is  incorporated  into  the  Company’s  HRIS  platform  and  related  mobile
application. No software cost was capitalized during Fiscal 2021. For Fiscal 2020, the Company recorded $3,737,000 of capitalized software cost, which was impaired during
the year.

The  Company  has  evaluated  certain  development  costs  of  its  software  solution  in  accordance  with  ASC  Topic  350-40,  Internal  Use  Software,  which  outlines  the  stages  of
computer software development and specifies when capitalization of costs is required. Projects that are determined to be in the development stage are capitalized and amortized
over their useful lives of five years. Projects that are determined to be within the preliminary stage are expensed as incurred. For Fiscal 2021 and Fiscal 2020, no internally
developed software was capitalized. A substantial portion of the capitalized software is attributable to a third party with whom the Company is engaged in litigation described
below  in  Note  16,  Contingencies, Kadima Litigation.  During  Fiscal  2021,  the  Company  evaluated  its  capitalized  software  costs  in  the  context  of  the  procedural  status  and
progress of this litigation. Based on this evaluation, and the Company’s estimate of the timeline for the resolution of this matter, the Company determined the capital software
costs related to certain of the applications not in use to be impaired.

Note 8: Workers’ Compensation

The Company had three workers’ compensation programs in effect at various points during Fiscal 2021 and Fiscal 2020. The Everest program covered corporate employees and
WSEs from July 1, 2017 through June 30, 2018 and the SUNZ program covered corporate employees and WSEs from July 1, 2018 through February 28, 2021.

Effective March 1, 2021, the Company migrated its clients to a guaranteed cost program, pursuant to which the Company’s financial responsibility is limited to the cost of the
workers’ compensation premium. The Company funds the workers’ compensation premium based on standard premium rates on a monthly basis and based on the gross payroll
applicable to workers covered by the policy. Any final adjustments to the premiums are based on the final audited exposure multiplied by the applicable rates, classifications,
experience modifications and any other associated rating criteria.

F-21

 
 
 
 
 
 
  
 
 
 
   
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table summarizes the workers’ compensation deposit from continuing operations for Fiscal 2021 and Fiscal 2020:

Premiums paid
Paid in deposits
Claim losses
Deposit refund

Paid in deposits
Claim losses

Less Current Amount

Workers’ Comp Deposit at August 31, 2019  $

Workers’ Comp Deposit at August 31, 2020  $

Workers’ Comp Deposit at August 31, 2021 

Long Term Balance at August 31, 2021  $

Everest 
Program

SUNZ 
Program

—     
—     
—     
—     
—     
—     
—     
—     
—     
—     
—     

1,827,000    $
—     
601,000     
(1,399,000)    
—     
1,029,000    $
446,000     
(934,000)    
541,000     
(155,000)    
386,000    $

The following table summarizes the workers’ compensation deposit from discontinued operations for Fiscal 2021 and Fiscal 2020:

Premiums paid
Paid in deposits
Claim losses
Deposit refund

Paid in deposits
Claim losses

Less Current Amount

Workers’ Comp Deposit at August 31, 2019  $

Workers’ Comp Deposit at August 31, 2020  $

Workers’ Comp Deposit at August 31, 2021 

Long Term Balance at August 31, 2021  $

Everest
Program

SUNZ
Program

—     
—     
—     
—     
—     
—     
—     
—     
—     
—     
—     

6,411,000    $
—     
2,107,000     
(4,907,000)    
—     
3,611,000    $
1,062,000     
(3,434,000)    
1,239,000     
(356,000)    
883,000    $

The following table summarizes the accrued workers’ compensation liability from continuing operations for Fiscal 2021 and Fiscal 2020:

Claim loss development
Paid in losses

Claim loss development
Paid in losses

Less Current Amount

Workers’ Comp Liability at August 31, 2019  $

Workers’ Comp Liability at August 31, 2020  $

Workers’ Comp Liability at August 31, 2021 

Long Term Balance at August 31, 2021  $

Everest 
Program

SUNZ 
Program

94,000     
110,000     
—     
204,000     
50,000     
—     
254,000     
(133,000)    
121,000     

1,312,000    $
1,628,000     
(1,399,000)    
1,541,000    $
1,273,000     
(760,000)    
2,054,000     
(530,000)    
1,524,000    $

F-22

Total

1,827,000 
— 
601,000 
(1,399,000)
— 
1,029,000 
446,000 
(934,000)
541,000 
(155,000)
386,000 

Total

6,411,000 
— 
2,107,000 
(4,907,000)
— 
3,611,000 
1,062,000 
(3,434,000)
1,239,000 
(356,000)
883,000 

Total

1,406,000 
1,738,000 
(1,399,000)
1,745,000 
1,323,000 
(760,000)
2,308,000 
(663,000)
1,645,000 

 
 
 
 
 
 
 
   
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
The following table summarizes the accrued workers’ compensation liability from discontinued operations for Fiscal 2021 and Fiscal 2020:

Claim loss development
Paid in losses

Claim loss development
Paid in losses

Less Current Amount

Workers’ Comp Liability at August 31, 2019  $

Workers’ Comp Liability at August 31, 2020  $

Workers’ Comp Liability at August 31, 2021 

Long Term Balance at August 31, 2021  $

Everest 
Program

SUNZ 
Program

329,000     
388,000     
—     
717,000     
103,000     
—     
820,000     
(275,000)    
545,000     

4,601,000    $
5,711,000     
(4,907,000)    
5,405,000    $
2,639,000     
(3,583,000)    
4,461,000     
(1,240,000)    
3,221,000    $

Total

4,930,000 
6,099,000 
(4,907,000)
6,122,000 
2,742,000 
(3,583,000)
5,281,000 
(1,515,000)
3,766,000 

Note 9: Accrued Payroll and Related Liabilities

Accrued payroll liabilities consisted of the following at August 31, 2021 and August 31, 2020:

Accrued Payroll
Accrued Payroll Taxes
Corporate employee accrued paid time off
Accrued Payroll and related liabilities

August 31,
2021

August 31,
2020

  $

  $

2,438,000    $
4,758,000     
680,000     
7,876,000    $

1,970,000 
3,325,000 
457,000 
5,752,000 

Accrued payroll and accrued payroll taxes represent payroll liabilities associated with the Company’s WSEs as well as its corporate employees.

Note 10: Senior Convertible Notes Payable

The Company has issued four series of senior secured convertible notes payable (collectively, the “Senior Convertible Notes”). In general, each series is convertible into shares
of common stock. During Fiscal 2020, the Company entered into a series of note amendments, exchanges, and settlements resulting in the resolution of the default conditions
and subsequent repayment or conversion of all Senior Convertible Notes that had been declared in default in 2019.

Three of the Company’s five institutional investors had filed litigation and the Senior Convertible Notes were considered to be in default as of August 31, 2019. See also Note
16, Contingencies, below, for additional information on the litigation related to the Senior Convertible Notes.

During Fiscal 2020, the Company resolved all litigation with three of its five institutional investors repaying in cash or converting into common stock its outstanding notes and
all of the Senior Convertible Notes.

On August 31, 2019, the Company had gross principal of$6,808,000 outstanding, representing:

•

•

•

June 2018 Senior Convertible Notes due September 6, 2019 with a principal balance of $1,466,000 (the “June 2018 Notes”). The June 2018 Notes were converted or
repaid in cash in January 2020 as described in the activity below.

Senior  Convertible  Notes  due  December  31,  2019  with  a  principal  balance  of  $867,000  (the  “December  2018  Notes”).  The  December  2018  Notes  were  either
exchanged for December 2019 Exchange Notes and subsequently converted into common shares, converted into common shares in January 2020 or repaid in cash in
January 2020 as described in the activity below.

Senior Convertible Notes due September 12, 2020 with a principal balance of $4,475,000 (the “March 2019 Notes”). The March 2019 Notes were either exchanged for
December  2019  Exchange  Notes  (as  defined  below),  converted  or  repaid  in  cash  in  January  2020  or  exchanged  for  amended  notes  in  March  2020  which  were
converted in the quarter ended August 31, 2020.

F-23

 
 
 
 
 
   
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
On December 6, 2019, the Company entered into an exchange agreement with the holder of $2,445,000 of its March 2019 Notes and $222,000 of its December 2018 Notes for
new senior convertible notes (the “December 2019 Exchange Notes”). The December 2019 Exchange Notes and the related warrant and note conversion agreement revised the
conversion price of the holder’s December 2018 Notes and March 2019 Notes to $40.00 per share, extended the term of the notes to March 1, 2022, provided for a revised
quarterly amortization schedule beginning April 1, 2020 of 12.5% of the principal balance as of January 31, 2020 payable in cash, and removed certain anti-dilution terms
included in certain warrants issued in March 2019 (the “March 2019 Warrants”). The Company agreed to issue an additional $200,000 of consideration to the holder, payable in
common stock, as consideration for this exchange and agreed to increase the principal outstanding on the notes exchanged by 10% from $222,000 for the December 2018 Notes
to $244,000, and from $2,445,000 for the March 2019 Notes to $2,690,000, for a combined revised principal balance of $$2,934,000. On December 11, 2019, the Company
issued 21,750 shares of common stock to the holder in satisfaction of the additional $200,000 of consideration. The Company provided for up to 10% of the revised combined
principal of $2,934,000 to be converted at a reduced price of $12.20 per share until January 31, 2020. In January 2020, the investor converted $293,000 in notes into 24,049
shares  of  common  stock.  The  Company  evaluated  the  exchange  under  ASC  470  and  determined  that  the  exchange  should  be  treated  as  a  debt  modification.  The  Company
recorded an additional note discount of $467,000 representing the combined additional shares issued, valued at $200,000 and the additional $267,000 in notes issued in the
exchange.

December 2019 Exchange

The terms of the December 2019 Exchange Notes are summarized as follows:

•

•

•

•

•

•

•

•

Term: April 1, 2022;

Coupon:0%;

Default interest rate: 18%;

10% of the revised note balance may be converted at $12.20 per share until January 31, 2020;

Remainder convertible at the option of the holder at any time at a price of $40 per share but subject to down round price protection;

Amortization payment of 12.5% of January 31, 2020 principal balance payable in cash;

Alternate conversion percentage is 75% if the alternate conversion is an alternate conversion event of default as a result of bankruptcy or default related to missed
amortization payment, subject to a floor conversion price of $1.84 per share, 80% for all alternate event of default conversion, or 85% if such alternate conversion is
an alternate optional conversion;

Redemption at the option of the Company at 15% premium at any time.

In January 2020, one investor received a legal judgment for $500,000 plus default interest of $52,000. The judgment was paid in cash in January 2020, which included the
repayment of $310,000 principal of the March 2019 Notes. Upon payment of the legal judgment, the litigation was resolved with this investor.

In January 2020, the Company settled all legal claims with two investors by entering into settlement agreements and by payment of $2,047,000 in cash and the issuance of
103,593 shares of common stock. The settlements resulted in the elimination of combined default penalties, default interest, and $2,194,000 of principal of the June 2018 Notes,
the December 2018 Notes, and the March 2019 Notes.

In January 2020, the Company reduced the conversion price of the remaining June 2018 Notes and the December 2018 Notes payable to $12.20, and $500,000 of the June 2018
Notes and the December 2018 Notes were converted into 41,004 shares of common stock. An additional 4,207 shares of common stock were issued in settlement of default
interest of $51,000.

In January 2020, one investor converted $130,000 of the March 2019 Note principal and $28,000 of accrued default interest at $12.20 per share into 12,915 shares of common
stock, and one investor converted $293,000 of the December 2019 Exchange Notes into 24,049 shares at a conversion price of $12.20 per share.

As a result of these settlements and conversions, the Company recorded $567,000 of additional expense for debt conversion inducement representing the value of the shares
issued at market and the $12.20 per share conversion price on the date of issuance.

As a result of the settlements and resolution of litigation, the Company recorded a gain of $760,000 for Fiscal 2020.

F-24

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
March 2020 Warrant and Note Exchanges and Note Conversions

Between March 1, 2020 and March 22, 2020, the conversion terms of the December 2019 Exchange Notes and March 2019 Notes were modified at the mutual agreement of the
investors and the Company to temporarily change the conversion price to a fixed conversion price of $9.20 per share. Three investors converted $1,047,000 of the Company’s
Convertible Notes and $25,000 of accrued default interest into 135,508 shares of common stock at a conversion price of $9.20 per share. The Company recorded an additional
loss on note conversion of $413,000 representing the pro rata portion of the unamortized note discount and deferred financing fees.

On March 23, 2020, the Company entered into the following Amendment and Exchange Agreements (the “Amendment and Exchange Agreements”) with certain institutional
investors, pursuant to which the Company amended and restated certain existing March 2019 Notes, which included the capitalization of $59,000 of accrued default interest
(the “Amended and Restated Notes”) and issued (i) convertible notes in an aggregate principal amount of $167,000 convertible into shares of common stock at a conversion
price of $9.20 per share of common stock (the “Exchange Notes”), (ii) warrants to purchase an aggregate of 162,950 shares of common stock at an exercise price of $10.17 per
share of common stock (the “Exchange Warrants”) and (iii) an aggregate of 82,654 shares of common stock, as described below:

•

•

On March  23,  2020,  the  Company  entered  into  an  Amendment  and  Exchange  Agreement  with  Alpha  Capital  Anstalt  (“Alpha”)  pursuant  to  which  the  Company
(a) issued to Alpha an Amended and Restated Note in an aggregate principal amount of $723,000, which included the capitalization of $51,000 of accrued default
interest, and (b) in exchange for outstanding warrants to purchase shares of common stock held by Alpha, issued to Alpha (i) 66,123 shares of common stock, (ii) a
March 2020 Exchange Warrant to purchase 130,360 shares of common stock, and (iii) a March 2020 Exchange Note in an aggregate principal amount of $145,000.

On March 23, 2020, the Company entered into an Amendment and Exchange Agreement with Osher Capital Partners LLC (“Osher”) pursuant to which the Company
(a)  issued  to  Osher  an  Amended  and  Restated  Note  in  an  aggregate  principal  amount  of  $108,000,  which  included  the  capitalization  of  $8,000  of  accrued  default
interest, and (b) in exchange for outstanding warrants to purchase shares of common stock held by Osher, issued to Osher (i) 16,531 shares of common stock, (ii) a
March 2020 Exchange Warrant to purchase 32,590 shares of common stock, and (iii) a March 2020 Exchange Note in an aggregate principal amount of $22,000.

On  March  24,  2020,  the  Company  entered  into  an  Exchange  Agreement  (the  “Exchange  Agreement”  and,  together  with  the  Amendment  and  Exchange  Agreements,  the
“March 2020 Agreements”) with CVI Investments, Inc. (“CVI”) pursuant to which CVI exchanged its outstanding senior convertible note due 2022 for (i) a warrant to purchase
260,719 shares of common stock (the “CVI Exchange Warrant” and, together with the Exchange Warrants the “March 2020 Exchange Warrants”) and (b) a senior convertible
note in an aggregate principal amount of $1,829,000 convertible into shares of common stock at a conversion price of $9.20 per share (the “CVI Exchange Note”, and together
with the Exchange Notes, the “March 2020 Exchange Notes”).

The  Company  evaluated  the  March  2020  Agreements  as  an  exchange  under  ASC  470  and  determined  that  the  exchanges  should  be  treated  as  debt  extinguishments  and
reissuances. The Company accelerated the remaining unamortized discount and deferred financing fees as of the date of the exchange and recorded the fair value of the shares
issued in exchange for the warrants cancelled as a loss on exchange of $1,592,000. The Company valued the revised conversion features of the Amended and Restated Notes,
the March 2020 Exchange Notes and the March 2020 Exchange Warrants using the binomial method and recorded a discount of $2,825,000 on the exchange dates.

F-25

 
 
 
 
 
 
 
 
The Company used the following assumptions to value the conversion features and March 2020 Exchange Warrants:

Risk free rate
Market price per share
Life of instrument in years
Volatility
Dividend yield

March 2020 
Conversion 
Feature
(unaudited)

March 2020 
Exchange
Warrants
(unaudited)

0.08-0.17%    
$6.63-6.68     
0.47-1.15     
117-139%    
—%    

0.038%
$6.63-6.68 
5.5 
117%
—%

Between March 24, 2020 and May 18, 2020, CVI converted $1,829,000 of its senior convertible notes into 198,756 shares of common stock, Alpha converted $868,000 of its
senior  convertible  notes  into  94,298  shares  of  common  stock,  and  Osher  converted  $130,000  of  its  senior  convertible  notes  into  14,023  shares  of  common  stock.  These
conversions  resulted  in  full  acceleration  of  all  unamortized  debt  discount  to  expense  of  $2,419,000,  recorded  as  other  expense  in  the  statement  of  operations  as  loss  on
conversion.

Certain conversions during Fiscal 2020 resulted in shares issued below the closing market price on the date of conversion. The Company recorded $57,000 of additional loss on
conversion  to  the  statement  of  operations  for  Fiscal  2020,  representing  the  difference  in  fair  value  between  the  closing  share  price  and  the  conversion  price  on  the  date  of
issuance.

During  Fiscal  2020,  the  Company  amortized  $2,210,000,  to  interest  expense  from  the  combined  amortization  of  deferred  financing  costs  and  note  discounts  recorded  at
issuance for the June 2018 Notes, the March 2019 Notes, March 2019 Exchange Notes, and the December 2019 Exchange Notes (as defined above).

Note 11: Stockholders’ Equity

Preferred Stock

As  previously  disclosed,  in  September  2016,  the  founding  shareholders  of  the  Company  were  granted  options  to  acquire  preferred  stock  of  the  Company  (the  “Preferred
Options”).  The  number  of  Preferred  Options  granted  was  based  upon  the  number  of  shares  held  at  the  time  of  the  grant.  These  Preferred  Options  are  nontransferable  and
forfeited upon the sale of the related founding shares of common stock held by the option holder. Upon the occurrence of certain specified events, such founding shareholders
can  exercise  each  Preferred  Option  to  purchase  one  share  of  preferred  stock  of  the  Company  at  an  exercise  price  of  $0.0001  per  share.  The  preferred  stock  underlying  the
Preferred Options does not include any rights to dividends or preference upon liquidation of the Company and is convertible into shares of the Company’s common stock on a
one-for-one basis. The Preferred Options became exercisable upon the consummation of the Vensure Asset Sale in January 2020, as discussed above. During Fiscal 2020, the
Company recorded an expense of $62.1 million, related to the triggering of the Preferred Options as other expense, which was calculated pursuant to the Black-Scholes-Merton
methodology applicable to valuing the 24,634,560 Preferred Options that became exercisable and exchangeable into an equal number of shares of common stock.

The Company initially evaluated the Preferred Options using the Level 1 market price on the date of valuation -- March 25, 2020 -- and concluded that this represented an
illiquid market price and therefore was not a reliable valuation metric. The Company then evaluated the Preferred Options on the same date using Level 2 inputs based on the
offering price of the Company’s common stock and warrants issued in connection with its May 2020 Public Offering, as adjusted for the fair value of the warrants issued in
conjunction with said public offering. The resulting allocated common share price was then discounted for a lack of marketability of shares subject to “lock-up” agreements
entered into in connection with the May 2020 Public Offering, which yielded a fair value of $2.52 per Preferred Option. The Company used the following assumptions to value
the expense related to the Preferred Options: (i) option life of 3.77 years; (ii) risk free rate of 0.47%; (iii) volatility of 134%; (iv) exercise price of $0.0001 per share; and (v) a
fair value of $3.62 per share of the Company’s common stock.

F-26

 
 
 
 
 
 
   
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
On June 4, 2020, Scott W. Absher, the Company’s Chief Executive Officer, exercised 12,500,000 Preferred Options to purchase 12,500,000 shares of our preferred stock for an
aggregate  purchase  price  of  $1,250.  Immediately  following  the  exercise  of  the  Preferred  Options  described  above,  Mr. Absher  elected  to  convert  the  12,500,000  shares  of
preferred stock into 12,500,000 shares of common stock, which are subject to a 24-month lock-up period during which such shares may not be traded. Between July 20, 2020
and November 30, 2020, an additional 294,490 Preferred Options were exercised and converted into 294,490 shares of common stock, which were subject to a six-month lock
up period at the time they were issued, during which such shares could not be traded on the open market. As of the date of this Form 10-K, the restrictions on 294,490 of these
shares have been lifted, rendering them freely tradeable, while 11,827,570 Preferred Options issued pursuant to the September 2016 grant and triggered by the Vensure Asset
Sale remain unexercised. On October 22, 2021, the Company’s board of directors canceled 11,790,000 of these Preferred Options previously issued to its co-founder, J. Stephen
Holmes, pursuant to the September 2016 grant. Accordingly, these Preferred Options are no longer exercisable.

The amount of Preferred Options, and the number of shares of preferred stock issuable upon exercise of such options, is based upon the number of shares of common stock held
by the option holders at the time the Preferred Options were issued in September 2016. Accordingly, in order to confirm the original intent of the granting of up to 25,000,000
Preferred Options to Mr. Absher, it has always been the Company’s intent to adopt a second grant of Preferred Options granting an additional 12,500,000 Preferred Options to
Mr. Absher, whereby each option permits the holder to acquire one share of the Company’s preferred stock for $0.0001 per share. On August 13, 2021, consistent with this
intent, the Company granted 12,500,000 Preferred Options to Mr. Absher to purchase shares of Preferred Stock, par value $0.0001 per share, for consideration of $0.0001 per
share. Each Preferred Option is exercisable for a period of twenty-four months upon (i) the acquisition of a Controlling Interest (as defined below) in the Company by any
single  shareholder  or  group  of  shareholders  acting  in  concert,  (other  than  Mr.  Absher),  or  (ii)  the  announcement  of  (x)  any  proposed  merger,  consolidation,  or  business
combination in which the Company’s Common Stock is changed or exchanged, or (y) any sale or distribution of at least 50% of the Company’s assets or earning power, other
than through a reincorporation. Each share of Preferred Stock is convertible into Common Stock on a one-for-one basis. “Controlling Interest” means the ownership or control
of outstanding voting shares of the Company sufficient to enable the acquiring person, directly or indirectly and individually or in concert with others, to exercise one-fifth or
more of all the voting power of the Company in the election of directors or any other business matter on which shareholders have the right to vote under the Wyoming Business
Corporation Act.

May 2020 Public Offering

On May 20, 2020, the Company entered into an underwriting agreement (the “May Underwriting Agreement”) with A.G.P./Alliance Global Partners (“AGP”), in connection
with a public offering (the “May 2020 Offering”) of an aggregate of (i) 1,898,850 shares of the Company’s common stock, (ii) pre-funded warrants to purchase 323,310 shares
of  common  stock  (the  “Pre-Funded  Warrants”)  and  (iii)  warrants  to  purchase  1,277,580  shares  of  common  stock  (the  “May  2020  Common  Warrants”),  which  included  the
partial exercise of AGP’s over-allotment option to purchase 166,500 additional May 2020 Common Warrants.

Each share of common stock and Pre-Funded Warrant sold in the May 2020 Offering was sold together with a May 2020 Common Warrant as a fixed combination, with each
share of common stock and Pre-Funded Warrant sold being accompanied by a May 2020 Common Warrant to purchase 0.5 shares of common stock. Each share of common
stock and accompanying May 2020 Common Warrant was sold at a price to the public of $5.40, and each Pre-Funded Warrant and accompanying May 2020 Common Warrant
was sold at a price to the public of $5.399. The May 2020 Common Warrants were immediately exercisable and will expire on May 26, 2025 and have an exercise price of
$5.40 per share, subject to anti-dilution and other adjustments for certain stock splits, stock dividends, or recapitalization.

The  May  2020  Offering  closed  on  May  26,  2020  for  gross  proceeds  of  approximately  $12.0  million,  prior  to  deducting  $1.7  million  of  costs  consisting  of  underwriting
discounts and commissions and offering expenses payable by the Company, which includes a partial exercise of the underwriter’s over-allotment option to purchase additional
May 2020 Common Warrants. All Pre-Funded Warrants issued or issuable were exercised on or prior to the closing date of May 26, 2020. Pursuant to the May Underwriting
Agreement,  the  Company,  upon  closing  of  the  May  2020  Offering,  issued  to  AGP  warrants  to  purchase  up  to  111,108  shares  of  common  stock  (the  “May  Underwriter
Warrants”), representing 5.0% of the aggregate number of shares of common stock issuable upon exercise of the Pre-Funded Warrants sold in the May 2020 Offering. The
May Underwriter Warrants are exercisable at any time and from time to time, in whole or in part, commencing from six months after the closing date and ending five years
from the closing date, at a price per share equal to $5.94, which is 110% of the public offering price per share.

F-27

 
 
 
 
 
 
 
On June 11, 2020 the Company closed an over-allotment option from the May 2020 Offering for additional gross proceeds of approximately $0.9 million, prior to deducting
underwriting discounts and commissions and offering expenses payable by the Company, representing the partial exercise of AGP’s over-allotment option to purchase 166,500
shares of common stock at $5.40 per share.

On July 7, 2020, the Company closed an over-allotment option from the May 2020 Offering for additional gross proceeds of approximately $0.45 million, prior to deducting
underwriting discounts and commissions and offering expenses payable by the Company, representing the partial exercise of AGP’s over-allotment option to purchase 83,840
shares of common stock at $5.40 per share.

October 2020 Public Offering

On  October  8,  2020,  the  Company  entered  into  an  underwriting  agreement  (the  “October  Underwriting  Agreement”)  with  AGP  in  connection  with  a  public  offering  (the
“October 2020 Offering”) of an aggregate of (i) 4,000,000 shares of our common stock and (ii) warrants to purchase 2,300,000 shares of common stock (the “October 2020
Common Warrants”), which included the partial exercise of AGP’s over-allotment option to purchase 300,000 additional October 2020 Common Warrants.

Each share of common stock was sold together with an October 2020 Common Warrant as a fixed combination, with each share of common stock sold being accompanied by
an October 2020 Common Warrant to purchase 0.5 shares of common stock. Each share of common stock and accompanying October 2020 Common Warrant was sold at a
price to the public of $3.00. The October 2020 Common Warrants were immediately exercisable, will expire on October 13, 2025, and have an exercise price of $3.30 per
share, subject to anti-dilution and other adjustments for certain stock splits, stock dividends, or recapitalizations.

The October 2020 Offering closed on October 14, 2020, for gross proceeds of approximately $12.0 million, prior to deducting $1.3 million of costs consisting of underwriting
discounts and commissions and offering expenses payable by the Company, which includes a partial exercise of the underwriter’s over-allotment option to purchase additional
October  2020  Common  Warrants.  Pursuant  to  the  October  Underwriting  Agreement,  the  Company,  upon  closing  of  the  October  2020  Offering,  issued  to  AGP  warrants  to
purchase up to 200,000 shares of common stock (the “October Underwriter Warrants”), which is equivalent to 5.0% of the aggregate number of shares of common stock sold in
the October 2020 Offering. The October Underwriter Warrants are exercisable at any time and from time to time, in whole or in part, commencing six months after the closing
date and ending 5 years from the closing date, at a price per share equal to $3.30, which is equivalent to 110% of the public offering price per share.

May 2021 Private Placement

On May 17, 2021, the Company closed a private placement with a large institutional investor pursuant to which it sold to the investor an aggregate of (i) 2,320,000 shares of the
Company’s common stock, par value $0.0001 per share (the “Common Stock”), together with warrants (the “May 2021 Common Warrants”) to purchase up to 2,320,000 shares
of Common Stock, with each May 2021 Common Warrant exercisable for one share of Common Stock at a price per share of $2.425, and (ii) 2,628,453 prefunded warrants (the
“May  2021  Prefunded  Warrants”),  together  with  the  May  2021  Common  Warrants  to  purchase  up  to  2,628,453  shares  of  Common  Stock,  with  each  May  2021  Prefunded
Warrant exercisable for one share of Common Stock at a price per share of $0.0001. Each share of Common Stock and accompanying May 2021 Common Warrant were sold
together  at  a  combined  offering  price  of  $2.425  and  each  May  2021  Prefunded  Warrant  and  accompanying  May  2021  Common  Warrant  were  sold  together  at  a  combined
offering price of $2.4249.

The May 2021 Prefunded Warrants are immediately exercisable, at a nominal exercise price of $0.0001, and may be exercised at any time until all of the May 2021 Prefunded
Warrants  are  exercised  in  full.  The  May  2021  Common  Warrants  have  an  exercise  price  of  $2.425  per  share,  are  immediately  exercisable,  and  will  expire  five  years  from
June 15, 2021, which is the date that the registration statement covering the resale of the shares underlying the Common Warrants was declared effective. The private placement
generated gross proceeds of approximately $12.0 million, prior to deducting $0.94 million of costs consisting of Placement Agent commissions and offering expenses payable
by  the  Company.  In  addition  to  the  seven  percent  (7.0%)  of  the  aggregate  gross  proceeds  cash  fee,  the  Company  issued  to  the  Placement  Agent  warrants  to  purchase  an
aggregate  of  up  to  five  percent  (5%)  of  the  aggregate  number  of  shares  of  Common  Stock  issuable  upon  exercise  of  the  May  2021  Prefunded  Warrants  sold  in  the  private
placement (the “May Placement Agent Warrants”). The May Placement Agent Warrants are exercisable commencing on November 17, 2021 (six months after issuance), expire
June 15, 2025, and have an initial exercise price of $2.6675 per share.

F-28

 
 
 
 
 
 
 
 
 
 
Common Stock and Warrants

During Fiscal 2021, the Company issued the following securities pursuant to the transactions described above:

•

•

4,000,000 shares of common stock pursuant to the October 2020 Public Offering at $3.00 per share and warrants to purchase 2,300,000 shares of common stock.

2,320,000 shares of common stock, 2,628,453 May 2021 Prefunded Warrants and May 2021 Common Warrants to purchase up to 4,948,453 shares of common stock
pursuant to the May 2021 Private Placement. Each share of Common Stock and accompanying May 2021 Common Warrant were sold together at a combined offering
price of $2.425, and each May 2021 Prefunded Warrant and accompanying May 2021 Common Warrant were sold together at a combined offering price of $2.4249.

During Fiscal 2020, the Company issued the following securities pursuant to the transactions described above:

•

•

•

•

12,794,220 shares of common stock pursuant to the exercise of Preferred Options.

2,472,500 shares of common stock pursuant to the May 2020 Public Offering at $5.40 per share, pre-funded warrants to purchase 323,310 shares of common stock and
warrants to purchase 1,277,580 shares of common stock.

628,353 shares  of  common  stock  in  connection  with  the  settlement  of  the  Company's  senior  convertible  notes  as  described  in  Note  10,  Senior Convertible  Notes
Payable, above, and further described in the Company's Form 10-K for Fiscal 2020.

856 shares of common stock to two directors for services rendered valued at $75,000.

The following table summarizes the changes in the Company’s issued and outstanding common stock and prefunded warrants from August 31, 2020 to August 31, 2021:

Warrants outstanding, August 31, 2020
Issued
(Cancelled)
(Exercised)
Warrants outstanding, August 31, 2021
Warrants exercisable, August 31, 2021

F-29

Number
of 
shares

1,896,209     
10,324,329     
—     
(2,628,453)    
9,592,085     
9,344,662     

Weighted
average
remaining 
life 
(years)

Weighted 
average 
exercise
price

4.7    $
4.6     
0     
4.8     
5.7    $
4.4    $

7.91 
2.03 
— 
— 
3.02 
3.84 

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
The following tables summarize the Company’s issued and outstanding warrants outstanding as of August 31, 2021:

May 2021 Common Warrants
May 2021Underwriter Warrants (1)
October 2020 Common Warrants
October 2020 Underwriter Warrants
May 2020 Common Warrants
May 2020 Underwriter Warrants
March 2020 Exchange Warrants
Amended March 2019 Warrants
March 2019 Services Warrants
June 2018 Warrants
June 2018 Services Warrants
2017 PIPE Warrants

Weighted
average 
Life of 
Outstanding 
Warrants 
in years

Exercise 
price

4.8    $
4.2     
4.1     
4.1     
3.8     
3.8     
4.1     
2.5     
2.5     
2.3     
2.3     
1.0     
4.4    $

2.43 
2.67 
3.30 
3.30 
5.40 
5.40 
10.17 
40.00 
70.00 
40.00 
99.60 
276.00 
3.84 

Warrants
Outstanding

4,948,453     
247,423     
2,300,000     
200,000     
1,277,580     
111,108     
423,669     
66,288     
3,366     
6,276     
5,422     
2,500     
9,592,085     

(1)The May 2021 Underwriter Warrants are not exercisable until November 17, 2021.

Note 12: Stock Based Compensation

Employee Stock Option Plan Increase

In  March  2017,  the  Company  adopted  its  2017  Stock  Option/Stock  Issuance  Plan  (the  “Plan”).  The  Plan  provides  incentives  to  eligible  employees,  officers,  directors  and
consultants  in  the  form  of  incentive  stock  options  (“ISOs”),  non-qualified  stock  options  (“NQs”),  (each  of  which  is  exercisable  into  shares  of  common  stock)  (collectively,
“Options”) or shares of common stock (“Share Grants”).

On  July  1,  2020,  the  Company's  board  of  directors  unanimously  approved  an  increase  in  the  number  of  shares  of  common  stock  issuable  under  the  Plan  from  250,000  to
3,000,000,  and  granted  options  that  were  contingent  upon  shareholder  approval.  Also  on  July  1,  2020,  the  board  approved  the  award,  primarily  to  current  employees,  and
subject to shareholder approval no later than the next regularly scheduled annual meeting, of grants of options to purchase 1,235,159 shares of the Company’s common stock at
an exercise price of $5.40 per share, which was the closing price of the Company’s common stock as reported by Nasdaq at the close of trading on the day of the board’s action.
Of the options awarded, 995,000 are designated as ISOs, and 280,159 are designated as NQs or “non-statutory” options under the Internal Revenue Code. These options have a
10-year life, and will vest over a four-year period, with 25% vesting on July 1, 2021, and the remainder vesting ratably on a quarterly basis over the following three years.
During  Fiscal  2021,  an  additional  270,937  ISOs  were  granted  at  exercise  prices  between  $3.44  and  $5.40  per  share  (the  closing  price  of  the  Company’s  common  stock  as
reported by Nasdaq on the date of the grant), and 148,959 of the ISOs granted between July 1, 2020 and August 31, 2021 were cancelled. The remaining 1,357,137 ISOs are
reported as non-exercisable in the table below.

On March 31, 2021, the Company’s shareholders approved the increase in the number of shares of common stock issuable under the Plan as well as the various contingent grant
awards under the Plan since July 1, 2020. As such, all previously unexercisable option grant awards became exercisable and the option awards granted since July 1, 2020 were
no longer subject to any contingency not set forth in the Plan.

On June 4, 2021, the Company registered an aggregate of 3,000,000 shares, par value $0.0001 per share, reserved for issuance under the Plan.

F-30

 
 
 
 
 
   
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
For all options granted prior to July 1, 2020, each option is immediately exercisable and has a term of service vesting provision over a period of time as follows: 25% vest after
a 12-month service period following the award, with the balance vesting in equal monthly installments over the succeeding 36 months. The options granted on or after July 1,
2020,  typically  vest  over  four  years,  with  25%  of  the  grant  vesting  one  year  from  the  grant  date,  and  the  remainder  in  equal  quarterly  installments  over  the  succeeding  12
quarters. All options granted to date have a stated ten-year term.

Stock grants are issued at fair value, considered to be the market price on the grant date. The fair value of option awards is estimated on the grant date using the Black-Scholes
stock option pricing model.

Following  its  adoption  of  ASU  2016-9,  the  Company  elected  to  account  for  forfeitures  under  the  Plan  as  they  occur.  Any  compensation  cost  previously  recognized  for  an
unvested award that is forfeited because of a failure to satisfy a service condition is reversed in the period of the forfeiture.

The Company recognized approximately $1,594,000 and $1,300,000 of compensation expense for Fiscal 2021 and Fiscal 2020, respectively. During Fiscal 2020, the Company
fully vested all options granted to personnel who were terminated as a result of the Vensure Asset Sale, as described above, which resulted in the acceleration of 9,737 options
and $483,000 of stock-based compensation recorded in “stock-based compensation – general and administrative.”

The Company compensates its board members through grants of common stock for services performed. These services have been accrued within the accounts payable and
other accrued liabilities on the consolidated balance sheet. The Company has incurred $169,000 and $150,000 for the Fiscal 2021 and Fiscal 2020 , respectively.

At August 31, 2021, the total unrecognized deferred share-based compensation expected to be recognized over the remaining weighted average vesting periods of three years
for outstanding grants was $4,191,000.

The following table summarizes the Company’s option grant, exercise and forfeiture activity from August 31, 2019, through August 31, 2021:

Options Outstanding and Exercisable
Weighted
Average
Remaining
Contractual
Life
(In years)

Weighted
Average
Exercise 
Price

Number 
of
 Options

Balance, August 31, 2019
Granted
Exercised
Forfeited
Balance, August 31, 2020
Granted
Exercised
Forfeited
Balance at August 31, 2021

50,749     
1,506,096     
—     
(158,105)    
1,398,740     
840,000     
—     
(461,720)    
1,776,115     

9.0    $
10.0     
—     
9.6     
9.5     
8.5     
—     
5.9     
8.9    $

95.20 
5.30 
— 
56.08 
8.18 
2.61 
— 
2.72 
6.53 

Options outstanding as of August 31, 2021 and August 31, 2020 had aggregate intrinsic value of $0 and $22,000, respectively.

At August 31, 2021, the total unrecognized deferred share-based compensation expected to be recognized over the remaining weighted average vesting periods of 3.7 years for
outstanding grants was $6,000,000.

F-31

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
   
 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Option vesting activity from August 31, 2019, through August 31, 2021 was as follows:

Options Vested

Balance, August 31, 2019
Vested
Exercised
Forfeited
Balance, August 31, 2020
Vested
Exercised
Forfeited
Balance at August 31, 2021

Number 
of 
 Options

Weighted
Remaining
Contractual
Life
(In years)

Weighted
Average
Exercise 
Price

10,291     
19,414     
—     
(1,295)    
28,410     
281,622     
—     
(775)    
309,257     

8.0    $
8.1    $
—    $
6.4    $
7.2    $
8.8    $
0    $
6.1    $
8.6    $

152.80 
89.06 
— 
140.09 
115.10 
7.15 
— 
67.17 
16.91 

The following table summarizes information about stock options outstanding and vested at August 31, 2021:

Exercise Prices

$3.44-10.00
$10.01-$40.00
$40.01–$80.00
$80.01–$120.00
$120.01–$160.00
$160.01-$391.60

Options Outstanding

Number 
of Options 
not 
Exercisable

Number 
of Options
Exercisable

Weighted
Average
Remaining
Contractual 
Life
(In years)

— 
— 
— 
— 

— 
— 

1,735,418 
3,500 
13,396 
10,302 
12,375 
1,125 
1,776,115 

Weighted
Average
Exercise 
Price

Number 
of 
 Options

9.3 
7.8 
7.6 
6.7 
6.0 
5.9 
8.9 

  $

  $

4.72 
21.69 
51.21 
102.90 
155.20 
391.60 
6.53 

275,104 
2,086 
10,072 
8,987 
11,883 
1,125 
309,257 

Options Vested

Weighted
Remaining
Contractual
Life
(In years)

Weighted
Average
Exercise 
Price

8.9 
7.8 
7.6 
6.7 
6.0 
5.9 
8.6 

  $

  $

5.30 
21.68 
51.22 
102.84 
155.48 
391.60 
16.91 

The number of options and exercise prices have been presented retroactively for the 1 for 40 reverse stock split, which was effective December 17, 2019.

Note 13: Related Parties

J. Stephen Holmes formerly served as a non-employee sales manager advisor to and significant shareholder of the Company. The Company incurred $750,000 in professional
fees for services provided by Mr. Holmes during each of Fiscal 2021 and 2020, respectively. On or about October 22, 2021, the Company severed all ties with Mr. Holmes,
effective immediately, and cancelled Preferred Options that had previously been issued to him but had not been exercised. As a result of these actions, the Company no longer
has any financial obligation to Mr. Holmes, and believes that he is no longer a significant shareholder of the Company.

During Fiscal 2021, we made one-time payments to certain of our employees totaling approximately $650,000 in connection with their agreement to relocate from California to
our new principal executive offices in Miami, Florida. Included among these were payments to the following related parties, in the amounts indicated: (i) Scott W. Absher, our
board  of  directors  Chair  and  Chief  Executive  Officer,  $160,000;  (ii) Amanda  Murphy,  our  Director  of  Operations  and  a  member  of  our  Board,  $80,000;  (iii)  David  May,  a
member of our business development team, and the son-in-law of Mr. Absher, $80,000; (iv) Phil Eastvold, the Executive Producer of our wholly owned subsidiary, ShiftPixy
Productions,  Inc.,  and  the  son-in-law  of  Mr. Absher,  $88,000;  (v)  Hannah  Absher,  an  employee  of  the  Company  and  the  daughter  of  Mr. Absher,  $18,000;  and  (vi)  Jared
Holmes, an employee of the Company and son of J. Stephen Holmes, $18,000.

F-32

 
 
 
 
   
 
 
 
   
 
 
 
 
 
 
 
   
     
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
David May, a member of our business development team, is the son-in-law of Mr. Absher. In addition to the relocation bonus noted above, Mr. May received compensation,
including sales commissions, of approximately $149,000 and $132,000 for Fiscal 2021 and Fiscal 2020, respectively.

Phil Eastvold, the Executive Producer of ShiftPixy Productions, Inc., is the son-in-law of Mr. Absher. In addition to the relocation bonus noted above, Mr. Eastvold received
compensation of approximately $224,000 for Fiscal 2021. Mr. Eastvold was not an employee of the Company prior to Fiscal 2021, and therefore received no compensation
during Fiscal 2020.

Connie Absher, (the spouse of Scott Absher), Elizabeth Eastvold, (the daughter of Scott and Connie Absher and spouse of Mr. Eastvold), and Hannah Absher, (the daughter of
Scott and Connie Absher), are also employed by the Company. These individuals, as a group, received aggregate compensation of $240,000 and $220,000 for Fiscal 2021 and
Fiscal  2020,  respectively.  In  addition,  as  noted  above,  Hannah  Absher  received  a  relocation  bonus  of  approximately  $18,000  during  Fiscal  2021,  in  connection  with  her
relocation. Neither Connie Absher nor Elizabeth Eastvold received any such relocation bonus.

Amanda Murphy is a member of the Company’s board of directors and its Director of Operations, and has been named as the Company’s Chief Operating Officer effective
January 1, 2022. In addition to the relocation bonus noted above, Ms. Murphy received compensation of approximately $264,000 and $240,000 for Fiscal 2021 and Fiscal 2020,
respectively.

On December 23, 2019, pursuant to the terms of his director agreement, the Company issued to Whitney White, one of its independent directors, 428 shares of our common
stock, valued at $37,500, or $87.62 per share.

On June 2, 2021, the Company’s board of directors approved a one-time discretionary cash bonus award to Mr. Absher in the amount of $240,000, in recognition of his recent
contributions to the Company.

Note 14: Income Taxes

Current income taxes are based upon the year’s income taxable for federal and state tax reporting purposes. Deferred income taxes (benefits) are provided for certain income
and expenses, which are recognized in different periods for tax and financial reporting purposes.

Deferred tax assets and liabilities are computed for differences between the financial statements and tax bases of assets and liabilities that will result in taxable or deductible
amounts in the future based on enacted tax laws and rates applicable to the period in which the differences are expected to affect taxable income. The Company’s deferred
income taxes arise from the temporary differences between financial statement and income tax recognition of net operating losses. These loss carryovers would be limited under
the Internal Revenue Code should a significant change in ownership occur within a three-year period.

F-33

 
 
 
 
 
 
 
 
 
 
Significant components of the net deferred tax assets as reflected on the consolidated balance sheets are as follows:

Deferred tax liabilities:
Depreciation
Software development costs
Note receivable
Total deferred tax liabilities

Deferred tax assets:
Net operating loss carryforward
Business interest
Other accruals
Workers’ compensation accruals
Stock-based compensation
Deferred rent
Other
Total deferred tax assets
Valuation allowance
Total net deferred tax assets
Net deferred tax assets

Income tax expense consists of the following:

Current
Federal
State

Total current

Deferred
Federal
State

Total deferred

Change in valuation allowance
Total Income Tax Expense (Benefit)

F-34

August 31,

2021

2020

  $

(597,000)   $
—     
(1,088,000)    
(1,685,000)    

(111,000)
(265,000)
(1,132,000)
(1,508,000)

18,198,000     
2,998,000     
458,000     
2,061,000     
207,000     
168,000     
6,000     
24,096,000     
(22,411,000)    
1,685,000    $
—    $

9,362,000 
3,087,000 
— 
2,202,000 
759,000 
14,000 
— 
15,424,000 
(13,916,000)
1,508,000 
— 

For the Year Ended 
August 31,

2021

2020

—     $
42,000     
42,000     

(5,059,000)    
(2,807,000)    
(7,866,000)    
7,866,000    $
42,000    $

— 
— 
— 

(4,669,000)
(1,915,000)
(6,584,000)
6,584,000 
— 

  $
  $

  $

  $
  $

 
 
 
 
 
 
 
 
   
 
 
 
      
  
 
 
 
 
 
 
 
 
 
      
  
 
 
      
  
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
     
 
 
 
 
 
 
 
      
  
 
 
 
 
 
 
 
The reconciliation of the statutory federal rate to the Company’s effective income tax rate is as follows :

Federal statutory rate (21%)
Non-deductible penalties and other permanent differences
State and local income taxes, net of federal benefit
Redetermination of prior year taxes
Loss on debt extinguishment
Preferred option exchange expense
Loss on inducement
Change in fair value of derivative and warrant liability
Change in valuation allowance
Net income tax provision

August 31,
2021

(5,738,000)   $
333,000     
(1,607,000)    
(812,000)    
—     
—     
—     
—     
7,866,000     
42,000    $

August 31,
2020
(19,000,000)
49,000 
(1,688,000)
184,000 
747,000 
13,039,000 
453,000 
(368,000)
6,584,000 
— 

  $

  $

The  Company’s  continuing  practice  is  to  recognize  interest  and/or  penalties  related  to  income  tax  matters  in  income  tax  expense.  As  of  August  31,  2021,  and  2020,  the
Company had no accrued interest and penalties related to uncertain tax positions.

The deferred tax assets primarily comprise net operating loss carryforwards and other net temporary deductible differences such as stock-based compensation, deferred rent,
depreciation and workers’ compensation accrual. The ultimate realization of deferred tax assets is dependent upon the generation of future taxable income during the periods in
which  those  temporary  differences  become  deductible.  Management  considers  the  scheduled  reversal  of  deferred  tax  liabilities,  the  projected  future  taxable  income  and  tax
planning  strategies  in  making  this  assessment.  Based  on  management’s  analysis,  they  concluded  that  it  was  more  likely  than  not  that  the  deferred  tax  asset  would  not  be
realized.  Therefore,  the  Company  established  a  full  valuation  allowance  against  the  deferred  tax  assets.  The  change  in  the  valuation  allowance  in  2021  and  2020  was
approximately $7,866,000 and $6,584,000, respectively.

As of August 31, 2021, and 2020, the Company had cumulative federal net operating loss ("NOL") carryforwards of approximately $64,652,000 and $34,115,000 respectively,
which begin to expire in 2035 and state net operating loss carryforwards of approximately $68,034,000 and $42,185,000, respectively. The Company’s net operating losses may
be limited by the provisions of IRC Section 382, for which the Company has not performed an analysis of the potential limitations. These limitations will be imposed when the
Company  attains  taxable  income  against  which  the  NOL  will  be  utilized.  As  of  August  31,  2021  and  2020,  the  company  had  NOLs  of  $37,809,000  and  $8,067,000,
respectively; which have an indefinite life but are limited to 80% of taxable income when used. As explained above, the Company has determined that it is more likely than not
that the Company’s deferred tax assets related to NOL Carryforwards will not be utilized.

On March 27, 2020, the Coronavirus Aid, Relief, and Economic Security Act (“CARES Act”) was enacted in response to the COVID-19 pandemic. The CARES Act, among
other things, permits NOL carryovers and carrybacks to offset 100% of taxable income for taxable years beginning before 2021. In addition, the CARES Act allows NOLs
incurred in 2018, 2019, and 2020 to be carried back to each of the five preceding taxable years to generate a refund of previously paid income taxes. The Company is currently
evaluating the impact of the CARES Act, but at present the NOL carryback provision has not resulted in a material cash benefit.

The  Company  is  subject  to  taxation  in  the  U.S.  The  tax  years  for  2017  and  forward  are  subject  to  examination  by  tax  authorities.  The  Company  is  not  currently  under
examination by any tax authority.

Management has evaluated tax positions in accordance with FASB ASC 740, and has not identified any tax positions, other than those discussed above, that require disclosure.
The Company does not expect a material change to this assessment over the 12 months following August 31, 2021.

F-35

 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Note 15: Commitments

Operating Lease

Effective  April  15,  2016,  the  Company  entered  into  a  non-cancelable  five-year  operating  lease  for  its  Irvine  facility.  On  July  25,  2017,  the  Company  entered  into  a  non-
cancelable operating lease for expansion space at its Irvine offices with a termination date that coincides with the termination date of the prior lease and extended the terms of
the original lease to extend until 2022. The leases for certain facilities contain escalation clauses relating to increases in real property taxes as well as certain maintenance costs.

Effective August 13, 2020, the Company entered into a non-cancelable seven-year lease for 13,246 square feet of office space located in Miami, Florida to house its principal
executive offices commencing October 2020, and continuing through September 2027. The lease contains escalation clauses relating to increases in real property taxes as well
as certain maintenance costs.

Effective October 1, 2020, the Company entered into a non-cancelable 64-month lease for 23,500 square feet of primarily industrial space located in Miami, Florida, to house
ghost  kitchens,  production  facilities,  and  certain  marketing  and  technical  functions,  including  those  associated  with  ShiftPixy  Labs.  The  lease  contains  escalation  clauses
relating to increases in real property taxes as well as certain maintenance costs.

Effective June 7, 2021, the Company entered into a non-cancelable sublease agreement with Verifone, Inc. to sublease premises consisting of approximately 8,000 square feet
of office space located in Miami, Florida, that the Company anticipates using for its sales and operations workforce. The lease has a term of three years expiring on May 31,
2024. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the sublease.

Effective  June  21,  2021,  the  Company  entered  into  a  non-cancelable  77  month  lease,  with  an  anticipated  possession  date  of  March  1,  2022,  for  premises  consisting  of
approximately 13,418 square feet of office space located in Sunrise, Florida, that the Company anticipates using primarily to house its operations personnel and other elements
of its workforce. The base rent is paid monthly and escalates annually pursuant to a schedule set forth in the lease.

Future minimum lease payments under non-cancelable operating leases at August 31, 2021, are as follows:

Years ended August 31,
2022
2023
2024
2025
2026
Thereafter
Total minimum payments

ShiftPixy Labs Ghost Kitchens

  $

  $

1,198,000 
1,014,000 
1,075,000 
1,108,000 
814,000 
838,000 
6,047,000 

On March 17, 2021, the Company entered into a master service agreement for the construction of six container units housing ten ghost kitchens, to be installed at its ShiftPixy
Labs industrial facility in Miami, Florida, for a cost of approximately $962,000. As of August 31, 2021, the Company has made payments totaling $865,000 pursuant to this
agreement, which it has capitalized as construction in progress and included under fixed assets on the consolidated balance sheet. The Company expects to incur additional
costs totaling $97,000 under this agreement, which it expects to pay early in Fiscal 2022.

Non-contributory 401(k) Plan

The Company has a non-contributory 401(k) Plan (the “401(k) Plan”). The 401(k) Plan covers all non-union employees who are at least 21 years of age and have completed 3
months of service. There were no employer contributions to the 401(k) Plan during Fiscal 2021 and Fiscal 2020.

SPAC Sponsorship

On April 29, 2021, the Company announced its sponsorship, through a wholly-owned subsidiary, of four SPAC IPOs. The Company purchased founder shares in each SPAC,
through its wholly-owned subsidiary, for an aggregate purchase price of $25,000 per SPAC. The number of Founder Shares issued was determined based on the expectation that
such Founder Shares would represent 20% of the outstanding shares of each SPAC after its IPO (excluding the private placement warrants described below and their underlying
securities).

F-36

 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
   
 
   
 
   
 
   
 
   
 
 
 
 
 
 
 
 
The registration statement and prospectus covering the IPO of one of these SPACs, IHC, was declared effective by the SEC on October 19, 2021, and IHC units (the “IHC
Units”), consisting of one share of common stock and an accompanying warrant to purchase one share of IHC common stock, began trading on the NYSE on October 20, 2021.
The IHC IPO closed on October 22, 2021, raising gross proceeds for IHC of $115 million. In connection with the IHC IPO, the Company purchased, through its wholly-owned
subsidiary,  4,639,102  placement  warrants  at  a  price  of  $1.00  per  warrant,  for  an  aggregate  purchase  price  of  $4,639,102.  The  Company  also  anticipates  purchasing  private
placement  warrants  in  each  of  the  three  other  SPACs  it  is  sponsoring,  at  a  price  of  $1.00  per  warrant,  for  an  aggregate  of  $17,531,408  (or  up  to  $18,656,408  if  the  over-
allotment option of each SPAC is exercised in full), which includes the Company’s investment in Founder Shares and assumes that all four SPAC IPOs are consummated and
the pricing terms of each other SPAC IPO is identical to the pricing of the IHC IPO. Each private placement warrant is exercisable to purchase one whole share of common
stock in each SPAC at $11.50 per share. The private placement warrants of each SPAC will be worthless to the extent that they do not complete an initial business combination.

The investment amounts set forth above do not include loans that the Company may extend to each SPAC in an amount not to exceed $500,000 individually (or $2 million in
the aggregate), in its role as sponsor. As of October 31, 2021, the Company had advanced, through its wholly owned subsidiary, an aggregate of approximately $820,000 to the
SPACs for payment of various expenses in connection with the SPAC IPOs, principally consisting of SEC registration, legal and auditing fees. The Company anticipates that
each of the SPACs will repay these advanced expenses from the proceeds of their respective SPAC IPOs, as permitted.

Note 16: Contingencies

Certain conditions may exist as of the date the financial statements are issued, which may result in a loss to the Company, but which will be resolved only when one or more
future events occur or fail to occur. The Company’s management, in consultation with its legal counsel as appropriate, assesses such contingent liabilities, and such assessment
inherently involves an exercise of judgment.

During the ordinary course of business, the Company is subject to various claims and litigation. Management believes that the outcome of such claims or litigation will not
have a material adverse effect on the Company’s financial position, results of operations or cash flow.

Kadima Litigation

The Company is in a dispute with its former software developer, Kadima Ventures (“Kadima”), over incomplete but paid for software development work. In May 2016, the
Company entered into a contract with Kadima for the development and deployment of user features that were proposed by Kadima for an original build cost of $2.2 million to
complete. This proposal was later revised upward to approximately $7.2 million to add certain features to the original proposal. As of the date of this Form 10-K, the Company
has paid approximately $11 million to Kadima, but has never been provided access to the majority of the promised software. Kadima refused to continue development work,
denied access to developed software, and refuses to surrender to the Company any software that it has developed unless the Company pays an additional $12.0 million above
the $11.0 million already paid. In April 2019, Kadima filed a complaint against the Company in the Superior Court of the State of Arizona, Maricopa County, alleging claims
for  breach  of  contract,  promissory  estoppel  and  unjust  enrichment,  and  seeking  damages  in  excess  of  $11.0  million.  The  Company  vigorously  disputes  and  denies  each  of
Kadima’s claims, including that it owes any sums to Kadima, and further believes that it is entitled, at a minimum, to a refund of a substantial portion of the sums that it has
already paid, along with the release of the software modules currently being withheld. In June 2020, the Company engaged in a mediation with Kadima in an attempt to resolve
the matter, which was unsuccessful. On July 14, 2020 the Company filed an answer to Kadima’s complaint, which denied Kadima’s claims and asserted counter-claims for
breach of contract and fraud. Discovery is substantially complete, and a trial date has not been set.

Splond Litigation

On April 8, 2019, claimant, Corey Splond, filed a class action lawsuit on behalf of himself and other similarly situated individuals in the Eighth Judicial District Court for the
State of Nevada, Clark County, naming the Company and its client as defendants, and alleging violations of certain wage and hour laws. This lawsuit is in the initial stages, and
the Company denies any liability. Even if the plaintiff ultimately prevails, the potential damages recoverable will depend substantially upon whether the Court determines in the
future that this lawsuit may appropriately be maintained as a class action. Further, in the event that the Court ultimately enters a judgment in favor of plaintiff, the Company
believes that it would be contractually entitled to be indemnified by its client against at least a portion of any damage award.

F-37

 
 
 
 
 
 
 
 
 
 
 
Radaro Litigation

On July 9, 2020, the Company was served with a complaint filed by one of its former software vendors, Radaro Inc., in the United States District Court for the Central District
of California, alleging damages arising from claims sounding in breach of contract and fraud. By Order filed October 21, 2020, the Court dismissed plaintiff’s claims for fraud
and for punitive damages, with leave to replead. The Company denies plaintiff’s claims and is defending the lawsuit vigorously. Discovery is underway, and the Court has set a
trial date of September 6, 2022.

Everest Litigation

On  December  18,  2020,  the  Company  was  served  with  a  Complaint  filed  in  the  United  States  District  Court  for  the  Central  District  of  California  by  its  former  workers’
compensation insurance carrier, Everest National Insurance Company. The Complaint asserts claims for breach of contract, alleging that the Company owes certain premium
payments  to  plaintiff  under  a  retrospective  rated  policy,  and  seeks  damages  of  approximately  $600,000.  On  February  5,  2021,  the  Company  filed  an  Answer  to  Plaintiff’s
Complaint denying its claims for relief, and also filed a cross-claim against the third party claims administrator, Gallagher Bassett Services, Inc., for claims sounding in breach
of contract and negligence based upon its administration of claims arising under the policy. By order dated April 7, 2021, the Court dismissed the Company’s complaint against
Gallagher Bassett without prejudice to re-filing in another forum. On May 17, 2021, the Company refiled its complaint against Gallagher Basset in the Circuit Court of Cook
County, Illinois. Discovery is underway in both cases, and the California Court has set a trial date in the Everest case of February 22, 2022, while no trial date has been set in
the Illinois case.

Sunz Litigation

On  March  19,  2021,  the  Company  was  served  with  a  Complaint  filed  in  the  Circuit  Court  for  the  11th  Judicial  Circuit,  Manatee  County,  Florida,  by  its  former  workers’
compensation insurance carrier, Sunz Insurance Solutions, LLC. The Complaint asserts claims for breach of contract, alleging that the Company owes payments for loss reserve
funds totaling approximately $10 million. The Company denies plaintiff’s allegations and is defending the lawsuit vigorously. On May 12, 2021, the Company filed a motion to
dismiss the complaint, and Sunz filed an amended complaint in response. Discovery is proceeding in the matter and no trial date has been set.

Internal Revenue Service (“IRS”) Notice

On May 13, 2021, the Company received a Notice of Federal Tax Lien Filing and Right to a Hearing Under IRC 6320 (the “Notice”) from the IRS, claiming underpayment of
Federal income taxes for the 2020 tax year totaling $1,983,051, consisting of the following: (i) Federal income tax withholding; (ii) employee OASDI or Medicare withholding;
(iii) employer OASDI or Medicare taxes; and (iv) FUTA taxes. By letter dated June 9, 2021, the Company requested a Due Process Hearing before the IRS, and further stated
that it denies any underpayment on the grounds that the taxes in question are subject to various deferrals and credits arising under the CARES Act, including the following: (i)
Section 2302, which permits eligible employers to defer payment of OASDI employer taxes; and (ii) Section 2301, which allows eligible employers to apply the Employee
Retention Tax Credit, or “ERTC”, to taxes owed for the 2020 tax year. Further, subsequent to receiving the Notice, the Company made tax payments totaling $880,109, which it
believes should be credited against any alleged underpayment in the event that the claims underlying the Notice are ultimately determined to be valid. As of the date of the
filing of this report, the Company has received no response from the IRS, and no date for a Due Process Hearing has been set.

Note 17: Subsequent Events

Management has evaluated events that have occurred subsequent to the date of these consolidated financial statements and has determined that, other than those listed below, no
such reportable subsequent events exist through the date the financial statements were issued.

Vensure Litigation

On September 7, 2021, Shiftable HR Acquisition, LLC, a wholly-owned subsidiary of Vensure, filed a complaint against the Company in the Court of Chancery of the State of
Delaware  asserting  claims  arising  from  the  Asset  Purchase  Agreement  (the  “APA”)  governing  the  Vensure  Asset  Sale  described  above.  The  APA  provided  for  Vensure  to
purchase, through its wholly-owned subsidiary, certain of the Company’s assets for total consideration of $19 million in cash, with $9.5 million to be paid at closing, and the
remainder to be paid in 48 equal monthly installments (the “Installment Sum”). The Installment Sum was subject to certain adjustments to account for various post-closing
payments made by the parties, and the APA provided for the following procedure to determine the final amount of the Installment Sum: (i) Within 90 days of the effective date,
Vensure was required to provide the Company with a “Proposed Closing Statement”, which must detail any adjustments; (ii) Within 30 days of its receipt of Vensure’s Proposed
Closing Statement, the Company had the right to challenge any of the proposed adjustments contained therein; and (iii) If the Company disputed Vensure’s Proposed Closing
Statement, a 30-day period ensued for the parties to attempt to resolve the dispute, with the Company entitled to examine “such Books and Records of [Vensure] as relate to the
specific items of dispute . . .”

Vensure resisted the Company’s repeated efforts to obtain the Proposed Closing Statement for over one year after the closing of the transaction. Finally, on March 12, 2021,
under threat of legal action by the Company, Vensure provided its Proposed Closing Statement, in which it contended for the first time that it owes nothing to the Company, and
that the Company actually owes Vensure the sum of $1,519,991. By letter dated April 6, 2021, the Company provided Vensure with its objections to the Proposed Closing
Statement,  which  included  Vensure’s  gross  overstatement  of  payments  it  purportedly  made  on  the  Company’s  behalf,  as  well  as  its  bad  faith  actions  in  obstructing  the
Company’s efforts to make these payments.

F-38

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
From  April  2021  through  August  2021,  Vensure  and  the  Company  engaged  in  the  “30-day  negotiation  period”  referred  to  above,  which  was  extended  multiple  times  at
Vensure’s  request  to  provide  Vensure  an  opportunity  to  provide  evidence  supporting  its  assertions.  Over  the  course  of  these  negotiations,  Vensure  withdrew  its  claim  for
approximately $1.5 million from the Company, and acknowledged that Vensure owed ShiftPixy some portion of the Installment Fund. Nevertheless, in early September 2021,
without warning and contrary to the dispute resolution provisions of the APA, Vensure filed suit against the Company in Delaware Chancery Court for breach of contract and
declaratory judgment, seeking unspecified damages. The Company vigorously disputes and denies each of Vensure’s claims. Accordingly, on November 4, 2021, the Company
filed its Answer and Counterclaim to Vensure’s Complaint, in which it not only denied Vensure’s claims, but also asserted counterclaims for breach of contract and tortious
interference  with  contract.  The  counterclaim  seeks  damages  from  Vensure  totaling  approximately  $9.5  million  –  the  full  amount  due  under  the  APA  --  plus  an  award  of
attorneys’ fees and expenses. Discovery is expected to commence shortly.

September 2021 Private Placement

On September 3, 2021, the Company closed a $12 million private placement transaction, inclusive of $0.9 million of placement agent fees and costs, with a large institutional
investor pursuant to which the Company sold to the investor an aggregate of (i) 2,850,000 shares of Common Stock, together with warrants (the “September 2021 Common
Warrants”) to purchase up to 2,850,000 shares of Common Stock, with each September 2021 Common Warrant exercisable for one share of Common Stock at a price per share
of  $1.595,  and  (ii)  4,673,511  prefunded  warrants  (the  “September  2021  Prefunded  Warrants”),  together  with  the  September  2021  Common  Warrants  to  purchase  up  to
4,673,511 shares of Common Stock, with each September 2021 Prefunded Warrant exercisable for one share of Common Stock at a price per share of $0.0001. Each share of
Common Stock and accompanying September 2021 Common Warrant were sold together at a combined offering price of $1.595 and each September 2021 Prefunded Warrant
and accompanying September 2021 Common Warrant were sold together at a combined offering price of $1.5949.

The September 2021 Prefunded Warrants are immediately exercisable at a nominal exercise price of $0.0001, and may be exercised at any time until all of the September 2021
Prefunded Warrants are exercised in full. The September 2021 Common Warrants have an exercise price of $1.595 per share, are immediately exercisable, and will expire five
years from the date that the registration statement covering the resale of the shares underlying the September 2021 Common Warrants is declared effective (which has not yet
occurred).  The  private  placement  generated  gross  proceeds  of  approximately  $12.0  million,  prior  to  deducting  $0.89  million  of  costs  consisting  of  Placement  Agent
commissions  and  offering  expenses  payable  by  the  Company.  In  addition  to  the  seven  percent  (  7%)  of  the  aggregate  gross  proceeds  cash  fee,  the  Company  issued  to  the
Placement  Agent  warrants  to  purchase  an  aggregate  of  up  to  five  percent  (5%)  of  the  aggregate  number  of  shares  of  Common  Stock  issuable  upon  exercise  of  the
September 2021 Prefunded Warrants sold in the offering (the “September Placement Agent Warrants”). The September Placement Agent Warrants are exercisable for a period
commencing on March 3, 2022 (six months after issuance) and expire four years from the effective date (which has not yet occurred) of a registration statement for the resale of
the underlying shares, and have an initial exercise price of $1.7545 per share.

F-39

 
 
 
 
 
 
Compensatory Arrangements of Certain Officers

On  October  22,  2021,  the  Company’s  board  of  directors  approved  annual  salary  increases  for  the  following  named  executive  officers  and  related  parties,  all  of  which  are
effective January 1, 2022 unless otherwise indicated: (i) Scott W. Absher, the Company’s board of directors Chair and Chief Executive Officer, to $1,000,000 from $764,673;
(ii) Domonic J. Carney, the Company’s Chief Financial Officer, to $750,000 from $474,152; Robert S. Gans, the Company’s General Counsel, to $750,000 from $474,152; and
(iii) Amanda Murphy, the Company’s current Director of Operations and a member of its board, to $500,000 from $264,152 (to coincide with her promotion to the position of
Chief Operating Officer of the Company). In addition, the board of directors approved the following discretionary bonuses to the following named executive officers, all of
which are payable January 1, 2022 unless otherwise indicated: (i) $500,000 to Mr. Absher, (of which 50% was payable upon board of directors approval with the remainder
payable January 1); (ii)  $150,000 to Mr. Carney; and (iii)  $150,000 to Mr. Gans. No portion of the discretionary bonuses has been paid as of the date of this Form 10-K.

Cancellation of Preferred Options

On October 22, 2021, the Company cancelled 11,790,000 Preferred Options previously issued to J. Stephen Holmes but never exercised, and severed all business ties with
Mr. Homes effective immediately.

F-40

 
 
 
 
 
 
Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosures

None

Item 9A. Controls and Procedures

Evaluation of Disclosure Controls and Procedures

We maintain disclosure controls and procedures that are designed to ensure that information required to be disclosed in the Company’s reports filed under the Exchange Act is
recorded, processed, summarized and reported within the time periods specified in the SEC’s rules and forms, and that such information is accumulated and communicated to
management, including the Chief Executive Officer (Principal Executive Officer) and the Chief Financial Officer (Principal Financial Officer), to allow for timely decisions
regarding required disclosure. In designing and evaluating disclosure controls and procedures, the Company recognizes that any controls and procedures, no matter how well
designed and operated, can provide only reasonable assurance of achieving the desired control objectives, and management is required to apply its judgment in evaluating the
cost-benefit relationship of possible controls and procedures.

The  Company  carried  out  an  evaluation  under  the  supervision  and  with  the  participation  of  management,  including  the  Principal  Executive  Officer  and  Principal  Financial
Officer,  of  the  effectiveness  of  its  disclosure  controls  and  procedures  as  of  the  end  of  the  period  covered  by  this  Form  10-K  as  defined  in  Rule  13a  -15(e)  and  Rule  15d
-15(e) under the Exchange Act. Based upon that evaluation, the Principal Executive Officer and Principal Financial Officer concluded that, as of the end of period covered in
this report, disclosure controls and procedures were not effective due to material weaknesses in internal control over financial reporting related to the lack of adequate finance
and accounting personnel.

Management’s Report on Internal Control Over Financial Reporting

The Company’s management is responsible for establishing and maintaining adequate internal control over financial reporting, as such term is defined in Rules 13a -15(f) and
Rule 15d -15 (f) of the Exchange Act. The Company’s internal control system was designed to provide reasonable assurance regarding the reliability of financial reporting and
the preparation of financial statements for external purposes, in accordance with GAAP. Because of inherent limitations, a system of internal control over financial reporting
may not prevent or detect misstatements. Also, projections of any evaluation of effectiveness to future periods are subject to the risk that controls may become inadequate due
to a change in conditions, or due to the possibility that the degree of compliance with the policies or procedures may deteriorate.

Under the supervision and with the participation of its management, including the Chief Executive Officer and Chief Financial Officer, the Company conducted an evaluation
of the effectiveness of its internal control over financial reporting as of August 31, 2021, based on the framework in “Internal Control-Integrated Framework (2013)” issued by
the Committee of Sponsoring Organizations of the Treadway Commission. Based on its evaluation as of August 31, 2021, management concluded that internal controls over
financial reporting were not effective. The Company will be implementing further internal controls throughout Fiscal 2022, so as to fully comply with the standards set by the
Committee of Sponsoring Organizations of the Treadway Commission.

A  material  weakness  is  a  deficiency,  or  a  combination  of  control  deficiencies,  in  internal  control  over  financial  reporting  such  that  there  is  a  reasonable  possibility  that  a
material misstatement of the Company’s annual or interim financial statements will not be prevented or detected on a timely basis. The material weaknesses detected relate to
the following:

Lack of Adequate Finance and Accounting Personnel

The Company’s current accounting staff is small, and for the early part of Fiscal 2021 we did not have the required infrastructure or accounting staff expertise to adequately
prepare financial statements in accordance with U.S. GAAP or meet the higher demands of being a U.S. public company. We also lack adequate written policies and procedures
for accounting and financial reporting with respect to the requirements and application of GAAP and SEC disclosure requirements. The lack of sufficient personnel creates
inadequate  segregation  of  duties,  which  makes  the  reporting  process  susceptible  to  errors,  omissions,  and  inadequate  review  procedures.  The  lack  of  sufficient  technical
accounting personnel resulted in a restatement of the Company’s financial statements for the quarter ended May 31, 2021 relating to the consolidation of the Company’s SPAC
investments and revenue recognition policy as it relates to staffing revenue. During Fiscal 2021, the Company began to implement a plan to develop its accounting and finance
staff  to  meet  the  needs  of  its  growing  business,  including  but  not  limited  to  the  hiring  of  new  staff,  departmental  training  and  the  development  of  entity  level  controls  and
mitigating activity level controls to reduce the risk of management override resulting from inadequate segregation of duties. That plan was not fully implemented during the
year and will continue into Fiscal 2021. During Fiscal 2021, however, the Company engaged outside experts to perform non-routine analyses for valuation of options and other
derivative related expenses as well as to prepare the Company’s income tax provisions and to review the discontinued operations accounting and disclosures. The Company is
in the process of finalizing written policies and procedures to formalize the requirements of GAAP and SEC disclosure requirements.

65

 
 
 
 
 
 
 
 
 
 
 
 
 
 
The  Company  did  not  perform  an  effective  risk  assessment  or  monitor  internal  controls  over  financial  reporting  including  completing  the  documentation  and  procedures
surrounding its IT environment, controls over cut-off procedures, accounting for capitalized software, discontinued operations, segregation of duties, and corporate oversight
functions. The Company will continue its assessment on a quarterly basis.

The Company plans to continue hiring additional personnel and external resources to further mitigate these material weaknesses.

Once the remediation plan for each material weakness is fully implemented, the identified material weaknesses in internal control over financial reporting will be considered
fully addressed when the relevant internal controls have been in operation for a sufficient period of time for management to conclude that the material weaknesses have been
fully remediated and the internal controls over financial reporting are effective. The Company will work to design, implement and rigorously test these new controls in order to
make these final determinations.

This  report  does  not  include  an  attestation  report  of  the  Company’s  registered  public  accounting  firm  regarding  internal  control  over  financial  reporting.  The  Company’s
registered public accounting firm was not required to issue an attestation on its internal controls over financial reporting pursuant to temporary rules of the SEC. The Company
will continue to evaluate the effectiveness of internal controls and procedures on an on-going basis.

Changes in Internal Control Over Financial Reporting

Other than the changes to the internal controls over financial reporting discussed above, there were no changes that have occurred during the year ended Fiscal 2021, that have
materially affected, or are reasonably likely to materially affect, the Company’s internal controls over financial reporting.

Item 9B. Other Information

None for the year ended August 31, 2021.

66

 
 
 
 
 
 
 
 
 
 
Item 10. Directors, Executive Officers, Promoters, Control Persons and Corporate Governance; Compliance with Section 16(a) of the Exchange Act

Our board of directors elects our executive officers annually, at a meeting following the annual meeting of shareholders. Our board of directors can also elect persons to fill any
executive officer vacancies. Each officer holds such office until their successor is elected and qualified, or until their death, earlier resignation or removal. The following table
sets forth information regarding our executive officers and directors as of November 29, 2021:

PART III

  President, Chief Executive Officer and Director

Position

Independent Director
  Chief Financial Officer
  General Counsel

Independent Director
Independent Director

  Director

Age
61
67
55
56
45
67
37

Name

Scott W. Absher
Kenneth W. Weaver(1) (2) (3)
Domonic J. Carney
Robert Gans
Whitney White(1) (2) (3)
Christopher Sebes(1)
Amanda Murphy

(1) Member of the Audit Committee.

(2) Member of the Compensation Committee.

(3) Member of the Nominations Committee.

Executive Officers

Scott W. Absher has served as our President, Chief Executive Officer and director since our formation in June 2015, and also serves as board of directors Chair and Chief
Executive  Officer  of  each  of  our  sponsored  SPACs  (for  which  he  receives  no  form  of  compensation  from  the  SPACs).  Since  February  2010  he  has  also  been  President  of
Struxurety, a business insurance advisory company. As a member of our board of directors, Mr. Absher contributes significant industry-specific experience and expertise to our
insurance  products  and  services  and  has  a  deep  understanding  of  all  aspects  of  our  business,  products  and  markets,  as  well  as  substantial  experience  developing  corporate
strategy, assessing emerging industry trends, and managing business operations.

Domonic J. Carney has served as our Chief Financial Officer since August 4, 2019, and also serves as Chief Financial Officer of each of our sponsored SPACs (for which he
receives no form of compensation from the SPACs). Mr. Carney began his career at Deloitte & Touche where he audited high tech startups in Palo Alto, CA. Mr. Carney brings
substantial  experience  in  small,  high-growth  companies  as  well  as  over  fifteen  years  of  C-Level  experience  in  micro-cap  public  companies.  Between  1994  and  2001,
Mr.  Carney  worked  for  various  high-tech  startups  in  Silicon  Valley,  CA,  including  software  development,  internet,  and  internet  service  providers  in  increasing  levels  of
responsibility. From 2001 until 2004, Mr. Carney was the Finance Director in San Diego, CA providing finance support for the western half of the US Operations of Danka
Office Imaging. From 2005 to 2012, Mr. Carney served as the Chief Financial Officer for Composite Technology Corporation, an energy equipment and technology company
that  grew  from  pre-revenue  to  over  $75  million  a  year  between  2005  and  2008.  Between  2012  and  2014,  Mr.  Carney  provided  C-Level  finance  and  accounting  consulting
services to manufacturing, health care, energy, and technology companies in San Diego and Irvine, CA. From 2014 until 2019 Mr. Carney served as the Chief Financial Officer
for Ener-Core, Inc., an energy technology company located in Irvine, CA. Mr. Carney holds a Masters in Accounting degree from Northeastern University, a Bachelors of Arts
in Economics from Dartmouth College, and is licensed as a Certified Public Accountant (inactive status) in the State of California.

Robert S Gans has served as our General Counsel since June 15, 2020, having spent the past 30 years as a litigator specializing in securities fraud, accountants’ liability and
corporate  governance.  Mr.  Gans  also  serves  as  Secretary  and  General  Counsel  for  each  of  our  sponsored  SPACs  (for  which  he  receives  no  form  of  compensation  from  the
SPACs). Prior to joining ShiftPixy, from 2009 to 2020, Mr. Gans maintained his own law office, where his activities included advising corporate boards with respect to their
fiduciary duties and disclosure obligations. Previously, Mr. Gans was a partner at the law firm of Bernstein Litowitz Berger & Grossmann LLP and began his career at the law
firm of Schulte, Roth & Zabel. Mr. Gans holds a Juris Doctor degree from New York University School of Law, a Bachelors of Arts in Government from Dartmouth College,
and is an active member of the Bars of New York and California.

67

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Independent Directors

Kenneth W. Weaver has served as an independent director since December 5, 2016. Mr. Weaver currently serves as the chairman of the Audit Committee and is also a member
of the Compensation Committee and the Nominations Committee. Since April 2012, Mr. Weaver has been the sole proprietor of Ken Weaver Consulting, providing operations
consulting for TVV Capital, a Nashville Private Equity firm. Before his service with TVV, Mr. Weaver spent over 30 years with Bridgestone Corporation, having served in
various  responsible  leadership  roles,  including  as  President,  Bridgestone  North  American  Tire  Commercial  Sales,  Chief  Financial  Officer,  Bridgestone  Americas,  and
Chairman, CEO and President, Firestone Diversified Products. Mr. Weaver earned both his bachelor’s degree in business and his Master of Business Administration degree
from Pennsylvania State University. Mr. Weaver’s substantial financial background qualifies him as an audit committee financial expert under applicable rules.

Whitney White has served as an independent director since September 28, 2017. Mr. White serves as the chairman of the Compensation and Nominations Committees, and is
also a member of the Audit Committee. Since April 2017, Mr. White has been Chief Operating Officer and Chief Technology Officer of Prime Trust, LLC, a Nevada chartered
trust company. Before his service with Prime Trust, Mr. White spent 17 years with W.R. Hambrecht + Co., LLC, an investment banking, advisory and brokerage firm that was
the  underwriter  of  our  Regulation  A  offering.  At  W.R.  Hambrecht  +  Co.,  LLC,  Mr.  White  served  in  various  executive  roles,  including  as  Chief  Technology  Officer  and
Managing  Director,  Equity  Capital  Markets.  Mr.  White  earned  a  bachelor’s  degree  in  computer  science  &  psychology  from  Hamilton  College,  a  Master  of  Business
Administration degree in finance and accounting from Columbia University’s Graduate School of Business, and a Master of Business Administration degree in technology and
entrepreneurship  from  the  University  of  California  Berkeley’s  Hass  School  of  Business.  Mr.  White  holds  a  Series  79  license  as  an  Investment  Banking  Representative,  a
Series 24 license as a General Securities Principal, and a Series 7 license as a General Securities Representative. As a member of our board of directors, Mr. White contributes
decades of leadership and management experience building and advising early stage, technology-driven companies. Based on his investment banking experience, Mr. White has
significant  corporate  finance  and  governance  expertise.  As  an  experienced  senior  technologist,  Mr.  White  provides  years  of  experience  applying  technology  to  enhance
traditional business processes.

Christopher Sebes has served as an independent director since February 7, 2020, and is a member of the Audit Committee. From August 2004 to July 2014, he served as the
CEO of XPIENT Solutions, a full-service, global provider of solutions for food ordering, digital menus, drive-thru management, kitchen management, inventory, labor and
scheduling analytics. From November 2014 to July 2019, Mr. Sebes served as the President of Xenial, Inc., a cloud-based restaurant and retail management platform. Since
August 2019, Mr. Sebes has been a partner and member of the board of directors of Results Thru Strategy, Inc., a strategic advisory firm specializing in restaurants, hotels, and
technology  companies  serving  those  industries.  Since  September  2019,  he  has  also  served  as  a  member  of  the  board  of  advisors  of  Valyant  AI,  which  has  developed  a
proprietary  conversational  AI  platform  that  integrates  with  existing  mobile,  web,  call  ahead,  kiosk  and  drive-thru  platforms.  Mr.  Sebes  received  his  degree  in  Hotel  and
Restaurant Management from the University of Portsmouth (Hampshire, United Kingdom) in 1975. Mr. Sebes brings to our board of directors his innovative thought leadership
and extensive knowledge of restaurant industry technology both in the United States and abroad.

Other Directors

Amanda Murphy has served as a director since February 10, 2020. Prior to her election to our board of directors, Ms. Murphy served and continues to serve as our Director of
Operations and has been vital to our success and growth in that position. As a result of her contributions to the Company, Ms. Murphy has been promoted to the position of
Chief Operating Officer, effective January 1, 2022. Ms. Murphy has been active in the operations side of the staffing industry at a senior level since 2007. She received her
certificate in HR Management from California State University – Long Beach in 2007. Ms. Murphy also studied law at Taylor University in Selango, Malaysia.

Family Relationships

There are no family relationships between any of our current officers or directors.

68

 
 
 
 
 
 
 
 
 
 
Board of Directors

Composition of Our Board of Directors

As of November 30, 2021, our board of directors consisted of five members. Our directors are elected at our annual meeting of shareholders. In addition, directors may be
elected to fill vacancies and newly created directorships by our board of directors. Each director holds the office until the next annual meeting of shareholders and until his or
her successor shall have been elected and qualified; provided, however, that directors can be elected for a term not to exceed five (5) years.

We have no formal policy regarding board diversity. In selecting board candidates, we seek individuals who will further the interests of our shareholders through an established
record  of  professional  accomplishment,  the  ability  to  contribute  positively  to  our  collaborative  culture,  knowledge  of  our  business  and  understanding  of  our  prospective
markets.

Committees of Our Board of Directors

Audit Committee

Our Audit Committee consists of Messrs. Weaver, White and Sebes. Mr. Weaver serves as the chair of the Audit Committee and qualifies as an audit committee financial expert
within the meaning of SEC regulations and the Nasdaq Listing Rules. In making a determination on which member will qualify as a financial expert, our board of directors
considers the formal education and nature and scope of such member’s previous experience.

Our Audit Committee assists our board of directors in its oversight of our accounting and financial reporting process and the audits of our consolidated financial statements.
Our Audit Committee’s responsibilities include:

•

•

•

appointing, approving the compensation of, and assessing the independence of our registered public accounting firm;

overseeing the work of our registered public accounting firm, including through the receipt and consideration of reports from such firm;

reviewing and  discussing  with  management  and  the  registered  public  accounting  firm  our  annual  and  quarterly  consolidated  financial  statements  and  related
disclosures;

• monitoring our internal control over financial reporting, disclosure controls and procedures and code of business conduct and ethics;

•

•

•

overseeing our internal accounting function;

discussing our risk management policies;

establishing policies  regarding  hiring  employees  from  our  registered  public  accounting  firm  and  procedures  for  the  receipt  and  retention  of  accounting-related
complaints and concerns;

• meeting independently with our internal accounting staff, registered public accounting firm and management;

•

•

reviewing and approving or ratifying related party transactions; and

preparing audit committee reports required by SEC rules.

Compensation Committee

Our Compensation Committee consists of Messrs. Weaver and White, with Mr. White serving as chairman. Our Compensation Committee assists our board of directors in the
discharge of its responsibilities relating to the compensation of our executive officers. The Compensation Committee’s responsibilities include:

•

reviewing and approving corporate goals and objectives with respect to our Chief Executive Officer;

• making recommendations to our board of directors with respect to the compensation of our Chief Executive Officer and our other executive officers;

•

•

overseeing evaluations of our senior executives;

reviewing and assessing the independence of compensation advisers;

69

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
•

•

•

•

overseeing and administering our equity incentive plans;

reviewing and making recommendations to our board of directors with respect to director compensation;

reviewing and discussing with management our “Compensation Discussion and Analysis” disclosure; and

preparing the compensation committee reports required by SEC rules.

Compensation Committee Interlocks and Insider Participation

None of the members of our Compensation Committee have served, at any time, as officers or employees of the Company. None of our executive officers currently serve, or in
the past year have served, as a member of the board of directors or the compensation committee of any entity that has one or more executive officers on our board of directors
or Compensation Committee.

Nominations Committee

Our Nominations Committee consists of Messrs. Weaver and White, with Mr. White serving as chairman. The Nominations Committee’s responsibilities include:

•

•

•

•

identifying individuals qualified to become board members;

recommending to our board of directors the persons to be nominated for election as directors and to be appointed to each committee of our board of directors;

reviewing and making recommendations to our board of directors with respect to management succession planning; and

overseeing periodic evaluations of board members.

Board Leadership Structure and Risk Oversight

Our board of directors oversees our business and considers the risks associated with our business strategy and decisions. Our board of directors currently implements its risk
oversight  function  as  a  whole.  Each  of  the  board  committees  also  provides  risk  oversight  in  respect  of  its  areas  of  concentration  and  reports  material  risks  to  our  board  of
directors for further consideration.

Code of Business Conduct and Ethics

We have adopted a written code of business conduct and ethics that applies to our directors, officers and employees, including our principal executive officer, principal financial
officer and principal accounting officer or controller, or persons performing similar functions. The code of conduct is posted on our website, and we will post all disclosures
that are required by law or Nasdaq rules in regard to any amendments to, or waivers from, any provision of the code.

Director Independence

Rule  5605  of  the  Nasdaq  Listing  Rules  requires  a  majority  of  a  listed  company’s  board  of  directors  to  be  comprised  of  independent  directors  within  one  year  of  listing.  In
addition,  the  Nasdaq  Listing  Rules  require  that,  subject  to  specified  exceptions,  each  member  of  a  listed  company’s  audit,  compensation  and  nominating  and  corporate
governance committees be independent and that audit committee members also satisfy the independence criteria set forth in Rule 10A-3 under the Exchange Act.

In selecting our independent directors, our board of directors considered the relationships that each such person has with our company and all the other facts and circumstances
our  board  of  directors  deemed  relevant  in  determining  independence,  including  the  beneficial  ownership  of  our  capital  stock  by  each  such  person.  Using  this  definition  of
independence, we have determined that three directors, Kenneth Weaver, Whitney White, and Christopher Sebes, are independent directors.

70

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Legal Proceedings

Unless otherwise indicated, no officer, director, or persons nominated for such positions, promoter or significant employee has been involved in the last ten years in any of the
following:

•

•

•

•

•

•

•

Any bankruptcy petition filed by or against any business of which such person was a general partner or executive officer either at the time of the bankruptcy or
within two years prior to that time,

Any conviction in a criminal proceeding or being subject to a pending criminal proceeding (excluding traffic violations and other minor offenses),

Being  subject  to  any  order,  judgment,  or  decree,  not  subsequently  reversed,  suspended  or  vacated,  of  any  court  of  competent  jurisdiction,  permanently  or
temporarily enjoining, barring, suspending or otherwise limiting their involvement in any type of business, securities or banking activities,

Being found by a court of competent jurisdiction (in a civil action), the SEC or the Commodity Futures Trading Commission to have violated a federal or state
securities or commodities law, and the judgment has not been reversed, suspended, or vacated,

Having any government agency, administrative agency, or administrative court impose an administrative finding, order, decree, or sanction against them as a result
of their involvement in any type of business, securities, or banking activity,

Being the subject of a pending administrative proceeding related to their involvement in any type of business, securities, or banking activity, or

Having any administrative proceeding threatened against them related to their involvement in any type of business, securities, or banking activity.

Administrative Order and Settlement with State Securities Commissions

On June 25, 2013, the Alabama Securities Commission issued a Cease and Desist Order (the “Order”) against Scott W. Absher and other named persons and entities, requiring
that they cease and desist from further offers or sales of any security in the State of Alabama. The Order asserts that Mr. Absher was the president of a company that issued
unregistered securities to certain Alabama residents, that he was the owner of a company that was seeking investments, and that in March 2011 he spoke to an Alabama resident
who  was  an  investor  in  one  of  the  named  entities. The  Order  concludes  that  Mr. Absher  and  others  caused  the  offer  or  sale  of  unregistered  securities  through  unregistered
agents. While Mr. Absher disputes many of the factual statements and specifically that he was an owner or officer of any of the entities involved in the sale of the unregistered
securities to Alabama residents or that he authorized any person to solicit investments for his company, in the interest of allowing the matter to become resolved, he did not
provide a response.

Legal Matters Related to J. Stephen Holmes

J. Stephen Holmes is a co-founder of our Company with whom we no longer maintain any business ties or provide any form of compensation, and whom we do not believe to
be a significant shareholder. As a condition of certifying our common stock for a Nasdaq listing, Mr. Holmes agreed to the disclosure of his prior conviction for acts related to
making false statements in relation to two quarterly IRS Form 941 Employer Federal Quarterly tax returns, one in 1996 and the second in 1997, for a company for which he
was at the time an officer. The former company is not affiliated or related to us in any way.

Section 16(a) Beneficial Ownership Reporting Compliance

Section 16(a) of the Securities Exchange Act of 1934, as amended, requires the Company’s directors and executive officers, and persons who beneficially own more than 10%
of a registered class of the Company’s equity securities, to file reports of beneficial ownership and changes in beneficial ownership of the Company’s securities with the SEC
on Forms 3 (Initial Statement of Beneficial Ownership), 4 (Statement of Changes of Beneficial Ownership of Securities) and 5 (Annual Statement of Beneficial Ownership of
Securities). Directors, executive officers and beneficial owners of more than 10% of the Company’s Common Stock are required by SEC regulations to furnish the Company
with copies of all Section 16(a) forms that they file. Our directors and executive officers have filed such reports as required, other than as noted below.

71

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
Delinquent Section 16(a) Reports

None for Fiscal 2021.

Item 11. Executive Compensation

Summary Compensation Table

The following table provides information regarding the compensation paid during Fiscal 2021 and Fiscal 2020, to the named executive officers.

Name and Principal Position
Scott W. Absher

President, Chief Executive Officer and Director

Domonic J. Carney

Chief Financial Officer

Robert S. Gans

General Counsel

Year

2021 
2020 
2021 
2020 
2021 
2020 

Salary
($)

752,446(6)   
750,000   
437,359   
350,000(3)  
437,359   
72,917(4)  

Stocks 
Awards
($)

Option 
Awards 
($)(1)

Non-Equity
Incentive Plan 
Compensation
($)

All Other 
Compensation 
($)(7)

— 
— 
— 
— 
— 
— 

— 
— 
— 

269,313(2) 

— 

219,100(5) 

— 
— 
— 
— 
— 
— 

400,000 
— 
— 
— 
— 
— 

Total
($)
1,164,673 
750,000 
437,359 
619,313 
437,359 
292,017 

(1) The amount  shown  for  option  awards  represents  the  grant  date  fair  value  of  such  awards  granted  to  the  named  executive  officers  as  computed  in  accordance  with  FASB  ASC  Topic  718,  Compensation-Stock
Compensation. For each award, the grant date fair value is calculated using the closing price of our common stock on the grant date. This amount does not correspond to the actual value that may be realized by the
named executive officers upon vesting or exercise of such award. For information on the assumptions used to calculate the value of the awards, refer to Note 12 to the consolidated financial statements.

(2) Represents 61,459 options issued pursuant to the 2017 Plan on July 1, 2020, exercisable at a price of $5.40 per share, which is estimated to have been the fair market value per share at the time of the award.

(3) Mr. Carney joined our company on August 4, 2019 and received an annual salary of $350,000 for Fiscal 2020. On November 6, 2020, the board of directors approved an increase in Mr. Carney’s annual salary to

$450,000, effective November 1, 2020. On June 30, 2021, our board of directors approved an increase in Mr. Carney’s annual salary to $474,152, effective July 1, 2021.

(4) Mr. Gans joined our company on June 15, 2020 and received an annual salary of $350,000 for Fiscal 2020. On November 6, 2020, the board of directors approved an increase in Mr. Gans’ annual salary to $450,000,

effective November 1, 2020. On June 30, 2021, our board of directors approved an increase in Mr. Gans’ annual salary to $474,152, effective July 1, 2021.

(5) Represents 50,000 options issued pursuant to the 2017 Plan on July 1, 2020, exercisable at a price of $5.40 per share, which is estimated to have been the fair market value per share at the time of the award.

 (6) Mr. Absher received an annual salary of $750,000 for Fiscal 2020, and most of Fiscal 2021. On June 30, 2021, our board of directors approved an increase in Mr. Absher’s salary to $764,673, effective July 1, 2021.

 (7) Other Compensation includes a one-time discretionary cash bonus of $240,000 awarded to Mr. Absher, and a one-time payment to Mr. Absher of $160,000 in connection with his agreement to relocate from Irvine,

California to our new principal executive offices in Miami, Florida.

Agreements Regarding Change in Control and Termination of Employment

None

72

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
  
 
 
 
 
 
Outstanding Equity Awards at Fiscal Year End

The  following  table  summarizes  the  outstanding  equity  awards  held  by  each  named  executive  officer  as  of  August  31,  2021.  This  table  includes  unexercised  and  unvested
options and equity awards

Scott W. Absher

President, Chief Executive Officer and Director

Domonic J. Carney

Chief Financial Officer

Robert Gans

General Counsel

Director Compensation

Number of
Securities
Underlying
Unexercised
Options
(#) Exercisable  

Number of
Securities
Underlying
Unexercised
Unearned
Options (#)

Unexercisable    

Option
Exercise
Price
($)

Option
Expiration
Date

1,250 

15,365 

12,500 

—     

160.00   

3/15/2027

46,094     

37,500     

5.40   

5.40   

6/30/2030

6/30/2030

Our directors classified as employees receive no additional compensation for services as directors of the Company. The following table summarizes the compensation paid to
our non-employee directors during Fiscal 2021:

Name
Scott W. Absher(3)
Kenneth W. Weaver
Whitney J. White
Christopher Sebes(4)
Amanda Murphy(5)

Fees
Earned or
Paid in
Cash
($)(1)

— 
90,000 
90,000 
88,000 
— 

Stock
Awards
($)(2)

Option
Awards
($)

All Other
Compensation
($)

Total
($)

—     
—     
—     
—     
—     

—     
—     
—     
—     
—     

—     
—     
—     
—     
—     

— 
90,000 
90,000 
88,000 
— 

(1) Represents monthly board of director fees paid or payable in cash during Fiscal 2021.

(2) Represents annual value of stock awards issued during Fiscal 2021 under our 2017 Plan.

(3) Mr. Absher did not receive any compensation for his services as a director during Fiscal 2021.

(4) Mr. Sebes joined our board of directors on February 7, 2020.

(5) Ms. Murphy joined our board of directors on February 10, 2020.

Equity Incentive Plans

In  March  2017,  the  Company  adopted  its  2017  Stock  Option/Stock  Issuance  Plan  (the  “Plan”).  The  Plan  provides  incentives  to  eligible  employees,  officers,  directors  and
consultants  in  the  form  of  incentive  stock  options  (“ISOs”),  non-qualified  stock  options  (“NQs”),  (each  of  which  is  exercisable  into  shares  of  common  stock)  (collectively,
“Options”) or shares of common stock (“Share Grants”).

On July 1, 2020, the board of directors unanimously approved an increase in the number of shares of common stock issuable under the Plan from 250,000 to 3,000,000, subject
to approval by a majority of the Company’s shareholders no later than the next regularly scheduled annual shareholders meeting. Also on July 1, 2020, the board approved the
award, primarily to current employees, and subject to shareholder approval no later than the next regularly scheduled annual meeting, of grants of options to purchase 1,235,159
shares of the Company’s common stock at an exercise price of $5.40 per share, which was the closing price of the Company’s common stock as reported by Nasdaq at the close
of trading on the day of the board’s action. Of the options awarded, 995,000 are designated as ISO, and 280,159 are designated as NQs or “non-statutory” options under the
Internal Revenue Code. These options have a 10-year life, and will vest over a four-year period, with 25% vesting on July 1, 2021, and the remainder vesting ratably on a
quarterly basis over the following three years. During Fiscal 2021 an additional 270,937 ISOs were granted at prices between $3.44 and $5.40, the closing price on the date of
grant and 148,959 of the options granted between July 1, 2020 and August 31, 2021 were cancelled. The remaining 1,357,137 options are reported as non-exercisable.

73

 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
   
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
On June 4, 2021, the Company registered an aggregate of 3,000,000 shares, par value $0.0001 per share, reserved for issuance under the Plan

Employment Agreements with our Named Executive Officers

On March 23, 2016, we entered into an offer letter agreement with Scott W. Absher, our President and Chief Executive Officer (the “Absher Offer Letter”), which included
certain  provisions  related  to  the  executive’s  compensation.  The  Absher  Offer  Letter  provided  for  a  full-time  exempt  position,  a  monthly  salary  of  $31,250.00,  (which  was
subsequently  increased  by  our  board  of  directors  to  $62,500.00  per  month),  and  standard  employee  benefit  plan  participation.  On  June  30,  2021,  our  board  of  directors
approved increases to Mr. Absher's annual base salary to $764,473, effective July 1, 2021. On October 22, 2021, our board of directors approved increases to Mr. Absher's
annual base salary to $1,000,000, effective January 1, 2022. In addition, our board of directors approved a discretionary bonus of $500,000 to Mr. Absher, of which 50% was
payable upon approval by the board of directors, and 50% shall be payable on January 1, 2022.

On July 16, 2019, we entered into an offer letter agreement with Domonic J. Carney, our Chief Financial Officer (the “Carney Offer Letter”). The Carney Offer Letter provided
for at-will employment, a monthly salary of $29,166.67, (which was subsequently increased by our board of directors to $37,500.00 per month), participation in the 2017 Plan
and standard employee benefit plan participation. On June 30, 2021, our board of directors approved increases to Mr. Carney’s annual base salary to $474,152, effective July 1,
2021. On October 22, 2021, our board of directors approved increases to Mr. Carney’s annual base salary to $750,000, effective January 1, 2022. In addition, our board of
directors approved a discretionary bonus of $150,000 to Mr. Carney payable on January 1, 2022.

On  June  7,  2020,  we  entered  into  an  offer  letter  agreement  with  Robert  Gans,  our  General  Counsel  (the  “Gans  Offer  Letter”).  The  Gans  Offer  Letter  provided  for  at-will
employment,  a  monthly  salary  of  $29,166.67,  (which  was  subsequently  increased  by  our  board  of  directors  to  $37,500.00  per  month),  participation  in  the  2017  Plan  and
standard employee benefit plan participation. On June 30, 2021, our board of directors approved increases to Mr. Gans' annual base salary to $474,152, effective July 1, 2021.
On October 22, 2021, our board of directors approved increases to Mr. Gans' annual base salary to $750,000, effective January 1, 2022. In addition, our board of directors
approved a discretionary bonus of $150,000 to Mr. Gans payable on January 1, 2022.

The salary increases and discretionary bonuses approved on October 22, 2021, described above, were contingent upon the consummation of an IPO of a SPAC sponsored by us,
through our wholly-owned subsidiary, which condition was satisfied by the closing of the IHC IPO.

Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters

The following table sets forth certain information known to us regarding beneficial ownership of our common stock as of August 31, 2021, for (i) all executive officers and
directors  as  a  group  and  (ii)  each  person,  or  group  of  affiliated  persons,  known  by  us  to  be  the  beneficial  owner  of  more  than  ten  percent  (10%)  of  our  capital  stock.  The
percentage of beneficial ownership in the table below is based on 25,863,099 shares of common stock deemed to be outstanding as of August 31, 2021. In addition, shares of
common stock that may be acquired by the stockholder within 60 days of August 31, 2021, pursuant to the exercise of stock options are deemed to be outstanding for the
purpose of computing the percentage ownership of such shareholder but are not deemed to be outstanding for the purpose of computing the percentage ownership of any other
person shown in the table. Unless otherwise indicated, the business address for each stockholder listed is c/o ShiftPixy, Inc., 501 Brickell Key Drive, Suite 300, Miami, FL
33131.

74

 
 
 
 
 
 
 
 
 
 
Executive Officers and Directors
Scott W. Absher, CEO and Chairman [1]
Domonic J. Carney, Chief Financial Officer [2]
Robert S. Gans, General Counsel [2]
Kenneth W. Weaver, Director [3]
Whitney J. White, Director [3]
Christopher Sebes, Director
Amanda Murphy, Director and Director of Operations [4]
All Executive Officers and Directors as a Group [7 persons]

5% Stockholders

Stephen Holmes [5]

*

Less than 1%

Number of
Shares
Beneficially
Owned

12,813,750     
—     
—     
5,062     
1,498     
—     

12,820,310     

Number
of Shares
Acquirable

Beneficial
Ownership
Percentage

0     
61,459     
50,000     
0     
0     
0     
103,027     
214,486     

49.5%
*%
*%
*%
*%
*%
*%
49.5%

12,072,047     

11,790,000     

42.0%

(1) Represents 12,812,500 shares of common stock and 1,250 shares underlying options exercisable as of August 31, 2021.

(2) Represents options granted at $5.40 per share on July 1, 2020. Vesting of the options granted begins on July 1, 2021.

(3) Represents shares of common stock issued in conjunction with services rendered as a director of the Company.

(4) Represents  2,024  shares  underlying  options  exercisable  within  60  days  of  August  31,  2020.    Does  not  represent  101,726  options  not  exercisable  within  60  days  of

August 31, 2021 of which 100,000 are options granted at $5.40 per share on July 1, 2020. Vesting of the options begins on July 1, 2021.

(5) Represents 280,797  shares  of  common  stock,  1,250  shares  underlying  options  exercisable  and  11,790,000  shares  of  common  stock  underlying  Preferred  Options  .  As
detailed elsewhere in this Form 10-K, the Preferred Options issued to Mr. Holmes were canceled effective October 22, 2021, and were never exercised. The last known
address for Mr. Holmes is 116 E. Lynx Place, Chandler, Arizona 85249.

Item 13. Certain Relationships and Related Transactions, and Director Independence.

The following is a summary of transactions since September 1, 2018 to which we have been a participant in which the amount involved exceeded or will exceed $120,000, and
in which any of our then directors, executive officers or holders of more than 5% of any class of our capital stock at the time of such transaction, or any members of their
immediate family, had or will have a direct or indirect material interest, other than compensation arrangements which are described in Item 11. Executive Compensation.

Director Compensation

On December 23, 2019, pursuant to the terms of his director agreement, we issued to Mr. White 428 shares of our common stock, valued at $37,500 or $87.62 per share.

Amanda  Murphy  is  a  member  of  our  board  of  directors,  is  our  Director  of  Operations,  and  has  been  named  as  our  Chief  Operating  Officer  effective  January  1,  2022.
Ms.  Murphy  received  compensation  of  approximately  $264,000  and  $240,000  for  Fiscal  2021  and  Fiscal  2020,  respectively.  In  addition,  Ms.  Murphy  received  a  one-time
incentive payment of approximately $80,000 during Fiscal 2021, in addition to reimbursement of her expenses, in connection with her relocation to Miami, Florida as part of
the relocation of our principal executive offices.

Scott W. Absher, our CEO and Chair of our board of directors, received compensation in the form of salary of approximately $764,673 and $750,000 for Fiscal 2021 and Fiscal
2020, respectively. In addition, Mr. Absher received the following additional payments: (i) a one-time incentive payment of approximately $160,000 in connection with his
relocation to Miami, Florida as part of the relocation of our principal executive offices, in addition to reimbursement of his expenses associated with his relocation; and (ii) a
one-time  bonus  payment  in  the  amount  of  $240,000  in  recognition  of  his  efforts  on  behalf  of  the  Company.  Subsequent  to  the  end  of  Fiscal  2021,  our  board  of  directors
approved raising Mr. Absher’s annual salary to $1 million, effective January 1, 2022, and also approved the payment of a $500,000 bonus to Mr. Absher, 50% of which was
payable upon board of directors approval, and the remainder of which is payable on January 1, 2022. As of the date of this Form 10-K, none of this bonus has been paid to Mr.
Absher.  

J. Stephen Holmes

J. Stephen Holmes formerly served as a non-employee sales manager advisor to and significant shareholder of the Company. The Company incurred $750,000 in professional
fees for services provided by Mr. Holmes during each of Fiscal 2021 and 2020, respectively. Further, on June 6, 2019, we advanced $325,000 in cash to Mr. Holmes, which he
repaid on July 18, 2019 by returning 558,132 shares of common stock to us at a fair value of $0.58 per share. We classified these shares as treasury stock, which were retired
during Fiscal 2020.

On or about October 22, 2021, we severed all ties with Mr. Holmes, effective immediately, and cancelled Preferred Options that had previously been issued to him but had not
been exercised, as discussed elsewhere in this Form 10-K. As a result of these actions, the Company no longer has any financial obligation to Mr. Holmes, and believes that he
is no longer a significant shareholder of the Company.

Preferred Options

In  September  2016,  the  founding  shareholders  of  the  Company  were  granted  options  to  acquire  preferred  stock  of  the  Company  (the  “Preferred  Options”).  The  number  of
Preferred Options granted was based upon the number of shares held at the time of the grant. These Preferred Options are nontransferable and forfeited upon the sale of the
related founding shares of common stock held by the option holder. Upon the occurrence of certain specified events, such founding shareholders can exercise each Preferred
Option  to  purchase  one  share  of  preferred  stock  of  the  Company  at  an  exercise  price  of  $0.0001  per  share.  The  preferred  stock  underlying  the  Preferred  Options  does  not
include any rights to dividends or preference upon liquidation of the Company and is convertible into shares of the Company’s common stock on a one-for-one basis. The
Preferred Options became exercisable upon the consummation of the Vensure Asset Sale in January 2020, as discussed above.

 
 
 
   
   
 
   
   
   
   
   
   
   
      
   
 
   
      
      
  
   
      
      
  
 
   
      
      
  
   
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
On June 4, 2020, Scott W. Absher, our Chief Executive Officer, exercised 12,500,000 Preferred Options to purchase 12,500,000 shares of our preferred stock for an aggregate
purchase price of $1,250. Immediately following the exercise of the Preferred Options described above, Mr. Absher elected to convert the 12,500,000 shares of preferred stock
into  12,500,000  shares  of  common  stock,  which  are  subject  to  a  24-month  lock-up  period  during  which  such  shares  may  not  be  traded.  Between  July  20,  2020  and
November 30, 2020, an additional 294,490 Preferred Options were exercised and converted into 294,490 shares of common stock, which were subject to a six-month lock up
period at the time they were issued, during which such shares could not be traded on the open market. As of the date of this Form 10-K, the restrictions on 294,490 of these
shares have been lifted, rendering them freely tradeable, while 11,827,570 Preferred Options issued pursuant to the September 2016 grant and triggered by the Vensure Asset
Sale  remain  unexercised.  On  October  22,  2021,  the  Company’s  board  of  directors  canceled  11,790,000  of  these  Preferred  Options  previously  issued  to  our  co-founder,  J.
Stephen Holmes, pursuant to the September 2016 grant. Accordingly, these Preferred Options are no longer exercisable.

75

 
The amount of Preferred Options, and the number of shares of preferred stock issuable upon exercise of such options, is based upon the number of shares of common stock held
by the option holders at the time the Preferred Options were issued in September 2016. Accordingly, in order to confirm the original intent of the granting of up to 25,000,000
Preferred Options to Mr. Absher, it has always been the Company’s intent to adopt a second grant of Preferred Options granting an additional 12,500,000 Preferred Options to
Mr. Absher, whereby each option permits the holder to acquire one share of the Company’s preferred stock for $0.0001 per share. On August 13, 2021, consistent with this
intent, the Company granted 12,500,000 Preferred Options to Mr. Absher to purchase shares of Preferred Stock, par value $0.0001 per share, for consideration of $0.0001 per
share. Each Preferred Option is exercisable for a period of twenty-four months upon (i) the acquisition of a Controlling Interest (as defined below) in the Company by any
single  shareholder  or  group  of  shareholders  acting  in  concert,  (other  than  Mr.  Absher),  or  (ii)  the  announcement  of  (x)  any  proposed  merger,  consolidation,  or  business
combination in which the Company’s Common Stock is changed or exchanged, or (y) any sale or distribution of at least 50% of the Company’s assets or earning power, other
than through a reincorporation. Each share of Preferred Stock is convertible into Common Stock on a one-for-one basis. “Controlling Interest” means the ownership or control
of outstanding voting shares of the Company sufficient to enable the acquiring person, directly or indirectly and individually or in concert with others, to exercise one-fifth or
more of all the voting power of the Company in the election of directors or any other business matter on which shareholders have the right to vote under the Wyoming Business
Corporation Act.

Related Persons to Scott Absher

Mark Absher, the brother of Scott Absher, was previously employed as our Registered In-House Counsel, Director and Secretary. Mr. Absher resigned from his positions with
the Company on February 6, 2019 and received compensation of $276,951 in Fiscal 2019.

David May, a member of our business development team, is the son-in-law of Scott Absher. Mr. May received compensation of approximately $149,000 and $132,000 in Fiscal
2021  and  Fiscal  2020,  respectively.  In  addition,  in  connection  with  his  relocation  to  Miami,  Florida,  as  part  of  the  relocation  of  our  principal  executive  offices,  Mr.  May
received a one-time incentive payment of approximately $80,000 during Fiscal 2021, in addition to reimbursement for expenses associated with his relocation.

Phil  Eastvold,  the  Executive  Producer  of  ShiftPixy  Labs,  is  the  son-in-law  of  Scott  Absher.  Mr.  Eastvold  was  not  employed  by  us  during  Fiscal  2020,  but  was  hired  on
September  1,  2020,  and  received  compensation  for  Fiscal  2021  of  approximately  $224,000.  In  addition,  in  connection  with  his  relocation  to  Miami,  Florida  as  part  of  the
relocation of our principal executive offices, Mr. Eastvold received a one-time incentive payment of approximately $88,000 during Fiscal 2021, in addition to reimbursement
for expenses associated with his relocation.

Connie Absher, (the spouse of Scott Absher), Elizabeth Eastvold, (the daughter of Scott and Connie Absher and spouse of Mr. Eastvold), and Hannah Absher, (the daughter of
Scott and Connie Absher), are also employed by the Company. These individuals, as a group, received aggregate compensation of $240,000 and $220,000 for Fiscal 2021 and
Fiscal  2020,  respectively.  In  addition,  as  noted  above,  Hannah  Absher  received  a  relocation  bonus  of  approximately  $18,000  during  Fiscal  2021,  in  connection  with  her
relocation. Neither Connie Absher nor Elizabeth Eastvold received any such relocation bonus.

Director Independence

Our board of directors has determined that three of our board members, Kenneth Weaver, Whitney White, and Christopher Sebes, qualify as “independent” as the term is used
in Item 7(d)(3)(iv)(B) of Schedule 14A under the Securities Exchange Act of 1934, as amended, and as defined by Rule 4200(a)(15) of the NASDAQ Marketplace Rules.

Item 14. Principal Accountant Fees and Services

Marcum LLP was our independent registered public accounting firm for the Fiscal 2021 and Fiscal 2020.

The following table shows the fees paid or reasonably expected to be incurred by us for the audit and other services provided by our auditor for Fiscal 2021 and Fiscal 2020.

Audit Fees (Marcum LLP)
All Other Fees
Total

2021

2020

352,000    $
65,000     
417,000    $

419,000 
229,000 
648,000 

  $

  $

As defined by the SEC, (i) “audit fees” are fees for professional services rendered by our principal accountant for the audit of our annual financial statements and review of
financial statements included in our Form 10-K, or for services that are normally provided by the accountant in connection with statutory and regulatory filings or engagements
for those fiscal years; and (ii)  “tax fees” are fees for professional services rendered by our principal accountant for tax compliance, tax advice, and tax planning.

Under applicable SEC rules, the Audit Committee is required to pre-approve the audit and non-audit services performed by the independent auditors in order to ensure that they
do not impair the auditors’ independence. The SEC’s rules specify the types of non-audit services that an independent auditor may not provide to its audit client and establish
the Audit Committee’s responsibility for administration of the engagement of the independent auditors. Accordingly, our Audit Committee will pre-approve the audit and non-
audit services performed by the independent auditors.

Consistent with the SEC’s rules, the Audit Committee Charter requires that the Audit Committee review and pre-approve all audit services and permitted non-audit services
provided by the independent auditors to us or any of our subsidiaries. The Audit Committee may delegate pre-approval authority to a member of the Audit Committee and if it
does, the decisions of that member must be presented to the full Audit Committee at its next scheduled meeting.

76

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
 
 
 
 
 
 
Item 15. Exhibits

PART IV

Exhibit
No.
3.1

3.2

3.3

3.4

3.5

3.6

3.7

3.8

4.1

4.2*

10.1

10.2†

  Document Description
  Articles of Incorporation (incorporated by reference from Exhibit 2.1 to our Offering Circular filed with the SEC on Form 1-A on May 31, 2016)

  Amendment to Articles of Incorporation (incorporated by reference from Exhibit 2.6 to our Form 1-A/A filed with the SEC on October 18, 2016)

Amendment to Articles of Incorporation of ShiftPixy, Inc., dated January 7, 2020 (incorporated by reference from Exhibit 3 to our current Report on
Form 8-K, filed with the SEC on January 23, 2020)

Amended and Restated Articles of Incorporation of ShiftPixy, Inc., dated March 20. 2020 (incorporated by reference from Exhibit 3.1 to our Current
Report on Form 8-K, filed with the SEC on March 26, 2020)

Certificate of Amendment to Amended and Restated Articles of Incorporation of ShiftPixy, Inc., dated May 21, 2021 (incorporated by reference from
Exhibit 3.1 to our Current Report on Form 8-K, fined with the SEC on May 17, 2021)

Bylaws  of  ShiftPixy,  Inc.,  as  amended  through  February  16,  2018  (incorporated  by  reference  from  Exhibit  3.2  to  our  8-K,  filed  with  the  SEC  on
February 22, 2018)

Articles of Incorporation – Shift Human Capital Management Inc. (incorporated by reference from Exhibit 2.4 to our Form 1-A/A, filed with the SEC
on August 16, 2016)

  Bylaws – Shift Human Capital Management Inc. (incorporated by reference from Exhibit 2.5 to our Form 1-A/A, filed with the SEC on August 16, 2016)

  Amended Principal Shareholder Option (incorporated by reference as Exhibit 3.5 to our 1-A/A, filed with the SEC on October 18, 2016)

Description of the Registrant’s Securities (incorporated by reference as Exhibit 4.2 to our Annual Report on Form 10-K, filed with the SEC on November
30. 2020)

  Stock Option and Share Issuance Plan (incorporated by reference as Exhibit 3.8 to our 1-A POS, filed with the SEC on April 4, 2017)

First Amendment to Director Agreement, by and between Shift Pixy, Inc. and Kenneth W. Weaver Agreement, dated August 1, 2017 (incorporated by
reference from Exhibit 10.7 to our Annual Report on form 10-K/A, Amendment No. 2, filed with the SEC on October 18, 2018)

77

 
 
 
 
 
   
 
   
 
 
   
 
 
   
 
 
   
 
 
   
 
 
   
 
   
 
   
 
 
   
 
   
 
 
10.03†

10.04†

10.05†

10.6

10.7

10.8

10.9

Offer Letter to Domonic Carney, dated July 16, 2019 (incorporated by reference from Exhibit 10.1 to our Current Report on Form 8-K, filed with the
SEC on August 1, 2019)

Offer Letter to Scott W. Absher, dated March 23, 2016 (incorporated by reference from Exhibit 10.27 to our registration statement on Form S-1, filed
with the SEC on March 30, 2020)

Offer Letter to Robert Gans, dated June 7, 2020 (incorporated by reference from Exhibit 10.26 to our registration statement on Form S-1, filed with the
SEC on October 8, 2020)

  Form of Warrant (incorporated by reference from Exhibit 4.1 to our Current Report on Form 8-K, filed with the SEC on May 17, 2021)

  Form of Pre-Funded Warrant (incorporated by reference from Exhibit 4.2 to our Current Report on Form 8-K, the SEC on May 17, 2021)

Form of Securities Purchase Agreement (incorporated by reference from Exhibit 10.1 to our Current Report on Form 8-K, filed with the SEC on May 17,
2021)

Placement Agent Agreement, dated May 13, 2021, by and between ShiftPixy, Inc. and A.G.P./Alliance Global Partners (incorporated by reference from
Exhibit 10.2 to our Current Report on Form 8-K, filed with the SEC on May 17, 2021)

10.10

  Form of Letter Agreement (incorporated by reference from Exhibit 10.1 to our Current Report on Form 8- K, filed with the SEC on August 18, 2021)

10.11

10.12

10.13

10.14

21.1*

31.1*

31.2*

32.1*

32.2*

  Form of Warrant (incorporated by reference from Exhibit 4.1 to our Current Report on Form 8-K, filed with the SEC on September 2, 2021)

  Form of Pre-Funded Warrant (incorporated by reference as Exhibit 4.2 to our Current Report on Form 8- K, filed with the SEC on September 2, 2021)

Form of Securities Purchase Agreement (incorporated by reference as Exhibit 4.2 to our Current Report on Form 8-K, filed with the SEC on September
2, 2021)

Placement Agent Agreement, dated May 13, 2021, by and between ShiftPixy, Inc. and A.G.P./Alliance Global Partners (incorporated by reference from
Exhibit 10.2 to our Current Report on Form 8-K, filed with the SEC on September 2, 2021)

  List of Subsidiaries of ShiftPixy, Inc.

CERTIFICATION  of  CEO  PURSUANT  TO  18  U.S.C.  SECTION  1350,  AS  ADOPTED  PURSUANT  TO  SECTION  302  OF  THE  SARBANES-
OXLEY ACT OF 2002

CERTIFICATION  of  CFO  PURSUANT  TO  18  U.S.C.  SECTION  1350,  AS  ADOPTED  PURSUANT  TO  SECTION  302  OF  THE  SARBANES-
OXLEY ACT OF 2002

CERTIFICATION  of  CEO  PURSUANT  TO  18  U.S.C.  SECTION  1350,  AS  ADOPTED  PURSUANT  TO  SECTION  906  OF  THE  SARBANES-
OXLEY ACT OF 2002

CERTIFICATION  of  CFO  PURSUANT  TO  18  U.S.C.  SECTION  1350,  AS  ADOPTED  PURSUANT  TO  SECTION  906  OF  THE  SARBANES-
OXLEY ACT OF 2002

101.1NS

  XBRL Instance Document

79

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
   
 
101.SCH

  XBRL Taxonomy Extension Schema Document

101.CAL

  XBRL Taxonomy Extension Calculation Linkbase Document

101.DEF

  XBRL Taxonomy Extension Definitions Linkbase Document

101.LAB

  XBRL Taxonomy Extension Label Linkbase Document

101.PRE

  XBRL Taxonomy Extension Presentation Linkbase Document

* Filed herewith

** XBRL (Extensible Business Reporting Language) information is furnished and not filed or a part of a registration statement or prospectus for purposes of Sections 11 or 12
of the Securities Act of 1933, as amended, is deemed not filed for purposes of Section 18 of the Securities Exchange Act of 1934, as amended, and otherwise is not subject to
liability under these sections.

† Indicates a management contract or compensatory plan or arrangement. 

80

 
 
 
   
 
   
 
   
 
   
 
 
 
 
 
Pursuant  to  the  requirements  of  Section  13  or  15(d)  of  the  Securities  Exchange  Act  of  1934,  the  Registrant  has  duly  caused  this  report  to  be  signed  on  its  behalf  by  the
undersigned, thereunto duly authorized.

SIGNATURES

ShiftPixy, Inc.,
a Wyoming corporation

Title

  Name

  Date

Principal Executive Officer

  Scott W. Absher

  December 2, 2021

  Signature

  /s/ Scott W. Absher

Pursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed by the following persons on behalf of the registrant and in the capacities and
on the dates indicated:

SIGNATURE

  NAME

  TITLE

  DATE

/s/ Scott W. Absher

  Scott W. Absher

Principal Executive Officer and Director
(Principal Executive Officer)

  December 2, 2021

/s/ Domonic J. Carney

  Domonic J. Carney

Principal Financial Officer
(Principal Financial Officer and
Principal Accounting Officer)

/s/ Christopher Sebes

  Christopher Sebes

  Independent Director

/s/ Kenneth W. Weaver

  Kenneth W. Weaver

  Independent Director

/s/ Whitney J. White

  Whitney J. White

  Independent Director

/s/ Amanda Murphy

  Amanda Murphy

  Director

81

  December 2, 2021

  December 2, 2021

  December 2, 2021

  December 2, 2021

  December 2, 2021

 
 
 
 
 
 
 
 
   
   
 
 
 
 
 
   
   
 
 
 
 
   
   
 
 
 
 
   
   
 
 
 
   
   
 
 
 
   
   
 
 
 
   
   
 
 
Subsidiary
Agile Human Capital, Inc.

Bento Best, Inc.

Bunny Grub, Inc.

Burley Burrito, Inc.

CantinaGogo, Inc.

Cluck ‘n Lucky, Inc.

Dude Rudy, Inc.

Firemark Global Capital, Inc.

Grazer Burger, Inc.

Industrial Human Capital, Inc.

Lionfish Grill, Inc.

Nacho Nukes, Inc.

Oink Aviation, Inc.

Piezanno, Inc.

Poke-a-GoGo, Inc.

ReThink Administrative Services, Inc.

ReThink Human Capital Management, Inc.

Senor Oinks, Inc.

ShiftPixy Canada, Inc.

ShiftPixy Corporate Services, Inc.

ShiftPixy Ghost Kitchens, Inc.

ShiftPixy Investments, Inc.

ShiftPixy Productions, Inc.

ShiftPixy Staffing, Inc.

TechStackery, Inc.

VegiMighty, Inc.

Vital Human Capital, Inc

Wrap Blaster, Inc.

ShiftPixy, Inc.
Subsidiaries

State or jurisdiction of incorporation
Delaware

Exhibit 21.1

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Delaware

Wyoming

Delaware

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Ontario, Canada

Wyoming

Wyoming

Wyoming

Wyoming

Wyoming

Delaware

Wyoming

Delaware

Wyoming

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
EXHIBIT 31.1

I, Scott W. Absher, certify that:

CERTIFICATION

1.

2.

3.

4.

I have reviewed this report on Form 10-K of ShiftPixy, Inc.;

Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in
light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition,
results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

The registrant’s other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-
15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

a)

b)

c)

d)

designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material
information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in
which this report is being prepared;

designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide
reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally
accepted accounting principles;

evaluated  the  effectiveness  of  the  registrant's  disclosure  controls  and  procedures  and  presented  in  this  report  our  conclusions  about  the  effectiveness  of  the
disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent fiscal quarter (the
registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant's internal
control over financial reporting; and

5.

The registrant’s other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant's auditors
and the audit committee of the registrant's board of directors (or persons performing the equivalent function):

a)

b)

all significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely
affect the registrant's ability to record, process, summarize and report financial information; and

any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control over financial
reporting.

DATE: December 2, 2021

ShiftPixy, Inc.

By:

/s/ Scott W. Absher
Scott W. Absher
Chief Executive Officer

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
EXHIBIT 31.2

I, Domonic J. Carney, certify that:

CERTIFICATION

1.

2.

3.

4.

I have reviewed this report on Form 10-K of ShiftPixy, Inc.;

Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make the statements made, in
light of the circumstances under which such statements were made, not misleading with respect to the period covered by this report;

Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respects the financial condition,
results of operations and cash flows of the registrant as of, and for, the periods presented in this report;

The registrant's other certifying officer and I are responsible for establishing and maintaining disclosure controls and procedures (as defined in Exchange Act Rules 13a-
15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:

a)

b)

c)

d)

designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under our supervision, to ensure that material
information relating to the registrant, including its consolidated subsidiaries, is made known to us by others within those entities, particularly during the period in
which this report is being prepared;

designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under our supervision, to provide
reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements for external purposes in accordance with generally
accepted accounting principles;

evaluated  the  effectiveness  of  the  registrant's  disclosure  controls  and  procedures  and  presented  in  this  report  our  conclusions  about  the  effectiveness  of  the
disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; and

disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's most recent fiscal quarter (the
registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonably likely to materially affect, the registrant's internal
control over financial reporting; and

5.

The registrant's other certifying officer and I have disclosed, based on our most recent evaluation of internal control over financial reporting, to the registrant's auditors
and the audit committee of the registrant's board of directors (or persons performing the equivalent function):

a)

b)

all significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which are reasonably likely to adversely
affect the registrant's ability to record, process, summarize and report financial information; and

any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internal control over financial
reporting.

DATE: December 2, 2021

By:

/s/ Domonic J. Carney
Domonic J. Carney
Chief Financial Officer

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
CERTIFICATION PURSUANT TO
18 U.S.C. SECTION 1350,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

EXHIBIT 32.1

Pursuant to 18 U.S.C. § 1350, as adopted pursuant to Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, the undersigned hereby certifies that the Annual Report on
Form 10-K for the period ended August 31, 2021, of ShiftPixy, Inc. (the "Company") fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities
Exchange  Act  of  1934  and  that  the  information  contained  in  such  Report  fairly  presents,  in  all  material  respects,  the  financial  condition  and  results  of  operations  of  the
Company.

DATE: December 2, 2021

ShiftPixy, Inc.

By:

/s/ Scott W. Absher
Scott W. Absher
Chief Executive Officer

A signed original of this written statement required by Section 906, or other document authenticating, acknowledging, or otherwise adopting the signature that appears in typed
form within the electronic version of this written statement required by Section 906, has been provided to ShiftPixy, Inc., and will be retained by ShiftPixy, Inc. and furnished
to the Securities and Exchange Commission or its staff upon request.

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
CERTIFICATION PURSUANT TO
18 U.S.C. SECTION 1350,
AS ADOPTED PURSUANT TO
SECTION 906 OF THE SARBANES-OXLEY ACT OF 2002

EXHIBIT 32.2

Pursuant to 18 U.S.C. § 1350, as adopted pursuant to Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, the undersigned hereby certifies that the Annual Report on
Form 10-K for the period ended August 31, 2021, of ShiftPixy, Inc. (the "Company") fully complies with the requirements of Section 13(a) or Section 15(d) of the Securities
Exchange  Act  of  1934  and  that  the  information  contained  in  such  Report  fairly  presents,  in  all  material  respects,  the  financial  condition  and  results  of  operations  of  the
Company.

DATE: December 2, 2021

By:

/s/ Domonic J. Carney
Domonic J. Carney
Chief Financial Officer

A signed original of this written statement required by Section 906, or other document authenticating, acknowledging, or otherwise adopting the signature that appears in typed
form within the electronic version of this written statement required by Section 906, has been provided to ShiftPixy, Inc. and will be retained by ShiftPixy, Inc. and furnished to
the Securities and Exchange Commission or its staff upon request.