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Rapid7, Inc.

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FY2017 Annual Report · Rapid7, Inc.
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2017

Annual Report

Our Mission is to lead the emerging SecOps 

movement with our multi-product Analytics 

and Automation Cloud and Expertise. 

Dear stockholder, 

I am pleased to report that 2017 was a pivotal year for Rapid7, 
where years of hard work culminated in several significant events.  
We achieved meaningful financial milestones, as we exceeded 
annual revenues of $200 million, decreased our operating loss and 
generated positive cash flow for the second full year in a row.  We 
continued to have strong new customer growth and see ongoing 
expansion into our existing customer base.  In December 2017, we 
hosted our first Investor and Analyst Day where we updated the 
investment community on our accomplishments since our initial 
public offering and our outlook for our business.

Rapid7 is addressing a large and growing market opportunity.  
Organizations are overwhelmed by the increasing complexity of 
their IT infrastructure and the expanding attack surface.  
Cybersecurity and IT practices are shifting from purely defensive 
approaches to a holistic approach that relies on the power of 
visibility, analytics and automation to reduce risk and increase 
productivity.  With our expanded, cloud-based solutions, Rapid7 is 
bringing cutting edge cybersecurity and IT solutions to resource-
constrained organizations of all sizes, enabling mass adoption.  

In 2017, we saw years of development work pay off again as we completed the migration of several of our 
products to our analytics and automation cloud.  With all of our major products now available on our 
cloud-based platform, we launched subscription pricing across our portfolio of solutions that are fueling 
the SecOps movement.  We were especially pleased that in November 2017, InsightIDR was recognized 
as a Visionary in the Gartner SIEM magic quadrant in the first year in which cloud-based SIEMs were 
included, increasing our confidence that we can continue to disrupt the growing security incident and 
event management (SIEM) market.

We further expanded our addressable opportunity when we entered the security orchestration and 
automation market with the acquisition of Komand.  Our investments in our go-to-market teams and 
product development are generating solid revenue and recurring revenue growth, which we believe lays 
the foundation for expansion and scale for years to come. 

Looking forward, we are increasingly confident that we have chosen the right strategy and believe that we 
are well-positioned to lead the SecOps movement by providing visibility, analytics and automation across 
our customers’ information technology environments.  With a robust, cloud-based product portfolio 
designed for ease of deployment and use, that we believe addresses the strongest markets in 
cybersecurity, we look forward to what Rapid7 can deliver to our customers in 2018 and beyond. 

Finally, a few words of thanks.  I want to thank our employees, whose hard work and dedication make 
delivering our products and services possible, and I want to thank our customers, partners and 
stockholders for their continued loyalty and support.  We look forward to another great year at Rapid7.

With warm regards,

Corey Thomas 
CEO

UNITED STATTT ES
SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549
____________________________________________________

FORM 10-K
____________________________________________________

(Mark One)

x

¨

ANNUAL REPORTRR PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF
1934

For the fiscal year ended December 31, 2017

OR

TRANSITION REPORTRR PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT
OF 1934
FOR THE TRANSITION PERIOD FROM

TO

Commission File Number 001-37496
____________________________________________________

RAPID7, INC.

(Exact name of registrant as specified in its charter)
____________________________________________________

Delaware
(State or other jurisdiction of
incorporation or organization)

100 Summer Street
Boston, MA
(Address of principal executive offices)

35-2423994
(I.R.S. Employer
Identification No.)

02110
(Zip Code)

Registrant’s telephone number,rr including area code: (617) 247-1717
____________________________________________________

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

Title of each class
Common Stock, par value $0.01 per share

g
g
Name of each exchange on which registered
The Nasdaq Global Market

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 ¨ NO x

Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or 15(d) of the Act. YES ¨ 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 ¨

Indicate by check mark whether the registrant has submitted electronically and posted on its corporate Web site, if any,yy every Interactive Data
File required to be submitted and posted 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 and post such files). YES x NO ¨

Indicate by check mark if disclosure of delinquent filers pursuant to Item 405 of Regulation S-K (§229.405) is not contained herein, and will
not be contained, to the best of registrant’s knowledge, in definitive proxy or information statements incorporated by reference in Part III of this
Form 10-K or any amendment to this Form 10-K. x

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, or a smaller reporting
company. See the definition of “large accelerated filer”, “accelerated filer”, and “smaller reporting company” in Rule 12b-2 of the Exchange
Act. (Check one):

Large accelerated filer

¨

Accelerated filer

Non-accelerated filer

¨ (Do not check if a small reporting company)

Small reporting company

x

¨

Emerging growth company

x

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

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). YES ¨ NO x

As of June 30, 2017, the aggregate market value of the registrant’s voting common stock held by non-affiliates
of the registrant, based on a
closing price of $16.83 per share of the registrant’s common stock as reported on The Nasdaq Global Market on June 30, 2017, was approximately
directors and 10% beneficial owners of the registrant are deemed to be affiliates.
$406,041,051. For purposes of this computation, all officers,
of the
Such determination should not be deemed to be an admission that such officers,
registrant. The number of shares of registrant’s common stock outstanding as of March 1, 2018 was 46,014,155.

ff
directors or 10% beneficial owners are, in fact, affiliates

ff

ff

ff

ff

DOCUMENTS INCORPORATEDAA

BY REFERENCE

Portions of the registrant’s definitive Proxy Statement for its 2018 Annual Meeting of Stockholders to be filed with the Securities and Exchange
Commission pursuant to Regulation 14A not later than 120 days after the end of the fiscal year covered by this Annual Report on Form 10-K
are incorporated by reference in Part III, Items 10-14 of this Annual Report on Form 10-K.

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Table of Contents

Business

PART I
Item 1.
Item 1A. Risk Factors
Item 1B. Unresolved Staffff Comments
Item 2.
Item 3.
Item 4.

Properties
Legal Proceedings
Mine Safety Disclosures

PART II
Item 5.

Market for Registrant’s Common Equity,yy Related Stockholder Matters and Issuer Purchases of
Equity Securities
Selected Financial Data
Management’s Discussion and Analysis of Financial Condition and Results of Operations

Item 6.
Item 7.
Item 7A. Quantitative and Qualitative Disclosures About Market Risk
Financial Statements and Supplementary Data
Item 8.
Item 9.
Changes in and Disagreements With Accountants on Accounting and Financial Disclosure
Item 9A. Controls and Procedures
Item 9B. Other Information

PART III
Item 10.
Item 11.
Item 12.
Item 13.
Item 14.

PART IV
Item 15.
Item 16.

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and Corporate Governance

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

Exhibits, Financial Statement Schedules
Form 10-K Summary

i

PART I

Special Note Regarding Forward-Looking Statements

This Annual Report on Form 10-K, including the sections entitled “Business,” “Risk Factors,” and “Management’s Discussion
and Analysis of Financial Condition and Results of Operations,” contains forward-looking statements that involve risks and
ff materially
uncertainties, as well as assumptions that, if they never materialize or prove incorrect, could cause our results to differ
from those expressed or implied by such forward-looking statements. Statements that are not purely historical are forward-looking
statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities
Exchange Act of 1934, as amended. Forward-looking statements are often identified by the use of words such as, but not limited
to, “anticipate,” “believe,” “can,” “continue,” “could,” “estimate,” “expect,” “intend,” “may,”yy “plan,” “project,” “seek,” “should,”
“target,” “will,” “would” and similar expressions or variations intended to identify forward-looking statements. These forward-
looking statements include, but are not limited to, statements concerning the following:

• our ability to continue to add new customers, maintain existing customers and sell new products and professional services to
new and existing customers;

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• the effects

of increased competition as well as innovations by new and existing competitors in our market;

• our ability to adapt to technological change and effectively

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enhance, innovate and scale our solutions;

• our ability to effectively

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manage or sustain our growth and to attain and sustain profitability;

• our ability to diversify our sources of revenue;

• potential acquisitions and integration of complementary business and technologies;

• our expected use of proceeds;

• our ability to maintain, or strengthen awareness of, our brand;

• perceived or actual security,yy integrity,yy reliability,yy quality or compatibility problems with our solutions, including related to security
breaches in our customers; systems, unscheduled downtime or outages;

• statements regarding future revenue, hiring plans, expenses, capital expenditures, capital requirements and stock performance;

• our ability to meet publicly announced guidance or other expectations about our business, key metrics and future operating
results;

• our ability to maintain an adequate rate of billings growth;

• our ability to attract and retain qualified employees and key personnel and further expand our overall headcount;

• our ability to grow,ww both domestically and internationally;

• our ability to stay abreast of new or modified laws and regulations that currently apply or become applicable to our business
both in the United States and internationally including laws and regulations related to export compliance;

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

• costs associated with defending intellectual property infringement and other claims; and

• the future trading prices of our common stock and the impact of securities analysts’ reports on these prices.

These statements represent the beliefs and assumptions of our management based on information currently available to us. Such
forward-looking statements are subject to risks, uncertainties and other important factors that could cause actual results and the
ff materially from future results expressed or implied by such forward-looking statements. Factors
timing of certain events to differ
include, but are not limited to, those identified below,ww and those discussed in the
that could cause or contribute to such differences
section titled “Risk Factors” included under Part I, Item 1A. Furthermore, such forward-looking statements speak only as of the
date of this report. Except as required by law,ww we undertake no obligation to update any forward-looking statements to reflect
events or circumstances that occur after the date of this report.

ff

As used in this report, the terms “Rapid7,” the “company,”yy “we,” us," and our" mean Rapid7, Inc. and its subsidiaries unless the
context indicates otherwise.

1

Item 1. Business

Overview

Organizations of all sizes are faced with a more sophisticated and motivated set of cyber attackers. Coupled with an
increasingly complex IT environment and expanding attack surface, driven by mobility and a shift to the cloud, security and IT
teams are struggling to maintain adequate levels of cyber security,yy provide visibility to their management teams, and meet
increasing regulatory requirements. At the same time, they must navigate a shortage of capable cyber security professionals.
Out of these challenges, the concept of Security Operations, or SecOps, is emerging. SecOps is a movement that recognizes
that Security and IT Operations must work together to deliver better security and more nimbly adapt to emerging threats,
without adding significant resources. SecOps requires solutions that provide visibility,yy analytics and automation that enable IT,
Security and DevOps to work together to achieve significantly higher levels of productivity and success.

Rapid7 is a leading provider of security and IT analytics and automation solutions for SecOps and is trusted by professionals
around the world to provide visibility,yy analytics and automation to help manage risk, simplify IT complexity and drive
innovation. Our solutions, which include vulnerability management, incident detection and response, security information and
event management, or SIEM, application security testing, log analytics, and security orchestration and automation all focus on
the critical needs of enterprises for greater visibility into their environments, analytics that provide context to complex data, and
automation that enables SecOps teams to scale and more efficiently

address critical security and IT tasks.

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We combine our extensive experience in collecting data from an ever-expanding IT environment, our deep insight into attacker
behaviors and techniques, and our powerful and proprietary analytics to provide solutions that can quickly and efficiently
identify and prioritize risks and active threats in an enterprise’s IT environment. Our broad data collection capabilities
encompass endpoints, servers, applications, users, cloud-based assets, client devices, network activity,yy log data and information
from third-party applications. We also provide workflows and automations that can enable and accelerate remediation of these
risks and active threats. We have designed our solutions to be easy to deploy and use for security and IT teams of all sizes.

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We offer

analytic solutions across the following three core areas of SecOps:

•

•

•

Our Vulnerability Management offerings
security testing and attack simulation products. These solutions provide enterprises with comprehensive, yet
prioritized, visibility into potential cyber risks across their IT environment. We have also added remediation
workflows to help ensure that these risks can be easily mitigated.

include our industry-leading vulnerability management, web application

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Our Incident Detection and Response solutions are designed to enable organizations to rapidly detect and respond to
cyber security incidents and breaches across physical, virtual and cloud assets, including those associated with the
behaviors of their users. These solutions combine the collection of massive amounts of data with our core analytics
and machine-learning-driven user behavioral analytics to simplify the task of identifying and responding to potential
breaches.

Our IT Analytics and Automation solutions are designed to allow operations teams to quickly gain visibility into their
IT environment and facilitate automated workflows to eliminate repetitive, manual and labor-intensive tasks.

Finally,yy to complement SecOps products, we offer
a range of managed services based on our software solutions and
professional services, including incident response services, security advisory services, and deployment and training.

ff

As of December 31, 2017, we had more than 7,000 customers, including 52% of the organizations in the Fortune 100. We have
experienced strong revenue growth with revenue increasing from $60.0 million in 2013 to $200.9 million in 2017, representing
a 35% compound annual growth rate. In 2017, 70% of our revenues were recurring revenues compared to 67% in 2016. We
incurred net losses of $45.5 million, $49.0 million and $49.9 million in 2017, 2016 and 2015, respectively,yy as we continued to
invest for long-term growth.

Recent Developments

On January 30, 2018, we closed on a public offering
of 5,950,000 shares of our common stock, of which 1,500,000 shares of
common stock were sold by us and 4,450,000 shares of common stock were sold by certain existing stockholders, at an offering
price of $22.00 per share, including 770,000 shares pursuant to the underwriters' option to purchase additional shares from the
selling stockholders. Our net proceeds from the offering
were $30.9 million, after deducting underwriting discounts and
commissions and offering
expenses payable by us. We did not receive any of the proceeds from the sale of shares by the selling
stockholders.

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2

Our Analytics and Automation Cloud

The platform was built in the cloud using our extensive

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Our Insight Platform is at the core of our SecOps product offerings.
experience in collecting and analyzing data to enable our customers to create and manage active, analytics-driven cyber
security and IT operations management programs. Our robust data collection architecture supports gathering a wide swath of
organizational and environmental data from endpoints to the cloud, including key data about user-specific behavior. By
utilizing our powerful, proprietary analytics to assess and understand the context and relationships around users, IT assets and
cyber threats within a customer’s environment, our solutions can provide our customers with specific, actionable insights for
their security and IT operations. We designed the Rapid7 Insight Platform to allow customers to collect their data once and
leverage that same data across multiple solutions, providing shared visibility across teams, improved and automated workflows,
and reducing time to value for additional solutions. The design and development of our Insight Platform includes the following
key features and benefits:

Holistic Dataset for Managing IT Operations and Cyber Security.yy Our Insight Platform collects information from across
an organization's environment into a unified dataset. We collect data from the following sources: cyber security assets such as
firewalls, intrusion detection systems, or IDS, intrusion prevention systems, or IPS, and security information and event management,
or SIEM; user directories; endpoints such as computers, mobile and connected devices and servers; applications; cloud activity;
IT environment permissions, policies and controls; and third parties, such as cloud-based email and business productivity solution
providers. Our platform also applies context to events, including user and asset level details. We overlay this against our continuously
expanding set of known vulnerabilities, exploits and threat intelligence, providing SecOps professionals a holistic view of their
IT environment.

Agentless and Agent-Based Architecture. We developed our platform with flexible processing technologies that employ
both agentless data collection and our own internally-developed endpoint agent technology,yy which enables rapid and seamless
integration of our products into our customers’ IT environments and provides security and IT professionals with instant visibility
into their dynamic and rapidly-expanding IT ecosystem. This allows for easier deployment of our Insight agent, potentially
increasing the time to value for not just one of our products, but many of them.

Fast Search. Our search technology enables IT and security professionals to search across their entire IT environment
including endpoints and, unlike other machine search solutions, provides live access without having to wait for lengthy indexing
processes. These capabilities, along with real time and easily accessible search across raw logs and endpoints for known patterns
with intuitive search queries, can enable IT security professionals to access their data for operational purposes.

User Behavior Analytics. Our Insight Platform creates a behavior profile for each user in a customer’s IT environment
and correlates every event with a user, asset or application. User behavior profiles can then be automatically analyzed to identify
suspicious user behavior and compromised user credentials. Our ability to provide rapid context around users and assets involved
in an incident can significantly reduce investigation time, enabling organizations to more quickly respond to, contain and mitigate
breaches.

Robust Platform and Customer Data Security.yy Our Insight Platform was designed to provide a secure environment

for both our data and that of our customers. We deploy a variety of technologies and industry-leading practices such as physical
and logical customer data segregation, network segmentation, audited and monitored access level controls, data anonymization,
encryption and separated development-staging-production environments to help ensure that the data collected from a
customer’s environment remains proprietary and secure. We have achieved Service Organization Control (SOC) II Type 2
certification for the foundation of our platform and are continuing to expand the specific compliance regimes for which we are
audited.

operations. We are currently deployed in three AWS geographic regions, with plans to add additional

Enterprise-Grade Scalability.yy Our Insight Platform provides a high level of horizontal scalability. We leverage on-
premise deployment models and Amazon Web Services, or AWS, to achieve a high degree of redundancy,yy fault tolerance and
cost-effective
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geographies. Our automated deployment technologies enable us to add new AWS instances or additional services rapidly. Our
infrastructure architecture is designed to process large amounts of data and easily incorporate new data sources, including on
premise, cloud and mobile. Our platform is designed to support customers with large numbers of users or with geographically
dispersed environments, and we have scaled to meet the needs of customers with over 2.5 million active assets and 700,000
active users as of December 31, 2017.

Extensible Modern Platform. Our technology platform provides a rich set of application programming interfaces, or

APIs, and services that enable customers, partners and developers to import and export data and utilize our analytics
capabilities. This allows us to easily integrate with other security tools in the customer’s environment and also enables
customers to build bespoke applications and analysis on top of the data that we gather.

3

Our Products and Services

Our products have been designed to deliver our sophisticated analytics with an intuitive user interface, focused on ease-of-
installation, ease-of-use and fast time-to-value for our customers. Our Insight Platform can easily become part of our
customers’ operational fabric without requiring internal expertise in systems integration, data science or data scripting.

Vulnerability Management Solutions: Solutions from our Vulnerability Management group help organizations systematically
and dynamically manage cyber vulnerabilities, allowing them to understand their exposures and prevent attacks by providing
insights into their IT and application environments.

Vulnerability Management

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collect data by scanning our customers' IT environment, and customers can also

Our Vulnerability Management offerings
collect endpoint information by installing our Insight agents. This data is used for analyzing vulnerabilities against our
database, detecting security misconfigurations and determining the effectiveness
features of our Vulnerability Management offerings
incorporating public and proprietary threat intelligence; exception management, which allows organizations to track when risk
is knowingly introduced into the IT environment; executive remediation and security testing reporting; interactive charting;
scan scheduling and alerting; RealContext classification, which allows organizations to apply business context to threats
including by identifying where sensitive data is stored; container, virtual, cloud, unified vulnerability,yy perimeter and discovery
scanning; and policy compliance and management.

include: automatic vulnerability updates; integrated threat feeds

of controls across an IT environment. The key

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InsightVM InsightVM is an Insight Platform based solution that enables customers to assess and remediate their
overall exposure to cyber risk across their increasingly complex IT environments. InsightVM provides prioritized guidance
based on customized threat models; dynamic live dashboards that are easily customizable and queried; lightweight cloud agents
for continuous monitoring; in-product integration with ServiceNow and Jira ticketing systems; and remediation workflow for
assigning and tracking remediation progress within the product. InsightVM is offered
a managed service. The managed service is known as Managed Vulnerability Management, which provides our resource-
constrained customers with a fully outsourced option for leveraging our innovation, expertise and technology.

through a cloud-based subscription or as

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Nexpose Nexpose is the on-premise version of our Vulnerability Management solution that enables customers to

assess and remediate their overall exposure to cyber risk across their increasingly complex IT environments. Nexpose is
offered
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subscriptions and maintenance and support subscriptions.

through term and perpetual software licenses. Nexpose perpetual customers also pay fees for annual content

Application Security Testing

Application Security Testing solutions provide comprehensive dynamic application security testing that continuously analyzes
web applications for security vulnerabilities and enhances organizations’ ability to effectively
reduce IT security risk. The key
features include: a universal translator to enable IT security professionals to analyze complex applications; customized attack
simulation capabilities that allow IT security professionals to automatically test complex business workflows such as shopping
carts; scanning automation; attack replay,yy which allows IT security professionals to replay vulnerabilities in real time in order
to verify that vulnerabilities are exploitable and that successful remediation has occurred; continuous site monitoring, which
detects changes in application ecosystems and triggers a re-scan according to configurable settings; and integration with
ticketing systems.

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InsightAppSec InsightAppSec is an Insight Platform based solution that provides comprehensive dynamic
application security testing that continuously analyzes web applications for security vulnerabilities. In addition to the above
features, InsightAppSec provides live vulnerability reports and the ability to evaluate multiple versions of an individual
application in one “app portfolio”. InsightAppSec is offered
managed service is known as Managed Application Security and provides a fully outsourced option for application scanning
and security testing for both resource-constrained organizations and those seeking to supplement their own capabilities.

on a cloud-based subscription basis or as a managed service. The

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AppSpider AppSpider is the on-premise version of our Application Security Testing solution that provides
comprehensive dynamic application security testing that continuously analyzes web applications for security vulnerabilities. In
addition to the above features, AppSpider enables integration with protection technologies to automatically generate web
application firewalls, or WAFs, custom rules that help to protect vulnerable applications while the vulnerabilities are being
remediated. AppSpider supports most leading WAFs, including F5, Sourcefire and Imperva. AppSpider is offered
and perpetual software licenses. AppSpider perpetual customers also pay fees for annual maintenance and support.

through term

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4

Penetration Testing

Metasploit Metasploit is an industry-leading penetration testing software solution, developed on an open source

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The key features of Metasploit include: wizards for standard baseline audits; task chains for

framework. Metasploit can be used to safely simulate attacks on an organization’s network in order to uncover vulnerabilities
before they are exploited by cyber attackers and assess the effectiveness
controls and mitigation efforts.
automated custom workflows; modules for discrete tasks, such as network segmentation testing; dynamic payloads, designed to
evade leading antivirus solutions; closed-loop vulnerability validation to prioritize remediation; phishing awareness
management and spear phishing; web-based interface; integrations via remote APIs; and a hardware bridge for testing Internet
of Things, or IoT, and hardware devices. Metasploit can integrate with Nexpose to enable IT security professionals to prioritize
remediation efforts
Metasploit for small companies and students, as well as the open source framework, which is geared toward developers and
security researchers. Metasploit is offered
for annual content subscriptions and maintenance and support.

through term and perpetual software licenses, and our perpetual customers pay fees

and understand the impact of an attack before it happens. We also offer

of an organization’s existing defenses, security

a free community version of

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Incident Detection and Response Solutions

Our Incident Detection and Response solutions are designed to provide a cost-effective
Information and Event Management (SIEM). Our solutions combine a deep understanding of the attacker mindset with our
user behavior analytics (UBA) and our Insight Platform. With our Metasploit community,yy research and incident response
services, we are continually studying and identifying the latest attacker methods. We have learned and continue to learn how
attackers behave and how to detect them before they can inflict damage. We have found ways to increase accuracy,yy speed the
process, and achieve greater confidence, even as attacker methods change.

response to the need for Security

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InsightIDR InsightIDR is an Insight Platform based solution which unifies SIEM, UBA, and endpoint detection to
detect stealthy attacks across today’s complex networks. It analyzes the billions of events that occur daily in organizations to
reduce them down to the important notable behaviors and deliver only high-fidelity and prioritized alerts. In addition to
identifying stealthy attacks often missed by other solutions, InsightIDR focuses the security team on issues that warrant
investigation and reduces the time to investigate with its user correlation, powerful search and endpoint interrogation
capabilities.

as a cloud-based subscription.

InsightIDR is offered

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Managed Detection and Response Managed Detection and Response is a fully outsourced service that combines our

team of expert analysts with our leading incident detection and user behavior analytics technology,yy InsightIDR. When attacks
are found, customers are promptly informed of all known details and our team moves to incident response, providing security
teams with detailed, easy-to-follow remediation steps tailored to the environment.

IT Analytics and Automation Solutions

Logentries Logentries provides a powerful cloud-based solution for collecting, searching, visualizing and analyzing
log data. Built-in tagging, alerting and reporting make it easy for customers to maintain a proactive view of their environment
and identify anomalous events. Logentries’ scalable, cost-effective
structured, semi-structured and unstructured data in real time, enabling DevOps and IT professionals to centralize, search and
monitor their log data in order to investigate anomalies, troubleshoot issues and conduct root cause analysis. This offering
can
be used for application debugging and performance monitoring, infrastructure monitoring and troubleshooting, and secure log
aggregation in support of compliance requirements. Logentries is offered

architecture enables organizations to store and search

as a cloud-based subscription.

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InsightOps InsightOps is the evolution of Logentries, with an updated user interface consistent with other solutions
on the Rapid7 Insight Platform. InsightOps is designed to centralize machine data from across organizations’ IT environments
for comprehensive operational awareness and control. By pairing endpoint visibility with log analytics, InsightOps empowers
IT professionals to quickly identify issues and perform root cause analysis down to the individual endpoint. With the use of
InsightOps, we believe that IT professionals have the ability to easily search and ask questions of their data, visualize trends,
and produce reports that deliver key insights regarding their IT environments faster, and we believe, resulting in improved
uptime and business productivity. InsightOps is offered

as a cloud-based subscription.

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Komand Our Komand solution is designed to automatically identify risks, respond to incidents, and address issues
faster and with less human intervention. Komand combines a library of “plugins” to a variety of security and IT applications
with a graphical interface to create workflows. Customers can also access a public library of plug-ins and workflows. These
workflows can automate manual and tedious tasks and allow security and IT teams to save time and improve efficiency
.
Komand is offered

through term software licenses.

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5

Sales, Marketing and Community

We sell our solutions through direct inside and field sales team and indirect channel partner relationships.

Sales Our global sales teams focus on both new customer acquisition as well as up-selling and cross-selling additional
to our existing customers. Our sales teams are organized by geography,yy consisting of the Americas; Europe, the

offerings
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Middle East and Africa, or EMEA; and Asia Pacific, or APAC,
primarily focuses on mid-market enterprises, while Fortune 500 enterprises are generally handled by our globally distributed
direct field sales teams. Our highly technical sales engineers help define customer use cases, manage solution evaluations and
train channel partners.

as well as by target organization size. Our inside sales team

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We maintain a global channel partner network that complements our sales organization. Our channel partner network expands
our geographic sales reach by providing language support and broader distribution capabilities, particularly in EMEA, APACPP
and Latin America. Our channel partners also provide us with additional leverage by assisting in closing customer transactions
as part of larger security purchases, sourcing new prospects and securing maintenance renewals. Our sales force works directly
with, and is involved in sales to, substantially all of the end customers of our channel partners, and we sometimes engage a
channel partner solely to assist with finalizing a purchase. As of December 31, 2017, we had over 700 channel partners.

Marketing We focus our marketing efforts

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on increasing the strength of the Rapid7 brand, communicating product

advantages and business benefits, generating leads for our sales force and channel partners and driving product adoption. We
deliver targeted content to demonstrate our thought leadership in security and use digital advertising methods to drive
downloads of our free community and trial software, which deliver opportunities to our sales organization. We work with our
own researchers, as well as the broader IT and security community,yy to share important information about vulnerabilities and
threats. We share that research through our active online community,yy social media and traditional public relations. In addition,
we host regional and national events to engage both customers and prospects, deliver product training and foster community
collaboration.

Community Our online community provides us with a rapidly growing network of active users and influencers who

promote the usage of our software, identify cyber risks and provide technical support to each other. Our community includes
paid customers of our software, users of free “community” trial editions of our software, security researchers, and users and
contributors to our open source Metasploit Framework, which is used to simulate attacks and test an organization’s defenses
against real-world threats.

Our Metasploit product has an active community of contributors and users and the penetration testing tool was downloaded
over 165,000 times in 2017. This online security community provides us with a robust and growing network of active users and
influencers who promote the usage of our software. Security researchers contribute modules to the Metasploit Framework that
serve as a resource about real-world attacker techniques. The community also provides us with near real-time visibility into
new cyber attacks as they occur and a deep understanding of attacker behaviors.

Sales and marketing expense totaled $111.6 million, $90.5 million and $67.4 million for 2017, 2016 and 2015, respectively.

Support and Services

We sell software maintenance and support that provides our customers with the latest version of our platform and applications.
We also offer
updates on the latest vulnerabilities and exploits. We also provide deployment support and training.

security content subscriptions with our Nexpose and Metasploit products which give our customers real-time

ff

Our Security Advisory Services help customers transform their organizations’ security programs to be relevant, actionable and
sustainable through a data and analytics-driven cyber security program. Our offerings
Assessment, Incident Response Program Development, Penetration Testing, Security Program Development, Virtual CISO, IoT
Security Services and Threat Modeling. Customers can take control of their organizations’ security with help from our seasoned
security professionals who have deep experience building and managing security programs.

include Cyber Security Maturity

ff

Our Security Advisory Services enhance our ability to serve as a trusted advisor in assisting organizations to think proactively
about IT security and implement strategic, analytics-driven security strategies. We believe that our role as trusted advisor helps
drive customer success and loyalty and further usage of our products.

When a breach occurs, our Incident Response Services give our customers access to our industry-leading security experts and
experience, enabling customers to accelerate incident investigation, forensics, and containment. Our incident response
professionals collaborate with each organization’s IT security professionals on all stages of incident response from analysis
through containment, remediation and cleanup.

6

Research and Development

We invest substantial resources in research and development to enhance our core technology platform and products, develop new
end market-specific solutions and applications, and conduct product and quality assurance testing. Our technical and engineering
team monitors and tests our products on a regular basis, and we maintain a regular release process to refine, update, and enhance
our existing products. We also have a team of experienced security researchers who work to keep us abreast of the latest
developments in the cyber security landscape. Our research and development teams are located in our offices
in Cambridge,
Massachusetts; Austin, Texas; Los Angeles, California; Toronto, Canada; Dublin, Ireland and Belfast, Northern Ireland providing
us with a broad, worldwide reach to engineering talent. Research and development expense totaled $50.9 million, $48.0 million
and $38.7 million for 2017, 2016 and 2015, respectively.

ff

Our Customers

Our customer base has grown from approximately 2,733 customers at the end of 2013 to more than 7,000 customers as of
December 31, 2017, in 127 countries, including 52% of the organizations in the Fortune 100. We define a customer as any entity
that has (1) an active Rapid7 contract or a contract that expired within 90 days or less of the applicable measurement date; and
for Logentries products, those customers with a contract value equal to or greater than $2,400 per year, or (2) purchased Rapid7
professional services within the 12 months preceding the applicable measurement date. We provide products and services to
customers of varying sizes, including enterprises, non-profit organizations, educational institutions and government agencies.
Fifty-six percent of our revenue in 2017 was generated by large enterprises, which we define as organizations that have either
annual revenue greater than $1.0 billion or more than 2,500 employees, and the balance was generated by middle-market
organizations. Our customers span a wide variety of industries including technology,yy energy,yy financial services, healthcare and
life sciences, manufacturing, media and entertainment, retail, education, real estate, transportation, government and professional
services, with customers in the finance industry representing our largest industry in 2017 at 14% of our revenue. Our revenue is
not concentrated with any individual customer or group of customers, and no customer represented more than 2% of our revenue
in 2017, 2016 or 2015.

Our Competition

The markets we operate in are highly competitive, fragmented and subject to technology change and innovation. They include
the vulnerability management and assessment, SIEM, security services and other sectors in cyber security,yy compliance and IT
operations management. Our primary competitors include: vulnerability management vendors including Qualys and Tenable
Network Security; diversified security software and services vendors, including IBM; legacy compliance and monitoring
solutions such as SIEM, provided by vendors including Splunk, Micro Focus (through its acquisition of ArcSight), LogRhythm,
and Alienvault; security services specialists, including Mandiant (a subsidiary of FireEye); and providers of point solutions that
compete with some of the features present in our solutions.

We compete on the basis of a number of factors, including:

•

•

•

•

•

•

•

product functionality;

breadth of offerings;

ff

performance;

brand name, reputation and customer satisfaction;

ease of implementation, use and maintenance;

total cost of ownership; and

scalability,yy reliability and security.

Certain of our competitors have greater sales, marketing and financial resources, more extensive geographic presence or greater
brand awareness than we do. We may face future competition in our markets from other large, established companies, as well
as from emerging companies. In addition, we expect that there is likely to be continued consolidation in our industry that could
lead to increased price competition and other forms of competition.

Intellectual Property

Our future success and competitive position depend in part on our ability to protect our intellectual property and proprietary
technologies. To safeguard these rights, we rely on a combination of patents, trademarks, copyrights, trade secrets, employee and

7

third-party nondisclosure agreements, licensing arrangements and other contractual protections to protect our intellectual property
in the United States and other jurisdictions.

ff

We have numerous issued patents and a number of registered and unregistered trademarks. We believe that the duration of our
issued patents is sufficient
when considering the expected lives of our products. We file patent applications to protect our intellectual
property and have a number of patent applications pending in the United States. We require our employees, consultants and other
third parties to enter into confidentiality and proprietary rights agreements and control access to software, documentation and
other proprietary information. Although we rely on intellectual property rights, including trade secrets, patents, copyrights and
trademarks, as well as contractual protections to establish and protect our proprietary rights, we believe that factors such as the
technological and creative skills of our personnel, creation of new modules, features and functionality,yy and frequent enhancements
to our solutions are more essential to establishing and maintaining our technology leadership position.

We also license software from third parties for integration into our offerings,
including open source software and other software
available on commercially reasonable terms. We cannot assure you that such third parties will maintain such software or continue
to make it available.

ff

ff

Despite our efforts
to protect our proprietary technology and our intellectual property rights, unauthorized parties may attempt to
copy or obtain and use our technology to develop products with the same functionality as our solution. Policing unauthorized use
of our technology and intellectual property rights is difficult.

ff

We expect that software and other solutions in our industry may be subject to third-party infringement claims as the number of
competitors grows and the functionality of products in different
industry segments overlaps. Any of these third parties might make
a claim of infringement against us at any time.

ff

Employees

As of December 31, 2017, we had 1,079 full-time employees, including 236 in product delivery and support, 437 in sales and
marketing, 266 in research and development and 140 in general and administrative. As of December 31, 2017, we had 805 full-
time employees in the United States and 274 full-time employees internationally. None of our U.S. employees are covered by
collective bargaining agreements. We believe our employee relations are good and we have not experienced any work stoppages.

Segments

We view our operations and manage our business as one operating segment. See our consolidated financial statements for a
discussion of revenues, operating loss, net loss and total assets.

Corporate Information

We were initially incorporated in July 2000 in Delaware. Rapid7 LLC, a limited liability company organized under the laws of
the Commonwealth of Massachusetts, was formed in January 2004. In August 2004, pursuant to an exchange agreement among
Rapid7 LLC and the stockholders of Rapid7, Inc., the stockholders exchanged their shares in Rapid7, Inc. for equity interests in
Rapid7 LLC, after which Rapid7, Inc. was dissolved. In August 2008, Rapid7 LLC was merged with and into Rapid7 LLC, a
newly-formed Delaware limited liability company. Rapid7, Inc. was reincorporated in Delaware in October 2011. In a series of
transactions in November 2011, equity holders of Rapid7 LLC exchanged their equity interests in Rapid7 LLC for capital stock
in Rapid7, Inc. and Rapid7 LLC became a wholly-owned subsidiary of Rapid7, Inc.

ff
Our principal executive offices
617-247-1717. Our website address is www.rapid7.com

p

.

are located at 100 Summer Street, Boston, Massachusetts. Our telephone number is +1

“Rapid7,” the Rapid7 logo, and other trademarks or service marks of Rapid7, Inc. appearing in this Annual Report on Form 10-
K are the property of Rapid7, Inc. This Annual Report on Form 10-K contains additional trade names, trademarks and service
marks of others, which are the property of their respective owners. Solely for convenience, trademarks and trade names referred
to in this Annual Report on Form 10-K may appear without the ® or TM symbols. The information contained on our website or
information that may be accessed through links on our website is not incorporated by reference into this Annual Report on Form
10-K.

Geographic Information

For a description of our revenue and long-lived assets by geographic location, see Note 14 of the Notes to our Consolidated
Financial Statements included in this Annual Report on Form 10-K.

8

Available Information

Our Annual Report on Form 10-K, Quarterly Reports on Form 10-Q, Current Reports on Form 8-K and amendments to these
reports filed pursuant to Sections 13(a) and 15(d) of the Securities Exchange Act of 1934, as amended, are made available free of
as soon as reasonably practicable after such reports are filed with, or
charge on or through our website at investors.rapid7.com
furnished to, the SEC. The SEC also maintains a website, www.sec.gov
g , which contains reports and other information regarding
issuers that file electronically with the SEC. The public may read and copy any files with the SEC Public Reference Room at 100
F Street, NE, Washington, DC 20549. The public may obtain information on the operation of the Public Reference Room by calling
1-800-SEC-0330.

ww

p

9

Item 1A. Risk Factors.

rr

Our operations and financial results arerr subject to various risks and uncertainties including those described below.ww You should
the risks and uncertainties described below,ww in addition to other information contained in this Annual Report
consider carefully
on Form 10-K, including our consolidated financial statements and related notes, as well as our other public filings with the
Securities and Exchange Commission, or the SEC, beforerr making an investment decision. The risks and uncertainties described
below arerr not the only ones we face. Additional risks and uncertainties that we arerr unawarerr of, or that we currently
believe arerr
not material, may also become important factors that adversely affect our business. If any of the following risks or others not
specified below materialize, our business, financial condition and results of operations could be materially adversely affected. In
that event, the trading price of our common stock could decline. Please also see "Special Note Regarding
Forward-Looking
Statements."

rr

rr

rr

Risks Related to Our Business and Industry

We are a rapidly growing company,yy which makes it difficult
will not be successful.

ff

to evaluate our future prospects and may increase the risk that we

We are a rapidly growing company. Our ability to forecast our future operating results is subject to a number of uncertainties,
including our ability to plan for and model future growth. We have encountered and will continue to encounter risks and uncertainties
frequently experienced by growing companies in rapidly evolving industries. If our assumptions regarding these uncertainties,
which we use to plan our business, are incorrect or change in reaction to changes in our markets, or if we do not address these
risks successfully,yy our operating and financial results could differ
and
the trading price of our common stock may decline.

ff materially from our expectations, our business could suffer

ff

If we are unable to sustain our revenue growth rate, we may not achieve or maintain profitability in the future.

From the year ended December 31, 2013 to the year ended December 31, 2017, our revenue grew from $60.0 million to $200.9
million, which represents a compounded annual growth rate of approximately 35%. Although we have experienced rapid growth
historically and currently have high renewal rates, we expect that we may not continue to grow as rapidly in the future and our
renewal rates may decline. Any success that we may experience in the future will depend, in large part, on our ability to, among
other things:

• maintain and expand our customer base;

•

•

•

•

successfully manage the transition to a more subscription-based business model;

increase revenues from existing customers through increased or broader use of our products and professional services
within their organizations;

improve the performance and capabilities of our products through research and development;

continue to develop our cloud-based solutions;

• maintain the rate at which customers purchase our content subscriptions, maintenance and support and managed

services;

•

•

continue to successfully expand our business domestically and internationally; and

successfully compete with other companies.

If we are unable to maintain consistent revenue or revenue growth, our stock price could be volatile, and it may be difficult
to
achieve and maintain profitability. You should not rely on our revenue for any prior quarterly or annual periods as any indication
of our future revenue or revenue growth.

ff

We have not been profitable historically and may not achieve or maintain profitability in the future.

We have posted a net loss in each year since inception, including net losses of $45.5 million, $49.0 million and $49.9 million in
the years ended December 31, 2017, 2016 and 2015, respectively. As of December 31, 2017, we had an accumulated deficit of
$434.9 million. While we have experienced significant revenue growth in recent periods, we are not certain whether or when we
will obtain a high enough volume of sales of our products and professional services to sustain or increase our growth or achieve
our
or maintain profitability in the future. We also expect our costs to increase in future periods, which could negatively affect

ff

10

future operating results if our revenue does not increase. In particular, we expect to continue to expend financial and other resources
on:

•

•

•

•

•

research and development related to our offerings,

ff

including investments in our research and development team;

sales and marketing, including a significant expansion of our sales organization, both domestically and internationally;

continued international expansion of our business;

expansion of our professional services organization; and

general and administrative expenses as we continue to implement and enhance our administrative, financial and
operational systems, procedures and controls.

ff
to offset

These investments may not result in increased revenue or growth in our business. If we are unable to increase our revenue at a
rate sufficient
the expected increase in our costs, our business, financial position and results of operations will be harmed,
ff
and we may not be able to achieve or maintain profitability over the long term.Additionally,yy we may encounter unforeseen operating
expenses, difficulties,
complications, delays and other unknown factors that may result in losses in future periods. If our revenue
growth does not meet our expectations in future periods, our financial performance may be harmed, and we may not achieve or
maintain profitability in the future.

ff

If our products or professional services fail to detect vulnerabilities or incorrectly detect vulnerabilities, or if our products
contain undetected errors or defects, our brand and reputation could be harmed, which could have an adverse effect
on our
business and results of operations.

ff

ff

If our products or professional services fail to detect vulnerabilities in our customers’ cyber security infrastructure, or if our products
or professional services fail to identify and respond to new and increasingly complex methods of cyber attacks, our business and
reputation may suffer
. There is no guarantee that our products or professional services will detect all vulnerabilities, especially in
light of the rapidly changing security landscape to which we must respond. Additionally,yy our products may falsely detect
relies on information provided by an
vulnerabilities or threats that do not actually exist. For example, our Metasploit offering
active community of security researchers who contribute new exploits, attacks and vulnerabilities. If the information from these
third parties is inaccurate, the potential for false indications of security vulnerabilities increases. These false positives, while typical
in the industry,yy may impair the perceived reliability of our offerings
and may therefore adversely impact market acceptance of our
products and professional services and could result in negative publicity,yy loss of customers and sales and increased costs to remedy
any problem.

ff

ff

Our products may also contain undetected errors or defects when first introduced or as new versions are released. We have
experienced these errors or defects in the past in connection with new products and product upgrades and we expect that these
errors or defects will be found from time to time in the future in new or enhanced products after commercial release. Defects may
cause our products to be vulnerable to attacks, cause them to fail to detect vulnerabilities, or temporarily interrupt customers’
networking traffic.
Any errors, defects, disruptions in service or other performance problems with our products may damage our
customers’ business and could hurt our reputation. If our products or professional services fail to detect vulnerabilities for any
reason, we may incur significant costs, the attention of our key personnel could be diverted, our customers may delay or withhold
payment to us or elect not to renew or other significant customer relations problems may arise. We may also be subject to liability
claims for damages related to errors or defects in our products. A material liability claim or other occurrence that harms our
reputation or decreases market acceptance of our products may harm our business and operating results.

ff

An actual or perceived security breach or theft of the sensitive data of one of our customers, regardless of whether the breach is
attributable to the failure of our products or professional services, could adversely affect
the market’s perception of our offerings
and subject us to legal claims.

ff

ff

The market for Security Operations is new and unproven and may not grow.ww

ff

We believe our future success will depend in large part on the growth, if any,yy in the market for Security Operations, or SecOps.
This market is nascent, and as such, it is difficult
to predict important market trends, including the potential growth, if any. To
date, the majority of enterprise spend on cyber security has been on threat protection products, such as network, endpoint and web
security that are designed to stop threats from penetrating corporate networks. Organizations that use these security products may
believe that their existing security solutions sufficiently
protect access to their sensitive business data. Therefore, they may continue
allocating their cyber security budgets to these products and may not adopt our products and professional services in addition to,
or in lieu of, such traditional products. Further, sophisticated cyber attackers are skilled at adapting to new technologies and
developing new methods of gaining access to organizations’ sensitive business data, and changes in the nature of advanced cyber

ff

11

threats could result in a shift in IT budgets away from products and professional services such as ours. In addition, while recent
high visibility attacks on prominent enterprises and governments have increased market awareness of the problem of cyber attacks,
if cyber attacks were to decline, or enterprises or governments perceived that the general level of cyber attacks have declined, our
ability to attract new customers and expand our sale to existing customers could be materially and adversely affected.
If products
and professional services such as ours are not viewed by organizations as necessary,yy or if customers do not recognize the benefit
cyber security strategy,yy our revenue may not grow as quickly as expected, or may
of our offerings
ff
to predict how large the market will be for our
decline, and the trading price of our stock could suffer
solutions.

as a critical layer of an effective

. It is therefore difficult

ff

ff

ff

ff

ff

In addition, it is difficult
to predict customer adoption and renewal rates, customer demand for our products and professional
services, the size and growth rate of the market for SecOps, the entry of competitive products or the success of existing competitive
products. Any expansion in our market depends on a number of factors, including the cost, performance and perceived value
associated with our offerings
do not achieve widespread adoption or there is a
reduction in demand for solutions in our market caused by a lack of customer acceptance, technological challenges, competing
technologies and products, decreases in corporate spending, weakening economic conditions, or otherwise, it could result in
reduced customer orders, early terminations, reduced renewal rates or decreased revenue, any of which would adversely affect
our business operations and financial results. You should consider our business and prospects in light of the risks and difficulties
we face in this new and unproven market.

and those of our competitors. If these offerings

ff

ff

ff

ff

If we are unable to successfully hire, train, manage and retain qualified personnel, especially those in sales and marketing
.rr
and research and development, our business may sufferff

We continue to be substantially dependent on our sales force to obtain new customers and increase sales with existing customers.
Our ability to successfully pursue our growth strategy will also depend on our ability to attract, motivate and retain our personnel,
especially those in sales, marketing and research and development. We face intense competition for these employees from numerous
technology,yy software and other companies, especially in certain geographic areas in which we operate, and we cannot ensure that
we will be able to attract, motivate and/or retain sufficient
qualified employees in the future. If we are unable to attract new
employees and retain our current employees, we may not be able to adequately develop and maintain new products or professional
services or market our existing products or professional services at the same levels as our competitors and we may,yy therefore, lose
customers and market share. Our failure to attract and retain personnel, especially those in sales and marketing and research and
on our ability to
development positions for which we have historically had a high turnover rate, could have an adverse effect
execute our business objectives and, as a result, our ability to compete could decrease, our operating results could suffer
and our
number of new hires, these new hires will require
revenue could decrease. Even if we are able to identify and recruit a sufficient
significant training before they achieve full productivity and they may not become productive as quickly as we would like or at
all.

ff

ff

ff

ff

We believe that our corporate culture has been a critical component to our success. We have invested substantial time and resources
in building our team. As we grow and mature as a public company,yy we may find it difficult
to maintain our corporate culture. Any
failure to preserve our culture could negatively affect
our future success, including our ability to attract, motivate and retain
personnel and effectively

focus on and pursue our business strategy.

ff

ff

ff

Our sales cycle may be unpredictable.

ff

ff
is difficult

The timing of sales of our offerings
to forecast because of the length and unpredictability of our sales cycle, particularly
with large enterprises and with respect to certain of our products. We sell our products primarily to IT departments that are managing
a growing set of user and compliance demands, which has increased the complexity of customer requirements to be met and
confirmed during the sales cycle and prolonged our sales cycle. Further, the length of time that potential customers devote to their
testing and evaluation, contract negotiation and budgeting processes varies significantly,yy depending on the size of the organization
to a particular
and nature of the product or service under consideration. In addition, we might devote substantial time and effort
by an increase
and as a result, we could lose other sales opportunities or incur expenses that are not offset
unsuccessful sales effort,
in revenue, which could harm our business.

ff
ff

ff

Organizations may be reluctant to purchase SecOps offerings
of cloud solutions.

ff

that are cloud-based due to the actual or perceived vulnerability

Some organizations have been reluctant to use cloud solutions for cyber security,yy such as our InsightIDR, InsightVM,
InsightAppSec, InsightOps and Logentries products, because they have concerns regarding the risks associated with the reliability
or security of the technology delivery model associated with this solution. If we or other cloud service providers experience security
incidents, breaches of customer data, disruptions in service delivery or other problems, the market for cloud solutions may be
negatively impacted, which could harm our business.

12

Our quarterly operating results may vary from period to period, which could result in our failure to meet expectations with
respect to operating results and cause the trading price of our stock to decline.

Our operating results, including the levels of our revenue, billings, cash flow,ww deferred revenue and gross margins, have historically
varied from period to period, and we expect that they will continue to do so as a result of a number of factors, many of which are
outside of our control, including:

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

•

the level of demand for our products and professional services;

customer renewal rates and ability to attract new customers;

the extent to which customers purchase additional products, including content subscriptions and maintenance and
support related to our Nexpose, Metasploit and AppSpider products, or professional services;

the ability to successfully grow our sales of InsightOps, InsightIDR, InsightVM and InsightAppSec;

the level of perceived threats to organizations’ cyber security;

network outages, security breaches, technical difficulties

ff

or interruptions with our products;

changes in the growth rate of the markets in which we compete;

variations in our billings and sales of our products and professional services due to seasonality and customer demand;

the timing and success of new product or service introductions by us or our competitors or any other changes in the
competitive landscape of our industry,yy including consolidation among our competitors;

the introduction or adoption of new technologies that compete with our offerings;

ff

the mix of our products and professional services sold during a period;

decisions by potential customers to purchase cyber security products or professional services from other vendors;

the amount and timing of operating costs and capital expenditures related to the operations and expansion of our
business;

the timing of sales commissions relative to the recognition of revenue and the timing of revenue recognition generally;

price competition;

our ability to successfully manage and integrate any future acquisitions of businesses, including without limitation the
amount and timing of expenses and potential future charges for impairment of goodwill from acquired companies;

our ability to increase, retain and incentivize the channel partners that market and sell our products and professional
services;

our continued international expansion and associated exposure to changes in foreign currency exchange rates, including
any fluctuations caused by uncertainties relating to Brexit;

the amount and timing of operating expenses related to the maintenance and expansion of our business, operations and
infrastructure;

the announcement or adoption of new regulations and policy mandates or changes to existing regulations and policy
mandates;

unforeseen litigation and intellectual property infringement;

the strength of regional, national and global economies;

the impact of natural disasters or manmade problems such as terrorism or war; and

ff
future

accounting pronouncements or changes in our accounting policies.

of some of these factors may result in fluctuations in our
Each factor above or discussed elsewhere herein or the cumulative effect
operating results. This variability and unpredictability could result in our failure to meet expectations with respect to operating

ff

13

results, or those of securities analysts or investors, for a particular period. If we fail to meet or exceed expectations for our operating
results for these or any other reasons, the market price of our stock could fall and we could face costly lawsuits, including securities
class action suits.

If we do not continue to innovate and offerff
.rr
may not remain competitive, and our revenue and operating results could sufferff

products and professional services that address the dynamic threat landscape, we

The SecOps market is characterized by rapid technological advances, changes in customer requirements, frequent new product
introductions and enhancements and evolving industry standards. Our success also depends, in part, upon our ability to anticipate
industry evolution and introduce or acquire new products and professional services to keep pace with technological developments
and market requirements both within our industry and in related industries. While we continue to invest significant resources in
research and development in order to ensure that our products continue to address the cyber security risks that our customers face,
the introduction of products and professional services embodying new technologies could render our existing products or
professional services obsolete or less attractive to customers. In addition, developing new products and product enhancements is
expensive and time consuming, and there is no assurance that such activities will result in significant cost savings, revenue or
on research and development and are unable to generate an adequate
other expected benefits. If we spend significant time and effort
return on our investment, our business and results of operations may be materially and adversely affected.
Further, we may not
be able to successfully anticipate or adapt to changing technology or customer requirements or the dynamic threat landscape on
a timely basis, in a way that sufficiently
us from competing solutions such that customers choose to purchase our
solutions. If any of our competitors implement new technologies before we are able to implement them or better anticipate the
innovation opportunities in related industries, those competitors may be able to provide more effective
or more cost-effective
solutions than ours. In addition, we may experience technical problems and additional costs as we introduce new products and
product enhancements, deploy future iterations of our products and integrate new products with existing customer systems. If any
of these problems were to arise, our business, financial condition and results of operations could be adversely affected.

differentiates

ff

ff

ff

ff

ff

ff

ff

To date, we have derived a substantial majority of our revenue from customers using our vulnerability management offerings.
If we are unable to renew or increase sales of our vulnerability management offerings,
or if we are unable to increase sales of
our other offerings,

our business and operating results could be adversely affected.

ff

ff

ff

ff

Although we continue to introduce and acquire new products and professional services, we derive and expect to continue to derive
a substantial majority of our revenue from customers using certain of our vulnerability management offerings,
Nexpose and
Metasploit. Greater than half of our revenue was attributable to Nexpose and Metasploit in each of our last three fiscal years. As
a result, our operating results could suffer

due to:

ff

ff

•

•

•

•

•

•

any decline in demand for our vulnerability management offerings;

ff

ff
failure

of our vulnerability management offerings

ff

to detect vulnerabilities in our customers’ IT environments;

the introduction of products and technologies that serve as a replacement or substitute for, or represent an improvement
over, our vulnerability management offerings;

ff

technological innovations or new standards that our vulnerability management offerings

ff

do not address;

sensitivity to current or future prices offered

ff

by us or competing solutions; and

our inability to release enhanced versions of our vulnerability management offerings
the dynamic threat landscape.

ff

on a timely basis in response to

including content subscriptions, maintenance
Our inability to renew or increase sales of our vulnerability management offerings,
would harm our business and
and support and managed services, or a decline in prices of our vulnerability management offerings
In addition, we have introduced
operating results more seriously than if we derived significant revenues from a variety of offerings.
several cloud-based subscription products, including InsightOps, InsightIDR, InsightVM and InsightAppSec products. These
products are relatively new,ww and it is uncertain whether they will gain market acceptance. We are also investing in the expansion
which we believe will help drive demand for our other products in addition to being
of our security advisory services offerings,
sales of our products or professional services, including release cycles, market
ff
a stand-alone service. Any factor adversely affecting
acceptance, competition, performance and reliability,yy reputation and economic and market conditions, could adversely affect
our
business and operating results.

ff

ff

ff

ff

ff

Our business and growth depend substantially on customers renewing their content subscriptions and maintenance and
support agreements with us. Any decline in our customer renewals could adversely affect

our future operating results.

ff

14

Our maintenance and support agreements are sold on a term basis. In addition, we also enter into content subscription agreements
for our offerings.
In order for us to improve our operating results, it is important that our existing customers renew their content
ff
subscription agreements, if applicable, and maintenance and support agreements when the initial contract term expires. Our
customers have no obligation to renew their content subscription or maintenance and support agreements with us after the initial
terms have expired. Our customers’ renewal rates may decline or fluctuate as a result of a number of factors, including their
satisfaction or dissatisfaction with our new or current product offerings,
of economic conditions, competitive
or alterations or reductions in our customers’ spending levels. If our customers do not renew their agreements with us
ff
offerings
or renew on terms less favorable to us, our revenues and results of operations may be adversely impacted.

our pricing, the effects

ff

ff

If we fail to successfully manage the transition to a more subscription-based business model, our results of operations could
be negatively impacted.

r our solutions through a combination of term and perpetual software licenses, cloud-based subscriptions and managed
We offeff
services offerings.
Historically,yy a substantial majority of our customers have purchased our vulnerability management offerings
ff
through a perpetual license. We are currently transitioning to a more subscription-based business model. The subscription pricing
model allows customers to use our solutions at a lower initial cost of software acquisition when compared to the more traditional
perpetual license sale. It is uncertain whether this transition will prove successful or whether we will be able to successfully
transition our sales approach to drive subscription revenue. This transition may have negative revenue implications and our business
could be harmed.

ff

This subscription strategy may give rise to a number of risks, including the following:

•

•

•

•

•

•

•

•

•

our revenue growth may decline more than anticipated over the short-term;

if new or current customers desire only perpetual licenses, our subscription sales may lag behind our expectations or
those of market or industry analysts;

the shift to a more subscription-based strategy may raise concerns among our customer base, including concerns
regarding changes to pricing over time and access to files once a subscription has expired;

we may be unsuccessful in maintaining our target pricing, product adoption and projected renewal rates, or we may
select a target price that is not optimal and could negatively affect

our sales or earnings;

ff

our shift to a more subscription-based model may result in confusion among new or existing customers (which could
slow adoption rates), partners and investors;

our shift to a more subscription-based model may result in lower-than-expected sales performance;

if our customers do not renew their subscriptions, our revenue may decline over the long-term and our business may
ff
suffer;

our relationships with existing channel partners that resell perpetual licenses may be damaged; and

we may incur sales compensation costs at a higher than forecasted rate if the pace of our subscription transition is
faster than anticipated.

If Metasploit were to be used by attackers to exploit vulnerabilities in the cyber security infrastructures of third parties, our
reputation and business could be harmed.

Although Metasploit is a penetration testing tool that is intended to allow organizations to test the effectiveness
of their cyber
security programs, Metasploit has in the past and may in the future be used to exploit vulnerabilities in the cyber security
infrastructures of third parties. While we have incorporated certain features into Metasploit to deter misuse, there is no guarantee
that these controls will not be circumvented or that Metasploit will only be used defensively or for research purposes. Any actual
or perceived security breach, malicious intrusion or theft of sensitive data in which Metasploit is believed to have been used could
Further, the identification of new exploits and vulnerabilities by the
adversely affect
Metasploit community may enhance the knowledge base of cyber attackers or enable them to undertake new forms of attacks. If
any of the foregoing were to occur, we could suffer
negative publicity and loss of customers and sales, as well as possible legal
claims.

perception of, and demand for, our offerings.

ff

ff

ff

ff

15

We face intense competition in our market.

The market for SecOps solutions is highly fragmented, intensely competitive and constantly evolving. We compete with an array
of established and emerging security software and services vendors. With the introduction of new technologies and market entrants,
we expect the competitive environment to remain intense going forward. Our primary competitors include: vulnerability
management vendors including Qualys and Tenable Network Security; diversified security software and services vendors, including
IBM; legacy compliance and monitoring solutions such as SIEM, provided by vendors including Splunk, Micro Focus (through
LogRhythm, andAlienvault; security services specialists, including Mandiant (a subsidiary of FireEye);
its acquisition ofArcSight),
and providers of point solutions that compete with some of the features present in our solutions.

ff

Some of our actual and potential competitors have advantages over us, such as longer operating histories, significantly greater
financial, technical, marketing or other resources, stronger brand and business user recognition, larger and more mature intellectual
property portfolios and broader global distribution and presence. In addition, our industry is evolving rapidly and is becoming
increasingly competitive. Larger and more established companies may focus on security operations and could directly compete
with us. Smaller companies could also launch new products and services that we do not offer
and that could gain market acceptance
quickly.

ff

ff

than we can to new or changing opportunities, technologies,
Our competitors may be able to respond more quickly and effectively
standards or customer requirements. With the introduction of new technologies, the evolution of our offerings
and new market
entrants, we expect competition to intensify in the future. In addition, some of our larger competitors have substantially broader
As a result, customers may choose
ff
product offerings
from our competitors, even if individual products have more limited functionality than our solutions.
a bundled product offering
their products at a lower price as part of this larger sale, which could increase pricing pressure
These competitors may also offer
on our offerings
to decline. These larger competitors are also often in a better
ff
position to withstand any significant reduction in capital spending, and will therefore not be as susceptible to economic downturns.

and can bundle competing products and services with other software offerings.

and cause the average sales price for our offerings

ff

ff

ff

ff

ff

Furthermore, our current and potential competitors may establish cooperative relationships among themselves or with third parties
that may further enhance their resources and product and services offerings
in the markets we address. In addition, current or
potential competitors may be acquired by third parties with greater available resources. As a result of such relationships and
acquisitions, our current or potential competitors might be able to adapt more quickly to new technologies and customer needs,
devote greater resources to the promotion or sale of their products and services, initiate or withstand substantial price competition,
take advantage of other opportunities more readily or develop and expand their product and service offerings
more quickly than
we do. For all of these reasons, we may not be able to compete successfully against our current or future competitors, or we may
be required to expend significant resources in order to remain competitive. If our competitors are more successful than we are in
developing new product and service offerings
or in attracting and retaining customers, our business, financial condition and results
of operations could be adversely affected.

ff

ff

ff

ff

A component of our growth strategy is dependent on our continued international expansion, which adds complexity to our
operations.

We market and sell our products and professional services throughout the world and have personnel in many parts of the world.
For the years ended December 31, 2017 and 2016, operations located outside of North America generated 15% and 14% of our
revenue, respectively. Our growth strategy is dependent, in part, on our continued international expansion. We expect to conduct
a significant amount of our business with organizations that are located outside the United States, particularly in Europe and Asia.
into international markets will be successful in creating further demand for our
We cannot assure you that our expansion efforts
selling our products and professional services in the international markets that
products and professional services or in effectively
we enter. Our current international operations and future initiatives will involve a variety of risks, including:

ff

ff

•

•

•

•

•

•

increased management, infrastructure and legal costs associated with having international operations;

reliance on channel partners;

trade and foreign exchange restrictions;

economic or political instability or uncertainty in foreign markets and around the world, such as related to the United
Kingdom’s referendum in June 2016 in which voters approved an exit from the European Union, commonly referred
to as “Brexit”;

ff
foreign

currency exchange rate fluctuations;

greater difficulty

ff

in enforcing contracts, accounts receivable collection and longer collection periods;

16

•

•

•

•

•

•

•

changes in regulatory requirements, including, but not limited to data privacy,yy data protection and data security
regulations;

difficulties

ff

and costs of staffing

ff

and managing foreign operations;

the uncertainty and limitation of protection for intellectual property rights in some countries;

costs of compliance with foreign laws and regulations and the risks and costs of non-compliance with such laws and
regulations;

costs of compliance with U.S. laws and regulations for foreign operations, including the U.S. Foreign Corrupt Practices
trade barriers, economic sanctions and other regulatory or contractual
Act, import and export control laws, tariffs,
limitations on our ability to sell or provide our solutions in certain foreign markets, and the risks and costs of non-
compliance;

ff

heightened risks of unfair or corrupt business practices in certain geographies and of improper or fraudulent sales
arrangements that may impact financial results and result in restatements of, and irregularities in, financial statements;

the potential for political unrest, acts of terrorism, hostilities or war;

• management communication and integration problems resulting from cultural differences

ff

and geographic

dispersion;

•

•

costs associated with language localization of our products; and

costs of compliance with multiple and possibly overlapping tax structures.

Our business, including the sales of our products and professional services by us and our channel partners, may be subject to
foreign governmental regulations, which vary substantially from country to country and change from time to time. Our failure, or
the failure by our channel partners, to comply with these regulations could adversely affect
our business. Further, in many foreign
countries it is common for others to engage in business practices that are prohibited by our internal policies and procedures or
U.S. regulations applicable to us. Although we have implemented policies and procedures designed to comply with these laws
and policies, there can be no assurance that our employees, contractors, channel partners and agents have complied, or will comply,yy
with these laws and policies. Violations of laws or key control policies by our employees, contractors, channel partners or agents
could result in delays in revenue recognition, financial reporting misstatements, fines, penalties or the prohibition of the importation
or exportation of our products and could have a material adverse effect
on our business and results of operations. If we are unable
to successfully manage the challenges of international expansion and operations, our business and operating results could be
adversely affected.

ff

ff

ff

We are also monitoring developments related to Brexit, which could have significant implications for our business. Brexit could
lead to economic and legal uncertainty,yy including significant volatility in global stock markets and currency exchange rates, and
differing
laws and regulations as the United Kingdom determines which European Union laws to replace or replicate. Any of these
ff
ff
effects

our operations in the United Kingdom and our financial results.

of Brexit, among others, could adversely affect

ff

As a cyber security provider,rr we are a target of cyber attacks that could adversely impact our reputation and operating results.

We sell cyber security and data analytics products. As a result, we have been and will be a target of cyber attacks designed to
impede the performance of our products, penetrate our network security or the security of our cloud platform or our internal
systems, or that of our customers, misappropriate proprietary information and/or cause interruptions to our services. For example,
because Metasploit serves as an introduction to hacking for many individuals, a successful cyber attack on us may be perceived
as a victory for the cyber attacker, thereby increasing the likelihood that we may be a target of cyber attacks, even absent financial
motives. Further, if our systems are breached, attackers could learn critical information about how our products operate to help
protect our customers’ IT infrastructures from cyber risk, thereby making our customers more vulnerable to cyber attacks. In
addition, if actual or perceived breaches of our network security occur, they could adversely affect
the market perception of our
products, negatively affecting
our reputation, and may expose us to the loss of our proprietary information or information belonging
to our customers, investigations or litigation and possible liability,yy including injunctive relief and monetary damages. Such security
breaches could also divert the efforts
of our technical and management personnel. In addition, such security breaches could impair
our ability to operate our business and provide products to our customers. If this happens, our reputation could be harmed, our
.
revenue could decline and our business could suffer

ff

ff

ff

ff

17

We are dependent on the continued services and performance of our senior management and other key employees, the loss
of any of whom could adversely affect

our business, operating results and financial condition.

ff

ff

Our future performance depends on the continued services and contributions of our senior management, particularly Corey Thomas,
our President and Chief Executive Officer
, and other key employees to execute on our business plan and to identify and pursue
new opportunities and product innovations. From time to time, there may be changes in our senior management team resulting
from the termination or departure of our executive officers
and key employees. Our senior management and key employees are
generally employed on an at-will basis, which means that they could terminate their employment with us at any time. The loss of
the services of our senior management, particularly Mr. Thomas, or other key employees for any reason could significantly delay
or prevent our development or the achievement of our strategic objectives and harm our business, financial condition and results
of operations.

ff

Our business and operations are experiencing rapid growth, and if we do not appropriately manage our future growth, or
are unable to scale our systems and processes, our operating results may be negatively affected.

ff

we will need to continue to improve and expand our
ff
We are a rapidly growing company. To manage future growth effectively
internal information technology systems, financial infrastructure, and operating and administrative systems and controls, which
,yy in a timely manner or at all. Any future growth would add complexity to our organization
we may not be able to do efficiently
and require effective
could result in increased
costs, harm our results of operations and lead to customers or investors losing confidence in our internal systems and processes,
which could harm our results of operations and stock price.

coordination across our organization. Failure to manage any future growth effectively

ff

ff

ff

We recognize substantially all of our revenue ratably over the term of our agreements with customers and, as a result,
downturns or upturns in sales may not be immediately reflected in our operating results.

We recognize substantially all of our revenue ratably over the terms of our agreements with customers, which generally occurs
over a one to three-year period. As a result, a substantial portion of the revenue that we report in each period will be derived from
the recognition of deferred revenue relating to agreements entered into during previous periods. Consequently,yy a decline in new
sales or renewals in any one period may not be immediately reflected in our revenue results for that period. This decline, however,
will negatively affect
of significant downturns in sales and market acceptance
of our products and potential changes in our rate of renewals may not be fully reflected in our results of operations until future
periods. Our model also makes it difficult
for us to rapidly increase our revenue through additional sales in any period, as revenue
from new customers generally will be recognized over the term of the applicable agreement.

our revenue in future periods. Accordingly,yy the effect

ff

ff

ff

We also intend to increase our investment in research and development, sales and marketing, and general and administrative
functions and other areas to grow our business. We are likely to recognize the costs associated with these increased investments
earlier than some of the anticipated benefits and the return on these investments may be lower, or may develop more slowly,yy than
we expect, which could adversely affect

our operating results.

ff

We may be unable to rapidly and efficiently
adversely affect

ff
our operating results.

ff

adjust our cost structure in response to significant revenue declines, which could

Our brand, reputation and ability to attract, retain and serve our customers are dependent in part upon the reliable
performance of our products and network infrastructure.

Our brand, reputation and ability to attract, retain and serve our customers are dependent in part upon the reliable performance of
our products and network infrastructure. We have experienced, and may in the future experience, disruptions, outages and other
performance problems due to a variety of factors, including infrastructure changes, human or software errors, capacity constraints
and fraud or security attacks. In some instances, we may not be able to identify the cause or causes of these performance problems
within an acceptable period of time.

We utilize third-party data centers located in Boston, Massachusetts, in addition to operating and maintaining certain elements of
our own network infrastructure. We also utilize Amazon Web Services for our Insight Platform infrastructure. Some elements of
this complex system are operated by third parties that we do not control and that could require significant time to replace. We
expect this dependence on third parties to continue. More specifically,yy certain of our products, in particular our Managed
Vulnerability Management (Nexpose), InsightIDR, InsightVM, InsightAppSec, InsightOps and Logentries products, are hosted
on Amazon Web Services, which provides us with computing and storage capacity. Interruptions in our systems or the third-party
systems on which we rely,yy whether due to system failures, computer viruses, physical or electronic break-ins, or other factors,
could affect

the security or availability of our products, network infrastructure and website.

ff

Prolonged delays or unforeseen difficulties

ff

in connection with adding capacity or upgrading our network architecture when required

18

may cause our service quality to suffer
to our reputation and the cost of remedying these problems could negatively affect
results.

. Problems with the reliability or security of our systems could harm our reputation. Damage
our business, financial condition, and operating

ff

ff

Additionally,yy our existing data center facilities and third-party hosting providers have no obligations to renew their agreements
with us on commercially reasonable terms or at all, and certain of the agreements governing these relationships may be terminated
by either party at any time. If we are unable to maintain or renew our agreements with these providers on commercially reasonable
terms or if in the future we add additional data center facilities or third-party hosting providers, we may experience costs or
downtime as we transition our operations.

Any disruptions or other performance problems with our products could harm our reputation and business and may damage our
customers’ businesses. Interruptions in our service delivery might reduce our revenue, cause us to issue credits to customers,
subject us to potential liability and cause customers to not renew their purchases or our products.

If we fail to manage our operations infrastructure, our customers may experience service outages and/or delays.

Our future growth is dependent upon our ability to continue to meet the expanding needs of our customers and to attract new
customers. As existing customers gain more experience with our products, they may broaden their reliance on our products, which
will require that we expand our operations infrastructure. We also seek to maintain excess capacity in our operations infrastructure
to facilitate the rapid provision of new customer deployments. In addition, we need to properly manage our technological operations
infrastructure in order to support changes in hardware and software parameters and the evolution of our products, all of which
require significant lead time. If we do not accurately predict our infrastructure requirements, our existing customers may experience
service outages that may subject us to financial penalties, financial liabilities and customer losses. If our operations infrastructure
fails to keep pace with increased sales, customers may experience delays as we seek to obtain additional capacity,yy which could
adversely affect

our reputation and our revenue.

ff

If our products fail to help our customers achieve and maintain compliance with regulations and/or industry standards, our
revenue and operating results could be harmed.

ff

ff

ff

PP

We generate a portion of our revenue from our vulnerability management offerings
that help organizations achieve and maintain
compliance with regulations and industry standards both domestically and internationally. For example, many of our customers
subscribe to our vulnerability management offerings
to help them comply with the security standards developed and maintained
by the Payment Card Industry Security Standards Council, or the PCI Council, which apply to companies that process, transmit
or store cardholder data. In addition, our vulnerability management offerings
are used by customers in the health care industry to
help them comply with numerous federal and state laws and regulations related to patient privacy. In particular, the Health Insurance
Portability and Accountability Act of 1996, or HIPAA,
and the 2009 Health Information Technology for Economic and Clinical
Health Act include privacy standards that protect individual privacy by limiting the uses and disclosures of individually identifiable
health information and implementing data security standards. The foregoing and other state, federal and international legal and
regulatory regimes may affect
our customers’ requirements for, and demand for, our products and professional services.
Governments and industry organizations, such as the PCI Council, may also adopt new laws, regulations or requirements, or make
changes to existing laws or regulations, that could impact the demand for, or value of, our products. If we are unable to adapt our
products to changing legal and regulatory standards or other requirements in a timely manner, or if our products fail to assist with,
or expedite, our customers’ cyber security defense and compliance efforts,
our customers may lose confidence in our products and
could switch to products offered
by our competitors or threaten or bring legal actions against us. In addition, if laws, regulations
or standards related to data security,yy vulnerability management and other IT security and compliance requirements are relaxed or
the penalties for non-compliance are changed in a manner that makes them less onerous, our customers may view government
and industry regulatory compliance as less critical to their businesses, and our customers may be less willing to purchase our
products. In any of these cases, our revenue and operating results could be harmed.

ff

ff

ff

In addition, government and other customers may require our products to comply with certain privacy,yy security or other certifications
and standards. If our products are late in achieving or fail to achieve or maintain compliance with these certifications and standards,
or our competitors achieve compliance with these certifications and standards, we may be disqualified from selling our products
to such customers, or may otherwise be at a competitive disadvantage, either of which would harm our business, results of
operations, and financial condition.

If our customers are unable to implement our products successfully,yy customer perceptions of our offerings
.rr
or our reputation and brand may sufferff

ff

may be impaired

Our products are deployed in a wide variety of IT environments, including large-scale, complex infrastructures. Some of our
in
customers have experienced difficulties

implementing our products in the past and may experience implementation difficulties

ff

ff

19

the future. If our customers are unable to implement our products successfully,yy customer perceptions of our offerings
.
impaired or our reputation and brand may suffer

ff

ff

may be

integrate into our customers’
In addition, in order for our products to achieve their functional potential, our products must effectively
IT infrastructures, which have different
specifications, utilize varied protocol standards, deploy products from multiple different
vendors and contain multiple layers of products that have been added over time. Our customers’ IT infrastructures are also dynamic,
with a myriad of devices and endpoints entering and exiting the customers’ IT systems on a regular basis, and our products must
be able to effectively

adapt to and track these changes.

ff

ff

ff

ff

Any failure by our customers to appropriately implement our products or any failure of our products to effectively
integrate and
operate within our customers’ IT infrastructures could result in customer dissatisfaction, impact the perceived reliability of our
products, result in negative press coverage, negatively affect

our reputation and harm our financial results.

ff

ff

Future acquisitions could disrupt our business and harm our financial condition and operating results.

In order to remain competitive, we have in the past and may in the future seek to acquire additional businesses, products or
technologies. The environment for acquisitions in our industry is very competitive and acquisition candidate purchase prices will
likely exceed what we would prefer to pay. We also may not find suitable acquisition candidates, and acquisitions we complete
may be unsuccessful.

ff

Achieving the anticipated benefits of future acquisitions will depend in part upon whether we can integrate acquired operations,
products and technology in a timely and cost-effective
manner and successfully market and sell these as new product offerings,
including, for example, the operations, products and technology acquired in connection with our acquisition of Komand in July
2017. The acquisition of Komand’s orchestration and automation technology is intended to help our customers automatically
identify risks, respond to incidents and address issues faster and with less human intervention. The process of integrating a new
business or technology into our product offerings,
such as Komand and its technology,yy requires, among other things, coordination
of administrative, sales and marketing, accounting and finance functions, and expansion of information and management systems.
due to the necessity of coordinating geographically separate
Integration of any future acquisition may prove to be difficult
corporate cultures. The
organizations and integrating personnel with disparate business backgrounds and accustomed to different
acquisition and integration processes are complex, expensive and time consuming, and may cause an interruption of, or loss of
momentum in, product development, sales activities and operations of both companies. Further, we may be unable to retain key
personnel of an acquired company following the acquisition, including certain employees which we acquired in connection with
execute or integrate acquisitions, our business, financial condition and
our acquisition of Komand. If we are unable to effectively
operating results could be adversely affected.

ff

ff

ff

ff

ff

ff

In addition, we may only be able to conduct limited due diligence on an acquired company’s operations or may discover that the
products or technology acquired were not as capable as we thought based upon the initial or limited due diligence. Following an
acquisition, we may be subject to unforeseen liabilities arising from an acquired company’s past or present operations and these
liabilities may be greater than the warranty and indemnity limitations that we negotiate. Any unforeseen liability that is greater
than these warranty and indemnity limitations could have a negative impact on our financial condition.

If we are unable to maintain successful relationships with our channel partners, our business operations, financial results
and growth prospects could be adversely affected.

ff

ff

Our success is dependent in part upon establishing and maintaining relationships with a variety of channel partners that we utilize
to extend our geographic reach and market penetration. We anticipate that we will continue to rely on these partners in order to
help facilitate sales of our offerings
as part of larger purchases in the United States and to grow our business internationally. For
2017 and 2016, we derived approximately 37% of our revenue from sales of products and professional services through channel
partners, and the percentage of revenue derived from channel partners may increase in future periods. Our agreements with our
competing solutions,
channel partners are non-exclusive and do not prohibit them from working with our competitors or offering
and some of our channel partners may have more established relationships with our competitors. If our channel partners choose
to place greater emphasis on products of their own or those offered
market and sell our
products and professional services, our ability to grow our business and sell our products and professional services, particularly
in key international markets, may be adversely affected.
In addition, our failure to recruit additional channel partners, or any
reduction or delay in their sales of our products and professional services or conflicts between channel sales and our direct sales
and marketing activities may harm our results of operations. Finally,yy even if we are successful, our relationships with channel
partners may not result in greater customer usage of our products and professional services or increased revenue.

by our competitors or do not effectively

ff

ff

ff

ff

20

If we are not able to maintain and enhance our brand, our business and operating results may be adversely affected.

ff

We believe that maintaining and enhancing our brand identity is critical to our relationships with our customers and channel
partners and to our ability to attract new customers and channel partners. The successful promotion of our brand will depend
largely upon our marketing efforts,
and our ability to successfully differentiate
from those of our competitors. Our brand promotion activities may not be successful or yield increased revenues.
our offerings
ff
In addition, independent industry analysts often provide reviews of our offerings,
as well as those of our competitors, and perception
ff
in the marketplace may be significantly influenced by these reviews. If these reviews are negative, or less positive
ff
of our offerings
as compared to those of our competitors’ products and professional services, our brand may be adversely affected.

our ability to continue to offer

high-quality offerings

ff

ff

ff

ff

ff

ff

Moreover, it may be difficult
to maintain and enhance our brand in connection with sales through channel or strategic partners.
The promotion of our brand requires us to make substantial expenditures, and we anticipate that the expenditures will increase as
our market becomes more competitive, as we expand into new markets and as more sales are generated through our channel
partners. To the extent that these activities yield increased revenues, these revenues may not offset
the increased expenses we
incur. If we do not successfully maintain and enhance our brand, our business may not grow,ww we may have reduced pricing power
relative to competitors with stronger brands, and we could lose customers and channel partners, all of which would adversely
ff
affect

our business operations and financial results.

ff

Failure to maintain high-quality customer support could have a material adverse effect

ff

on our business.

Once our products are deployed within our customers’ networks, our customers depend on our technical and other customer support
assist our
services to resolve any issues relating to the implementation and maintenance of our products. If we do not effectively
customers in deploying our products, help our customers quickly resolve post-deployment issues or provide effective
ongoing
support, our ability to renew or sell additional products or professional services to existing customers would be adversely affected
and our reputation with potential customers could be damaged. Further, to the extent that we are unsuccessful in hiring, training
and retaining adequate technical and customer success personnel, our ability to provide adequate and timely support to our customers
will be negatively impacted, and our customers’ satisfaction with our offerings

will be adversely affected.

ff

ff

ff

ff

ff

We rely on third-party software to operate certain functions of our business.

We rely on software vendors to operate certain critical functions of our business, including financial management and human
resource management. If these services become unavailable due to extended outages or interruptions or because they are no longer
available on commercially reasonable terms or prices, our expenses could increase, our ability to manage our finances could be
interrupted and our processes for managing sales of our solutions and supporting our customers could be impaired until equivalent
services, if available, are identified, obtained and integrated, all of which could harm our business.

We use third-party software and data that may be difficult
which could lead to lost customers or harm to our reputation and our operating results.

ff

to replace or that may cause errors or failures of our solutions,

ff

We license third-party software and security and compliance data from various third parties that are used in our solutions in order
In the future, this software or data may not be available to us on commercially reasonable terms, or at all.
to deliver our offerings.
until equivalent
Any loss of the right to use any of this software or data could result in delays in the provisioning of our offerings
technology or data is either developed by us, or, if available, is identified, obtained and integrated, which could harm our business.
In addition, any errors or defects in or failures of this third-party software could result in errors or defects in our products or cause
our products to fail, which could harm our business and be costly to correct. Many of these providers attempt to impose limitations
on their liability for such errors, defects or failures, and if enforceable, we may have additional liability to our customers or third-
party providers that could harm our reputation and increase our operating costs.

ff

We will need to maintain our relationships with third-party software and data providers, and to obtain software and data from such
providers that do not contain errors or defects. Any failure to do so could adversely impact our ability to deliver effective
solutions
to our customers and could harm our operating results.

ff

Our products contain third-party open source software components, and our failure to comply with the terms of the
underlying open source software licenses could restrict our ability to sell our products.

Our products contain software licensed to us by third parties under so-called “open source” licenses, including the GNU General
Public License, or GPL, the GNU Lesser General Public License, or LGPL, the BSD License, the Apache License and others.
From time to time, there have been claims against companies that distribute or use open source software in their products and
services, asserting that such open source software infringes the claimants’ intellectual property rights. We could be subject to suits
by parties claiming that what we believe to be licensed open source software infringes their intellectual property rights. Use and
distribution of open source software may entail greater risks than use of third-party commercial software, as open source licensors

21

generally do not provide warranties or other contractual protections regarding infringement claims or the quality of the code. In
addition, certain open source licenses require that source code for software programs that are subject to the license be made
available to the public and that any modifications or derivative works to such open source software continue to be licensed under
the same terms.

ff

Although we monitor our use of open source software in an effort
both to comply with the terms of the applicable open source
licenses and to avoid subjecting our products to conditions we do not intend, the terms of many open source licenses have not
been interpreted by U.S. courts, and there is a risk that these licenses could be construed in a way that could impose unanticipated
conditions or restrictions on our ability to commercialize our products. The terms of certain open source licenses require us to
release the source code of our applications and to make our applications available under those open source licenses if we combine
or distribute our applications with open source software in a certain manner. In the event that portions of our applications are
portions of our source
determined to be subject to an open source license, we could be required to publicly release the affected
code, re-engineer all, or a portion of, those applications or otherwise be limited in the licensing of our applications. Disclosing
our proprietary source code could allow our competitors to create similar products with lower development effort
and time and
ultimately,yy could result in a loss of sales for us. Disclosing the source code of our proprietary software could also make it easier
for cyber attackers and other third parties to discover vulnerabilities in or to defeat the protections of our products, which could
result in our products failing to provide our customers with the security they expect. Any of these events could have a material
adverse effect

on our business, operating results and financial condition.

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ff

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Our technology alliance partnerships expose us to a range of business risks and uncertainties that could have a material
adverse impact on our business and financial results.

We have entered, and intend to continue to enter, into technology alliance partnerships with third parties to support our future
growth plans, including with certain of our actual or potential competitors. For example, through these technology alliance
partnerships, we integrate with certain third-party application program interfaces, or APIs, which enhance our data collection
capabilities in our customers’ IT environments. If these third parties no longer allow us to integrate with their APIs, or if we
determine not to maintain these integrations, the functionality of our products may be reduced and our products may not be as
marketable to certain potential customers. Technology alliance partnerships require significant coordination between the parties
involved, particularly if a partner requires that we integrate its products with our products. Further, we have invested and will
continue to invest significant time, money and resources to establish and maintain relationships with our technology alliance
partners, but we have no assurance that any particular relationship will continue for any specific period of time, result in new
offerings
In addition, while we believe
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that entering into technology alliance partnerships with certain of our actual or potential competitors is currently beneficial to our
competitive position in the market, such partnerships may also give our competitors insight into our offerings
that they may not
otherwise have, thereby allowing them to compete more effectively

commercialize or result in enhancements to our existing offerings.

that we can effectively

against us.

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The continued utility of Metasploit depends in part on the continued contributions from security researchers.

Our Metasploit product relies on information provided by an active community of security researchers who contribute new exploits,
attacks and vulnerabilities. We expect that the continued contributions from these third parties will both enhance the robustness
However, to the extent that the information provided by these third
of Metasploit and also support our sales and marketing efforts.
parties is inaccurate or malicious, the potential for false indications of security vulnerabilities and susceptibility to attack increases,
which could adversely impact market acceptance of our products and professional services and could result in negative publicity,yy
loss of customers and sales and increased costs to remedy any problem. Further, to the extent that our community of third parties
is reduced in size or participants become less active, we may lose valuable insight into the dynamic threat landscape and our ability
to quickly respond to new exploits, attacks and vulnerabilities may be reduced.

ff

A portion of our revenue is generated by sales to government entities, which are subject to a number of challenges and risks.

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public sector demand for our offerings.

Selling to government entities can be highly competitive, expensive and time consuming, and often requires significant upfront
time and expense without any assurance that we will win a sale. Government demand and payment for our products and professional
services may also be impacted by public sector budgetary cycles and funding authorizations, with funding reductions or delays
adversely affecting
Government entities also have heightened sensitivity surrounding the
purchase of cyber security solutions due to the critical importance of their IT infrastructures, the nature of the information contained
within those infrastructures and the fact that they are highly-visible targets for cyber attacks. Accordingly,yy increasing sales of our
products and professional services to government entities may be more challenging than selling to commercial organizations.
Further, in the course of providing our products and professional services to government entities, our employees and those of our
channel partners may be exposed to sensitive government information. Any failure by us or our channel partners to safeguard and
maintain the confidentiality of such information could subject us to liability and reputational harm, which could materially and
adversely affect

our results of operations and financial performance.

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22

We are exposed to fluctuations in currency exchange rates, which could negatively affect
of operations.

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our financial condition and results

Our reporting currency is the U.S. dollar and we generate a majority of our revenue in U.S. dollars. However, for the years ended
December 31, 2017 and 2016, we incurred 13% of our expenses outside of the United States in foreign currencies, primarily the
British pound sterling and euro, principally with respect to salaries and related personnel expenses associated with our sales and
research and development operations. Additionally,yy for the years ended December 31, 2017 and 2016, 5% of our revenue was
on our business, operating
generated in foreign currencies. Accordingly,yy changes in exchange rates may have an adverse effect
results and financial condition. The exchange rate between the U.S. dollar and foreign currencies has fluctuated substantially in
recent years and may continue to fluctuate substantially in the future. To date, we have not engaged in any hedging strategies, and
any such strategies, such as forward contracts, options and foreign exchange swaps related to transaction exposures that we may
implement to mitigate this risk may not eliminate our exposure to foreign exchange fluctuations.

ff

Changes in financial accounting standards may adversely impact our reported results of operations.

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our reporting of transactions completed before the change is effective.

our operating
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Achange in accounting standards or practices, in particular with respect to revenue recognition, could adversely affect
results and may even affect
New accounting pronouncements
and varying interpretations of accounting pronouncements have occurred and may occur in the future. For example, in May 2014,
the Financial Accounting Standards Board issued Accounting Standards Update No. 2014-09, Revenue fromrr
Contracts with
606), which supersedes nearly all existing revenue recognition guidance under accounting principles generally
Customers (TopicTT
accepted in the United States of America. We adopted this new standard on the effective
date of January 1, 2018, utilizing the
modified retrospective method. While we are in the process of finalizing our evaluation of the total impact of the new revenue
standard, we believe the adoption of this new standard will have a material impact on our consolidated financial statements and
disclosures. See Note 2 of the notes to our consolidated financial statements included in this Annual Report on Form 10-K for
additional information on the new standard and its potential impact on us. These and other changes to existing rules or the
our operating results.
questioning of current practices may adversely affect

ff

ff

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We may require additional capital to support business growth, and this capital might not be available on acceptable terms, if
at all.

We intend to continue to make investments to support our business growth and may require additional funds to respond to business
challenges, including the need to develop new features or enhance our products, improve our operating infrastructure or acquire
complementary businesses and technologies. Accordingly,yy we may need to engage in equity or debt financings to secure additional
funds. If we raise additional funds through future issuances of equity or convertible debt securities, our existing stockholders could
suffer
significant dilution, and any new equity securities we issue could have rights, preferences and privileges superior to those
ff
of holders of our common stock. Any debt financing that we may secure in the future could involve restrictive covenants relating
for us to obtain
to our capital raising activities and other financial and operational matters, which may make it more difficult
additional capital and to pursue business opportunities, including potential acquisitions. We may not be able to obtain additional
financing on terms favorable to us, if at all. If we are unable to obtain adequate financing or financing on terms satisfactory to us
when we require it, our ability to continue to support our business growth and to respond to business challenges could be significantly
impaired, and our business may be adversely affected.

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Risks Related to Government Regulation, Data Collection, Intellectual Property,yy Litigation and Catastrophic Events

We are subject to governmental export and import controls that could impair our ability to compete in international markets
and/or subject us to liability if we are not in compliance with applicable laws.

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Like other U.S.-based IT security products, our products are subject to U.S. export control and import laws and regulations,
including the U.S. Export Administration Regulations and various economic and trade sanctions regulations administered by the
of Foreign Assets Control. Exports of these products must be made in compliance with these
U.S. Treasury Department’s Office
laws and regulations. Compliance with these laws and regulations is complex, and if we were to fail to comply with these laws
and regulations, we and certain of our employees could be subject to substantial civil and criminal penalties, including fines for
our company and responsible employees or managers, and, in extreme cases, incarceration of responsible employees and managers
and the possible loss of export privileges. Complying with export control laws and regulations, including obtaining the necessary
licenses or authorizations, for a particular sale may be time-consuming, is not guaranteed and may result in the delay or loss of
sales opportunities. Changes in export or import laws and regulations, shifts in the enforcement or scope of existing laws and
regulations, or changes in the countries, governments, persons, products or services targeted by such laws and regulations, could
also result in decreased use of our products by,yy or in our decreased ability to export or sell our products to, existing or potential
customers. A decreased use of our products or limitation on our ability to export or sell our products could adversely affect
our
business, financial condition and results of operations.

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23

We also incorporate encryption technology into our products. These encryption products may be exported outside of the United
States only with the required export authorizations, including by a license, a license exception or other appropriate government
authorizations, including the filing of a product classification request. In addition, various countries regulate the import and
domestic use of certain encryption technology,yy including through import permitting and licensing requirements, and have enacted
laws that could limit our ability to distribute our products or could limit our customers’ ability to implement our products in those
countries. Governmental regulation of encryption technology and regulation of imports or exports of encryption products, or our
failure to obtain required import or export approval for our products, when applicable, could harm our international sales and
adversely affect
our revenue. Compliance with applicable laws and regulations regarding the export and import of our products,
including with respect to new products or changes in existing products, may create delays in the introduction of our products in
international markets, prevent our customers with international operations from deploying our products globally or, in some cases,
could prevent the export or import of our products to certain countries, governments, entities or persons altogether.

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Further, U.S. export control laws and economic sanctions prohibit the shipment of certain products and services to U.S. embargoed
or sanctioned countries, governments or persons. Although we take precautions to prevent our products from being provided to
those subject to U.S. sanctions, such measures may be circumvented and we have in the past identified limited instances of non-
compliance with these rules. After these instances were disclosed to U.S. authorities, those authorities decided to not bring
enforcement actions against or impose penalties on us.

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Finally,yy there are currently multinational efforts
underway as part of the Wassenaar Arrangement on Export Controls for
Conventional Arms and Dual-Use Goods and Technologies, or the Wassenaar Arrangement, to impose additional restrictions on
certain cyber security products. Such controls have been implemented by many Wassenaar members, but are not currently in effect
in the United States and may undergo substantial modification before becoming effective.
To implement the controls under the
Wassenaar Arrangement in the United States, the U.S. Department of Commerce’s Bureau of Industry and Security,yy or BIS, would
have to amend the Export Administration Regulations, or the EAR. Such amendments could include changes that impose new
licensing, approval and other requirements on our commercial Metasploit products and thereby put us at a disadvantage in competing
for international sales. We are closely monitoring the potential implications of the Wassenaar Arrangement on the commercial
versions of Metasploit and are actively working with BIS and other U.S. government stakeholders in connection with the
implementation of the controls under the Wassenaar Arrangement.

ff

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Failure to comply with governmental laws and regulations could harm our business.

Our business is subject to regulation by various federal, state, local and foreign governments. In certain jurisdictions, these regulatory
requirements may be more stringent than those in the United States. Noncompliance with applicable regulations or requirements
could subject us to investigations, sanctions, mandatory product recalls, enforcement actions, disgorgement of profits, fines,
damages, civil and criminal penalties, injunctions or other collateral consequences. If any governmental sanctions are imposed,
or if we do not prevail in any possible civil or criminal litigation, our business, results of operations, and financial condition could
In addition, responding to any action will likely result in a significant diversion of management’s
be materially adversely affected.
attention and resources and an increase in professional fees. Enforcement actions and sanctions could harm our business, reputation,
results of operations and financial condition.

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Because our products collect and store user and related information, domestic and international privacy and cyber security
concerns, and other laws and regulations, could result in additional costs and liabilities to us or inhibit sales of our
products.

We, and our customers, are subject to a number of domestic and international laws and regulations that apply to online services
and the internet generally. These laws, rules and regulations address a range of issues including data privacy and cyber security,yy
and restrictions or technological requirements regarding the collection, use, storage, protection, retention or transfer of data. The
regulatory framework for online services, data privacy and cyber security issues worldwide can vary substantially from jurisdiction
to jurisdiction, is rapidly evolving and is likely to remain uncertain for the foreseeable future. Many federal, state and foreign
government bodies and agencies have adopted or are considering adopting laws, rules and regulations regarding the collection,
use, storage and disclosure of information, web browsing and geolocation data collection, data analytics, cyber security and breach
notification procedures. Interpretation of these laws, rules and regulations and their application to our products and professional
services in the United States and foreign jurisdictions is ongoing and cannot be fully determined at this time.

In the United States, these include rules and regulations promulgated under the authority of the Federal Trade Commission, the
Electronic Communications Privacy Act, Computer Fraud and Abuse Act, HIPAA,
the Gramm Leach Bliley Act and state breach
notification laws, as well as regulator enforcement positions and expectations reflected in federal and state regulatory actions,
settlements, consent decrees and guidance documents. Internationally,yy virtually every jurisdiction in which we operate has
established its own data security and privacy legal frameworks with which we, and/or our customers, must comply,yy including the
EU Data Protection Directive 95/46/EC, or the Directive, established in the European Union and local EU Member State legislation

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24

implementing the Directive, such as the Data Protection Act in the United Kingdom. In addition, in May 2018, the European
Union's General Data Protection Regulation, or GDPR, which is designed to update current privacy laws to better reflect the digital
and replace the Directive.
economy and to unify data protection within the European Union under a single law,ww will go into effect
The GDPR will likely result in significantly greater risks, compliance burdens and costs for companies with users and operations
in the European Union. Under the GDPR, fines of up to 20 million euros or up to 4% of the annual global turnover of the infringer,
whichever is greater, could be imposed for significant non-compliance. These laws are broad in their application and apply when
we do business with EU-based customers and our U.S.-based customers that collect and use personal data that originates from
individuals resident in the EU. They also apply to transfers of information between us and our European Union-based subsidiaries,
including employee information. Further, many U.S. federal and state and other foreign government bodies and agencies have
introduced, and are currently considering, additional laws and regulations. Non-compliance with these laws could result in penalties
if legislation or regulations are expanded to require changes in our
or significant legal liability. We could be adversely affected
business practices or if governing jurisdictions interpret or implement their legislation or regulations in ways that negatively affect
our business, results of operations or financial condition.

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In addition, to facilitate the transfer of both customer and personnel data from the European Union to the United States, in the past
we have relied on the EU-U.S. Safe Harbor Framework, which required U.S.-based companies to provide assurance that they were
adhering to relevant European standards for data protection. On October 6, 2015, the Court of Justice of the European Union, or
CJEU, invalidated the EU-U.S. Safe Harbor Framework. On February 2, 2016, the U.S. and E.U. announced agreement on a new
framework for transatlantic data flows entitled the EU-US Privacy Shield and we self-certified under the EU-US Privacy Shield
framework on December 20, 2016. However, it is possible that Privacy Shield may be challenged in EU courts, so there is some
uncertainty regarding its future validity and our ability to rely on it for EU to US data transfers. Non-compliance could result in
the EU data protection authorities imposing a number of different
sanctions on us until we do, including fines and, ultimately,yy a
prohibition on transfers.

ff

In addition to government regulation, privacy advocates and industry groups may propose new and different
self-regulatory
standards that either legally or contractually apply to us. Because the interpretation and application of privacy and data protection
laws are still uncertain, it is possible that these laws may be interpreted and applied in a manner that is inconsistent with our
existing practices or the features of our products. We may also be subject to claims of liability or responsibility for the actions of
third parties with whom we interact or upon whom we rely in relation to various services, including but not limited to vendors
and business partners. If so, in addition to the possibility of fines, lawsuits and other claims, we could be required to fundamentally
change our business activities and practices or modify our products, which could have an adverse effect
on our business. Any
inability to adequately address privacy concerns, even if unfounded, or comply with applicable privacy or data protection laws,
regulations and policies, could result in additional cost and liability to us, damage our reputation, inhibit sales and adversely affect
our business.

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ff

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The costs of compliance with, and other burdens imposed by,yy the laws, rules, regulations and policies that are applicable to the
businesses of our customers may limit the use and adoption of, and reduce the overall demand for, our software. Privacy or cyber
security concerns, whether valid or not valid, may inhibit market adoption of our products particularly in certain industries and
foreign countries.

Further, there are active legislative discussions regarding the implementation of laws or regulations that could restrict the manner
in which security research is conducted and that could restrict or possibly bar the conduct of penetration testing and the use of
exploits, which are an essential component of our Metasploit product and our business strategy more generally. Our failure to
comply with existing laws, rules or regulations, changes to existing laws or their interpretation, or the imposition of new laws,
rules or regulations, could result in additional costs and may necessitate changes to our business practices and divergent operating
models, which may have a material and adverse impact on our business, results of operations, and financial condition.

Failure to protect our proprietary technology and intellectual property rights could substantially harm our business and
operating results.

Our future success and competitive position depend in part on our ability to protect our intellectual property and proprietary
technologies. To safeguard these rights, we rely on a combination of patent, trademark, copyright and trade secret laws and
contractual protections in the United States and other jurisdictions, all of which provide only limited protection and may not now
or in the future provide us with a competitive advantage.

We cannot assure you that any patents will issue from any patent applications, that patents that issue from such applications will
give us the protection that we seek or that any such patents will not be challenged, invalidated, or circumvented. Any patents that
may issue in the future from our pending or future patent applications may not provide sufficiently
broad protection and may not
be enforceable in actions against alleged infringers. We have registered the “Rapid7,” “Nexpose” and “Metasploit” names and
logos in the United States and certain other countries. We have registrations and/or pending applications for additional marks in

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25

the United States and other countries; however, we cannot assure you that any future trademark registrations will be issued for
pending or future applications or that any registered trademarks will be enforceable or provide adequate protection of our proprietary
rights. We also license software from third parties for integration into our products, including open source software and other
software available on commercially reasonable terms. We cannot assure you that such third parties will maintain such software
or continue to make it available.

In order to protect our unpatented proprietary technologies and processes, we rely on trade secret laws and confidentiality agreements
with our employees, consultants, channel partners, vendors and others. Despite our efforts
to protect our proprietary technology
and trade secrets, unauthorized parties may attempt to misappropriate, reverse engineer or otherwise obtain and use them. In
addition, others may independently discover our trade secrets, in which case we would not be able to assert trade secret rights, or
develop similar technologies and processes. Further, the contractual provisions that we enter into may not prevent unauthorized
use or disclosure of our proprietary technology or intellectual property rights and may not provide an adequate remedy in the event
of unauthorized use or disclosure of our proprietary technology or intellectual property rights. Moreover, policing unauthorized
use of our technologies, trade secrets and intellectual property is difficult,
expensive and time-consuming, particularly in foreign
countries where the laws may not be as protective of intellectual property rights as those in the United States and where mechanisms
for enforcement of intellectual property rights may be weak. We may be unable to determine the extent of any unauthorized use
or infringement of our solutions, technologies or intellectual property rights.

ff

ff

From time to time, legal action by us may be necessary to enforce our patents and other intellectual property rights, to protect our
trade secrets, to determine the validity and scope of the intellectual property rights of others or to defend against claims of
infringement or invalidity. Such litigation could result in substantial costs and diversion of resources and could negatively affect
our business, operating results and financial condition.

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Assertions by third parties of infringement or other violations by us of their intellectual property rights, whether or not
correct, could result in significant costs and harm our business and operating results.

Patent and other intellectual property disputes are common in our industry. We are periodically involved in disputes brought by
non-practicing entities alleging patent infringement and we may,yy from time to time, be involved in other such disputes in the
ordinary course of our business. Some companies, including some of our competitors, own large numbers of patents, copyrights
and trademarks, which they may use to assert claims against us. Third parties have in the past and may in the future assert claims
of infringement, misappropriation or other violations of intellectual property rights against us. They may also assert such claims
against our customers or channel partners, whom we typically indemnify against claims that our solutions infringe, misappropriate
or otherwise violate the intellectual property rights of third parties. As the numbers of products and competitors in our market
increase and overlaps occur, claims of infringement, misappropriation and other violations of intellectual property rights may
increase. Any claim of infringement, misappropriation or other violation of intellectual property rights by a third party,yy even those
without merit, could cause us to incur substantial costs defending against the claim and could distract our management from our
business.

The patent portfolios of our most significant competitors are larger than ours. This disparity may increase the risk that they may
sue us for patent infringement and may limit our ability to counterclaim for patent infringement or settle through patent cross-
licenses. In addition, future assertions of patent rights by third parties, and any resulting litigation, may involve patent holding
companies or other adverse patent owners who have no relevant product revenues and against whom our own patents may therefore
provide little or no deterrence or protection. There can be no assurance that we will not be found to infringe or otherwise violate
any third-party intellectual property rights or to have done so in the past.

An adverse outcome of a dispute may require us to:

•

•

•

•

•

pay substantial damages, including treble damages, if we are found to have willfully infringed a third party’s patents
or copyrights;

cease making, licensing or using solutions that are alleged to infringe or misappropriate the intellectual property of
others;

expend additional development resources to attempt to redesign our solutions or otherwise develop non-infringing
technology,yy which may not be successful;

enter into potentially unfavorable royalty or license agreements in order to obtain the right to use necessary technologies
or intellectual property rights; and

indemnify our partners and other third parties.

In addition, royalty or licensing agreements, if required or desirable, may be unavailable on terms acceptable to us, or at all, and

26

may require significant royalty payments and other expenditures. Some licenses may also be non-exclusive, and therefore, our
competitors may have access to the same technology licensed to us. Any of the foregoing events could seriously harm our business,
financial condition and results of operations.

Our intercompany relationships are subject to complex transfer pricing regulations, which may be challenged by taxing
authorities.

We generally conduct our international operations through wholly-owned subsidiaries and report our taxable income in various
jurisdictions worldwide based upon our business operations in those jurisdictions. In 2016, we completed the reorganization of
our corporate structure and intercompany relationships to more closely align our corporate organization with the expansion of our
international business activities. Although we anticipate achieving a reduction in our overall effective
tax rate in the future as a
result of this reorganized corporate structure, we may not realize any benefits. Our intercompany relationships are and will continue
to be subject to complex transfer pricing regulations administered by taxing authorities in various jurisdictions. The relevant taxing
authorities may disagree with our determinations as to the income and expenses attributable to specific jurisdictions. If such a
disagreement were to occur, and our position were not sustained, we could be required to pay additional taxes, interest and penalties,
tax rates, reduced cash flows and lower overall profitability of our
which could result in one-time tax charges, higher effective
operations. In addition, if the intended tax treatment of our reorganized corporate structure is not accepted by the applicable taxing
authorities, changes in tax law negatively impact the structure or we do not operate our business consistent with the structure and
applicable tax laws and regulations, we may fail to achieve any tax advantages as a result of the reorganized corporate structure,
and our future operating results and financial condition may be negatively impacted.

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Our ability to use net operating losses to offset

ff

future taxable income may be subject to certain limitations.

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As of December 31, 2017, we had federal and state net operating loss carryforwards, or NOLs, of $116.6 million and $81.0 million,
future taxable income, which expire in various years beginning in 2030 if not utilized. A lack of
respectively,yy available to offset
future taxable income would adversely affect
our ability to utilize these NOLs before they expire. Under the provisions of the
Internal Revenue Code of 1986, as amended, or the Internal Revenue Code, substantial changes in our ownership may limit the
amount of pre-change NOLs that can be utilized annually in the future to offset
taxable income. Section 382 of the Internal Revenue
Code imposes limitations on a company’s ability to use NOLs if a company experiences a more-than-50-percent ownership change
over a three-year testing period. Based upon our analysis as of December 31, 2017, we determined that although a small limitation
on our historical NOLs exists, we do not expect this limitation to impair our ability to use our NOLs prior to expiration. However,
if changes in our ownership occur in the future, our ability to use our NOLs may be further limited. For these reasons, we may
not be able to utilize a material portion of the NOLs, even if we achieve profitability. If we are limited in our ability to use our
NOLs in future years in which we have taxable income, we will pay more taxes than if we were able to fully utilize our NOLs.
This could adversely affect

our operating results, cash balances and the market price of our common stock.

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Comprehensive tax reform bills could adversely affect

ff

our business and financial condition.

The U.S. government has recently enacted comprehensive tax legislation that includes significant changes to the taxation of
business entities. These changes include, among others, (i) a permanent reduction to the corporate income tax rate, (ii) a partial
limitation on the deductibility of business interest expense, (iii) a shift of the U.S. taxation of multinational corporations from a
tax on worldwide income to a territorial system (along with certain rules designed to prevent erosion of the U.S. income tax base)
and (iv) a one-time tax imposed at lower rates on accumulated offshore
earnings held in cash and illiquid assets, with the latter
taxed at a further reduced rate. Notwithstanding the reduction in the corporate income tax rate, the overall impact of this tax reform
is uncertain, and our business and financial condition could be adversely affected.

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ff

Our operating results may be harmed if we are required to collect sales and use or other related taxes for our products and
professional services in jurisdictions where we have not historically done so.

rules and regulations governing sales and
Taxing jurisdictions, including state, local and foreign taxing authorities, have differing
use or other taxes, and these rules and regulations are subject to varying interpretations that may change over time. In particular,
significant judgment is required in evaluating our tax positions and our worldwide provision for taxes. While we believe that we
are in material compliance with our obligations under applicable taxing regimes, one or more states, localities or countries may
seek to impose additional sales or other tax collection obligations on us, including for past sales. It is possible that we could face
sales tax audits and that such audits could result in tax-related liabilities for which we have not accrued. A successful assertion
that we should be collecting additional sales or other taxes on our offerings
in jurisdictions where we have not historically done
so and do not accrue for sales taxes could result in substantial tax liabilities for past sales, discourage customers from purchasing
ff
our offerings

or otherwise harm our business and operating results.

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In addition, our tax obligations and effective

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tax rates could be adversely affected

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by changes in the relevant tax, accounting and

27

other laws, regulations, principles and interpretations, including those relating to income tax nexus, by recognizing tax losses or
lower than anticipated earnings in jurisdictions where we have lower statutory rates and higher than anticipated earnings in
jurisdictions where we have higher statutory rates, by changes in foreign currency exchange rates, or by changes in the valuation
of our deferred tax assets and liabilities. Although we believe our tax estimates are reasonable, the final determination of any tax
audits or litigation could be materially different
from our historical tax provisions and accruals, which could have a material
adverse effect

on our operating results or cash flows in the period or periods for which a determination is made.

ff

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Our business is subject to the risks of earthquakes, fire, power outages, floods and other catastrophic events, and to
interruption by manmade problems such as terrorism.

A significant natural disaster, such as an earthquake, fire or a flood, or a significant power outage could have a material adverse
our channel partners’
impact on our business, operating results and financial condition. In addition, natural disasters could affect
ability to perform services for us on a timely basis. In the event we or our channel partners are hindered by any of the events
discussed above, our ability to provide our products or professional services to customers could be delayed.

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In addition, our facilities and those of our third-party data centers and hosting providers are vulnerable to damage or interruption
from human error, intentional bad acts, pandemics, earthquakes, hurricanes, floods, fires, war, terrorist attacks, power losses,
hardware failures, systems failures, telecommunications failures and similar events. The occurrence of a natural disaster, power
failure or an act of terrorism, vandalism or other misconduct, a decision by a third party to close a facility on which we rely without
adequate notice, or other unanticipated problems could result in lengthy interruptions in provision or delivery of our products,
potentially leaving our customers vulnerable to cyber attacks. The occurrence of any of the foregoing events could damage our
systems and hardware or could cause them to fail completely,yy and our insurance may not cover such events or may be insufficient
to compensate us for the potentially significant losses, including the potential harm to the future growth of our business, that may
result from interruptions in our service as a result of system failures.

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All of the aforementioned risks may be exacerbated if our disaster recovery plans or the disaster recovery plans established for
our third-party data centers and hosting providers prove to be inadequate. To the extent that any of the above results in delayed
or reduced customer sales, our business, financial condition and results of operations could be adversely affected.

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Risks Related to our Common Stock

The market price of our common stock has been and is likely to continue to be volatile.

The market price of our common stock may be highly volatile and may fluctuate substantially as a result of a variety of factors,
some of which are related in complex ways. Since shares of our common stock were sold in our initial public offering,
or IPO, in
July 2015 at a price of $16.00 per share, our stock price has ranged from an intraday low of $9.05 to an intraday high of $27.45
through March 1, 2018. Factors that may affect

the market price of our common stock include:

ff

ff

•

•

•

•

•

•

•

•

•

•

•

•

actual or anticipated fluctuations in our financial condition and operating results;

variance in our financial performance from expectations of securities analysts;

changes in the prices of our products and professional services;

changes in our projected operating and financial results;

changes in laws or regulations applicable to our products or professional services;

announcements by us or our competitors of significant business developments, acquisitions or new offerings;

ff

our involvement in any litigation;

our sale of our common stock or other securities in the future;

changes in senior management or key personnel;

trading volume of our common stock;

changes in the anticipated future size and growth rate of our market; and

general economic, regulatory and market conditions.

Recently,yy the stock markets have experienced extreme price and volume fluctuations that have affected

ff

and continue to affect

ff

the

28

market prices of equity securities of many companies. These fluctuations have often been unrelated or disproportionate to the
operating performance of those companies. Broad market and industry fluctuations, as well as general economic, political,
regulatory and market conditions, may negatively impact the market price of our common stock. In the past, companies that have
experienced volatility in the market price of their securities have been subject to securities class action litigation. We may be the
target of this type of litigation in the future, which could result in substantial costs and divert our management’s attention.

We may fail to meet our publicly announced guidance or other expectations about our business and future operating results,
which would cause our stock price to decline.

We have provided and may continue to provide guidance about our business, future operating results and other business metrics.
In developing this guidance, our management must make certain assumptions and judgments about our future performance.
Furthermore, analysts and investors may develop and publish their own projections of our business, which may form a consensus
about our future performance. Our business results may vary significantly from such guidance or that consensus due to a number
of factors, many of which are outside of our control, and which could adversely affect
our operations and operating results.
Furthermore, if we make downward revisions of our previously announced guidance, or if our publicly announced guidance of
future operating results fails to meet expectations of securities analysts, investors or other interested parties, the price of our
common stock would decline.

ff

If securities or industry analysts do not publish research or reports about our business, or publish negative reports about
our business, our stock price and trading volume could decline.

The trading market for our common stock will depend, in part, on the research and reports that securities or industry analysts
publish about us or our business. We do not have any control over these analysts. If our financial performance fails to meet analyst
estimates or one or more of the analysts who cover us downgrade our shares or change their opinion of our shares, our share price
would likely decline. If one or more of these analysts cease coverage of our company or fail to regularly publish reports on us,
we could lose visibility in the financial markets, which could cause our share price or trading volume to decline.

We do not intend to pay dividends for the foreseeable future and, as a result, your ability to achieve a return on your
investment will depend on appreciation in the price of our common stock.

We have never declared or paid any cash dividends on our common stock and do not intend to pay any cash dividends in the
foreseeable future. We anticipate that we will retain all of our future earnings for use in the development of our business and for
general corporate purposes. Any determination to pay dividends in the future will be at the discretion of our board of directors.
Accordingly,yy investors must rely on sales of their common stock after price appreciation, which may never occur, as the only way
to realize any future gains on their investments.

Concentration of ownership among our existing directors, executive officers
common stock may prevent minority investors from influencing significant corporate decisions.

ff

and holders of 10% or more of our outstanding

ff

and holders of more than 10% of our common stock, some of whom are
As of March 1, 2018, our directors, executive officers
represented on our board of directors, together with their affiliates,
beneficially owned 27% of the voting power of our outstanding
capital stock. As a result, these stockholders, acting together, have substantial influence over the outcome of matters submitted to
our stockholders for approval, including the election of directors and approval of significant corporate transactions, such as a
merger or other sale of our company or its assets. This concentration of ownership could delay,yy defer or prevent a change in control
of our company,yy a merger, consolidation, takeover or other business combination, which in turn, could materially and adversely
ff
affect

the market price of our common stock.

ff

Substantial future sales of our common stock in the public market, or the perception that these sales may occur,rr could cause
our share price to decline.

Sales of a substantial amount of shares of our common stock in the public market, or the perception that these sales might occur,
could depress the market price of our common stock and could impair our ability to raise capital through the sale of additional
equity securities. All outstanding shares of our common stock are freely tradable without restriction under the Securities Act of
1933, as amended, or the Securities Act, except for any shares of our common stock that may be held or acquired by our directors,
as that term is defined in the Securities Act, which are subject to restrictions under the
executive officers
Securities Act, or that may be issued under our equity incentive plans subject to vesting requirements. We are unable to predict
the effect
and significant stockholders, may have on the
ff
prevailing market price of our common stock.

that these sales, particularly sales by our directors, executive officers,

and other affiliates,

ff

ff

ff

We have filed registration statements on Form S-8 under the Securities Act to register shares of common stock that may be issued
under our equity incentive plans from time to time. Shares registered under these registration statements are available for sale in

29

the public market upon issuance subject to vesting arrangements and exercise of options, as well as Rule 144 in the case of our
We also filed a “shelf” registration statement on Form S-3 under the Securities Act in May 2017 that became effective
affiliates.
ff
up to $50 million of shares of common stock and to cover the resale of up
in June 2017, allowing us, from time to time, to offer
to an aggregate of 18,419,274 shares of our common stock by selling stockholders to be named in the applicable prospectus
supplement to the shelf registration statement, from time to time. In January 2018, we completed a public offering
of 5,950,000
shares of our common stock, of which 1,500,000 shares of common stock were sold by us and 4,450,000 shares of common stock
were sold by certain existing stockholders (including 770,000 shares sold pursuant to the underwriter’s option).

ff

ff

ff

Certain existing holders of our common stock have the right, subject to various conditions and limitations, to request we include
their shares of our common stock in registration statements we may file relating to our securities, including the effective
shelf
registration statement described above. If the offer
and sale of these shares are registered, they will be freely tradable without
restriction under the Securities Act. In the event such registration rights are exercised and a large number of shares of common
stock are sold in the public market, such sales could reduce the trading price of our common stock. In June 2017, we filed a
prospectus supplement to the effective
registration statement described above with respect to the sale of up to 2,800,000 shares
of our common stock by two of our significant stockholders, which facilitated the resale by those holders of a portion of the shares
of our common stock they hold.

ff

ff

ff

In addition, in the future, we may issue common stock or other securities in connection with a capital raise or acquisitions. The
number of new shares of our common stock issued in connection with a capital raise or acquisition could constitute a material
portion of our then-outstanding shares of our common stock.

We are an “emerging growth company” 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 an “emerging growth company,”yy as defined in the JOBS Act. For as long as we qualify as an emerging growth company,yy
we intend to take advantage of certain exemptions from various reporting requirements that are applicable to other public companies
that are not “emerging growth companies” including, but not limited to, the auditor attestation requirements of Section 404 of the
Sarbanes-OxleyAct, reduced disclosure obligations regarding executive compensation in our periodic reports and proxy statements,
and exemptions from the requirements of holding a nonbinding advisory vote on executive compensation and stockholder approval
of any golden parachute payments not previously approved. We cannot predict if investors will find our common stock less attractive
because we will rely on these exemptions and provide reduced disclosure. 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.

We are obligated to maintain proper and effective
adequacy of these internal controls may adversely affect
our common stock.

ff

ff

internal controls over financial reporting and any failure to maintain the

investor confidence in our company and, as a result, the value of

ff

We are required, pursuant to Section 404 of the Sarbanes-Oxley Act, or Section 404, to furnish a report by management on, among
other things, the effectiveness
of our internal control over financial reporting on an annual basis. This assessment includes disclosure
of any material weaknesses identified by our management in our internal control over financial reporting. During the evaluation
and testing process, if we identify one or more material weaknesses in our internal control over financial reporting, we will be
While we have established certain procedures and control over our financial
unable to assert that our internal controls are effective.
ff
reporting processes, we cannot assure you that these efforts

will prevent restatements of our financial statements in the future.

ff

Our independent registered public accounting firm will not be required to attest to the effectiveness
of our internal control over
financial reporting until our first annual report required to be filed with the SEC following the date we no longer qualify as an
“emerging growth company,”yy as defined in the JOBS Act. At such time, our independent registered public accounting firm may
issue a report that is adverse in the event it is not satisfied with the level at which our controls are documented, designed or
operating. We may not be able to remediate any future material weaknesses, or to complete our evaluation, testing and any required
remediation in a timely fashion. We will be required to disclose significant changes made in our internal control procedures on a
quarterly basis.

ff

Our compliance with Section 404 will require that we incur substantial accounting expense and expend significant management
efforts.
We currently do not have an internal audit group, and we may need to hire additional accounting and financial staffff with
ff
appropriate public company experience and technical accounting knowledge and compile the system and process documentation
necessary to perform the evaluation needed to comply with Section 404. Any failure to maintain internal control over financial
reporting could severely inhibit our ability to accurately report our financial condition or results of operations. If we are unable
to assert that our internal control over financial reporting is effective
or our independent registered public accounting firm is unable
of our internal controls when it is required to issue such opinion, we could lose investor
to express an opinion on the effectiveness
confidence in the accuracy and completeness of our financial reports, the market price of our common stock could decline, and

ff

ff

30

we could be subject to sanctions or investigations by the Nasdaq Stock Market, the SEC or other regulatory authorities. Failure
to remedy any material weakness in our internal control over financial reporting, or to implement or maintain other effective
control systems required of public companies, could also restrict our future access to the capital markets.

ff

Anti-takeover provisions in our charter documents and under Delaware law could make an acquisition of us more difficult,
limit attempts by our stockholders to replace or remove our current management and limit the market price of our common
stock.

ff

Provisions in our amended and restated certificate of incorporation and amended and restated bylaws may have the effect
of
delaying or preventing a change in control or changes in our management. Among other things, our amended and restated certificate
of incorporation and amended and restated bylaws include provisions that:

ff

•

•

•

•

•

•

•

authorize our board of directors to issue preferred stock without further stockholder action and with voting liquidation,
dividend and other rights superior to our common stock;

require that any action to be taken by our stockholders be effected
by written consent, and limit the ability of our stockholders to call special meetings;

ff

at a duly called annual or special meeting and not

establish an advance notice procedure for stockholder proposals to be brought before an annual meeting, including
proposed nominations of persons for director nominees;

establish that our board of directors is divided into three classes, with directors in each class serving three-year staggered
terms;

require the approval of holders of two-thirds of the shares entitled to vote at an election of directors to adopt, amend
or repeal our amended and restated bylaws or amend or repeal the provisions of our amended and restated certificate
of incorporation regarding the election and removal of directors and the ability of stockholders to take action by written
consent or call a special meeting;

prohibit cumulative voting in the election of directors; and

provide that vacancies on our board of directors may be filled only by a majority of directors then in office,
though less than a quorum.

ff

even

ff

These provisions may frustrate or prevent any attempts by our stockholders to replace or remove our current management by
making it more difficult
for stockholders to replace members of our board of directors, who are responsible for appointing the
members of our management. In addition, because we are incorporated in Delaware, we are governed by the provisions of
Section 203 of the Delaware General Corporation Law,ww which generally prohibits a Delaware corporation from engaging in any
of a broad range of business combinations with any “interested” stockholder for a period of three years following the date on
which the stockholder became an “interested” stockholder. Any of the foregoing provisions could limit could limit the opportunity
for our stockholders to receive a premium for their shares of our common stock and could also affect
the price that some investors
are willing to pay for our common stock.

ff

Our amended and restated certificate of incorporation designates the Court of Chancery of the State of Delaware as the
exclusive forum for certain litigation that may be initiated by our stockholders, which could limit our stockholders’ability to
obtain a favorable judicial forum for disputes with us.

Pursuant to our amended and restated certificate of incorporation, unless we consent in writing to the selection of an alternative
forum, the Court of Chancery of the State of Delaware is the sole and exclusive forum for (1) any derivative action or proceeding
brought on our behalf, (2) any action asserting a claim of breach of a fiduciary duty owed by any of our directors, officers
or other
employees to us or our stockholders, (3) any action asserting a claim arising pursuant to any provision of the Delaware General
Corporation Law,ww our amended and restated certificate of incorporation or our amended and restated bylaws or (4) any action
asserting a claim governed by the internal affairs
doctrine. Our amended and restated certificate of incorporation further provides
that any person or entity purchasing or otherwise acquiring any interest in shares of our common stock is deemed to have notice
of and consented to the foregoing provision. The forum selection clause in our amended and restated certificate of incorporation
may limit our stockholders’ ability to obtain a favorable judicial forum for disputes with us.

ff

ff

Item 1B. Unresolved Staff Comments.

None.

31

Item 2. Properties.

Our corporate headquarters occupy approximately 75,000 square feet in Boston, Massachusetts under an operating lease that
expires in August 2019. In November 2017, we entered into an agreement for a new facility in Boston, Massachusetts which will
occupy approximately 147,000 square feet under a lease which is expected to commence on June 1, 2019 and expire in November
including Los Angeles, California; Cambridge, Massachusetts; Austin, Texas; and
2029. We have additional U.S. offices
Alexandria, Virginia. We also lease various international offices
including Toronto, Canada; Reading, United Kingdom; Belfast,
Northern Ireland; Dublin, Ireland; and Singapore.

ff

ff

We believe that our current facilities are suitable and adequate to meet our current needs. We intend to add new facilities or expand
existing facilities as we add employees, and we believe that suitable additional or substitute space will be available as needed to
accommodate any such expansion of our operations.

Item 3. Legal Proceedings.

From time to time, we may be a party to litigation or subject to claims incident to the ordinary course of business. Although the
results of litigation and claims cannot be predicted with certainty,yy we currently believe that the final outcome of these ordinary
on our business. Regardless of the outcome, litigation can have an adverse
course matters will not have a material adverse effect
impact on us because of defense and settlement costs, diversion of management resources and other factors.

ff

Item 4. Mine Safety Disclosures.

Not applicable.

32

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

Market Information

Our common stock is listed on the Nasdaq Global Market under the symbol “RPD” since July 17, 2015. Our initial public offering
was priced at $16.00 per share on July 16, 2015.

ff

The following table sets forth the reported high and low sales prices of our common stock for the periods indicated, as quoted on
the Nasdaq Global Market:

Year Ended December 31, 2017:
First quarter............................................................................................................ $
Second quarter ....................................................................................................... $
Third quarter .......................................................................................................... $
Fourth quarter......................................................................................................... $

Year Ended December 31, 2016:
First quarter............................................................................................................ $
Second quarter ....................................................................................................... $
Third quarter .......................................................................................................... $
Fourth quarter......................................................................................................... $

High

High

Low

15.96
19.29
17.90
20.25

16.75
14.82
19.29
18.30

$
$
$
$

$
$
$
$

12.20
14.36
14.75
17.08

9.05
10.82
11.55
10.63

Low

rr

As of December 31, 2017, there were 115 holders of record of our common stock, including Cede & Co., a nominee for The
Depository Trust
Company,yy or DTC, which holds shares of our common stock on behalf of an indeterminate number of
beneficial owners. All of the shares of common stock held by brokerage firms, banks and other financial institutions as
nominees for beneficial owners are deposited into participant accounts at DTC, and are considered to be held of record by Cede
& Co. as one stockholder. Because many of our shares are held by brokers and other institutions on behalf of stockholders, we
are unable to estimate the total number of stockholders represented by these record holders.

Dividends

We have never declared or paid, and do not anticipate declaring or paying in the foreseeable future, any cash dividends on our
common stock. Any future determination as to the declaration and payment of dividends, if any,yy will be at the discretion of our
board of directors, subject to applicable laws, and will depend on then existing conditions, including our financial condition,
operating results, contractual restrictions, capital requirements, business prospects and other factors our board of directors may
deem relevant.

Stock Performance Graph

The following shall not be deemed incorporated by refere
rr
ence
1934, as amended, or the Securities Act of 1933, as amended, except to the extent we specifically incorporate it by refere
rr
ence
such filings.

into any of our other filings under the Securities Exchange Act of
into

The following graph shows a comparison from July 17, 2015 (the date our common stock commenced trading on the Nasdaq
Global Market) through December 31, 2017 of the cumulative total return for an investment of $100 in our common stock, the
Nasdaq Global Market and the Nasdaq Computer Index. Data for the Nasdaq Global Market and the Nasdaq Computer Index
assume reinvestment of dividends.

33

The comparisons in the graph below are based upon historical data and are not indicative of, nor intended to forecast, future
performance of our common stock.

Rapid7, Inc.

Nasdaq Global Market
Composite

Nasdaq Computer

July 17,
2015

September 30,
2015

December 31,
2015

March 31,
2016

June 30,
2016

September 30,
2016

December 31,
2016

March 31,
2017

June 30,
2017

September 30,
2017

December 31,
2017

$ 100.00

$

89.99

$

59.85

$

51.70

$

49.76

$

69.82

$

48.14

$

59.26

$

66.57

$

69.62

$

73.81

100.00

100.00

79.58

95.13

81.67

105.13

67.59

106.53

67.13

102.79

78.33

118.13

75.93

117.72

81.02

135.85

84.92

148.80

90.86

154.96

95.11

168.48

Recent Sales of Unregistered Securities

None.

Use of Proceeds from Initial Public Offering of Common Stock

ff

Our initial public offering
of common stock was effected
No. 333-204874), which was declared or became effective
proceeds from our initial public offering
periodic reports previously filed with the SEC.

ff
ff

ff

through the filing of a Registration Statement on Form S-1 (File
on July 16, 2015. There has been no material change in the use of
as described in our final prospectus filed with the SEC pursuant to Rule 424(b) and other

Purchase of Equity Securities by the Issuer and Affiliated Purchasers

The following table provides information about our purchases of our equity securities during the three months ended December 31,
2017:

Total Number
of Shares
Purchased (1)

Average
Price Paid
per Share

Total Number of
Shares Purchased
as Part of Publicly
Announced Plans
or Programs

October 1, 2017 to October 31, 2017 .........................
November 1, 2017 to November 30, 2017 .................
December 1, 2017 to December 31, 2017 ..................
Total ............................................................................

6,610
—
—
6,610

$

$

17.94
—
—
17.94

—
—
—
—

Approximate Dollar
Value of Shares
That May Yet Be
Purchased Under
the Plans or
Programs
(dollars in thousands)
—
—
—
—

(1)

Represents the total number of shares of our common stock delivered to us by an employee to satisfy the statutory tax
withholding obligations owed in connection with the vesting of restricted stock awards granted to such employee under
the Rapid7, Inc. 2015 Equity Incentive Plan, as amended.

34

Securities Authorized for Issuance Under Equity Compensation Plans

Information about securities authorized for issuance under our equity compensation plan is incorporated herein by reference to
Item 12 of Part III of this Annual Report on Form 10-K.

Item 6. Selected Financial Data.

The following selected historical financial data should be read in conjunction with Item 7, “Management’s Discussion and Analysis
of Financial Condition and Results of Operations,” and our consolidated financial statements and the related notes appearing in
Item 8, “Financial Statements and Supplementary Data,” of this Annual Report on Form 10-K to fully understand the factors that
ff
may affect

the comparability of the information presented below.

The selected consolidated financial data in this section are not intended to replace the consolidated financial statements and are
qualified in their entirety by the consolidated financial statements and related notes included elsewhere in this Annual Report on
Form 10-K.

The following selected consolidated statements of operations data for the years ended December 31, 2017, 2016, and 2015, and
the consolidated balance sheet data as of December 31, 2017 and 2016, have been derived from our audited consolidated financial
statements included elsewhere in this Annual Report on Form 10-K. The consolidated statements of operations data for the year
ended December 31, 2014 and 2013 and the consolidated balance sheet data as of December 31, 2015, 2014 and 2013 have been
derived from our audited consolidated financial statements not included in this Annual Report on Form 10-K.

Year Ended December 31,

2017

2016

2015

2014

2013

(in thousands, except share and per share data)

Consolidated Statement of Operations Data:

Revenue:

Products ...........................................................................................................
Maintenance and support.................................................................................
Professional services .......................................................................................
Total revenue .......................................................................................

Cost of revenue(1):

Products ...........................................................................................................
Maintenance and support.................................................................................
Professional services .......................................................................................
Total cost of revenue ...........................................................................

Operating expenses(1):

Research and development ..............................................................................
Sales and marketing.........................................................................................
General and administrative..............................................................................
Total operating expense.......................................................................
Loss from operations ...........................................................................
Interest income (expense), net..................................................................................
Other income (expense), net.....................................................................................
Loss before income taxes ....................................................................
Provision for (benefit from) income taxes ...............................................................
Net loss .....................................................................................................................
Accretion of preferred stock to redemption value....................................................
Beneficial conversion feature relating to IPO participation payment ......................

116,748

$

89,404

$

63,407

$

47,030

$

46,268

37,924

200,940

25,583

7,491

23,836

56,910

50,938

111,593

30,293

192,824

(48,794)

775

313

(47,706)

(2,236)

(45,470)

—

—

37,403

30,630

157,437

12,447

7,105

20,173

39,725

47,955

90,524

28,282

166,761

(49,049)

131

(109)

26,903

20,216

110,526

6,921

6,002

16,321

29,244

38,746

67,365

21,731

127,842

(46,560)

(2,523)

(278)

19,016

10,834

76,880

4,557

4,495

9,420

38,633

14,017

7,380

60,030

4,048

3,388

5,442

18,472

12,878

25,570

49,007

12,972

87,549

(29,141)

(2,802)

(305)

21,411

31,779

12,586

65,776

(18,624)

(122)

43

(49,027)

(49,361)

(32,248)

(18,703)

(27)

(49,000)

—

—

496

(49,857)

(35,061)

(14,161)

379

(32,627)

(52,336)

—

170

(18,873)

(33,553)

—

Net loss attributable to common stockholders .........................................................

(45,470) $

(49,000) $

(99,079) $

(84,963) $

(52,426)

Net loss per share attributable to common stockholders, basic and diluted............. $
Weighted-average common shares outstanding, basic and diluted ..........................

(1.06) $

(1.19) $

(4.00) $

(6.65) $

(4.18)

42,952,950

41,248,473

24,740,480

12,770,916

12,549,266

35

(1)

Includes stock-based compensation expense and depreciation and amortization expense as follows:

Year Ended December 31,

2017

2016

2015

2014

2013

(in thousands)

Stock-based compensation expense:

Cost of revenue.............................................................................. $
Research and development ............................................................
Sales and marketing.......................................................................
General and administrative............................................................

1,085
7,205
5,756
5,495
,
Total stock-based compensation expense ................................. $ 19,541

$

610
6,054
6,607
4,045
,
$ 17,316

$

532
5,010
3,139
2,004
,
$ 10,685

Depreciation and amortization expense:

Cost of revenue.............................................................................. $
Research and development ............................................................
Sales and marketing.......................................................................
General and administrative............................................................

Total depreciation and amortization expense ........................... $

3,597
1,077
1,986
968
,
7,628

$

$

2,529
1,080
1,842
1,274
,
6,725

$

$

1,890
1,138
1,617
707
,
5,352

$

$

$

$

167
499
496
997
,
2,159

1,275
1,093
1,396
376
,
4,140

$

$

$

$

67
426
249
1,305
,
2,047

1,107
649
675
200
,
2,631

2017

2016

2015

2014

2013

As of December 31,

(in thousands)

$ 86,553
109,015
230,561
130,317
—
162,486

$ 36,823
50,359
86,966
85,056
16,871
122,230
— 211,598
(246,862)

68,075

$ 20,612
28,206
59,855
59,855
16,318
92,432
128,444
(161,021)

Consolidated Balance Sheet Data:

Cash and cash equivalents........................................................... $ 51,562
139,604
Working capital, excluding deferred revenue .............................
284,136
Total assets ..................................................................................
224,500
Total deferred revenue.................................................................
—
Total debt.....................................................................................
259,983
Total liabilities.............................................................................
—
Redeemable convertible preferred stock.....................................
24,153
Total stockholders’ equity (deficit) .............................................

$ 53,148
101,527
243,303
169,063
—
201,265
—
42,038

36

Item 7. Management’s Discussion and Analysis of Financial Condition and Results of Operations.

The following discussion and analysis of our financial condition and results of operations should be read in conjunction with our
consolidated financial statements and related notes appearing elsewhererr in this Annual Report on Form 10-K. In addition to
our plans, estimates
historical financial information, the following discussion contains forward-looking
and beliefs. Our actual results could differ materially fromrr
statements.
Factors that could cause or contribute to these differences
include those under “Risk Factors” included in Part I, Item 1A or in
other parts of this Annual Report on Form 10-K.

those contained in or implied by any forward-looking

statements that reflect
rr

e

rr

rr

Overview

Organizations of all sizes are faced with a more sophisticated and motivated set of cyber attackers. Coupled with an increasingly
complex IT environment and expanding attack surface, which is driven by mobility and a shift to the cloud, security and IT teams
are struggling to maintain adequate levels of cyber security,yy provide visibility to their management teams, and meet increasing
regulatory requirements. At the same time, they must navigate a shortage of capable cyber security professionals. Out of these
challenges, the concept of Security Operations, or SecOps, is emerging. SecOps is a movement that recognizes that Security and
IT Operations must work together to deliver better security and more nimbly adapt to emerging threats, without adding significant
resources. SecOps requires solutions that provide visibility,yy analytics and automation that enable IT, Security and DevOps to work
together to achieve significantly higher levels of productivity and success.

Rapid7 is a leading provider of security and IT analytics and automation solutions for SecOps, and is trusted by professionals
around the world to provide visibility,yy analytics and automation to help manage risk, simplify IT complexity and drive
innovation. Our solutions, which include vulnerability management, incident detection and response, security information and
event management, or SIEM, application security testing, log analytics, and security orchestration and automation, all focus on
the critical needs of enterprises for greater visibility into their environments, analytics that provide context to complex data, and
automation that enables SecOps teams to scale and more efficiently

to address critical security and IT tasks.

ff

We combine our extensive experience in collecting data from an ever-expanding IT environment, our deep insight into attacker
behaviors and techniques, and our powerful and proprietary analytics to provide solutions that can quickly and efficiently
identify and prioritize risks and active threats in an enterprise’s IT environment. Our broad data collection capabilities
encompass endpoints, servers, applications, users, cloud-based assets, client devices, network activity,yy log data and information
from third-party applications. We also provide workflows and automations that can enable and accelerate remediation of these
risks and active threats. We have designed our solutions to be easy to deploy and use for security and IT teams of all sizes.

ff

ff
We offer

analytic solutions across the following three core areas of SecOps:

•

•

•

Our Vulnerability Management offerings
security testing and attack simulation products. These solutions provide enterprises with comprehensive, yet
prioritized, visibility into potential cyber risks across their IT environment. We have also added remediation
workflows to help ensure that these risks can be easily mitigated.

include our industry-leading vulnerability management, web application

ff

Our Incident Detection and Response solutions are designed to enable organizations to rapidly detect and respond to
cyber security incidents and breaches across physical, virtual and cloud assets, including those associated with the
behaviors of their users. These solutions combine the collection of massive amounts of data with our core analytics
and machine-learning-driven user behavioral analytics to simplify the task of identifying and responding to potential
breaches.

Our IT Analytics and Automation solutions are designed to allow operations teams to quickly gain visibility into their
IT environment and facilitate automated workflows to eliminate repetitive, manual and labor-intensive tasks.

Finally,yy to complement our SecOps products, we offer
professional services, including incident response services, security advisory services, and deployment and training.

a range of managed services based on our software solutions and

ff

We market and sell our products and professional services to global organizations of all sizes, including mid-market businesses,
enterprises, non-profits, educational institutions and government agencies. Our customers span a wide variety of industries such
as technology,yy energy,yy financial services, healthcare and life sciences, manufacturing, media and entertainment, retail, education,
real estate, transportation, government and professional services. As of December 31, 2017, we had over 7,000 customers in 127
countries, including 52% of the Fortune 100. Our revenue was not concentrated with any individual customer or group of customers,
and no customer represented more than 2% of our revenue in 2017, 2016 or 2015.

37

We sell our products and professional services through direct inside and field sales teams and indirect channel partner relationships.
Our global sales teams focus on both new customer acquisition as well as up-selling and cross-selling additional offerings
to our
existing customers. Our sales teams are organized by geography,yy consisting of the Americas; Europe, the Middle East and Africa,
or EMEA; and Asia Pacific, or APAC,
as well as by target organization size. Our inside sales team primarily focuses on small and
middle-market enterprises, while Fortune 500 enterprises are generally handled by our globally distributed direct field sales teams.
Our highly technical sales engineers help define customer use cases, manage solution evaluations and train channel partners.

PP

ff

Recent Developments

On January 30, 2018, we closed on a public offering
of 5,950,000 shares of our common stock, of which 1,500,000 shares of
common stock were sold by us and 4,450,000 shares of common stock were sold by certain existing stockholders, at an offering
price of $22.00 per share, including 770,000 shares pursuant to the underwriters' option to purchase additional shares from the
selling stockholders. Our net proceeds from the offering
were $30.9 million, after deducting underwriting discounts and
commissions and offering
expenses payable by us. We did not receive any of the proceeds from the sale of shares by the selling
stockholders.

ff

ff

ff

ff

Our Business Model

ff

We have offerings
in three key areas: (1) Vulnerability Management, which includes our InsightVM, Nexpose, InsightAppSec,
AppSpider and Metasploit products, (2) Incident Detection and Response, which includes our InsightIDR and Managed Detection
and Response products as well as our incident response services and (3) IT Analytics and Automation Solutions, which includes
our Logentries, InsightOps and Komand products.

ff
We offer

our products through a variety of delivery models to meet the needs of our diverse customer base, including:

•

Cloud-based subscriptions, which provide our software capabilities to our customers through cloud access and on a
Software as a Service basis. Our InsightIDR, InsightVM, InsightAppSec, Logentries and InsightOps products are
ff
offered

as cloud-based subscriptions, generally with one to three-year terms.

• Managed services, through which we operate our products and provide our capabilities on behalf of our customers.

Our Managed Vulnerability Management (InsightVM), Managed Application Security (AppSpider) and Managed
Detection and Response (InsightIDR) products are offered
three-year agreements.

on a managed service basis, generally pursuant to one to

ff

•

Licensed software, including both term and perpetual licenses, and the simultaneous sale of maintenance and support.
Our Nexpose, Metasploit and AppSpider products are offered
ff
customers who purchase software licenses also purchase maintenance and support, which provides our customers
with telephone and web-based support and ongoing bug fixes and repairs during the term of the maintenance and
support agreement, and our customers who purchase our Nexpose and Metasploit products also purchase content
subscriptions, which provide them with real-time access to the latest vulnerabilities and exploits. Our maintenance
and support and content subscription agreements are typically for one to three-year terms. In addition, our Komand
product is offered

through term or perpetual software licenses. Our

through term licenses.

ff

ff

various professional services across all of our offerings,

We also offer
including deployment and training services related to our
software and cloud-based products, incident response services and security advisory services. Customers can purchase our
or on a stand-alone basis pursuant to fixed fee or time-and-materials
professional services together with our product offerings
agreements.

ff

ff

An important component of our revenue growth strategy is to have our existing customers renew their agreements with us and
purchase additional products from us. To assess our performance against this objective, we monitor the renewal rates of our existing
customers. We calculate our renewal rate by dividing the dollar value of renewed customer agreements, including upsells and
cross-sells of additional products, but excluding professional services and Logentries, in a trailing 12-month period by the dollar
value of the corresponding customer agreements. We also calculate an expiring renewal rate that does not take into account any
upsells or cross-sells. As a result of this methodology,yy we would not expect our expiring renewal rate to exceed 100%. Our renewal
rate was 122%, 120% and 126% in 2017, 2016 and 2015, respectively,yy and our expiring revenue renewal rate was 89%, 89% and
88% in 2017, 2016 and 2015, respectively. Our goal is to maintain what we believe are strong renewal rates, and work to increase
them over time. However, our renewal rates may decline or fluctuate as a result of a number of factors, including customers’
satisfaction or dissatisfaction with our products and professional services, pricing, competitive offerings,
economic conditions or
overall changes in our customers’ spending levels.

ff

38

We generate revenue from selling products, maintenance and support, and professional services. In 2017, 2016 and 2015, 81%,
81% and 82% of our revenue, respectively,yy was derived from sales of products and associated maintenance and support, while the
remaining 19%, 19% and 18%, respectively,yy was derived from the sale of professional services.

In 2017, 2016 and 2015, recurring revenue, defined as revenue from term software licenses, content subscriptions, managed
services, cloud-based subscriptions and maintenance and support, made up 70%, 67% and 66%, respectively,yy of total revenue. In
prior years, we did not include term software licenses in the calculation of recurring revenue. As a result, for the years ended
December 31, 2016 and 2015, our recurring revenue was recast from 62%, as previously disclosed, to 67% and 66%, respectively.

In 2017, 2016 and 2015, 57%, 55% and 53%, respectively,yy of our total revenue came from deferred revenue on the balance sheet
at the beginning of the respective periods.

Key Metrics

We monitor the following key metrics to help us measure and evaluate the effectiveness

ff

of our operations:

Total revenue....................................................................................... $
Year-over-year growth .................................................................
Calculated billings (non-GAAP)......................................................... $
Annualized recurring revenue (non-GAAP) ....................................... $
Operating cash flow ............................................................................ $

Year Ended December 31,

2017

2016

2015

200,940

27.6%

256,377
164,859
13,286

(dollars in thousands)
$

157,437

42.4%

196,183
121,192
9,112

$
$
$

$

$
$
$

110,526

43.8%

155,787
90,377
(1,907)

Deferred revenue.......................................................................................................................
Number of customers ................................................................................................................

$

As of December 31,

2017
224,500
7,030

$

2016
169,063
6,206

Total Revenue and Growth. We are focused on driving continued revenue growth through increased sales of our

products and professional services to new and existing customers.

Calculated Billings. Calculated billings is a non-GAAP measure that we define as total revenue recognized in
accordance with generally accepted accounting principles, or GAAP,PP plus the change in deferred revenue from the beginning to
the end of the period. We have historically considered calculated billings to be a useful metric for management and investors, as
a supplement to the corresponding GAAP measure of total revenue, because billings drive deferred revenue, which is an important
indicator of the health and visibility of trends in our business, and represents a significant percentage of future revenue. We regularly
valuable information regarding the performance of our
monitored calculated billings because we believed the measure offered
business and would help investors better understand the sales activity and performance of our business for a particular period.
With the expansion of our subscription, cloud-based product offerings
(InsightVM, InsightIDR, InsightAppSec, and InsightOps)
on the Insight Platform, the shift of our other products to subscription pricing, and the shift of our sales compensation plans to
Annualized Recurring Revenue, we may realize a shortening of our average contract duration, which should be taken into
consideration when evaluating calculated billings. In addition, as we transition to a more subscription-based model, we believe
calculated billings will be a less meaningful metric for our operations. Use of calculated billings also has limitations as an analytical
tool and should not be considered in isolation or as a substitute for revenue recognition or revenue measurement, or an analysis
of our results as reported under GAAP.PP Also, it is important to note that other companies, including companies in our industry,yy
billing frequencies, or may use other financial
may not use calculated billings, may compute billings differently
measures to evaluate their performance, all of which could reduce the usefulness of calculated billings as a comparative measure.

,yy may have different

ff

ff

ff

ff

Annualized Recurring Revenue (ARR). ARR is a non-GAAP measure that we define as the annual value of all
recurring revenue related to contracts in place at the end of the period. ARR should be viewed independently of revenue and
deferred revenue as ARR is a performance metric and is not intended to be combined with any of these items.

Operating Cash Flow. We monitor our operating cash flow as a measure of our overall business performance, which
enables us to analyze our financial performance without the effects
of certain non-cash items such as stock-based compensation
expenses and depreciation and amortization. Additionally,yy operating cash flow takes into account the increase in deferred revenue
as a result of increases in sales of products and services, which reflects the receipt of cash payment for products before they are

ff

39

recognized into revenue. Our operating cash flow is significantly impacted by the timing of commission and bonus payments,
accounts payable payments and collections of accounts receivable.

Deferred Revenue. We believe that deferred revenue is an important metric as it provides visibility into the revenue
to be recognized in future periods. Our deferred revenue consists of amounts that have been invoiced to customers but that have
not yet been recognized as revenue. Our deferred revenue balance primarily consists of the portion of products, maintenance and
support and professional services revenue that will be recognized ratably over the applicable maintenance and support contract
period. Revenue from professional services that are sold on a stand-alone basis is recognized as those services are rendered.

Number of Customers. We believe that the size of our customer base is an indicator of our global market penetration
and that our net customer additions are an indicator of the growth of our business. We define a customer as any entity that has
(1) an active Rapid7 contract or a contract that expired within 90 days or less of the applicable measurement date; and for Logentries
products, those customers with a contract value equal to or greater than $2,400 per year, or (2) purchased Rapid7 professional
services within the 12 months preceding the applicable measurement date.

Non-GAAP Financial Results

To supplement our consolidated financial statements, which are prepared and presented in accordance with GAAP,PP we provide
investors with certain non-GAAP financial measures, including non-GAAP gross profit, non-GAAP operating loss, non-GAAP
net loss, non-GAAP net loss per share, calculated billings and ARR which we collectively refer to as non-GAAP financial measures.
These non-GAAP financial measures exclude all or a combination of the following (as reflected in the following reconciliation
tables): stock-based compensation expense, amortization of acquired intangible assets, certain acquisition-related expenses and
certain non-recurring items. The presentation of the non-GAAP financial measures is not intended to be considered in isolation
or as a substitute for, or superior to, the financial information prepared and presented in accordance with GAAP.PP We use these
non-GAAP financial measures for financial and operational decision-making purposes and as a means to evaluate period-to-period
comparisons, and use certain non-GAAP financial measures as performance measures under our executive bonus plan. We believe
that these non-GAAP financial measures provide useful information about our operating results, enhance the overall understanding
of past financial performance and future prospects and allow for greater transparency with respect to metrics used by our
management in its financial and operational decision-making. While our non-GAAP financial measures are an important tool for
financial and operational decision-making and for evaluating our own operating results over different
periods of time, you should
review the reconciliation of our non-GAAP financial measures to the comparable GAAP financial measures included below,ww and
not rely on any single financial measure to evaluate our business.

ff

We exclude stock-based compensation expense because of varying available valuation methodologies, subjective assumptions
and the variety of equity instruments that can impact our non-cash expense. We believe that providing non-GAAP financial
measures that exclude stock-based compensation expense allow for more meaningful comparisons between our operating results
from period to period. We believe that excluding the impact of amortization of acquired intangible assets allows for more meaningful
comparisons between operating results from period to period as the intangibles are valued at the time of acquisition and are
amortized over several years after the acquisition. We also exclude the impact of certain costs directly related to acquisitions and
asset impairments as these costs are unrelated to the current operations and neither comparable to the prior period nor predictive
of future results, which we believe allows for a more meaningful comparison between the operating results from period to period.
We also exclude the impact of certain tax benefits due to U.S. tax reform, which we believe allows for a more meaningful comparison
between the provision for tax provision from period to period. Accordingly,yy we believe that excluding these expenses provides
investors and management with greater visibility into the underlying performance of our business operations, facilitates comparison
of our results with other periods and may also facilitate comparison with the results of other companies in our industry.

Our non-GAAP financial measures may not provide information that is directly comparable to that provided by other companies
in our industry,yy as other companies in our industry may calculate non-GAAP financial results differently
,yy particularly related to
non-recurring, unusual items. In addition, there are limitations in using non-GAAP financial measures because the non-GAAP
from non-GAAP financial measures used by other
financial measures are not prepared in accordance with GAAP,PP may be different
companies and exclude expenses that may have a material impact upon our reported financial results. Further, stock-based
compensation expense has been and will continue to be for the foreseeable future a significant recurring expense in our business
and an important part of the compensation provided to our employees.

ff

ff

40

The following tables reconcile GAAP gross profit to non-GAAP gross profit for the years ended 2017, 2016 and 2015:

Year Ended December 31,

2017

2016

(in thousands)

2015

GAAP total gross profit....................................................................... $
Stock-based compensation expense.............................................
Amortization of acquired intangible assets..................................
Non-GAAP total gross profit .............................................................. $

144,030
1,085
2,639
147,754

$

$

117,712
610
1,782
120,104

$

$

81,282
532
1,212
83,026

GAAP gross profit – products ............................................................ $
Stock-based compensation expense ............................................
Amortization of acquired intangible assets .................................
Non-GAAP gross profit – products.................................................... $

91,165
336
2,639
94,140

$

$

76,957
76
1,782
78,815

$

$

56,486
9
1,212
57,707

Year Ended December 31,

2017

2016

(in thousands)

2015

Year Ended December 31,

2017

2016

(in thousands)

2015

GAAP gross profit – maintenance and support................................... $
Stock-based compensation expense.............................................
Non-GAAP gross profit – maintenance and support .......................... $

38,777
247
39,024

$

$

30,298
206
30,504

GAAP gross profit – professional services ......................................... $
Stock-based compensation expense.............................................
Non-GAAP gross profit – professional services ................................. $

14,088
502
14,590

$

$

10,457
328
10,785

Year Ended December 31,

2017

2016

(in thousands)

$

$

$

$

20,901
272
21,173

2015

3,895
251
4,146

The following table reconciles GAAP loss from operations to non-GAAP loss from operations for the years ended 2017, 2016
and 2015:

2017

Year Ended December 31,
2016

(in thousands)

2015

GAAP loss from operations ................................................................ $
Stock-based compensation expense.............................................
Amortization of acquired intangible assets..................................
Acquisition-related expenses .......................................................
Impairment of long-lived assets...................................................
Non-GAAP loss from operations ........................................................ $

(48,794) $
19,541
2,813
167
—
(26,273) $

(49,049) $
17,316
2,438
—
—
(29,295) $

(46,560)
10,685
1,286
1,342
483
(32,764)

41

The following table reconciles GAAP net loss attributable to common stockholders to non-GAAP net loss for the years ended
2017, 2016 and 2015:

GAAP net loss attributable to common stockholders ......................... $

Accretion of preferred stock to redemption value ................
Beneficial conversion charge relating to IPO participation
payment.................................................................................
GAAP net loss.....................................................................................
Stock-based compensation expense......................................
Amortization of acquired intangible assets...........................
Acquisition-related expenses ................................................
Impairment of long-lived assets............................................
Release of valuation allowance, acquisition-related.............
Tax adjustment for the impact of tax reform ........................

Non-GAAP net loss............................................................................. $
Non-GAAP net loss per share, basic and diluted ................................ $
Weighted-average common shares outstanding, basic and diluted .....

Year Ended December 31,

2017

2016

2015

(in thousands, except share and per share data)
(45,470)
—

(49,000)
—

(99,079)
35,061

—
(45,470)
19,541
2,813
167
—
(2,632)
(352)
(25,933) $
(0.60) $

—
(49,000)
17,316
2,438
—
—
—
—
(29,246) $
(0.71) $

42,952,950

41,248,473

14,161
(49,857)
10,685
1,286
1,342
483
—
—
(36,061)
(1.46)
24,740,480

The following table reconciles total revenue to calculated billings for the years ended 2017, 2016 and 2015:

Total revenue....................................................................................... $
Add: Deferred revenue, end of period .........................................
Less: Deferred revenue, beginning of period...............................
Calculated billings............................................................................... $

200,940
224,500
169,063
256,377

$

$

157,437
169,063
130,317
196,183

$

$

110,526
130,317
85,056
155,787

Year Ended December 31,

2017

2016

(in thousands)

2015

Components of Results of Operations

Revenue

We generate revenue primarily from selling products, maintenance and support and professional services through a variety of
delivery models to meet the needs of our diverse customer base. We generally bill customers and collect payment for both our
products and services up front.

Products

rr

ff

We generate products revenue from the sale of (1) term or perpetual software licenses for our Nexpose, Metasploit and
AppSpider products, term licenses for our Komand product offering,
as well as associated content subscriptions for our
Nexpose and Metasploit products, (2) managed services offerings
ff
products and (3) cloud-based subscriptions for our InsightVM, InsightIDR, InsightAppSec, InsightOps, AppSpider and
Logentries products. We also generate an immaterial amount of appliance revenue that is included in our products revenue and
is associated with hardware sold with our Nexpose product to certain customers. Revenue for term and perpetual software
licenses and related services that are sold along with the software license is deferred on our balance sheet and recognized as
revenue on our consolidated statements of operations ratably over the contractual period of the maintenance and support, which
is typically one to three years. Revenue for our managed services and cloud-based subscription offerings
consolidated statements of operations ratably over the term of the managed service agreement or subscription, provided that all
other revenue recognition criteria have been met.

which utilize either our InsightVM, AppSpider or InsightIDR

is recognized on our

ff

42

Maintenance and Support

We generate maintenance and support revenue when customers purchase or renew agreements for maintenance and support of
their Nexpose, Metasploit and AppSpider software licenses. Substantially all of our customers purchase an agreement for
maintenance and support in connection with their purchase of a Nexpose, Metasploit or AppSpider software license. Revenue
from maintenance and support is recognized ratably over the term of the applicable agreement.

Professional

rr

Services

We generate professional service revenue from the sale of deployment and training services related to our products, incident
response services and security advisory services. Revenue from professional services sold together with our term and perpetual
is recognized ratably over the term of the applicable agreement. Revenue from professional
software licenses product offerings
services sold on a stand-alone basis or with non-software products is recognized as those services are rendered.

ff

Cost of Revenue

Our total cost of revenue consists of the costs of products, maintenance and support and professional services revenue.

Cost of Products

rr

Cost of products consists of personnel and related costs for our content, managed service and cloud operations team, including
salaries and other payroll related costs, bonuses, stock-based compensation and allocated overhead costs, which consist of IT,
information security,yy recruiting, facilities and depreciation and are allocated based on relative headcount. Also included in cost
of products are software license fees, hardware, cloud computing costs and internet connectivity expenses directly related to
delivering our products, as well as amortization of certain intangible assets including internally developed software.

Cost of Maintenance and Support

Cost of maintenance and support consists of personnel and related costs for our support team, including salaries and other
payroll related costs, bonuses, stock-based compensation and allocated overhead.

rr
Cost of Professional

Services

Cost of professional services consists of personnel and related costs for our professional services team, including salaries and
other payroll related costs, bonuses, stock-based compensation, costs of contracted third-party vendors, travel and entertainment
expenses and allocated overhead.

We expect our cost of revenue to increase on an absolute dollar basis as we continue to grow our revenue.

Gross Margin

Gross margin, or gross profit as a percentage of revenue, has been and will continue to be affected
including the average sales price of our products and services, transaction volume growth, the mix of revenue between software
licenses, cloud-based subscriptions, managed services and professional services and changes in cloud computing costs.

by a variety of factors,

ff

We expect our gross margins to decrease slightly as we expect revenue from our cloud-based subscriptions and managed
services to increase as a percentage of total revenue, each of which generally have a lower gross margin in comparison to our
term or perpetual software license products.

Operating Expenses

Operating expenses consist of research and development, sales and marketing, and general and administrative expenses.
Operating expenses include allocated overhead costs for depreciation, facilities, IT, information security and recruiting. Our
allocated costs for IT include costs for compensation of IT personnel and costs associated with our IT infrastructure. All
allocated overhead costs are allocated based on relative headcount.

Researchrr

and Development Expense

Research and development expense consists of personnel costs for our research and development team, including salaries and
other payroll related costs, bonuses and stock-based compensation. Additional expenses include subcontracting, travel and
entertainment, consulting and professional fees for third-party development resources as well as allocated overhead.

43

We expect research and development expense to increase on an absolute dollar basis in the near term as we continue to increase
investments in our products and technology platform innovation, but to remain consistent as a percentage of total revenue.

Sales and Marketing Expense

Sales and marketing expense consists of personnel costs for our sales and marketing team, including salaries and other payroll
related costs, commissions, bonuses and stock-based compensation. Additional expenses include marketing activities and
promotional events, travel and entertainment, training costs, amortization of certain intangible assets and allocated overhead.

We expect sales and marketing expense to increase on an absolute dollar basis in the near term as we continue to increase
investments to drive our revenue growth, but to decrease as a percentage of total revenue.

General and Administrative Expense

General and administrative expense consists of personnel costs for our legal, human resources, and finance and accounting
departments, including salaries and other payroll related costs, bonuses and stock-based compensation. Additional expenses
include travel and entertainment, subcontracting, professional fees, insurance, acquisition-related expenses, amortization of
certain intangible assets and allocated overhead.

We expect general and administrative expense to increase on an absolute dollar basis in the near term as we continue to
increase investments to support our growth, but to decrease as a percentage of total revenue.

Interest Income (Expense), Net

Interest income (expense), net consists primarily of interest income on our cash and cash equivalents and our short and long-term
investments, and in prior years, consisted primarily of interest expense incurred on our term loan obligation including amortization
of the related discount.

Other Income (Expense), Net

Other income (expense), net consists primarily of unrealized and realized gains and losses related to changes in foreign
currency exchange rates and realized gains and losses on the sale of investments.

Provision for (Benefit from) Income Taxesaa

Provision for (benefit from) income taxes relates to U.S. federal and state, as well as certain foreign jurisdiction, income taxes.
Historically,yy we have generated net losses in the U.S., U.K and Ireland and recorded a full valuation allowance against our U.S.,
U.K. and Ireland deferred tax assets. We expect to maintain a full valuation allowance on our U.S., U.K. and Ireland deferred
tax assets in the near term. Realization of our U.S., Ireland and U.K. deferred tax assets depends upon future earnings, the
timing and amount of which are uncertain.

44

Results of Operations

Year Ended December 31,

2017

2016

(in thousands)

2015

Consolidated Statement of Operations Data:
Revenue:

Products........................................................................................ $
Maintenance and support .............................................................
Professional services....................................................................
Total revenue ........................................................................

$

116,748
46,268
37,924
200,940

$

89,404
37,403
30,630
157,437

Cost of revenue:(1)

Products........................................................................................
Maintenance and support .............................................................
Professional services....................................................................
Total cost of revenue.............................................................

Operating expenses:(1)

Research and development ..........................................................
Sales and marketing .....................................................................
General and administrative ..........................................................
Total operating expenses.......................................................
Loss from operations ............................................................
Interest income (expense), net ............................................................
Other income (expense), net ...............................................................
Loss before income taxes......................................................
Provision for (benefit from) income taxes ..........................................
Net loss................................................................................................
Accretion of preferred stock to redemption value...............................
Beneficial conversion charge relating to IPO participation payment .
Net loss attributable to common stockholders .................................... $

25,583
7,491
23,836
56,910

50,938
111,593
30,293
192,824
(48,794)
775
313
(47,706)
(2,236)
(45,470)
—
—
(45,470) $

12,447
7,105
20,173
39,725

47,955
90,524
28,282
166,761
(49,049)
131
(109)
(49,027)
(27)
(49,000)
—
—
(49,000) $

63,407
26,903
20,216
110,526

6,921
6,002
16,321
29,244

38,746
67,365
21,731
127,842
(46,560)
(2,523)
(278)
(49,361)
496
(49,857)
(35,061)
(14,161)
(99,079)

(1) Cost of revenue and operating expenses include stock-based compensation expense and depreciation and amortization

expense as follows:

Year Ended December 31,

2017

2016

(in thousands)

2015

Stock-based compensation expense:

Cost of revenue............................................................................... $
Research and development.............................................................
Sales and marketing .......................................................................
General and administrative.............................................................

Total stock-based compensation expense ............................. $

1,085
7,205
5,756
5,495
19,541

$

$

610
6,054
6,607
4,045
17,316

$

$

532
5,010
3,139
2,004
10,685

45

Year Ended December 31,

2017

2016

(in thousands)

2015

Depreciation and amortization expense:

Cost of revenue ............................................................................
Research and development ..........................................................
Sales and marketing .....................................................................
General and administrative ..........................................................

Total depreciation and amortization expense ..................... $

3,597
1,077
1,986
968
7,628

$

$

2,529
1,080
1,842
1,274
6,725

$

$

1,890
1,138
1,617
707
5,352

The following table sets forth our consolidated statements of operations data expressed as a percentage of revenue:

Consolidated Statement of Operations Data:
Revenue:

Products........................................................................................
Maintenance and support .............................................................
Professional services....................................................................
Total revenue ........................................................................

Cost of revenue:

Products........................................................................................
Maintenance and support .............................................................
Professional services....................................................................
Total cost of revenue.............................................................

Operating expenses:

Research and development ..........................................................
Sales and marketing .....................................................................
General and administrative ..........................................................
Total operating expenses.......................................................
Loss from operations ............................................................
Interest income (expense), net ............................................................
Other income (expense), net ...............................................................
Loss before income taxes......................................................
Provision for (benefit from) income taxes ..........................................
Net loss................................................................................................
Accretion of preferred stock to redemption value...............................
Beneficial conversion charge relating to IPO participation payment .
Net loss attributable to common stockholders ....................................

Year Ended December 31,

2017

2016

2015

58.1 %
23.0
18.9
100.0

12.7
3.7
11.9
28.3

25.4
55.5
15.1
96.0
(24.3)
0.4
0.2
(23.7)
(1.1)
(22.6)
—
—
(22.6)%

56.8 %
23.8
19.4
100.0

7.9
4.5
12.8
25.2

30.4
57.5
18.0
105.9
31.1
0.1
(0.1)
(31.1)
—
(31.1)
—
—
(31.1)%

57.4 %
24.3
18.3
100.0

6.3
5.4
14.8
26.5

35.1
60.9
19.7
115.7
42.2
(2.3)
(0.2)
(44.7)
0.4
(45.1)
(31.7)
(12.8)
(89.6)%

46

Year Ended December 31, 2017 Compared to the Year Ended December 31, 2016

Revenue

Year Ended
December 31,

Change

2017

2016

$

%

(dollars in thousands)

Revenue:
Products ....................................................................................... $
Maintenance and support.............................................................
Professional services ...................................................................

Total revenue...................................................................... $

116,748
46,268
37,924
200,940

$

$

89,404
37,403
30,630
157,437

$

$

27,344
8,865
7,294
43,503

30.6%
23.7%
23.8%
27.6%

Total revenue increased by $43.5 million in 2017 compared to 2016. The increase in revenue included a $18.4 million increase
from new customers, upsells and cross-sells. The increase in new customers revenue included 824 net new customers added since
December 31, 2016 and a full year of revenue related to net new customers added in 2016, bringing our total customer count to
7,030 as of December 31, 2017, as compared to adding 1,074 net new customers in 2016, resulting in a total customer count of
6,206 as of December 31, 2016. Revenue also increased in 2017 compared to 2016 due to $25.1 million in additional revenue
from existing customer renewals. The increase in total revenue in 2017 was comprised of $35.7 million generated from sales in
North America and $7.8 million generated from sales from the rest of the world.

Cost of Revenue

Cost of revenue:
Products ....................................................................................... $
Maintenance and support.............................................................
Professional services ...................................................................

Total cost of revenue .......................................................... $

Gross margin %:
Products .......................................................................................
Maintenance and support.............................................................
Professional services ...................................................................
Total gross margin % .........................................................

Year Ended
December 31,

Change

2017

2016

$

%

(dollars in thousands)

25,583
7,491
23,836
56,910

$

$

12,447
7,105
20,173
39,725

$

$

13,136
386
3,663
17,185

105.5%
5.4%
18.2%
43.3%

78.1%
83.8%
37.1%
71.7%

86.1%
81.0%
34.1%
74.8%

Total cost of revenue increased by $17.2 million in 2017 compared to 2016, primarily due to a $9.1 million increase in personnel
costs, inclusive of a $0.5 million increase in stock-based compensation expense, primarily as a result of our increase in headcount
of when our headcount additions
from 164 as of December 31, 2016 to 236 as of December 31, 2017 as well as the timing effect
were hired in 2017 and 2016, to support our growing customer base. Our increase in total cost of revenue also included a $5.3 million
increase in cloud computing costs related to growing cloud-based subscription revenue, a $2.1 million increase in allocated overhead
driven largely by IT and facilities costs, a $0.9 million increase in amortization of intangible assets primarily due to the Komand
acquisition, a $0.5 million increase in travel and entertainment expenses, and a $0.2 million increase in other costs, partially offset
by a decrease of $0.9 million in third-party professional service consulting costs.

ff

ff

The total gross margin percentage decrease was primarily due to the decrease in gross margin percentage for products, partially
by the increases in gross margin percentage for professional services and maintenance and support. The decrease in products
ff
offset
gross margin percentage was due to an increase in revenue from cloud-based subscriptions and managed services, which have
lower gross margins in comparison to our software license products. The increase in maintenance and support gross margin
percentage was driven by our ability to scale as our revenue continues to grow. The increase in professional services gross margin
percentage was primarily due to increased demand for our assessment services and deployment and training services.

47

Operating Expenses

Researchrr

and Development Expense

Research and development .......................................................... $
% of revenue................................................................................

Year Ended
December 31,

Change

2017

2016

$

%

50,938

$

(dollars in thousands)
47,955

$

2,983

6.2%

25.4%

30.4%

Research and development expense increased by $3.0 million in 2017 compared to 2016 primarily due to a $1.9 million increase
in allocated overhead driven largely by an increase in IT and facilities costs, a $0.7 million increase in personnel costs, and an
increase of $0.4 million in other expenses. The $0.7 million increase in personnel costs was primarily due to a $2.1 million increase
in salaries and related costs driven by growth in headcount of our research and development teams from 251 as of December 31,
2016 to 266 as of December 31, 2017, which included 12 employees acquired in the Komand acquisition, as well as the timing
effect
of when our headcount additions were hired in 2017 and 2016. Also contributing to the increase was a $1.1 million increase
ff
in stock-based compensation expense and the impact of a $0.6 million Northern Ireland government grant received in 2016 which
by $1.2 million of acquisition-related bonus recorded in 2016,
was non-recurring in 2017. These increases were partially offset
$1.2 million of personnel costs that were capitalized as internal-use software costs in 2017 and $0.7 million of certain departmental
costs in 2016 that were eliminated in 2017.

ff

Sales and Marketing Expense

Year Ended
December 31,

Change

2017

2016

$

%

Sales and marketing..................................................................... $
% of revenue................................................................................

111,593

$

(dollars in thousands)
90,524

$

21,069

23.3%

55.5%

57.5%

Sales and marketing expense increased by $21.1 million in 2017 compared to 2016 primarily due to a $12.1 million increase in
personnel costs, resulting primarily from an increase in headcount from 346 as of December 31, 2016 to 437 as of December 31,
2017 to drive additional sales of our products and services as well as the timing effect
of when our headcount additions were hired
in 2017 and 2016 and from higher commissions expense recorded as a result of increased customer orders. The $12.1 million
increase in personnel costs was inclusive of a $0.9 million decrease in stock-based compensation expense primarily due to equity
grants in the prior period associated with the Logentries acquisition. Our increase in sales and marketing expense also included a
$3.7 million increase in allocated overhead driven largely by an increase in IT and facilities costs, a $2.4 million increase in
marketing expense driven largely by continued investments in attracting new customers, a $1.4 million increase in travel and
entertainment expense, a $0.7 million increase in partner referral fees, a $0.6 million increase in recruiting and training costs, and
$0.2 million of other expenses.

ff

General and Administrative Expense

Year Ended
December 31,

Change

2017

2016

$

%

General and administrative.......................................................... $
% of revenue................................................................................

30,293

$

(dollars in thousands)
28,282

$

2,011

7.1%

15.1%

18.0%

General and administrative expense increased by $2.0 million in 2017 compared to 2016 primarily due to a $2.4 million increase
in personnel costs, inclusive of an increase of $1.5 million in stock-based compensation expense, primarily the result of an increase
in headcount from 126 as of December 31, 2016 to 140 as of December 31, 2017 to support our overall company growth as well
as the timing effect
of when our headcount additions were hired in 2017 and 2016. Our increase in general and administrative
expense also included a $0.7 million increase in allocated overhead driven largely by an increase in IT and facilities costs and
by a decrease of $0.5 million of amortization expense, a
$0.2 million of other expenses. These increases were partially offset

ff

ff

48

decrease of $0.4 million in recruiting costs and $0.4 million of costs associated with a settlement and licensing agreement with a
third party in the prior period.

Interest Income (Expense), Net

Year Ended
December 31,

Change

2017

2016

$

%

(dollars in thousands)

Interest income (expense), net..................................................... $
% of revenue................................................................................

$

775
0.4%

$

131
0.1%

644

491.6%

Interest income (expense), net increased by $0.6 million in 2017 compared to 2016 primarily due to higher interest income as a
result of our investment in higher-yield securities. In 2017 and 2016, net interest income was partially offset
by $0.1 million and
$0.2 million, respectively,yy of interest expense due to non-cash interest charges related to the accretion of the liability associated
with deferred acquisition payments.

ff

Other Income (Expense), Net

Year Ended
December 31,

Change

2017

2016

$

%

(dollars in thousands)

Other income (expense), net ....................................................... $
% of revenue ...............................................................................

$

313
0.2%

$

(109)
(0.1)%

422

(387.2)%

Other income (expense), net reflected a $0.4 million decrease in expense in 2017 compared to 2016 primarily due to realized and
unrealized foreign currency gains exceeding losses, primarily related to the euro and pound sterling.

Benefit from Income Taxesaa

Year Ended
December 31,

Change

2017

2016

$

%

(dollars in thousands)

Benefit from income taxes.......................................................... $
% of revenue ...............................................................................

(2,236)

$

(1.1)%

(27)
— %

$

(2,209)

NM

Benefit from income taxes increased by $(2.2) million in 2017 compared to 2016 primarily due to a $2.6 million deferred tax
benefit resulting from a partial release of our valuation allowance to account for the creation of a deferred tax liability for the
developed technology intangible asset acquired in the acquisition of Komand which is not deductible for tax purposes. as well as
a $0.4 million tax benefit due to the impact of U.S tax reform. These benefits were partially offset
by an increase of $0.8 million
provision for income taxes due to our increased operations in foreign and U.S. state jurisdictions.

ff

49

Year Ended December 31, 2016 Compared to the Year Ended December 31, 2015

Revenue

Year Ended
December 31,

Change

2016

2015

$

%

(dollars in thousands)

Revenue:
Products ....................................................................................... $
Maintenance and support.............................................................
Professional services ...................................................................

Total revenue...................................................................... $

89,404
37,403
30,630
157,437

$

$

63,407
26,903
20,216
110,526

$

$

25,997
10,500
10,414
46,911

41.0%
39.0
51.5
42.4%

The majority of our products and maintenance and support revenue and revenue associated with professional services in a multiple-
element arrangement are recognized ratably over the related contractual period of maintenance and support (typically one to three
years) and accordingly $87.3 million, or 55%, of our 2016 revenue was recorded as deferred revenue on the balance sheet as of
December 31, 2015, as compared to $58.2 million, or 53%, of our 2015 revenue recorded on the balance sheet as of December 31,
2014. The remaining $70.1 million of 2016 revenue was recognized from 2016 billings as compared to $52.3 million of 2015
revenue recognized from 2015 billings. Total revenue increased by $46.9 million in 2016 compared to 2015 primarily due to the
$29.1 million increase in revenue recognized from our deferred revenue balance, while the remaining increase of $17.8 million
was recognized in same year in which it was billed. The $17.8 million increase is due to increased purchases of additional products
and services in the amount of $12.3 million by our existing customers and $5.5 million in sales to customers that were new in
2016. The increase in total revenue in 2016 was comprised of $38.6 million generated from sales in North America and $8.3 million
generated from sales from the rest of the world. We added 1,074 net new customers during 2016, bringing our total customer count
to 6,206 as of December 31, 2016, as compared to adding 1,399 net new customers during 2015, resulting in a total customer
count of 5,132 as of December 31, 2015. Products revenue increased by $26.0 million in 2016 compared to 2015, primarily due
to increased sales of perpetual software licenses and associated content subscriptions. Maintenance and support revenue increased
by $10.5 million in 2016 compared to 2015, due to a continued increase in our customer base. Professional services revenue
increased by $10.4 million in 2016 compared to 2015, primarily due to increased demand for our assessment services, which are
primarily sold on a standalone basis, and deployment and training services, which are primarily sold with software licenses as a
multiple-element arrangement.

Cost of Revenue

Cost of revenue:
Products ....................................................................................... $
Maintenance and support.............................................................
Professional services ...................................................................

Total cost of revenue .......................................................... $

Gross margin %:
Products .......................................................................................
Maintenance and support.............................................................
Professional services ...................................................................
Total gross margin % .........................................................

Year Ended
December 31,

Change

2016

2015

$

%

(dollars in thousands)

12,447
7,105
20,173
39,725

$

$

6,921
6,002
16,321
29,244

$

$

5,526
1,103
3,852
10,481

79.8%
18.4
23.6
35.8%

86.1%
81.0
34.1
74.8%

89.1%
77.7
19.3
73.5%

Total cost of revenue increased by $10.5 million in 2016 compared to 2015, primarily due to a $5.6 million increase in personnel
costs, primarily as a result of our increase in headcount from 140 as of December 31, 2015 to 164 as of December 31, 2016 as
well as the timing effect
of when our headcount additions were hired in 2016 and 2015, to support our growing customer base.
Our increase in total cost of revenue also included a $2.8 million increase in cloud computing costs, a $0.9 million increase in
allocated overhead driven largely by IT costs, a $0.6 million increase in amortization of intangible assets largely due to the
Logentries acquisition, a $0.2 million increase in travel and entertainment expense and a $0.1 million increase in the costs of

ff

50

licenses and permits. The increase in cost of revenue in 2016 also included a write-offff of obsolete appliance inventory in the
amount of $0.3 million.

ff

The total gross margin percentage increase was driven by the increase in gross margin for professional services and maintenance
and support, partially offset
by the decrease in gross margin for products. The increase in professional services gross margin was
driven by higher utilization as well as a higher percentage of our services bookings coming from services that are sold on a
standalone basis, which are recognized as delivered. The increase in maintenance and support gross margin was driven by our
ability to scale as our revenue continues to grow. The decrease in products gross margin was due to an increase in revenue from
cloud-based subscriptions and managed services which have lower gross margins than our software license product sales.

Operating Expenses

Researchrr

and Development Expense

Year Ended
December 31,

Change

2016

2015

$

%

Research and development .......................................................... $
% of revenue................................................................................

47,955

$

(dollars in thousands)
38,746

$

9,209

23.8%

30.4%

35.1%

Research and development expense increased by $9.2 million in 2016 compared to 2015 primarily due to a $6.1 million increase
in personnel costs as a result of our increase in headcount of our research and development teams from 205 as of December 31,
of when our headcount additions were hired in 2016 and 2015,
2015 to 251 as of December 31, 2016 as well as the timing effect
to support our product innovation. Included in the increase in personnel cost was a $1.0 million increase in stock-based compensation
expense and $3.1 million of additional cost attributable to the NT OBJECTives, Inc. (NTO) and Logentries acquisitions due to
2016 including a full year of expense, partially offset
by $0.6 million in proceeds received from a Northern Ireland grant. Our
increase in research and development expense also included a $3.7 million increase in allocated overhead driven largely by an
increase in IT and facilities costs. These cost increases were offset
by a $0.5 million reduction related to a charge taken in 2015
for the write offff of capitalized product development costs, and a $0.1 million decrease in other expenses.

ff

ff

ff

Sales and Marketing Expense

Sales and marketing..................................................................... $
% of revenue................................................................................

Year Ended
December 31,

Change

2016

2015

$

%

90,524

$

(dollars in thousands)
67,365

$

23,159

34.4%

57.5%

60.9%

ff

Sales and marketing expense increased by $23.2 million in 2016 compared to 2015 primarily due to a $13.2 million increase in
personnel costs, resulting from an increase in headcount from 314 as of December 31, 2015 to 346 as of December 31, 2016 as
well as the timing effect
of when our headcount additions were hired in 2016 and 2015, to actively market and develop additional
sales of our products and services. Included in the increase in personnel cost was a $3.5 million increase in stock-based compensation
expense and $2.6 million of additional costs attributable to the Logentries acquisition due to 2016 including a full year of expense.
Our increase in sales and marketing expense also included a $3.3 million increase in allocated overhead driven largely by an
increase in IT and facilities costs, a $2.2 million increase in marketing expense driven largely by continued investments in attracting
new customers, a $2.1 million increase in partner referral fees, a $1.2 million increase in travel and entertainment expense, a
$0.7 million increase in recruiting and training costs, a $0.3 million increase in professional fees and $0.2 million of other expenses.

General and Administrative Expense

Year Ended
December 31,

Change

2016

2015

$

%

General and administrative.......................................................... $
% of revenue................................................................................

51

28,282

$

(dollars in thousands)
21,731

$

6,551

30.1%

18.0%

19.7%

ff

General and administrative expense increased by $6.6 million in 2016 compared to 2015 primarily due to a $3.7 million increase
in personnel costs as a result of an increase in headcount from 97 as of December 31, 2015 to 126 as of December 31, 2016 as
of when our headcount additions were hired in 2016 and 2015, to support our overall company growth
well as the timing effect
as well as operations as a public company. Included in the increase in personnel costs was a $2.0 million increase in stock-based
compensation expense. Our increase in general and administrative expense also included a $0.9 million increase in professional
fees related to global structuring of our intellectual property and international business operations, a $0.6 million increase in
allocated overhead, driven by higher IT and facilities costs, a $0.4 million increase in recruiting and relocation costs related to
certain key employees, a $0.5 million increase in amortization expense largely due to the Logentries acquisition, a $0.4 million
increase in insurance costs, and $0.4 million related to a settlement and licensing agreement with a third party,yy partially offset
by
a $0.3 million decrease in other expenses.

ff

Interest Income (Expense), Net

Year Ended
December 31,

Change

2016

2015

$

%

Interest income (expense), net..................................................... $
% of revenue................................................................................

$

131
0.1%

(dollars in thousands)
(2,523)

$

2,654

(2.3)%

NM

Interest income (expense), net increased by $2.7 million in 2016 compared to 2015 primarily due to the repayment in full and
termination of our term loan in July 2015.

Other Income (Expense), Net

Year Ended
December 31,

Change

2016

2015

$

%

(dollars in thousands)

Other income (expense), net ....................................................... $
% of revenue ...............................................................................

$

(109)
(0.1)%

$

(278)
(0.2)%

169

60.8%

Other income (expense), net reflected a $0.2 million decrease in expense in 2016 compared to 2015 primarily due to realized and
unrealized foreign currency gains and losses.

Provision for (Benefit from) Income Taxesaa

Year Ended
December 31,

Change

2016

2015

$

%

(dollars in thousands)

Provision for (benefit from) income taxes.................................. $
% of revenue ...............................................................................

(27) $
—

$

496
0.4%

(523)

105.4%

Provision for (benefit from) income taxes decreased by $0.5 million in 2016 compared to 2015 primarily due to recognition of
research and development tax credits in Canada, Ireland and the United Kingdom, as well as the impact related to the restructuring
of our international business operations.

Liquidity and Capital Resources

ff

Our principal sources of liquidity are cash and cash equivalents, investments and our accounts receivable. In connection with our
or IPO, and concurrent private placement in July 2015, we received aggregate net proceeds to us of
initial public offering,
$112.3 million, after deducting underwriting discounts and commissions related to our IPO of $8.3 million and offering
expenses
of $3.1 million. Prior to our IPO, we funded our operations primarily through issuances of common and redeemable convertible
preferred stock and debt, including net proceeds of $93.4 million from the sale of shares of common and preferred stock. As of
December 31, 2017, we had $51.6 million in cash and cash equivalents, $40.3 million of short- and long-term investments that
have maturities ranging from 3 months to 2 years and an accumulated deficit of $434.9 million. In addition, in January 2018, we

ff

52

closed a public offering
generated significant losses and expect to continue to generate losses for the foreseeable future.

of 5,950,000 shares of our common stock for net proceeds of $30.9 million. Since our inception, we have

ff

We believe that our existing cash and cash equivalents together with cash generated from our operations will be sufficient
to meet
our working capital expenditure requirements for at least the next 12 months. Our future capital requirements will depend on many
factors, including our growth rate; the timing and extent of spending to support research and development efforts,
the expansion
of sales and marketing activities, particularly internationally; the introduction of new and enhanced products and professional
service offerings;
and the cost of any future acquisitions of technology or businesses. In the event that additional financing is
ff
required from outside sources, we may be unable to raise the funds on acceptable terms, if at all. If we are unable to raise additional
capital on terms satisfactory to us when we require it, our business, operating results and financial condition could be adversely
ff
affected.

ff

ff

The following table shows a summary of our cash flows for the years ended December 31, 2017, 2016 and 2015:

Year Ended December 31,

2017

2016

(in thousands)

2015

Cash and cash equivalents at beginning of period .............................. $
Net cash provided by (used in) operating activities ............................
Net cash used in investing activities ...................................................
Net cash provided by financing activities ...........................................
of exchange rates on cash .......................................................
Effects
Cash and cash equivalents at end of period ................................. $

ff

53,148
13,286
(22,421)
7,268
281
51,562

$

$

86,553
9,112
(43,475)
1,161
(203)
53,148

$

$

36,823
(1,907)
(42,947)
94,786
(202)
86,553

Uses of Funds

Our historical uses of cash have primarily consisted of cash used for operating activities such as expansion of our sales and
marketing operations, research and development activities and other working capital needs, as well as cash used for investing
activities such as business acquisitions and purchases of property and equipment.

Operating Activities

ff

Operating activities provided $13.3 million of cash in 2017. Cash provided by operating activities reflected our net loss of
$45.5 million, offset
by a decrease in our net operating assets and liabilities of $33.7 million and non-cash charges of $25.1 million
related primarily to depreciation and amortization, stock-based compensation expense, provision for doubtful accounts, deferred
income taxes and other non-cash charges. The decrease in our net operating assets and liabilities was primarily due to a $55.4 million
increase in deferred revenue from sales of our products and services, and a $6.8 million increase in accrued expenses, which both
had a positive impact on operating cash flow. These factors were offset
by a $25.2 million increase in accounts receivable, a $2.3
million decrease in accounts payable and a $1.0 million decrease in other liabilities, which each had a negative impact on operating
cash flow.

ff

ff

Operating activities provided $9.1 million of cash in 2016. Cash provided by operating activities reflected our net loss of
$49.0 million, offset
by a decrease in our net operating assets and liabilities of $32.8 million and non-cash charges of $25.3 million
related primarily to depreciation and amortization, stock-based compensation expense, provision for doubtful accounts and other
non-cash charges. The decrease in our net operating assets and liabilities was primarily due to a $38.7 million increase in deferred
revenue from sales of our products and services, a $1.6 million increase in accrued expenses, a $1.6 million increase in accounts
payable and a $0.6 million increase in other liabilities, which all had a positive impact on operating cash flow. These factors were
offset
by a $6.2 million increase in accounts receivable and a $3.5 million increase in prepaid expenses and other assets, which
ff
each had a negative impact on operating cash flow.

by continuing investment
Operating activities used $1.9 million in cash in 2015, which reflected continued growth in revenue, offset
in our operations. Cash used in operating activities reflected our net loss of $49.9 million, partially offset
by a net decrease in our
net operating assets and liabilities of $29.0 million and non-cash charges of $19.0 million related to depreciation and amortization,
stock-based compensation, provision for doubtful accounts and other non-cash charges such as amortization of debt discount,
impairment of long-lived assets and non-cash interest expense. The decrease in our net operating assets and liabilities was primarily
due to a $44.8 million increase in deferred revenue from sales of our products and services and a $6.7 million increase in accrued
by a $18.4 million increase in accounts receivable, a $2.3 million decrease in accounts payable and a
expenses, partially offset
$1.8 million increase in prepaid expenses and other assets.

ff

ff

ff

53

Investing Activities

Investing activities used $22.4 million of cash in 2017, consisting of $14.7 million of cash paid for the acquisition of Komand,
$4.8 million in capital expenditures to purchase computer equipment and leasehold improvements and $1.2 million for the
capitalization of internal-use software costs, $35.2 million used for purchases of investments less $33.7 million of investment
sales and maturities and $0.2 million increase in restricted cash.

Investing activities used $43.5 million of cash in 2016, consisting of $39.0 million used for purchases of investments and
$4.5 million in capital expenditures to purchase equipment and leasehold improvements.

Investing activities used $42.9 million in cash in 2015, primarily for the acquisitions of Logentries and NTO for $35.5 million
and $3.3 million, respectively. Additionally,yy $4.1 million was used to purchase property and equipment.

Financing Activities

Financing activities provided $7.3 million of cash in 2017, which consisted primarily of $5.8 million in proceeds from the exercise
of stock options, and $2.9 million in proceeds from the issuance of common stock purchased by employees under the Rapid7, Inc.
2015 Employee Stock Purchase Plan, or ESPP,PP partially offset
by a $0.7 million payment related to the deferred acquisition
consideration associated with the NTO acquisition in 2015 and $0.7 million in withholding taxes paid for the net share settlement
of equity awards.

ff

Financing activities provided $1.2 million of cash in 2016, which consisted primarily of $3.7 million in proceeds from the issuance
of common stock purchased by employees under the ESPP,PP $2.9 million in proceeds from the exercise of stock options and
$0.1 million related to an excess tax benefit from stock-based compensation, partially offset
by $4.1 million in withholding taxes
paid for the net share settlement of equity awards and a $1.4 million payment related to the deferred acquisition consideration
associated with the NTO acquisition in 2015.

ff

Financing activities provided $94.8 million in 2015, which consisted of net proceeds from our IPO and concurrent private placement
of $112.3 million and proceeds from stock option exercises of $1.3 million, partially offset
by the repayment of our term loan and
related termination payment of $18.5 million and payments on capital lease obligations of $0.3 million.

ff

Contractual Obligations and Commitments

The following table summarizes our commitments to settle contractual obligations as of December 31, 2017:

Less than
1 Year

1 to 3
Years

3 to 5
Years

More than
5 Years

Total

(in thousands)

Operating leases ............................................................................................. $
Non-cancellable purchase obligations ...........................................................

Total ............................................................................................................ $

7,677

15,912

23,589

$

$

27,913

16,041

43,954

$

$

27,856

—

27,856

$

$

42,221

—

42,221

$

$

105,667

31,953

137,620

The commitment amounts in the table above are associated with agreements that are enforceable and legally binding. The table
does not include obligations under agreements that we can cancel without a significant penalty.

ff

We lease our office
facilities under non-cancellable operating leases. Certain of our operating leases require real estate taxes,
common area maintenance and insurance payments, which are expensed when incurred and not included in the commitments table
noted above.

As of December 31, 2017, we have leases that expire at various dates through 2029.

As of December 31, 2017, we had a total of $7.7 million in letters of credit outstanding as collateral for certain office
space leases
and a corporate credit card program. These irrevocable letters of credit, which are not included in the table of contractual obligations
above, are unsecured and are expected to remain in effect,

in some cases, until 2029.

ff

ff

Off-Balance Sheet Arrangements

We do not have any relationships with unconsolidated entities or financial partnerships, including entities sometimes referred to
as structured finance or special purpose entities that were established for the purpose of facilitating off-balance
sheet arrangements
sheet financing arrangements. In addition, we
or other contractually narrow or limited purposes. We do not engage in off-balance

ff

ff

54

do not engage in trading activities involving non-exchange traded contracts. We therefore believe that we are not materially exposed
to any financing, liquidity,yy market or credit risk that could arise if we had engaged in these relationships.

Critical Accounting Policies

Our consolidated financial statements are prepared in accordance with generally accepted accounting principles in the United
States, or GAAP.PP The preparation of our consolidated financial statements requires us to make estimates, assumptions and judgments
that affect
the reported amounts of assets, liabilities, revenue, costs and expenses. We base our estimates and assumptions on
ff
historical experience and other factors that we believe to be reasonable under the circumstances. We evaluate our estimates and
assumptions on an ongoing basis. Our actual results may differ
from these estimates. Our most critical accounting policies are
summarized below. See Note 2 to our consolidated financial statements included in this Annual Report on Form 10-K for a
description of our other significant accounting policies.

ff

Revenue Recognition

We generate revenue primarily from selling products, maintenance and support, and professional services through a variety of
delivery models. We generally bill customers and collect payment for both our products and services up front.

We generate products revenue from the sale of (1) term or perpetual software licenses for our Nexpose, Metasploit and AppSpider
and associated content subscriptions for our Nexpose and Metasploit
products, term licenses for our Komand product offering
products, (2) managed services offerings
which utilize either our InsightVM, AppSpider or InsightIDR products and (3) cloud-
based subscriptions for our InsightVM, InsightIDR, InsightAppSec, InsightOps, AppSpider and Logentries products. We also
generate an immaterial amount of appliance revenue that is included in our products revenue and that is associated with hardware
sold with our Nexpose product to certain customers. We generate maintenance and support revenue associated with customers’
purchases of our software licenses for Nexpose, Metasploit, and AppSpider. We generate professional service revenue from the
sale of our deployment and training services related to our solutions, incident response services and security advisory services.

ff

ff

Revenue is only recognized when all of the following are met:

•

•

•

•

Persuasive evidence of an arrangement exists. Binding agreements or purchase orders are generally evidence of an
arrangement.

Delivery has occurredrr
to the software product or (2) when we perform the services.

. Delivery occurs (1) upon delivery of the software license key or when the customer has access

The sales price is fixed or determinable. Fees are considered fixed and determinable when the fees are contractually
agreed upon with the customer.

rr

Collectability is probable
creditworthiness and customer payment history. If collectability is not probable, revenue is deferred until collection
becomes probable, which is generally upon the receipt of payment.

. Collectability is deemed probable based on review of a number of factors, including

Substantially all of our software licenses are sold in multiple-element arrangements that include maintenance and support and
content subscriptions, and in addition could include cloud-based subscriptions, professional services and/or managed services. All
of these elements are considered to be software elements other than cloud-based subscriptions and managed services which are
non-software elements. Non-software elements included in multiple-element arrangements consist of a single deliverable that has
stand-alone value and that represents a single unit of accounting. We have determined that we do not have vendor-specific objective
evidence, or VSOE, of the selling price for the elements comprising these multiple-element arrangements as our software licenses
are generally not sold on a stand-alone basis and we purposefully employ variable pricing for our offerings
in order to meet
customer purchase requirements along the multiple price points of the demand curve.

ff

When all of the elements of a multiple-element arrangement are software elements, the revenue for software licenses and any
other products and services that are sold along with the license is generally deferred on our balance sheet and recognized as revenue
on our consolidated statements of operations ratably over the contractual period of the maintenance and support, typically one to
three years, which is longer than the period over which the professional services are performed. Revenue recognition begins upon
delivery of the software license, assuming that all other criteria for revenue recognition have been met.

When a multiple-element arrangement includes both software elements and non-software elements, the total arrangement
consideration is first allocated between the software elements and the non-software elements based on the selling price hierarchy,yy
which includes (1) VSOE, if available, (2) third-party evidence, or TPE, if VSOE is not available or (3) best estimate of selling
price, or BESP,PP if neither VSOE nor TPE is available. We have not been able to establish a selling price for any element using

55

VSOE or TPE. We determine BESP by considering our overall pricing objectives and market conditions. Significant pricing
practices taken into consideration include our discounting practices, the size and volume of our transactions, our price lists, our
go-to-market strategy,yy historical standalone sales and contract prices. The determination of BESP is made in consultation with,
and is approved by,yy our management. The portion of the consideration allocated to the non-software elements are recognized
ratably over the service period of the non-software elements, assuming all other criteria for revenue recognition have been met.
The portion of the consideration allocated to software elements is recognized as described above.

With respect to our managed services and cloud-based subscription offerings
sold on a stand-alone basis, we recognize revenue
ratably over the term of the managed service agreement or subscription, assuming that the other criteria for revenue recognition
are met.

ff

We recognize revenue from professional services sold on a stand-alone basis as those services are rendered.

For purposes of disclosing revenue by class, we allocate the arrangement consideration for multiple-element software arrangements
among the individual elements utilizing BESP,PP as we do not have VSOE or TPE of selling price for any of the elements.

Stock-Based Compensation

We measure and recognize compensation expense for all stock options, restricted stock awards, or RSAs, and restricted stock
units, or RSUs, based on the estimated fair value of the award on the grant date. The fair value is recognized as expense over the
requisite service period, which is generally the vesting period of the respective award, on a straight-line basis when the only
condition to vesting is continued service. If vesting is subject to a market or performance condition, recognition is based on the
derived service period of the award. Expense for awards with performance conditions is estimated and adjusted on a quarterly
basis based upon the assessment of the probability that the performance condition will be met.

We use the Black-Scholes option pricing model to estimate the fair value of stock option awards. The Black-Scholes option pricing
model requires management to make a number of other assumptions, including the expected life of the option, the volatility of
the underlying stock, the risk-free interest rate and expected dividends. The assumptions used in our Black-Scholes option-pricing
model represent management’s best estimates at the time of grant. These estimates are complex, involve a number of variables,
uncertainties and assumptions and the application of management’s judgment, as they are inherently subjective. If any assumptions
change, our stock-based compensation expense could be materially different

in the future.

ff

These assumptions are estimated as follows:

•

•

•

•

•

Fair Value of Common Stock. Prior to our IPO, we estimated the fair value of common stock considering a number of
objective and subjective factors, including contemporaneous third-party valuations of our common stock. For stock
options granted subsequent to our IPO in July 2015, the fair value of common stock is based on the closing price of
our common stock as reported on the Nasdaq Global Market on the date of grant.

Expected Term. The expected term represents the period that our stock options are expected to be outstanding. We
calculated the expected term using the simplified method based on the average of each option’s vesting term and the
contractual period during which the option can be exercised, which is typically 10 years following the date of grant.

Expected Volatility.yy We determine the price volatility factor based on the historical volatilities of our publicly traded
peer group as we do not have a significant trading history for our common stock. Industry peers consist of several
public companies in the technology industry that are similar to us in size, stage of life cycle, and financial leverage.
We used the same set of peer group companies in all the relevant valuation estimates. We intend to continue to
consistently apply this process using the same or similar public companies until a sufficient
information regarding the volatility of our own common stock share price becomes available, or unless circumstances
change such that the identified companies are no longer similar to us, in which case, more suitable companies whose
share prices are publicly available would be utilized in the calculation.

amount of historical

ff

Risk-Freerr
consistent with the estimated expected term.

rr
Interest

Rate. The risk-free interest rate was based on U.S. Treasury zero-coupon securities with maturities

Expected Dividend Yield. We have not paid dividends on our common stock nor do we expect to pay dividends in the
foreseeable future.

The fair values of RSAs and RSUs are based on the closing market price of our common stock on the Nasdaq Global Market on
the date of grant.

56

We estimate the fair value of the rights to acquire stock under our ESPP using the Black-Scholes option pricing formula. Our ESPP
provides for a twelve-month offering
period which contains two purchase periods of approximately six months in duration. We
use our peer group volatility data in the valuation of ESPP shares. We recognize such compensation expense on a straight-line
basis over the employee’s requisite service period.

ff

Income Taxesaa

ff

Income taxes are accounted for using the asset and liability method. Under this method, deferred tax assets and liabilities are
between the financial statement carrying amounts of existing assets and liabilities and their respective
recognized for differences
income tax bases, and operating loss and tax credit carryforwards using tax rates expected to be in effect
in the years in which the
differences
are expected to reverse. Deferred tax assets are reduced by a valuation allowance if it is more likely than not that all
of, or a portion of, deferred tax assets will not be utilized in the future.

ff

ff

We account for unrecognized tax benefits using a more-likely-than-not threshold for financial statement recognition and
measurement of tax positions taken or expected to be taken in a tax return. Interest and penalties associated with such uncertain
tax positions are classified as a component of income tax expense.

Significant judgment is required in determining any valuation allowance recorded against deferred tax assets. In assessing the
need for a valuation allowance, we consider all available evidence, including past operating results, estimates of future taxable
income and the feasibility of tax planning strategies. In the event that we change our determination as to the amount of deferred
tax assets that can be realized, we will adjust our valuation allowance with a corresponding impact to the provision for income
taxes in the period in which such determination is made.

Estimates of future taxable income are based on assumptions that are consistent with our plans. Assumptions represent
management’s best estimates and involve inherent uncertainties and the application of management’s judgment. Should actual
amounts differ

from our estimates, the amount of our tax expense and liabilities could be materially impacted.

ff

Goodwill and Other Intangible Assets

Goodwill is an asset representing the future economic benefits arising from other assets acquired in a business combination that
are not individually identified and separately recognized. We allocate the cost of an acquired entity to the assets acquired and
liabilities assumed based on their estimated fair values at the date of acquisition. The excess of the purchase price for acquisitions
over the fair value of the net assets acquired, including other intangible assets, is recorded as goodwill. Goodwill is not amortized
but is tested for impairment at least annually or more frequently when events or circumstances occur that indicate that it is more
likely than not that an impairment has occurred.

For our goodwill impairment analysis, we operate with a single reporting unit. We test goodwill for impairment on the last day of
each fiscal year and whenever events or changes in circumstances indicate that the carrying amount of this asset may exceed its
fair value. To test goodwill impairment, we perform a single-step goodwill impairment test to identify potential goodwill
impairment. The single-step impairment test begins with an estimation of the fair value of a reporting unit. Goodwill impairment
exists when a reporting unit’s carrying value exceeds its fair value. Significant judgment is applied when goodwill is assessed for
impairment. In performing the single step of the goodwill impairment testing and measurement process, we estimated the fair
value of our single reporting unit using our market capitalization. Based upon our assessment performed as of December 31, 2017,
we concluded the fair value of our single reporting unit exceeded its carrying value and there was no impairment of goodwill.

Other intangible assets acquired in a business combination are recognized at fair value using generally accepted valuation methods
appropriate for the type of intangible asset and reported separately from goodwill. Intangible assets with definite lives are amortized
over the estimated useful lives and are tested for impairment when events or circumstances occur that indicate that it is more likely
than not that an impairment has occurred. For the year ended December 31, 2017, we determined there were no indicators of
impairment of our other intangible assets.

Recent Accounting Pronouncements

See Note 2 Summary of Significant Accounting Policies contained in the "Notes to Consolidated Financial Statements" in Item
8 of Part II of this Annual Report on Form 10-K for a description of recent accounting pronouncements and our expectation of
their impact, if any,yy on our results of operations and financial conditions.

57

Item 7A. Quantitative and Qualitative Disclosures About Market Risk.

Foreign Currency Exchange Risk

Our results of operations and cash flows are subject to fluctuations due to changes in foreign currency exchange rates. A majority
of our customers enter into contracts that are denominated in U.S. dollars. Our expenses are generally denominated in the currencies
of the countries where our operations are located, which is primarily in the United States and to a lesser extent in the United
Kingdom, other Euro-zone countries within mainland Europe, Canada, Hong Kong, Singapore and Australia. Our results of
operations and cash flows are, therefore, subject to fluctuations due to changes in foreign currency exchange rates and may be
in the future due to changes in foreign currency exchange rates. During the years ended December 31, 2017
adversely affected
and 2016, the effect
of a hypothetical 10% adverse change in foreign currency exchange rates on monetary assets and liabilities
would not have been material to our financial condition or results of operations. To date, we have not engaged in any hedging
strategies.As our international operations grow,ww we will continue to reassess our approach to manage our risk relating to fluctuations
in foreign currency rates.

ff

ff

Interest Rate Risk

Our portfolio of cash and cash equivalents and short- and long-term investments is maintained in a variety of securities, including
money market funds, commercial paper, corporate bonds, U.S. government agencies and asset-backed securities. Investments are
classified as available-for-sale securities and carried at their fair market value with cumulative unrealized gains or losses recorded
as a component of accumulated other comprehensive loss within stockholders’ equity. A sharp rise in interest rates could have an
adverse impact on the fair market value of certain securities in our portfolio. We do not currently hedge our interest rate exposure
and do not enter into financial instruments for trading or speculative purposes.

As of December 31, 2017 and 2016, we had cash and cash equivalents of $51.6 million and $53.1 million, respectively,yy consisting
of bank deposits and money market funds. As of December 31, 2017 and 2016, we also had short- and long-term investments of
$40.3 million and $38.9 million, respectively,yy consisting of U.S. government agencies, commercial paper, corporate bonds and
asset-backed securities. Such interest-earning instruments carry a degree of interest rate risk. To date, fluctuations in interest income
of a hypothetical 10% increase or
have not been significant. During the years ended December 31, 2017 and 2016, the effect
decrease in overall interest rates would not have had a material impact on our financial statements.

ff

Inflation Risk

We do not believe that inflation had a material effect
years. If our costs were to become subject to significant inflationary pressures, we may not be able to fully offset
through price increases. Our inability or failure to do so could harm our business, financial condition and results of operations.

on our business, financial condition or results of operations in the last three
such higher costs

ff

ff

58

Item 8. Financial Statements and Supplementary Data.

INDEX TO CONSOLIDATEDAA

FINANCIAL STATTT EMENTS

Consolidated Financial Statements:

Report of Independent Registered Public Accounting Firm
Consolidated Balance Sheets
Consolidated Statements of Operations
Consolidated Statements of Comprehensive Loss
Consolidated Statements of Changes in Redeemable Convertible Preferred Stock and Stockholders’
Equity (Deficit)
Consolidated Statements of Cash Flows
Notes to Consolidated Financial Statements

60
61
62
63

64
65
66

59

REPORTRR OF INDEPENDENT REGISTERED PUBLIC ACCOUNTING FIRM

The Board of Directors and Stockholders
Rapid7, Inc.:

Opinion on the Consolidated Financial Statements

We have audited the accompanying consolidated balance sheets of Rapid7, Inc. and subsidiaries (the Company) as of
December 31, 2017 and 2016, the related consolidated statements of operations, comprehensive loss, changes in redeemable
convertible preferred stock and stockholders’ equity (deficit), and cash flows for each of the years in the three‑year period
ended December 31, 2017, and the related notes (collectively,yy the consolidated financial statements). In our opinion, the
consolidated financial statements present fairly,yy in all material respects, the financial position of the Company as of
December 31, 2017 and 2016, and the results of its operations and its cash flows for each of the years in the three‑year period
ended December 31, 2017, in conformity with U.S. generally accepted accounting principles.

Basis for Opinion

These consolidated financial statements are the responsibility of the Company’s management. Our responsibility is to express
an opinion on these consolidated 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
audit to obtain reasonable assurance about whether the consolidated 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
financial reporting. Accordingly,yy we express no such opinion.

of the Company’s internal control over

ff

Our audits included performing procedures to assess the risks of material misstatement of the consolidated 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 consolidated 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 consolidated financial statements. We believe that our audits provide a reasonable basis for our opinion.

/s/ KPMG LLP

We have served as the Company's auditor since 2011.

Boston, Massachusetts
March 8, 2018

60

RAPID7, INC.

CONSOLIDATEDAA

BALANCE SHEETS

(in thousands, except share and per share data)

December 31, 2017

December 31, 2016

Assets

Current assets:

Cash and cash equivalents ........................................................................................... $
Short-term investments................................................................................................
Accounts receivable, net of allowance for doubtful accounts of $1,478 and $1,061
at December 31, 2017 and 2016, respectively.............................................................
Prepaid expenses and other current assets...................................................................
Total current assets .................................................................................................
Long-term investments.....................................................................................................
Property and equipment, net.............................................................................................
Goodwill...........................................................................................................................
Intangible assets, net ........................................................................................................
Other assets ......................................................................................................................

Total assets.............................................................................................................. $

Liabilities and Stockholders’ Equity

Current liabilities:

Accounts payable.........................................................................................................
Accrued expenses ........................................................................................................
Deferred revenue, current portion ...............................................................................
Other current liabilities................................................................................................
Total current liabilities ............................................................................................
Deferred revenue, non-current portion.............................................................................
Other long-term liabilities ................................................................................................
Total liabilities ........................................................................................................

Stockholders’ equity:

Preferred stock, $0.01 par value per share; 10,000,000 shares authorized at
December 31, 2017 and 2016; 0 shares issued and outstanding at December 31,
2017 and 2016 .............................................................................................................
Common stock, $0.01 par value per share; 100,000,000 shares authorized at
December 31, 2017 and 2016; 44,540,544 and 43,018,737 shares issued at
December 31, 2017 and 2016, respectively; 44,053,736 and 42,554,683 shares
outstanding at December 31, 2017 and 2016, respectively .........................................
Treasury stock, at cost, 486,808 and 464,054 shares at December 31, 2017 and
2016, respectively........................................................................................................
Additional paid-in-capital...........................................................................................
Accumulated other comprehensive loss ......................................................................
Accumulated deficit.....................................................................................................
Total stockholders’ equity.......................................................................................
Total liabilities and stockholders’ equity ................................................................ $

See accompanying notes to consolidated financial statements.

$

51,562
39,178

$

73,661
8,877
173,278
1,102
8,589
83,164
16,640
1,363
284,136

2,240
29,728
155,811
1,706
189,485
68,689
1,809
259,983

—

441

(4,764)
463,428
(39)
(434,913)
24,153
284,136

$

53,148
18,779

49,154
9,152
130,233
20,162
8,088
75,110
8,946
764
243,303

4,012
23,499
116,903
1,195
145,609
52,160
3,496
201,265

—

426

(4,391)
435,360
(19)
(389,338)
42,038
243,303

61

RAPID7, INC.

CONSOLIDATEDAA

STATTT EMENTS OF OPERATIONS

AA

(in thousands, except share and per share data)

Revenue:

Products ............................................................................................ $
Maintenance and support..................................................................
Professional services.........................................................................
Total revenue................................................................................

Cost of revenue:

Products ............................................................................................
Maintenance and support..................................................................
Professional services.........................................................................
Total cost of revenue ....................................................................
Total gross profit ..........................................................................

Operating expenses:

Research and development ...............................................................
Sales and marketing..........................................................................
General and administrative ...............................................................
Total operating expenses..............................................................
Loss from operations...........................................................................
Other income (expense), net:

Interest income (expense), net ..........................................................
Other income (expense), net .............................................................
Loss before income taxes ....................................................................
Provision for (benefit from) income taxes........................................
Net loss................................................................................................
Accretion of preferred stock to redemption value...............................
Beneficial conversion charge relating to IPO participation payment .
Net loss attributable to common stockholders .................................... $
Net loss per share attributable to common stockholders, basic and
diluted.................................................................................................. $
Weighted-average common shares outstanding, basic and diluted .....

Year Ended December 31,

2017

2016

2015

$

116,748
46,268
37,924
200,940

25,583
7,491
23,836
56,910
144,030

50,938
111,593
30,293
192,824
(48,794)

775
313
(47,706)
(2,236)
(45,470)
—
—
(45,470) $

$

89,404
37,403
30,630
157,437

12,447
7,105
20,173
39,725
117,712

47,955
90,524
28,282
166,761
(49,049)

131
(109)
(49,027)
(27)
(49,000)
—
—
(49,000) $

63,407
26,903
20,216
110,526

6,921
6,002
16,321
29,244
81,282

38,746
67,365
21,731
127,842
(46,560)

(2,523)
(278)
(49,361)
496
(49,857)
(35,061)
(14,161)
(99,079)

(1.06) $

(1.19) $

42,952,950

41,248,473

(4.00)
24,740,480

See accompanying notes to consolidated financial statements.

62

CONSOLIDATEDAA

STATTT EMENTS OF COMPREHENSIVE LOSS

RAPID7, INC.

(in thousands)

Net loss................................................................................................ $
Other comprehensive loss:

Change in fair value of investments .................................................
Adjustment for net losses realized and included in net loss .............
Total change in unrealized losses on investments ..........................
Comprehensive loss ............................................................................ $

Year Ended December 31,

2017

2016

2015

(45,470) $

(49,000) $

(49,857)

(23)
3
(20)
(45,490) $

(19)
—
(19)
(49,019) $

—
—
—
(49,857)

See accompanying notes to consolidated financial statements.

63

CONSOLIDATEDAA

STATTT EMENTS OF CHANGES IN REDEEMABLE CONVERTIBLE

RR

PREFERRED STOCK AND

RAPID7, INC.

STOCKHOLDERS’ EQUITY (DEFICIT)

(in thousands)

Redeemable
convertible
preferred stock

Common stock

Treasury stock

Shares

Amount

Shares

Amount

Shares

Amount

Additional
paid-in-
capital

Accumulated
other
comprehensive
loss

Accumulated
deficit

Total
stockholders’
equity
(deficit)

16,382

$211,598
$$

12,563

$

126

402

$ (3,526)

$

— $

— $

(243,462)

$

(246,862)

—

—

—

35,061

—

—

(16,382)

(246,659)

16,382

—

1,940

—

—

164

19

77

13

13

(1)

4

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

10,685

(2,203)

246,495

14,142

112,198

31,962

(13)

(3,086)

1,344

—

—

—

—

—

—

—

—

—

—

—

—

10,685

(32,858)

(35,061)

—

246,659

(14,161)

—

—

—

—

—

—

112,275

31,975

—

(3,087)

1,348

(49,857)

(49,857)

7,730

1,262

1,358

(134)

439

—

41,540

$

415

402

$ (3,526)

$ 411,524

$

— $

(340,338)

$

—

346

91

(27)

(74)

—

679

—

—

—

4

1

—

(1)

—

7

—

—

—

—

—

—

62

—

—

—

—

—

—

—

—

17,316

3,720

(1)

—

(865)

(160)

—

—

—

—

87

2,874

—

—

—

—

—

—

—

—

—

(19)

—

—

—

247

436

(21)

(50)

887

—

—

—

—

3

4

—

(1)

9

—

—

—

—

—

—

—

23

—

—

—

—

—

—

—

—

19,541

105

2,911

(4)

—

(373)

(324)

—

—

—

5,839

—

—

—

—

—

—

—

—

—

(20)

—

—

—

—

—

—

—

—

—

—

(105)

—

—

—

—

—

—

68,075

17,316

3,724

—

—

(1,026)

87

2,881

(19)

42,038

19,541

—

2,914

—

—

(698)

5,848

(20)

42,555

$

426

464

$ (4,391)

$ 435,360

$

(19)

$

(389,338)

$

(49,000)

(49,000)

44,054

$

441

487

$ (4,764)

$ 463,428

$

(39)

$

(434,913)

$

24,153

(45,470)

(45,470)

Balance, December 31, 2014...........

Stock-based compensation ..............

Accretion of preferred stock to
redemption value .............................

Conversion of preferred stock to
common stock..................................

IPO participation payment and
beneficial conversion charge ...........

Issuance of common stock in
relation to IPO and concurrent
private placement, net of offering
costs .................................................

ff

Issuance of common stock and
options associated with acquisitions

Issuance of restricted stock..............

Shares withheld for employee taxes

Issuance of common stock upon
exercise of stock options and
warrants ...........................................

Net loss ............................................

—

—

—

—

—

—

—

Balance, December 31, 2015...........

— $

Stock-based compensation ..............

Issuance of common stock under
ESPP ................................................

Vesting of restricted stock units.......

Forfeiture of restricted stock
awards..............................................

Shares withheld for employee taxes

Excess tax benefit from stock-
based compensation.........................

Issuance of common stock upon
exercise of stock options and
warrants ...........................................

Net unrealized loss on investments .

Net loss ............................................

—

—

—

—

—

—

—

—

—

Balance, December 31, 2016........... $

— $

Stock-based compensation ..............

Cumulative-effect
the adoption of ASU 2016-09..........

adjustment for

ff

Issuance of common stock under
ESPP ................................................

Vesting of restricted stock units.......

Forfeiture of restricted stock
awards..............................................

Shares withheld for employee taxes

Issuance of common stock upon
exercise of stock options..................

Net unrealized loss on investments .

Net loss ............................................

—

—

—

—

—

—

—

—

—

Balance, December 31, 2017........... $

— $

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

—

See accompanying notes to consolidated financial statements.

64

RAPID7, INC.

CONSOLIDATEDAA

STATTT EMENTS OF CASH FLOWS

(in thousands)

Cash flows from operating activities:

Net loss ............................................................................................................................................. $

(45,470) $

(49,000) $

(49,857)

Year Ended December 31,

2017

2016

2015

Adjustments to reconcile net loss to net cash provided by (used in) operating activities:

Depreciation and amortization .........................................................................................................
Amortization of debt discount..........................................................................................................
Stock-based compensation expense .................................................................................................
Provision for doubtful accounts .......................................................................................................
Impairment of long-lived assets .......................................................................................................
Deferred income taxes......................................................................................................................
Foreign currency re-measurement (gain) loss ..................................................................................
Other non-cash expenses ..................................................................................................................

Changes in assets and liabilities:

Accounts receivable .........................................................................................................................
Prepaid expenses and other assets ....................................................................................................
Accounts payable .............................................................................................................................
Accrued expenses .............................................................................................................................
Deferred revenue ..............................................................................................................................
Other liabilities

Net cash provided by (used in) operating activities ...................................................................

Cash flows from investing activities:

Business acquisitions, net of cash acquired......................................................................................
Purchases of property and equipment ..............................................................................................
Capitalization of internal-use software.............................................................................................
Purchases of investments..................................................................................................................
Sales and maturities of investments .................................................................................................
Increase in restricted cash.................................................................................................................
Net cash used in investing activities...........................................................................................

Cash flows from financing activities:

ff

ff

costs of

and concurrent private placement, net of offering

Proceeds from initial public offering
$3,097 ...............................................................................................................................................
Repayments of term loan and related termination fee......................................................................
Deferred business acquisition payment ............................................................................................
Payments of capital lease obligations...............................................................................................
Taxes paid related to net share settlement of equity awards ............................................................
Excess tax benefit from stock-based compensation .........................................................................
Proceeds from employee stock purchase plan..................................................................................
Proceeds from stock option exercises ..............................................................................................
Net cash provided by financing activities ..................................................................................
of exchange rate changes on cash and cash equivalents...........................................................
Net (decrease) increase in cash and cash equivalents ................................................................
Cash and cash equivalents, beginning of period .................................................................................
Cash and cash equivalents, end of period ....................................................................................... $
Supplemental cash flow information:

ff
Effect

Cash paid for income taxes .............................................................................................................. $
Cash paid for interest........................................................................................................................ $

Supplemental non-cash investing and financing information:

Common stock issued for acquisitions............................................................................................. $
Vested stock options issued for acquisition...................................................................................... $

7,628

—

19,541

905

—

(2,860)

(364)

209

(25,217)

(74)

(2,257)

6,758

55,437

(950)

13,286

(14,717)

(4,824)

(1,162)

(35,190)

33,672

(200)

(22,421)

—

—

(796)

—

(698)

—

2,914

5,848

7,268

281

(1,586)

53,148

51,562

801

$

$

— $

— $

— $

6,725

—

17,316

931

—

75

58

222

(6,195)

(3,523)

1,619

1,578

38,748

558

9,112

—

(4,499)

—

(38,976)

—

—

5,352

1,129

10,685

828

483

119

153

209

(18,370)

(1,787)

(2,302)

6,702

44,868

(119)

(1,907)

(38,811)

(4,136)

—

—

—

—

(43,475)

(42,947)

—

—

(1,392)

(68)

(4,114)

87

3,724

2,924

1,161

(203)

(33,405)

86,553

53,148

556

5

$

$

$

— $

— $

112,275

(18,540)

—

(253)

—

—

—

1,304

94,786

(202)

49,730

36,823

86,553

341

1,427

27,481

4,494

See accompanying notes to consolidated financial statements.

65

RAPID7, INC.

NOTES TO CONSOLIDATEDAA

FINANCIAL STATTT EMENTS

(1)

Nature of the Business

Rapid7, Inc. and subsidiaries (“we,” “us” or “our”) is trusted by IT and security professionals around the world to manage
risk, simplify modern IT complexity,yy and drive innovation. Our analytics help transform today's vast amount of security
and IT data into the answers needed to securely develop and operate sophisticated IT networks and applications.

(2)

Summary of Significant Accounting Policies

(a)

Basis of Presentation and Consolidation

The accompanying consolidated financial statements include our results of operations and those of our wholly-
owned subsidiaries. All intercompany transactions and balances have been eliminated in consolidation. The
accompanying consolidated financial statements have been prepared in accordance with accounting principles
generally accepted in the United States of America (GAAP).

(b)

Use of Estimates

ff

The preparation of financial statements in conformity with GAAP requires management to make estimates,
the reported amounts of assets, liabilities, revenue and expenses, together
judgments and assumptions that affect
with amounts disclosed in the accompanying notes to the financial statements. Actual results could differ
from
those estimates. Significant items subject to such estimates and assumptions include revenue recognition,
provision for doubtful accounts, stock-based compensation expense, deferred tax valuation allowances and
goodwill and intangible assets. We base our estimates on historical experience and also on assumptions that we
believe are reasonable. Changes in facts or circumstances may cause us to change our assumptions and estimates
from our current or revised future estimates.
in future periods and it is possible that actual results could differ

ff

ff

(c)

Revenue Recognition

We generate revenue primarily from selling products, maintenance and support, and professional services through
a variety of delivery models. We generally bill customers and collect payment for both our products and services
up front.

We generate products revenue from the sale of (1) term or perpetual software licenses for our Nexpose,
Metasploit, AppSpider and Komand products, and associated content subscriptions for our Nexpose and
which utilize either our InsightVM, AppSpider or
Metasploit products, (2) managed services offerings
InsightIDR products and (3) cloud-based subscriptions for our InsightIDR, InsightVM, InsightAppSec,
Logentries and InsightOps products. We also generate an immaterial amount of appliance revenue that is included
in our products revenue and that is associated with hardware sold with our Nexpose product to certain customers.
We generate maintenance and support revenue associated with customers’ purchases of our software licenses
for Nexpose, Metasploit and AppSpider. We generate professional service revenue from the sale of our
deployment and training services related to our solutions, incident response services and security advisory
services.

ff

Revenue is only recognized when all of the following are met:

•

•

•

Persuasive evidence of an arrangement exists. Binding agreements or purchase orders are generally
evidence of an arrangement.

Delivery has occurredrr
customer has access to the software product or (2) when we perform the services.

. Delivery occurs (1) upon delivery of the software license key or when the

The sales price is fixed or determinable. Fees are considered fixed and determinable when the fees
are contractually agreed upon with the customer.

66

•

rr

Collectability is probable
. Collectability is deemed probable based on review of a number of factors,
including creditworthiness and customer payment history. If collectability is not probable, revenue is
deferred until collection becomes probable, which is generally upon the receipt of payment.

Substantially all of our software licenses are sold in multiple-element arrangements that include maintenance
and support and content subscriptions, and in addition could include cloud-based subscriptions, professional
services and/or managed services. All of these elements are considered to be software elements other than cloud-
based subscriptions and managed services which are non-software elements. Non-software elements included
in multiple-element arrangements consist of a single deliverable that has stand-alone value and that represents
a single unit of accounting. We have determined that we do not have vendor-specific objective evidence, or
VSOE, of the selling price for the elements comprising these multiple-element arrangements as our software
licenses are generally not sold on a stand-alone basis and we purposefully employ variable pricing for our
in order to meet customer purchase requirements along the multiple price points of the demand curve.
ff
offerings

When all of the elements of a multiple-element arrangement are software elements, the revenue for software
licenses and any other products and services that are sold along with the license is generally deferred on our
balance sheet and recognized as revenue on our consolidated statements of operations ratably over the contractual
period of the maintenance and support, typically one to three years, which is longer than the period over which
the professional services are performed. Revenue recognition begins upon delivery of the software license,
assuming that all other criteria for revenue recognition have been met.

When a multiple-element arrangement includes both software elements and non-software elements, the total
arrangement consideration is first allocated between the software elements and the non-software elements based
on the selling price hierarchy,yy which includes (1) VSOE, if available, (2) third-party evidence, or TPE, if VSOE
is not available or (3) best estimate of selling price, or BESP,PP if neither VSOE nor TPE is available. We have
not been able to establish a selling price for any element using VSOE or TPE. We determine BESP by considering
our overall pricing objectives and market conditions. Significant pricing practices taken into consideration
include our discounting practices, the size and volume of our transactions, our price lists, our go-to-market
strategy,yy historical standalone sales and contract prices. The portion of the consideration allocated to the non-
software elements are recognized ratably over the service period of the non-software elements, assuming all
other criteria for revenue recognition have been met. The portion of the consideration allocated to software
elements is recognized as described above.

With respect to our managed services and cloud-based subscription offerings
sold on a stand-alone basis, we
recognize revenue ratably over the term of the managed service agreement or subscription, assuming that the
other criteria for revenue recognition are met.

ff

We recognize revenue from professional services sold on a stand-alone basis as those services are rendered.

For purposes of disclosing revenue by class, we allocate the arrangement consideration for multiple-element
software arrangements among the individual elements utilizing BESP,PP as we do not have VSOE or TPE of selling
price for any of the elements.

(d)

Deferred Revenue

Deferred revenue consists of amounts that have been invoiced but that have not been recognized as revenue.
Deferred revenue that will be realized during the succeeding 12-month period is recorded as current, and the
remaining deferred revenue is recorded as non-current.

(e)

Cash and Cash Equivalents

We consider all highly liquid instruments with original maturities of three months or less at the date of purchase
to be cash equivalents. Cash and cash equivalents are recorded at cost, which approximates fair value. As of
December 31, 2017 and 2016, $0.1 million and $11.0 million, respectively,yy of our cash equivalents were invested
in money market funds and commercial paper.

(f)

Restricted Cash

As of December 31, 2017, we have $0.2 million of restricted cash recorded on our balance sheet in other non-
current assets as collateral for a credit card program.

67

(g)

Investments

We classify our investments as available-for-sale and record these investments at fair value. We currently invest
primarily in commercial paper, corporate bonds, U.S. government agencies and asset-backed securities.
Investments with an original maturity of greater than three months at the date of purchase and less than one year
from the date of the balance sheet are classified as short-term and those with maturities of more than one year
from the date of the balance sheet are classified as long-term in the consolidated balance sheet. Additionally,yy
we do not invest in any securities with contractual maturities greater than 24 months. Unrealized gains and losses
that are considered temporary are reported as a component of other comprehensive loss. Realized gains and
losses are determined based on the specific identification method, and are reflected in our consolidated statements
of operations. We regularly review our investment portfolio to identify and evaluate investments that have
indicators of possible impairment. Factors considered in determining whether a loss is other-than-temporary
include, but are not limited to: the length of time and extent a security’s fair value has been below its cost, the
financial condition and near-term prospects of the investee, the credit quality of the security’s issuer, likelihood
of recovery and our intent and ability to hold the security for a period of time sufficient
to allow for any anticipated
recovery in value. For our debt instruments, we also evaluate whether we have the intent to sell the security or
it is more likely than not that we will be required to sell the security before recovery of its cost basis.

ff

(h)

Accounts Receivable and Allowance for Doubtful Accounts

Accounts receivable are recorded at the invoiced amount, net of allowances for doubtful accounts. Management
regularly reviews the adequacy of the allowance for doubtful accounts by considering the age of outstanding
invoices, the customer’s expected ability to pay and the collection history,yy when applicable, to determine whether
an allowance is appropriate. Accounts receivable are charged against the allowance for doubtful accounts after
all means of collection have been exhausted and the potential for recovery is considered remote. Additions to
the allowance for doubtful accounts are recorded in general and administrative expense in the consolidated
statement of operations. We do not have any off-balance
sheet credit exposure related to our customers. The
following table displays the changes in our allowance for doubtful accounts:

ff

Balance at December 31, 2014.................................................................................... $

ff

Additions............................................................................................................
net of recoveries.......................................................................
Less write-offs,
Balance at December 31, 2015....................................................................................
Additions............................................................................................................
net of recoveries.......................................................................
Less write-offs,
Balance at December 31, 2016....................................................................................
Additions............................................................................................................
net of recoveries.......................................................................
Less write-offs,

ff

ff

Balance at December 31, 2017.................................................................................... $

(i)

Concentration of Credit Risk

Amount

(in thousands)

276
828
(374)
730
931
(600)
1,061
905
(488)
1,478

Financial instruments that potentially expose us to concentrations of credit risk consist primarily of cash and
cash equivalents, accounts receivable and short-term and long-term investments. As of December 31, 2017, $0.1
million of our cash equivalents were invested in money market funds. Deposits held with banks may exceed
the amount of insurance provided on such deposits. We have not experienced any losses in such accounts and
believe that we are not exposed to any significant risk.

We provide credit to customers in the normal course of business. Collateral is not required for accounts receivable,
but ongoing credit evaluations of customers’ financial condition are performed. We maintain reserves for potential
credit losses. No single customer accounted for 10% or more of our total revenues in 2017, 2016 or 2015 or
accounts receivable as of December 31, 2017 and 2016.

Our short-term and long-term investments primarily consist of commercial paper, corporate bonds, U.S.
government agencies and asset-backed securities.All of our investments are highly-rated by credit rating agencies
and are issued by organizations with reputable credit, and therefore bear minimal credit risk.

68

(j)

Property and Equipment

Property and equipment are recorded at cost and depreciated over their estimated useful lives using the straight-
line method. Leasehold improvements are amortized over the shorter of the lease term or the estimated useful
life of the related asset. All other asset categories are depreciated over three to five years. Upon sale, the cost
of assets disposed and the related accumulated depreciation are removed from the accounts and any resulting
gain or loss is recognized in the consolidated statements of operations. Repairs and maintenance costs are
expensed as incurred.

(k)

Software Development Costs

Software development costs associated with the development of products for sale are recorded to research and
development expense until technological feasibility has been established for the product. Once technological
feasibility is established, all software costs are capitalized until the product is available for release to customers.
To date, the software development costs have not been capitalized as we believe our current software development
process is essentially completed concurrently with the establishment of technological feasibility. Such costs are
expensed as incurred and recognized in research and development expenses in our consolidated statements of
operations.

With respect to software developed for internal use, we capitalize qualifying internal costs, such as payroll and
benefits of those employees directly associated with the development of the software, and other qualifying
consulting costs. Total unamortized costs relating to software developed for internal use was $1.1 million and
$0 as of December 31, 2017 and 2016, respectively.

(l)

Long-Lived Assets

We review the carrying value of our long-lived assets for impairment whenever events or changes in
circumstances indicate that the carrying value of these assets may not be recoverable. When such events or
changes in circumstances occur, recoverability of these assets is measured by a comparison of the carrying value
of an asset to the future net undiscounted cash flows directly associated with the asset. If assets are considered
to be impaired, the impairment recognized is the amount by which the carrying value exceeds the fair value of
the asset. We use a discounted cash flow approach or other methods, if appropriate, to assess fair value.

(m)

Goodwill and Other Intangible Assets

Goodwill is an asset representing the future economic benefits arising from other assets acquired in a business
combination that are not individually identified and separately recognized. We allocate the cost of an acquired
entity to the assets acquired and liabilities assumed based on their estimated fair values at the date of acquisition.
The excess of the purchase price for acquisitions over the fair value of the net assets acquired, including other
intangible assets, is recorded as goodwill. Goodwill is not amortized but is tested for impairment at least annually
or more frequently when events or circumstances occur that indicate that it is more likely than not that an
impairment has occurred.

For our goodwill impairment analysis, we operate with a single reporting unit. We test goodwill for impairment
on the last day of each fiscal year and whenever events or changes in circumstances indicate that the carrying
amount of this asset may exceed its fair value. To test goodwill impairment, we perform a single-step goodwill
impairment test to identify potential goodwill impairment. The single-step impairment test begins with an
estimation of the fair value of a reporting unit. Goodwill impairment exists when a reporting unit’s carrying
value exceeds its fair value. Significant judgment is applied when goodwill is assessed for impairment. In
performing the single step of the goodwill impairment testing and measurement process, we estimated the fair
value of our single reporting unit using our market capitalization. Based upon our assessment performed as of
December 31, 2017, we concluded the fair value of our single reporting unit exceeded its carrying value and
there was no impairment of goodwill.

Other intangible assets acquired in a business combination are recognized at fair value using generally accepted
valuation methods appropriate for the type of intangible asset and reported separately from goodwill. Intangible
assets with definite lives are amortized over the estimated useful lives and are tested for impairment when events
or circumstances occur that indicate that it is more likely than not that an impairment has occurred. For the year
ended December 31, 2017, we determined there were no indicators of impairment of our other intangible assets.

69

(n)

Translation of Foreign Currencies

The functional currency of our foreign subsidiaries is the U.S. dollar. We translate all monetary assets and
liabilities denominated in foreign currencies into U.S. dollars using the exchange rates in effect
at the balance
sheet dates and other assets and liabilities using historical exchange rates. Foreign currency denominated revenue
and expenses have been re-measured using the average exchange rates in effect
during each period. Foreign
currency transactional and re-measurement gains and losses are included in other income (expense), net. In
2017, we recorded foreign currency transactional gains of $0.1 million and foreign currency re-measurement
gains of $0.4 million. In 2016, we recorded nominal foreign currency transactional losses and foreign currency
re-measurement losses of $0.1 million. In 2015, we recorded foreign currency transactional losses of $0.1 million
and foreign currency re-measurement losses of $0.2 million.

ff

ff

(o)

Stock-Based Compensation

We measure and recognize compensation expense for all stock options, restricted stock awards (RSAs), restricted
stock units (RSUs) and common stock issued pursuant to our employee stock purchase plan based on the estimated
fair value of the award on the grant date. Stock-based compensation expense is recognized on a straight-line
basis over the requisite service period, which is generally the same as the vesting period. Beginning January 1,
2017 with the adoption of ASU 2016-09, we elected to recognize forfeitures as they occur, and no longer estimate
a forfeiture rate when calculating the stock-based compensation expense.

(p)

Sales Commissions

Sales commissions are recognized in the period that the commissions are earned by our employees, which is
typically upon signing of an arrangement. Under our sales commission policy,yy the amount of sales commissions
expense attributable to the sales arrangement signed in the period is recognized fully in that period; however,
the revenue from the sales arrangement is generally recognized ratably over the contractual period of the
applicable agreement.

(q)

Advertising

Advertising costs are expensed as incurred, and are recorded in sales and marketing expense in our consolidated
statement of operations. We incurred $8.4 million, $6.0 million and $4.3 million in advertising expense in 2017,
2016 and 2015, respectively.

(r)

Income Taxesaa

Income taxes are accounted for using the asset and liability method. Under this method, deferred tax assets and
liabilities are recognized for differences
between the financial statement carrying amounts of existing assets and
liabilities and their respective income tax bases, and operating loss and tax credit carryforwards using tax rates
expected to be in effect
are expected to reverse. Deferred tax assets are
reduced by a valuation allowance if it is more likely than not that all of, or a portion of, deferred tax assets will
not be utilized in the future.

in the years in which the differences

ff

ff

ff

We account for unrecognized tax benefits using a more-likely-than-not threshold for financial statement
recognition and measurement of tax positions taken or expected to be taken in a tax return. Interest and penalties
associated with such uncertain tax positions are classified as a component of income tax expense.

(s)

Net Loss per Share Attributable to Common Stockholders

Basic net loss per share attributable to common stockholders is computed by dividing our net loss attributable
to common stockholders by the weighted-average number of common shares used in the loss per share calculation
during the period. Diluted net loss per share attributable to common stockholders is computed by giving effect
to all potentially dilutive securities, including stock options, RSAs, RSUs, warrants and redeemable convertible
preferred stock. Basic and diluted net loss per share attributable to common stockholders was the same for all
periods presented as the inclusion of all potentially dilutive securities outstanding was anti-dilutive.

ff

70

(t)

Recent Accounting Pronouncements

rr
Accounting Pronouncements

Recently Adopted

FF

issued Accounting Standards Update (ASU)
In January 2017, the Financial Accounting Standards Board (FASB)
2017-04, Intangibles-Goodwill and Other: Simplifying the Test for Goodwill Impairment (TopicTT
350), which
simplifies the subsequent measurement of goodwill by removing step two of goodwill impairment test that
requires the determination of the fair value of individual assets and liabilities of a reporting unit. The ASU
requires goodwill impairment to be measured as the amount by which a reporting unit’s carrying value exceeds
its fair value, not to exceed the carrying amount of goodwill. This ASU will be applied prospectively and is
effective
for us in the first fiscal quarter of 2020, with early adoption permitted. We adopted the guidance during
ff
the fourth fiscal quarter of 2017, prior to our annual testing of goodwill impairment. There was no impact on
our consolidated financial position, results of operations or cash flows as a result of the adoption.

rr

TT

rr
718): Improvements
In March 2016, the FASB issued ASU 2016-09, Compensation-Stock Compensation (Topic
Payment Accounting. TheASU is intended to simplify several aspects of the accounting
to Employee Share-Based
for share-based payment transactions, including the accounting for income taxes, forfeitures and statutory tax
withholding requirements, as well as classification on the statement of cash flows. We adopted this ASU on
January 1, 2017 and as a result, we have made an accounting policy election to account for forfeitures as they
occur. This change has been applied on a modified retrospective basis, resulting in a cumulative-effect
adjustment
to increase accumulated deficit by $0.1 million as of January 1, 2017. The adoption of this ASU also requires
excess tax benefits and tax deficiencies be recorded in the income statement as opposed to additional paid-in
capital when the awards vest or are settled, and has been applied on a prospective basis. In connection with the
adoption of thisASU, we recorded a cumulative-effect
adjustment as of January 1, 2017 to increase gross deferred
tax assets and the related valuation allowance against deferred tax assets by $3.4 million. The provisions related
to classification of excess tax benefits in the statement of cash flows were adopted prospectively,yy and as such,
the prior periods were not retrospectively adjusted.

ff

ff

rr
Accounting Pronouncements

Not Yet Effective

In May 2017, the FASB issued ASU 2017-09, Compensation-Stock Compensation (Topic
718): Scope of
Modification Accounting, clarifying when a change to the terms or conditions of a share-based payment award
must be accounted for as a modification. The ASU requires modification accounting if the fair value, vesting
condition or the classification of the award is not the same immediately before and after a change to the terms
and conditions of the award. The ASU will be effective
for us on a prospective basis beginning on January 1,
2018. This ASU is not expected to have an impact on our consolidated financial statements.

TT

ff

230): Restricted Cash,
In November 2016, the FASB issued ASU 2016-18, Statement of Cash Flows (Topic
which provides guidance on the treatment of restricted cash in the statements of cash flows. Amounts generally
described as restricted cash and restricted cash equivalents should be included with cash and cash equivalents
when reconciling the beginning-of-period and end-of-period total amounts shown on the statement of cash flows.
for the fiscal year beginning on January 1, 2018 including interim periods within that
The guidance is effective
year. This ASU is not expected to have a material impact on our consolidated financial statements.

TT

ff

In October 2016, the FASB issued ASU 2016-16, Income Taxesaa
740): Intra-Entity Transfers of Assets
Other Than Inventory. The ASU is intended to improve the accounting for the income tax consequences of intra-
entity transfers of assets other than inventory. Current GAAP prohibits the recognition of current and deferred
income taxes for an intra-entity asset transfer until the asset has been sold to an outside party. The ASU will
allow an entity to recognize the income tax consequences of these transfers when the transfers occur. The ASU
will be effective
for us in the first quarter of 2018. This ASU is not expected to have an impact on our consolidated
ff
financial statements.

TT
(Topic

In February 2016, the FASB issued ASU 2016-02, Leases (Topic
842). The ASU requires companies to recognize
on the balance sheet the assets and liabilities for the rights and obligations created by leased assets. The ASU
for us in the first quarter of 2019, with early adoption permitted. We are currently evaluating
ff
will be effective
the impact that the adoption of this ASU will have on our consolidated financial statements. Although we have
not finalized our process of evaluating the impact of adoption of theASU on our consolidated financial statements,
we expect there will be a material increase to assets and liabilities related to the recognition of new right-of-use
assets and lease liabilities on our balance sheet for leases currently classified as operating leases.

TT

71

Contracts with Customers (Topic

In May 2014, the FASB issued ASU 2014-09, Revenue fromrr
606). The new
revenue standard outlines a single, comprehensive model for accounting for revenue from contracts with
customers and requires more detailed disclosure to enable users of financial statements to understand the nature,
amount, timing and uncertainty of revenue and cash flows arising from such contracts. The new revenue standard
provides a five-step analysis of transactions to determine when and how revenue is recognized. The core principle
is that a company should recognize revenue to depict the transfer of promised goods or services to customers
in an amount that reflects the consideration to which the entity expects to be entitled in exchange for those goods
and services.

TT

We will adopt ASU 2014-09 as of January 1, 2018, using the modified retrospective method. Under this method
of adoption, we will recognize the cumulative effect
of initially applying the new revenue standard as an
adjustment to the opening balance of accumulated deficit in the period of initial application. Comparative prior
year periods will not be adjusted.

ff

While, we are still finalizing our evaluation, we anticipate the new revenue standard will have a material impact
on our consolidated financial statements and disclosures upon adoption.

Based on our analysis performed to date, we expect the following changes to revenue:

•
The recognition of total revenue related to our managed services, cloud-based subscriptions,
stand-alone professional services and certain term software licenses, to remain substantially unchanged.

•
For our term and perpetual licenses which are not dependent on the continued delivery of
content subscriptions, we expect that the perpetual software license revenue will be recognized at the
time of delivery. We currently recognize revenue of this nature over the contractual period of
maintenance and support due to the lack of vendor-specific objective evidence (VSOE) of selling price
of the maintenance and support.

•
For our perpetual licenses where the utility to the customer is dependent on the continued
delivery of content subscriptions, the content subscription renewal options result in a material right
with respect to the perpetual license. As a result, we expect to recognize the revenue related to the sale
of these perpetual software licenses ratably over the customer's estimated economic life of 5 years,
rather than over the contractual period of maintenance and support. The customer's estimated economic
life represents a longer period of time in comparison to the initial contractual period of maintenance
and support. The revenue related to the sale of content subscriptions and maintenance and support will
continue to be recognized over the contractual period.

For term and perpetual software licenses that are sold with professional services in a multiple-
•
element arrangement, we expect that the professional services will represent a distinct performance
obligation and we will therefore recognize revenue associated with the professional services as such
services are performed. Revenue associated with professional services in a multiple-element
arrangement is currently recognized ratably over the related contractual period of maintenance and
support (typically one to three years) due to the lack of VSOE of selling price for all of the undelivered
elements in the arrangement.

•
For all multiple-element arrangements, we expect that the allocation of contract consideration
to be on a relative fair value basis. Currently,yy for all multiple-element arrangements which contain
software elements, we allocate contract consideration on a residual basis. This change in allocation
will impact both the timing of revenue recognition and the presentation of revenue by class for certain
arrangements.

For the items described above, we expect that the cumulative effect
January 1, 2018 will be immaterial. However, the timing of when revenue will be recognized from deferred
revenue will change as noted above.

adjustment to deferred revenue as of

ff

In addition to the revenue changes noted above, we expect the following additional change:

•
The direct and incremental costs to obtain contracts with customers, such as sales commissions,
will be deferred and recognized over a period of benefit that we have determined to be five years rather
than expensing them as incurred in the period that the commissions are earned by our employees (which
is typically upon signing of an arrangement). In addition, contract fulfillment costs associated with

72

ff

certain of our product offerings
will be deferred and amortized over a period of benefit. Such costs
are currently expensed as incurred. We expect to record an asset upon adoption of approximately $28.0
million related to the incremental costs to obtain contracts and contract fulfillment costs for customer
contracts which are not complete as of January 1, 2018.

These amounts represent management’s best estimates of the effects
of the preparation of this Annual Report on Form 10-K. The actual impact of the new standard is subject to
change from these estimates pending the completion of our assessment in the first quarter of 2018.

of adopting the new standard at the time

ff

The new standard will also impact our internal control environment, including our financial statement
disclosure controls, our business process controls and enhancements necessary to update our business
systems. We are currently finalizing the implementation controls necessary to adopt this new standard.

(3)

Business Combinations

Komand, Inc.

On July 12, 2017, we acquired 100% of the outstanding equity of Komand, Inc. (Komand) for total cash consideration
of $14.8 million. We expensed the related acquisition costs of $0.2 million in general and administrative expense.

The following table summarizes the cash consideration paid for Komand and the preliminary allocation of purchase price
to the estimated fair value of the assets acquired and liabilities assumed at the acquisition date (in thousands):

Cash consideration............................................................................................................................... $

14,781

Recognized amount of identifiable assets acquired and liabilities assumed:
Net working capital .............................................................................................................................
Deferred tax liability............................................................................................................................
Intangible assets...................................................................................................................................
Total identifiable net assets assumed ..............................................................................................
Goodwill ..............................................................................................................................................

Total purchase price allocation ....................................................................................................... $

(21)
(2,632)
9,380
6,727
8,054
14,781

The fair value of the identifiable intangible asset was based on a valuation using a combination of the income and cost
approaches. The estimated fair value and useful life of the identifiable intangible asset was as follows:

Developed technology ....................................................................................... $
Identifiable intangible assets ...................................................................... $

9,380

9,380

Amount

(in thousands)

Weighted Average
Amortization Life
(years)

5

The excess of the purchase price over the tangible assets acquired, identifiable intangible asset acquired and assumed
liabilities was recorded as goodwill. We believe that the amount of goodwill reflects the expected synergistic benefits of
being able to leverage the integration of our existing product offerings
and services with the products and technology
acquired in connection with our acquisition of Komand and to successfully market and sell these new products to our
customer base. The goodwill was allocated to our one reporting unit. The acquired goodwill and intangible asset will not
be deductible for tax purposes. Accordingly,yy a $2.6 million deferred tax benefit was recorded resulting from a partial
release of our valuation allowance to account for the creation of a deferred tax liability for the developed technology
intangible asset acquired which is not deductible for tax purposes.

ff

These preliminary amounts are subject to subsequent adjustment as we obtain additional information to finalize certain
components of working capital.

Following the acquisition, certain retained employees of Komand (i) received an aggregate of 295,600 RSUs which will
vest over four years and (ii) shall be eligible for an aggregate of up to $5.0 million of incentive payments contingent on
achievement of certain milestones within four years of the acquisition date. The vesting of the RSUs and eligibility to
receive the incentive payments are each subject to the employee's continued service with us. Accordingly,yy compensation

73

expense associated with the RSUs and incentive payments will be expensed as incurred in our post-acquisition financial
statements.

Proforma results of operations have not been included, as the acquisition of Komand was not material to our results of
operations for any periods presented.

RevelOps, Inc.

On October 13, 2015, we acquired 100% of the outstanding equity of RevelOps, Inc. (d/b/a Logentries) for total
consideration of $68.1 million. We made an initial payment of $36.2 million in cash, issued 1,252,627 shares of our
common stock with an aggregate fair value of $27.4 million, inclusive of a discount from the quoted market price due
to certain trading restrictions associated with the shares, and issued vested replacement options with respect to 221,759
shares of our common stock to certain continuing employees with an aggregate fair value of $4.5 million upon the closing
of the acquisition. The fair value of the vested replacement options included in the purchase price was based on the fair
value of the vested Logentries options on the acquisition date. The excess fair value when comparing the fair value of
the new vested replacement options and the vested Logentries options of $0.3 million was expensed immediately in the
post-combination financial statements of the combined entity.

The assets acquired and liabilities assumed were recorded at their estimated fair values as of the acquisition date. The
excess of the purchase price over the assets acquired and liabilities assumed was recorded as goodwill. The fair value of
goodwill, intangible assets and net tangible assets were $59.2 million, $9.4 million and $(0.5) million, respectively.

NT OBJECTives, Inc.

On April 30, 2015, we acquired 100% of the outstanding equity of NT OBJECTives, Inc. (NTO) for total consideration
of $6.1 million. We made an initial cash payment of $3.4 million and issued 9,091 shares of our common stock with an
aggregate fair value of $0.1 million upon the closing of the acquisition. We were also obligated to pay $0.1 million in
cash for the settlement of a working capital adjustment and make two additional payments of $1.5 million each, less the
amount of any indemnity claims. The net present value of these two additional payments, or $2.5 million, was included
in the total purchase consideration paid. In December 2016, we paid the first of the two additional payments of $1.5
million, as well as the $0.1 million working capital adjustment. In April 2017, we made the second payment of $1.0
million which was a negotiated settlement of the original $1.5 million amount due as a result of certain indemnity claims
made.

The assets acquired and liabilities assumed were recorded at their estimated fair values as of the acquisition date. The
excess of the purchase price over the assets acquired and liabilities assumed was recorded as goodwill. The fair value of
goodwill, intangible assets and net tangible assets were $4.6 million, $2.1 million and $(0.6) million, respectively.

In May 2015, we entered into loan agreements with certain retained employees of NTO in the aggregate amount of $0.5
million. The terms of these agreements required the employees to pay us the total amount borrowed, with accrued interest
at 1.7% per annum, within 18 months of the agreement date. The loan agreements were secured by restricted stock awards
granted to the employees. The loans were repaid in full.

(4)

Fair Value Measurements and Investments

We measure certain financial assets and liabilities at fair value. Fair value is determined based upon the exit price that
would be received to sell an asset or paid to transfer a liability in an orderly transaction between market participants, as
determined by either the principal market or the most advantageous market. Inputs used in the valuation techniques to
derive fair values are classified based on a three-level hierarchy,yy as follows:

•

•

•

Level 1: Observable inputs that reflect quoted prices (unadjusted) for identical assets or liabilities in active
markets.

Level 2: Observable inputs other than Level 1 prices such as quoted prices for similar assets or liabilities;
quoted prices in markets with insufficient
derived valuations in which all significant inputs are observable or can be derived principally from or
corroborated by observable market data for substantially the full term of the assets or liabilities.

volume or infrequent transactions (less active markets); or model-

ff

Level 3: Unobservable inputs that are supported by little or no market activity and that are significant to the
fair value of the asset or liability.

74

We consider an active market to be one in which transactions for the asset or liability occur with sufficient
frequency and
volume to provide pricing information on an ongoing basis, and consider an inactive market to be one in which there are
infrequent or few transactions for the asset or liability,yy the prices are not current, or price quotations vary substantially
either over time or among market makers.

ff

The following table presents our financial assets measured and recorded at fair value on a recurring basis using the above
input categories:

As of December 31, 2017

Level 1

Level 2

Level 3

TotaTT l

(in thousands)

Description:

Assets:

Money market funds ............................................................... $
U.S. Government agencies .....................................................
Commercial paper...................................................................
Corporate bonds......................................................................
Asset-backed securities...........................................................

Total assets....................................................................... $

95
11,869
—
—
—
11,964

$

$

— $
—
12,942
12,964
2,505
28,411

$

— $
—
—
—
—
— $

95
11,869
12,942
12,964
2,505
40,375

As of December 31, 2016

Level 1

Level 2

Level 3

TotaTT l

(in thousands)

Description:

Assets:

Money market funds ............................................................... $
U.S. Government agencies .....................................................
Commercial paper...................................................................
Corporate bonds......................................................................
Asset-backed securities...........................................................

Total assets....................................................................... $

10,085
14,982
—
—
—
25,067

$

$

— $
—
8,078
10,314
6,467
24,859

$

— $
—
—
—
—
— $

10,085
14,982
8,078
10,314
6,467
49,926

We had no financial liabilities measured and recorded at fair value on a recurring basis as of December 31, 2017 and
2016.

Our investments, which are all classified as available-for-sale, consisted of the following:

Amortized
Cost

As of December 31, 2017

Gross
Unrealized
Gains

Gross
Unrealized
Losses

(in thousands)

Fair Value

Description:

U.S. Government agencies........................................................ $
Commercial paper .....................................................................
Corporate bonds ........................................................................
Asset-backed securities .............................................................

Total...................................................................................... $

11,880
12,942
12,991
2,506
40,319

$

$

— $
—
—
—
— $

(11) $
—
(27)
(1)
(39) $

11,869
12,942
12,964
2,505
40,280

75

Amortized
Cost

As of December 31, 2016

Gross
Unrealized
Gains

Gross
Unrealized
Losses

(in thousands)

Fair Value

Description:

U.S. Government agencies........................................................ $
Commercial paper .....................................................................
Corporate bonds ........................................................................
Asset-backed securities .............................................................

Total...................................................................................... $

14,992
7,178
10,326
6,464
38,960

$

$

3
—
1
4
8

$

$

(13) $
—
(13)
(1)
(27) $

14,982
7,178
10,314
6,467
38,941

As of December 31, 2017 and 2016, our available-for-sale investments had maturities ranging from 3 months to 2 years.

Our available-for-sale investments as of December 31, 2016 included $0.9 million of commercial paper investments
which are classified as cash and cash equivalents as the original maturity was less than three months.

For all of our investments for which the amortized cost basis was greater than the fair value at December 31, 2017 and
2016 we have concluded that there is no plan to sell the security nor is it more likely than not that we would be required
to sell the security before its anticipated recovery. In making the determination as to whether the unrealized loss is other-
than-temporary,yy we considered the length of time and extent the investment has been in an unrealized loss position, the
financial condition and near-term prospects of the issuers, the issuers’ credit rating and the time to maturity.

(5)

Property and Equipment

Property and equipment are recorded at cost and consist of the following:

Computer equipment and software..................................................................................... $
Furniture and fixtures .........................................................................................................
Leasehold improvements ....................................................................................................
Total .............................................................................................................................
Less accumulated depreciation ...........................................................................................

Property and equipment, net........................................................................................ $

As of December 31,

2017

2016

(in thousands)

16,205
4,034
9,079
29,318
(20,729)
8,589

$

$

12,844
3,131
8,077
24,052
(15,964)
8,088

We recorded depreciation expense of $4.8 million, $4.3 million and $4.1 million in 2017, 2016 and 2015, respectively.

(6)

Goodwill and Intangible Assets

Goodwill was $83.2 million and $75.1 million as of December 31, 2017 and 2016, respectively. There were no goodwill
impairment charges in 2017, 2016 or 2015. The following table displays the changes in the gross carrying amount of
goodwill:

Balance at December 31, 2015 .................................................................................................................. $
Logentries acquisition accounting adjustments ..................................................................................
Balance at December 31, 2016 .................................................................................................................. $
Komand acquisition ............................................................................................................................
Balance at December 31, 2017 .................................................................................................................. $

Amount

(in thousands)

74,565
545
75,110
8,054
83,164

76

The following table presents details of our intangible assets which include acquired identifiable intangible assets and
capitalized internal-use software costs:

Weighted-
Average
Life (years)

5.7

6.7

6.1

2.0

Intangible assets subject to
amortization:

Developed technology ............

Customer relationships ...........

Trade names............................

Non-compete agreements .......

Total acquired intangible assets .

Internal-use software ...........

Total intangible assets................

As of December 31, 2017

As of December 31, 2016

Gross Carrying
Amount

Accumulated
Amortization

Net Book Value

Gross Carrying
Amount

Accumulated
Amortization

Net Book Value

(in thousands)

$

20,611

$

(5,756) $

14,855

$

11,231

$

(3,118) $

1,000

519

40

22,170

1,162

(351)

(510)

(40)

(6,657)

(35)

649

9

—

15,513

1,127

1,000

519

40

12,790

—

(197)

(496)

(33)

(3,844)

—

$

23,332

$

(6,692) $

16,640

$

12,790

$

(3,844) $

8,113

803

23

7

8,946

—

8,946

Intangible assets are expensed on a straight-line basis over the useful life of the asset. We recorded amortization expense of $2.8
million, $2.4 million and $1.3 million in 2017, 2016 and 2015, respectively.

Estimated future amortization expense of the acquired identifiable intangible assets and completed capitalized internal-use
software costs as of December 31, 2017 is as follows (in thousands):

2018 ............................................................................................................................................................. $
2019 .............................................................................................................................................................
2020 .............................................................................................................................................................
2021 .............................................................................................................................................................
2022 .............................................................................................................................................................
2023 and thereafter ......................................................................................................................................

Total...................................................................................................................................................... $

3,875
3,847
3,790
3,208
1,095
—
15,815

The table above excludes the impact of $0.8 million of capitalized internal-use software costs for projects that have not been
completed as of December 31, 2017, and therefore, we have not determined the useful life of the software, nor have all the
costs associated with these projects been incurred.

(7)

Stockholders’ Equity

(a)

Redeemable Convertible Preferred Stock

Upon the closing of the IPO in 2015, all of our outstanding preferred stock automatically converted into
18,322,605 shares of common stock, which included 1,939,990 additional shares of common stock issued upon
conversion of our Series D preferred stock (IPO Participation Payment). As a result of the IPO Participation
Payment, we recorded a $14.2 million beneficial conversion charge during the year ended December 31, 2015.
The amount of the beneficial conversion charge was calculated by multiplying the total number of shares of
common stock issued upon the conversion of our Series D preferred stock, including the additional shares of
common stock issued in connection with the IPO Participation Payment, by the difference
between the fair
market value of our common stock at the time of the original issuance of the Series D preferred stock and the
effective
conversion price of the Series D preferred stock, which is calculated as the aggregate proceeds from
ff
the sale of Series D preferred stock, divided by the total number of shares of common stock issued upon conversion
of our Series D preferred stock, including the additional shares of common stock issued in connection with the
IPO Participation Payment.

ff

No redeemable convertible preferred stock was outstanding as of December 31, 2017 or 2016.

(b)

Common Stock

77

On October 13, 2015, we issued 1,252,627 shares of our common stock in connection with our acquisition of
Logentries.

On July 22, 2015, we closed our IPO of 7,417,500 shares of common stock at an offering
price of $16.00 per
share, including 967,500 shares pursuant to the underwriters’ option to purchase additional shares, resulting
in net proceeds of $107.3 million, after deducting underwriting discounts and commissions of $8.3 million
ff
and offering

expenses of $3.1 million.

ff

On July 22, 2015, concurrently with the closing of our IPO, we issued and sold to entities affiliated
Technology Crossover Ventures 312,500 shares of our common stock in a private placement at a price equal
to the IPO price of $16.00 per share, resulting in net proceeds to us of $5.0 million.

with

ff

Additionally,yy in connection with the closing of our IPO, we filed an amended and restated certificate of
incorporation to, among other things (i) increase the total number of shares of our common stock that we are
authorized to issue to 100,000,000 and (ii) eliminate all references to the various series of preferred stock that
were previously authorized (including certain protective measures held by the various series of preferred
stock), except for the reference to 10,000,000 shares of undesignated preferred stock that may be issued, and
with terms to be set, by our board of directors.

On April 30, 2015, we issued 9,091 shares of our common stock in connection with our acquisition of NTO.

(c)

Treasury Stock

In 2017 and 2016, we repurchased 22,754 and 62,428 shares of common stock, respectively,yy for an aggregate
amount of $0.4 million and $0.9 million, respectively,yy to settle employee withholding taxes upon the vesting of
restricted stock awards.

(d)

Common Stock Warrants

In December 2013, we issued warrants to purchase 200,000 shares of common stock to a financial institution
in connection with the term loan agreement. In each of the years 2016 and 2015, warrants with respect to 100,000
shares of common stock were exercised, with net shares issued of 28,774 and 53,535, respectively. As of
December 31, 2016, no warrants remained unexercised.

(8)

Stock-Based Compensation

(a)

General

In connection with our IPO, our board of directors resolved not to make future grants under our 2011 Stock
Option and Grant Plan (the 2011 Plan). The 2011 Plan will continue to govern outstanding awards granted
thereunder. The 2011 Plan provided for the grant of qualified incentive stock options and nonqualified stock
options or other awards such as RSAs to our employees, officers,

directors and outside consultants.

ff

ff

In July 2015, our board of directors adopted and our stockholders approved our 2015 Equity Incentive Plan (the
2015 Plan). We initially reserved 800,000 shares of our common stock for the issuance of awards under the 2015
Plan plus the number of shares of common stock reserved for issuance under the 2011 Plan at the time the 2015
The 2015 Plan also provides that (i) any shares subject to awards granted under the 2011
Plan became effective.
Plan that would have otherwise returned to the 2011 Plan (such as upon the expiration or termination of a stock
award prior to vesting) will be added to, and available for issuance under, the 2015 Plan and (ii) the number of
shares reserved and available for issuance under the 2015 Plan automatically increases each January 1, beginning
on January 1, 2016, by 4% of the outstanding number of shares of our common stock on the immediately
preceding December 31 (known as the “evergreen” provision) or such lesser number of shares as determined
by our board of directors. Additionally,yy on October 8, 2015, our board of directors amended, effective
as of the
acquisition of Logentries, the 2015 Plan to reserve an additional 1,500,000 shares of our common stock for
issuance of inducement awards.

ff

In March 2017 and 2016, we increased the number of shares authorized to be issued under the 2015 Plan by
1,702,187 and 1,661,616 shares, respectively,yy which represents the amount automatically added pursuant to the
annual evergreen provision contained therein. As of December 31, 2017, the shares of common stock authorized
to be issued under the 2015 Plan totaled 10,125,932 and there were 879,729 shares of common stock available
for grant.

78

We recognize stock-based compensation expense for all awards on a straight-line basis over the applicable
vesting period, which is generally four years.

Stock-based compensation expense for restricted stock, restricted stock units, stock options and issuances of
common stock pursuant to our employee stock purchase plan was classified in the accompanying consolidated
statements of operations as follows:

Year Ended December 31,

2017

2016

2015

(in thousands)

Stock-based compensation expense:

Cost of revenue............................................................................................ $
Research and development ..........................................................................
Sales and marketing.....................................................................................
General and administrative..........................................................................
Total stock-based compensation expense .................................................... $

1,085
7,205
5,756
5,495
19,541

$

$

610
6,054
6,607
4,045
17,316

$

$

532
5,010
3,139
2,004
10,685

(b)

Restricted Stock and Restricted Stock Units

Restricted stock and restricted stock unit activity during 2017, 2016 and 2015 was as follows:

Unvested balance as of December 31, 2014 .................................
Granted .......................................................................................
Vested..........................................................................................
Forfeited......................................................................................
Unvested balance as of December 31, 2015 .................................
Granted .......................................................................................
Vested..........................................................................................
Forfeited......................................................................................
Unvested balance as of December 31, 2016 .................................
Granted .......................................................................................
Vested..........................................................................................
Forfeited......................................................................................
Unvested balance as of December 31, 2017 .................................

Restricted Stock

Restricted Stock Units

Weighted-
Average Grant
Date Fair
Value

$

$

1.35
19.29
18.48
23.01
19.34
—
20.67
20.96
18.05
—
17.85
23.01
18.00

Shares

4,185
1,358,505
(204,732)
(8,701)
1,149,257
—
(538,896)
(25,357)
585,004
—
(358,214)
(16,707)
210,083

Weighted-
Average
Grant Date
Fair Value

—
—
—
—
—
13.37
12.93
12.97
13.47
14.97
13.80
14.22
14.77

Shares

— $
—
—
—
—
919,397
(91,020)
(93,800)
734,577
1,938,860
(435,573)
(249,355)
1,988,509

$

As of December 31, 2017, the unrecognized compensation cost related to shares of unvested restricted stock
and restricted stock units expected to vest was $29.8 million. This unrecognized compensation will be recognized
over an estimated weighted-average amortization period of 2.8 years.

79

(c)

Stock Options

The following table summarizes information about stock option activity during the reporting periods:

Outstanding as of December 31, 2014 .........................................
Granted .........................................................................................
Options assumed from acquisition ...............................................
Exercised ......................................................................................
Forfeited/cancelled .......................................................................
Outstanding as of December 31, 2015 .........................................
Granted .........................................................................................
Exercised ......................................................................................
Forfeited/cancelled .......................................................................
Outstanding as of December 31, 2016 .........................................
Granted .........................................................................................
Exercised ......................................................................................
Forfeited/cancelled .......................................................................
Outstanding as of December 31, 2017 .........................................
Vested and exercisable as of December 31, 2017 ........................

Shares
3,561,304
1,035,459
221,759
(385,328)
(186,669)
4,246,525
1,454,626
(650,185)
(470,591)
4,580,375
1,304,238
(887,062)
(312,597)
4,684,954
2,773,387

$

$
$

Weighted
Average
Exercise
Price

Weighted
Average
Remaining
Contractual Life
(in years)

Aggregate
Intrinsic
Value
(in thousands)

4.62
11.13
1.65
3.50
8.33
5.99
13.43
4.43
9.65
8.20
13.52
6.59
12.79
9.68
7.18

$

$

$

$
$

3,472

6,409

9,665

42,247
31,944

As of December 31, 2017, the unrecognized compensation cost related to our unvested stock options expected
to vest was $10.8 million. This unrecognized compensation will be recognized over an estimated weighted-
average amortization period of 2.5 years.

The total fair value of stock options vested in 2017, 2016 and 2015 was $5.9 million, $3.4 million and $3.4
million, respectively. The weighted-average grant date fair value per share of stock options granted in 2017,
2016 and 2015 was $6.72, $6.38 and $5.01 per share, respectively.

(d)

Determining the Fair Value of Options

We use the Black-Scholes option pricing model to estimate the fair value of stock option awards. The Black-
Scholes option pricing model requires management to make a number of other assumptions, including the
expected life of the option, the volatility of the underlying stock, the risk-free interest rate and expected dividends.
The assumptions used in our Black-Scholes option-pricing model represent management’s best estimates at the
time of grant. These estimates are complex, involve a number of variables, uncertainties and assumptions and
the application of management’s judgment, as they are inherently subjective. If any assumptions change, our
stock-based compensation expense could be materially different

in the future.

ff

Expected Term

The expected term represents the period that our stock options are expected to be outstanding. We calculated
the expected term using the simplified method based on the average of each option’s vesting term and the
contractual period during which the option can be exercised, which is typically 10 years following the date of
grant.

Expected Volatility

We determine the price volatility factor based on the historical volatilities of our publicly traded peer group as
we do not have a significant trading history for our common stock. Industry peers consist of several public
companies in the technology industry that are similar to us in size, stage of life cycle, and financial leverage.
We used the same set of peer group companies in all the relevant valuation estimates. We intend to continue to
amount of historical
consistently apply this process using the same or similar public companies until a sufficient
information regarding the volatility of our own common stock share price becomes available, or unless

ff

80

circumstances change such that the identified companies are no longer similar to us, in which case, more suitable
companies whose share prices are publicly available would be utilized in the calculation.

Risk-Free Interest Rate

The risk-free interest rate was based on U.S. Treasury zero-coupon securities with maturities consistent with
the estimated expected term.

Expected Dividend Yield

We have not paid dividends on our common stock nor do we expect to pay dividends in the foreseeable future.

The following table reflects the range of assumptions for options granted during 2017, 2016 and 2015:

Expected term (in years).......................................................
Expected volatility ................................................................
Risk-free interest rate............................................................
Expected dividend yield .......................................................
Grant date fair value per share..............................................

(e)

Employee Stock Purchase Plan

Year Ended December 31,

2017

5.5 - 6.1
48 – 52%
1.8 – 2.2%
—
$ 6.09 – 9.38

2016

5.5 – 6.3
48 – 50%
1.2 – 1.9%
—
$ 5.53 – 8.35

2015

6.3
42 – 48%
1.5 – 1.8%
—
$ 4.39 – 10.09

On July 17, 2015, we filed a registration statement on Form S-8 with the Securities and Exchange Commission
registering 800,000 shares of our common stock reserved under our 2015 Employee Stock Purchase Plan (ESPP).
Under the ESPP,PP employees may set aside after-tax withholdings to purchase our common shares at a discounted
price. In March 2017 and 2016, we increased the number of shares to be authorized under the ESPP by 425,547
and 415,404 shares, respectively,yy which represents the amount automatically added pursuant to the annual
evergreen provision of the ESPP.PP As of December 31, 2017, the shares of common stock authorized to be issued
under the ESPP totaled 1,640,951 and there were 1,047,444 shares of common stock available for grant.

Under the ESPP,PP employees may set aside up to 15% of their gross earnings, on an after-tax basis, to purchase
our common shares at a discounted price, which is calculated at 85% of the lesser of: (i) the market value of our
common stock at the beginning of each offering
period and (ii) the market value of our common stock on the
applicable purchase date.

ff

The following table reflects the assumptions used in the Black Scholes option pricing model to calculate the
expense related to the ESPP:

Expected term (in years).......................................................
Expected volatility ................................................................
Risk-free interest rate............................................................
Expected dividend yield .......................................................
Grant date fair value per share..............................................

2017

0.5 - 1.0
37 – 40%
0.9 – 1.3%
—
$ 4.01 – 5.35

Year Ended December 31,
2016

0.5 - 1.0
42 – 49%
0.5 – 0.7%
—
$ 3.58 – 5.49

2015

0.5 - 1.2
37 – 41%
0.1 – 0.3%
—
$ 4.33 – 7.91

On March 15, 2016, we issued 192,676 shares of common stock to employees for aggregate proceeds of $2.1
million. The purchase price of the shares of common stock was $10.88 per share, which was discounted in
accordance with the terms of the ESPP from the closing price of our common stock on March 15, 2016 of $12.80.

On September 15, 2016, we issued 153,602 shares of common stock to employees for aggregate proceeds of
$1.6 million. The purchase price of the shares of common stock was $10.60 per share, which was discounted
in accordance with the terms of the ESPP from the closing price of our common stock on March 16, 2016 of
$12.47.

81

On March 15, 2017, we issued 138,085 shares of common stock to employees for aggregate proceeds of $1.5
million. The purchase prices of the shares of common stock were $10.60 and $12.79 per share, which were
discounted in accordance with the terms of the ESPP from the closing prices of our common stock on March 16,
2016 of $12.47 and on March 15, 2017 of $15.05, respectively.

On September 15, 2017, we issued 109,144 shares of common stock to employees for aggregate proceeds of
$1.4 million. The purchase price of the shares of common stock was $12.96 per share, which was discounted in
accordance with the terms of the ESPP from the closing price of our common stock on March 16, 2017 of $15.25.

(9)

Income Taxes

Loss before income taxes included in the consolidated statements of operations was as follows:

Year Ended December 31,

2017

2016

(in thousands)

2015

United States ....................................................................................... $
Foreign ................................................................................................

Loss before income taxes.................................................................. $

(22,757) $
(24,949)
(47,706) $

(41,466) $
(7,561)
(49,027) $

(43,020)
(6,341)
(49,361)

Income tax (benefit) expense included in the consolidated statements of operations was as follows:

Current:

Federal .............................................................................................. $
State and local...................................................................................
Foreign..............................................................................................
Total current (benefit) expense.......................................................

Deferred:

Federal ..............................................................................................
State and local...................................................................................
Foreign..............................................................................................
Total deferred expense....................................................................
Income tax (benefit) expense ......................................................... $

Year Ended December 31,

2017

2016

(in thousands)

2015

$

333
128
163
624

(2,885)
8
17
(2,860)
(2,236) $

$

493
61
(656)
(102)

98
13
(36)
75
(27) $

—
116
261
377

98
11
10
119
496

The table below reconciles the differences
provision for income taxes:

ff

between income taxes computed at the federal statutory rate of 34% and our

ff

Expected income tax ...........................................................................
State taxes, net of federal benefit ........................................................
Permanent differences
.........................................................................
Federal research and development credit............................................
Foreign rate differential
.......................................................................
Change in valuation allowance ...........................................................
Other....................................................................................................
Total income tax benefit (expense) ..............................................

ff

Year Ended December 31,

2017

2016

2015

34.0%
(0.2)
4.2
1.0
(8.7)
(26.1)
0.5
4.7%

34.0%
(0.1)
(1.4)
2.4
(3.0)
(31.9)
0.1
0.1%

34.0 %
(0.1)
(3.0)
0.6
(3.3)
(29.9)
0.7
(1)%

On December 22, 2017, the Tax Cuts and Jobs Act of 2017 (TaxTT Act) was signed into law making significant changes to
the Internal Revenue Code. Changes include, but are not limited to, a federal corporate tax rate decrease from 35% to
21% for tax years beginning after December 31, 2017, the transition of U.S. international taxation from a worldwide tax

82

system to a territorial system and a one-time transition tax on the mandatory deemed repatriation of foreign earnings
(transition tax). We have recorded a one-time income tax benefit of $0.4 million in the fourth quarter of 2017 as a result
of the Tax Act. The one-time income tax benefit includes $0.2 million related to the remeasurement of certain deferred
tax assets and liabilities based on the lower tax rates at which they are expected to reverse in the future. The one-time
income tax benefit also includes a provisional amount of $0.2 million related to the release of valuation allowance against
alternative minimum tax (AMT) credits that we will receive a benefit for in the form an AMT tax refund. We have not
recorded any transition tax on foreign earnings as we have preliminarily concluded that all our foreign subsidiaries have
an accumulated deficit.

On December 22, 2017, the SEC issued Staffff Accounting Bulletin (SAB) 118, which provides guidance for companies
analyzing their accounting for the income tax effects
provisional amounts based on reasonable estimates. The provisional estimates are then subject to adjustment during a
measurement period up to one year and should be accounted for as a prospective change. We continue to evaluate our
transition tax obligation and expect to finalize our conclusion by the end of fiscal 2018. The provisional amounts
recorded are based on our current interpretation and understanding of the Tax Act, are judgmental and may change as
we receive additional clarification and implementation guidance. Changes to these provisional amounts could result
in additional charges or credits in future reporting periods.

of the Tax Act. SAB 118 provides that a company may report

ff

Net deferred tax assets and liabilities, as set forth in the table below,ww reflect the impact of temporary differences
between the amounts of assets and liabilities recorded for financial statement purposes and such amounts measured in
accordance with tax laws:

ff

Deferred tax assets:

Accruals and reserves ................................................................................................. $
Net operating loss carryforwards................................................................................
Deferred revenue ........................................................................................................
Amortization ...............................................................................................................
Research and development credits..............................................................................
Stock-based compensation..........................................................................................
Other ...........................................................................................................................
Total deferred tax assets ...........................................................................................

Deferred tax liabilities:

Intangible assets..........................................................................................................
Depreciation................................................................................................................
Total deferred tax liabilities......................................................................................
Less: Valuation allowance.................................................................................
Net deferred tax liabilities ........................................................................................ $

As of December 31,

2017

2016

(in thousands)

$

636
36,778
11,985
—
2,441
3,702
2,194
57,736

(616)
(54)
(670)
(57,359)

(293) $

458
35,492
16,471
3,356
1,775
4,999
3,959
66,510

(534)
(102)
(636)
(66,395)
(521)

We recorded a deferred tax provision of $0.1 million for 2017, 2016 and 2015 relating to tax amortization of goodwill
with a corresponding increase to the deferred tax liability. As of December 31, 2017, we have evaluated the need for a
valuation allowance on deferred tax assets. In assessing whether the deferred tax assets are realized, management
considered whether it is more likely than not that some portion or all of the deferred tax assets will not be realized. Due
to our history of generating losses in the United States, the United Kingdom and Ireland, we continue to record a full
valuation allowance against our deferred tax assets in these jurisdictions. If we achieve future profitability,yy a significant
ff
portion of these deferred tax assets could be available to offset

future income taxes.

The valuation allowance decreased by $9.0 million for the year ended December 31, 2017, primarily due to the revaluation
of U.S. deferred tax assets and liabilities at a lower U.S. corporate income tax rate of 21% required as part of the Tax Act
and a deferred tax benefit recorded as part of the Komand acquisition purchase accounting adjustments partially offset
by additional operating losses generated during the year.

ff

We have not provided for U.S. income taxes on the undistributed earnings of our non-U.S. subsidiaries, as we plan to
permanently reinvest these amounts.

83

As of December 31, 2017, we had federal and state net operating loss carryforwards of $116.6 million and $81.0 million,
respectively. The federal and state net operating loss carryforward expire at various dates beginning in 2030. As of
December 31, 2017, we had foreign net operating loss carryforwards of $65.3 million that can be carried forward
indefinitely.

We also had federal, state and international research and development credit carryforwards of $1.8 million , $0.7 million
and $0.1 million as of December 31, 2017, respectively. These credit carryforwards expire at various dates beginning in
2023.

We believe that a change of ownership within the meaning of Section 382 and 383 of the Internal Revenue Code of 1986,
as amended, occurred in 2011. Under Section 382 and 383 of the Internal Revenue Code of 1986, as amended, if a
corporation undergoes an “ownership change,” generally defined as a greater than 50% change (by value) in its equity
ownership over a three-year period, the corporation’s ability to use its pre-change net operating loss carryforwards, or
NOLs, and other pre-change tax attributes, such as research and development credits, to offset
its post-change income
may be limited. As a result, our U.S. federal net operating loss and research and development credit utilization will be
limited to an amount equal to the market capitalization at the time of the ownership change multiplied by the federal
long-term tax exempt rate. We do not believe that any of our net operating losses or research and development credits
will expire as a result of this limitation.

ff

We file income tax returns in all jurisdictions in which we operate. We have established reserves to provide for additional
income taxes that management believes will more likely or not be due in future years. The reserves have been established
based upon our assessment as to the potential exposure. Changes in our reserves for unrecognized income tax benefits
are as follows:

Balance at December 31, 2015................................................................................................................... $
Additions based on current year tax positions .........................................................................................
Balance at December 31, 2016...................................................................................................................
Decreases based on settlements with taxing authorities ..........................................................................
Reductions based on lapse in statute of limitations .................................................................................
Balance at December 31, 2017................................................................................................................... $

Amount

(in thousands)

141
247
388
(343)
(16)
29

In the normal course of business, we are subject to examination by federal, state, and foreign jurisdictions, where applicable.
The statute of limitations for these jurisdictions is generally three to six years. However, to the extent we utilize net
operating losses or other similar carryforward attributes such as credits, the statute remains open to the extent of the net
operating losses or credits that are utilized. We have no tax returns under examination as of December 31, 2017. We
record interest and penalties on any income tax liability as income tax expense. We recorded nominal interest and penalties
in 2017, 2016 and 2015. During the next 12 months, we do not expect any material changes to our uncertain tax positions
other than the accrual of interest in the normal course of business.

84

(10)

Net Loss Per Share

The following table summarizes the computation of basic and diluted net loss per share of our common stock for 2017,
2016 and 2015:

Numerator:
Net loss................................................................................................ $
Accretion of preferred stock to redemption value...............................
Beneficial conversion charge relating to IPO participation payment .
Net loss attributable to common stockholders, basic and diluted ....... $
Denominator:
Weighted-average common shares outstanding, basic and diluted .....
Net loss per share attributable to common stockholders, basic and
diluted.................................................................................................. $

Year Ended December 31,

2017

2016

2015

(in thousands, except share and per share data)

(45,470) $
—
—
(45,470) $

(49,000) $
—
—
(49,000) $

(49,857)
(35,061)
(14,161)
(99,079)

42,952,950

41,248,473

24,740,480

(1.06) $

(1.19) $

(4.00)

The following potentially dilutive securities outstanding, prior to the use of the treasury stock method or if-converted
method, have been excluded from the computation of diluted weighted-average shares outstanding for the respective
periods below because they would have been anti-dilutive:

Options to purchase common stock ....................................................
Unvested restricted stock ....................................................................
Unvested restricted stock units ...........................................................
Warrants to purchase common stock...................................................
Shares to be issued under ESPP ..........................................................
Total.........................................................................................

(11)

Commitments and Contingencies

(a)

Leases

Year Ended December 31,

2017
4,684,954
210,083
1,988,509
—
79,551
6,963,097

2016
4,580,375
585,004
734,577
—
91,815
5,991,771

2015
4,246,525
1,149,257
—
100,000
114,271
5,610,053

We have operating lease commitments for our facilities that expire at various dates through 2029. For operating
leases that contain rent escalation or rent concession provisions, we record the total rent expense on a straight-
line basis over the term of the lease. We record the difference
between the rent paid and the straight-line rent as
a deferred rent liability on the accompanying consolidated balance sheets. In addition to rental payments, certain
leases require additional payments for real estate taxes, common area maintenance and insurance, which are
expensed when incurred and not included in the future minimum payments table noted below.

ff

Rent expense was $5.7 million, $5.0 million and $4.0 million for 2017, 2016 and 2015, respectively.

The approximate future minimum payments under non-cancellable operating leases as of December 31, 2017
are as follows:

2018............................................................................................................................................................ $
2019............................................................................................................................................................
2020............................................................................................................................................................
2021............................................................................................................................................................
2022............................................................................................................................................................
Thereafter

Total..................................................................................................................................................... $

7,677
8,862
9,906
9,145
9,211
60,866
105,667

85

(b)

Purchase Obligations

As of December 31, 2017, we have non-cancellable firm purchase commitments relating to software and services
that will be payable in the amounts of $15.9 million and$16.0 million for 2018, and 2019, respectively.

(c)

Letters of Credit

As of December 31, 2017, we had a total of $7.7 million in letters of credit outstanding as collateral for certain
space leases and a corporate credit card program. These irrevocable letters of credit, which are not included
office
ff
in the table of contractual obligations above, are unsecured and are expected to remain in effect,
in some cases,
until 2029.

ff

(d)

Warranty

We provide limited product warranties. Historically,yy any payments made under these provisions have been
immaterial.

(e)

Litigation and Claims

From time to time, we may be a party to litigation or subject to claims incident to the ordinary course of business.
Although the results of litigation and claims cannot be predicted with certainty,yy we currently believe that the
final outcome of these ordinary course matters will not have a material adverse effect
on our business. Regardless
of the outcome, litigation can have an adverse impact on us because of defense and settlement costs, diversion
of management resources and other factors.

ff

(f)

Indemnification Obligations

We agree to standard indemnification provisions in the ordinary course of business. Pursuant to these provisions,
or incurred by the
we agree to indemnify,yy hold harmless and reimburse the indemnified party for losses suffered
indemnified party,yy generally our customers, in connection with any United States patent, copyright or other
intellectual property infringement claim by any third party arising from the use of our products or services in
accordance with the agreement or arising from our gross negligence, willful misconduct or violation of the law
(provided that there is not gross or willful misconduct on the part of the other party) with respect to our products
or services. The term of these indemnification provisions is generally perpetual from the time of execution of
the agreement. We carry insurance that covers certain third-party claims relating to our services and limits our
exposure. We have never incurred costs to defend lawsuits or settle claims related to these indemnification
provisions.

ff

(g)

Contingent Grant from Northern Ireland

In 2016, we received a $0.6 million grant from Invest Northern Ireland to create and maintain a certain number
of jobs in Northern Ireland over a certain period of time. The grant proceeds were recorded as a reduction to
operating expense, as we determined there is reasonable assurance that we will meet the compliance criteria
related to the grant. If we fail to meet the compliance criteria, then a pro rata portion of the grant proceeds would
be required to be returned.

(12)

Employee Benefit Plan

In December 2008, we established a discretionary 401(k) plan in which all full-time U.S. employees above the age 18
are eligible to participate after they have been employed for us for 90 days following the applicable date of hire. Matching
contributions to the 401(k) plan can be made at our discretion. In 2017, we made discretionary contributions of $1.4
million to the plan. We did not make any contributions to the 401(k) plan in 2016 or 2015.

(13)

Segment Information and Information about Geographic Areas

We operate in one segment. Our chief operating decision maker is our Chief Executive Officer
decisions, assesses performance and allocates resources on a consolidated basis.

ff

, who makes operating

86

Net revenues by geographic area presented based upon the location of the customer are as follows:

Year Ended December 31,

2017

2016

(in thousands)

2015

North America..................................................................................... $
Other....................................................................................................

Total......................................................................................... $

170,667
30,273
200,940

$

$

134,988
22,449
157,437

$

$

96,416
14,110
110,526

Of the total net revenues generated in North America, 93% , 95% and 96% was generated in the United States in 2017,
2016, and 2015, respectively.

Property and equipment, net by geographic area as of December 31, 2017 and 2016 is presented in the table below:

As of December 31,

2017

2016

United States
Other

Total

(14)

Related Party Transactions

$

$

$

(in thousands)
7,182
1,407
8,589

$

7,063
1,025
8,088

ff

In October 2015, Intel Security announced the end-of-sale for the McAfee Vulnerability Manager to customers and
partners, effective
January 11, 2016, with end-of-life to follow,ww and announced that we were named their exclusive
vulnerability management partner. Under the terms of the commercial agreement, we incur partner referral fees as
customers transition from McAfee Vulnerability Manager to Nexpose. During the year ended December 31, 2017, we
recognized sales and marketing expense of $2.7 million related to partner referral fees paid to Intel Security. On February 6,
of Intel Security (McAfee).
2017, Michael Berry,yy a member of our board of directors, became the chief financial officer

ff

ff

In July 2015, entities affiliated
with Technology Crossover Ventures purchased $5.0 million of our common stock (312,500
shares) in a private placement concurrent with the completion of our IPO at a price per share equal to the IPO price of
$16.00 per share. Entities affiliated
with Technology Crossover Ventures are holders of more than 5% of our capital stock
and Timothy McAdam, a member of our board of directors, is affiliated

with such entities.

ff

ff

(15)

Subsequent Event

ff

On January 30, 2018, we closed on a public offering
of 5,950,000 shares of our common stock, of which 1,500,000 shares
of common stock were sold by us and 4,450,000 shares of common stock were sold by certain existing stockholders, at
price of $22.00 per share, including 770,000 shares pursuant to the underwriters' option to purchase additional
an offering
ff
shares from the selling stockholders. Our net proceeds from the offering
were $30.9 million, after deducting underwriting
ff
discounts and commissions and offering
expenses payable by us. We did not receive any of the proceeds from the sale
ff
of shares by the selling stockholders.

87

Supplementary Data

The following table sets forth our unaudited quarterly consolidated statements of operations data for each of the eight quarters.
We have prepared the quarterly financial data on the same basis as the audited consolidated financial statements included in this
Annual Report on Form 10-K. In our opinion, the quarterly financial data reflects all adjustments, consisting only of normal
recurring adjustment that we consider necessary for a fair presentation of this data. This quarterly financial data should be read in
conjunction with our consolidated financial statements and related notes included elsewhere in this Annual Report on Form 10-
K. Our historical results are not necessarily indicative of the results to be expected in the future.

December 31,
2017

September 30,
2017

June 30,
2017

March 31,
2017

December 31,
2016

September 30,
2016

June 30,
2016

March 31,
2016

Three Months Ended

(in thousands)
(unaudited)

Consolidated Statements of Operations Data:

Revenue:

Products.................................. $

34,012

$

29,626

$

27,168

$

25,942

$

24,695

$

23,108

$

21,456

$

20,145

Maintenance and support .......

Professional services..............

Total revenue ...............

Cost of revenue:

Products..................................

Maintenance and support .......

Professional services..............

Total cost of revenue....

Operating expenses:

Research and development ....

Sales and marketing ...............

General and administrative ....

Total operating
expense ........................

Loss from operations ..........

Interest income (expense), net..........

Other income (expense), net ............

12,474

11,245

57,731

8,428

2,024

6,748

17,200

14,102

31,427

8,387

53,916

(13,385)

190

(36)

11,654

9,241

50,521

6,888

1,739

5,740

14,367

13,570

28,224

7,402

49,196

(13,042)

198

235

11,338

8,937

47,443

5,557

1,850

5,672

13,079

11,873

27,132

7,256

46,261

(11,897)

218

229

10,802

8,501

45,245

4,710

1,878

5,676

12,264

11,393

24,810

7,248

43,451

(10,470)

169

(115)

10,366

9,973

45,034

3,747

1,865

6,070

11,682

11,065

24,792

7,440

43,297

(9,945)

76

(293)

9,694

7,537

40,339

3,415

1,801

4,822

10,038

11,616

21,284

7,605

40,505

(10,204)

44

36

8,962

6,850

37,268

2,687

1,758

4,848

9,293

12,932

21,680

6,644

41,256

(13,281)

26

(48)

8,381

6,270

34,796

2,598

1,681

4,433

8,712

12,342

22,768

6,593

41,703

(15,619)

(15)

196

Loss before income taxes ...

(13,231)

(12,609)

(11,450)

(10,416)

(10,162)

(10,124)

(13,303)

(15,438)

Provision for (benefit from) income
taxes..................................................

(227)

(2,325)

187

129

(388)

70

149

142

Net loss............................................. $

(13,004)

$

(10,284)

$

(11,637)

$

(10,545)

$

(9,774)

$

(10,194)

$

(13,452)

$

(15,580)

Item 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure.

None.

Item 9A. Controls and Procedures.

Evaluation of Disclosure Controls and Procedures

ff

ff

and chief financial officer

, evaluated the effectiveness

Our management, with the participation of our chief executive officer
of
our disclosure controls and procedures as of December 31, 2017. The term “disclosure controls and procedures,” as defined in
Rules 13a-15(e) and 15d-15(e) under the Exchange Act of 1934, as amended, means controls and other procedures of a company
that are designed to ensure that information required to be disclosed by a company in the reports that it files or submits under the
Exchange Act is recorded, processed, summarized and reported, within the time periods specified in the SEC’s rules and forms.
Disclosure controls and procedures include, without limitation, controls and procedures designed to ensure that information required
to be disclosed by a company in the reports that it files or submits under the Exchange Act is accumulated and communicated to
as appropriate to allow timely
the company’s management, including its principal executive and principal financial officers,
decisions regarding required disclosure. Management recognizes that any controls and procedures, no matter how well designed
and operated, can provide only reasonable assurance of achieving their objectives and management necessarily applies its judgment
in evaluating the cost-benefit relationship of possible controls and procedures. Based on the evaluation of our disclosure controls
concluded that, as of such date,
ff
and procedures as of December 31, 2017, our chief executive officer
our disclosure controls and procedures were effective

at the reasonable assurance level.

and chief financial officer

ff

ff

ff

ff

88

Management’s Report on Internal Control Over Financial Reporting

Our management is responsible for establishing and maintaining adequate internal control over financial reporting, as such term
is defined in Rules 13a-15(f) and 15d-15(f) of the Exchange Act. Our management assessed the effectiveness
of our internal control
over financial reporting as of December 31, 2017 based on the criteria set forth by the Committee of Sponsoring Organizations
of the Treadway Commission (COSO) in Internal Control – Integrated Framework (2013). Based on this assessment, management
concluded that as of December 31, 2017, our internal control over financial reporting was effective.

ff

ff

This Annual Report on Form 10-K does not include an attestation report of our registered public accounting firm regarding internal
control over financial reporting as required by Section 404(c) of Sarbanes OxleyAct of 2002. For as long as we remain an “emerging
growth company” as defined in the JOBS Act, we are exempt from the requirement that our registered public accounting firm
provide an attestation report on the effectiveness

of our internal control over financial reporting.

ff

Inherent Limitations of Internal Controls

ff

ff

and chief financial officer

, does not expect that our disclosure controls and
Our management, including our chief executive officer
procedures or our internal controls will prevent all errors and all fraud. A control system, no matter how well conceived and
operated, can provide only reasonable, not absolute, assurance that the objectives of the control system are met. Because of the
inherent limitations in all control systems, no evaluation of controls can provide absolute assurance that all control issues and
instances of fraud, if any,yy within the company have been detected. These inherent limitations include the realities that judgments
in decision-making can be faulty,yy and that breakdowns can occur because of a simple error or mistake. Additionally,yy controls can
be circumvented by the individual acts of some persons, by collusion of two or more people, or by management override of the
control. The design of any system of controls also is based in part upon certain assumptions about the likelihood of future events,
and there can be no assurance that any design will succeed in achieving its stated goals under all potential future conditions. Over
time, controls may become inadequate because of changes in conditions, or the degree of compliance with the policies or procedures
may deteriorate. Because of the inherent limitations in a cost-effective
control system, misstatements due to error or fraud may
ff
occur and not be detected.

Changes in Internal Control over Financial Reporting

There was no change in our internal control over financial reporting identified in connection with the evaluation required by Rule
13a-15(d) and 15d-15(d) of the Exchange Act that occurred during the period covered by this Annual Report on Form 10-K that
has materially affected,

our internal control over financial reporting.

or is reasonably likely to materially affect,

ff

ff

Item 9B. Other Information.

None.

89

Item 10. Directors, Executive Officers and Corporate Governance.

PART III

The information required by this item is incorporated by reference to our Proxy Statement for our 2018 Annual Meeting of
Stockholders to be filed with the SEC within 120 days after the end of the fiscal year ended December 31, 2017.

ff

As part of our system of corporate governance, our board of directors has adopted a code of business conduct and ethics. The code
applies to all of our employees, officers
, principal accounting
officer
or controller, or persons performing similar functions), agents and representatives, including our independent directors and
ff
consultants, who are not employees of ours, with regard to their Company-related activities. Our code of business conduct and
ethics is available on our website at www.rapid7.com. We intend to post on this section of our website any amendment to our code
of business conduct and ethics, as well as any waivers of our code of business conduct and ethics, that are required to be disclosed
by the rules of the SEC or the Nasdaq Stock Market.

(including our principal executive officer

, principal financial officer

ff

ff

Item 11. Executive Compensation.

The information required by this item is incorporated by reference to our Proxy Statement for our 2018 Annual Meeting of
Stockholders to be filed with the SEC within 120 days after the end of the year ended December 31, 2017.

Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters.

The information required by this item is incorporated by reference to our Proxy Statement for our 2018 Annual Meeting of
Stockholders to be filed with the SEC within 120 days after the end of the year ended December 31, 2017.

Item 13. Certain Relationships and Related Transactions, and Director Independence.

The information required by this item is incorporated by reference to our Proxy Statement for our 2018 Annual Meeting of
Stockholders to be filed with the SEC within 120 days after the end of the year ended December 31, 2017.

Item 14. Principal Accounting Fees and Services.

The information required by this item is incorporated by reference to our Proxy Statement for our 2018 Annual Meeting of
Stockholders to be filed with the SEC within 120 days after the end of the year ended December 31, 2017.

90

Item 15. Exhibits, Financial Statement Schedules.

(a)(1) Financial Statements

PART IV

See Index to Consolidated Financial Statements on page 59 of this Annual Report on Form 10-K, which is incorporated

into this item by reference.

(a)(2) Financial Statement Schedules

All financial statement schedules are omitted because they are not applicable or the required information is shown in the

financial statements or notes thereto.

(b) Exhibits

The following list of exhibits includes exhibits submitted with this Annual Report on Form 10-K as filed with the SEC

and others incorporated by reference to other filings.

91

Exhibit
Number

Description

3.1(1)

3.2(2)

4.1(3)

4.2(4)

4.3(5)

10.1+(6)

10.2+(7)

10.3+(8)

10.4+(9)

10.5+(10)

10.6(11)

10.7(12)

10.8(13)

10.9(14)

10.10(15)

10.11(16)

10.12+(17)

10.13+(18)

10.14+(19)

10.15+(20)

10.16+(21)

10.17+(22)

10.18+(23)
10.19+*

Amended and Restated Certificate of Incorporation of Rapid7, Inc.

Amended and Restated Bylaws of Rapid7, Inc.

Form of common stock certificate of Rapid7, Inc.

Amended and Restated Investors’ RightsAgreement by and among Rapid7, Inc. and certain of its stockholders,
dated December 9, 2014.
Amendment No. 1 to Investors’ Rights Agreement, dated October 13, 2015.

2011 Stock Option and Grant Plan and Forms of Stock Option Agreement, Stock Option Exercise Notice and
Restricted Stock Agreement thereunder.
Rapid7, Inc. 2015 Equity Incentive Plan, as amended.

Forms of Stock Option Agreement, Notice of Exercise, Stock Option Grant Notice and Restricted Stock Unit
Agreement under the Rapid7, Inc. 2015 Equity Incentive Plan, as amended.
Rapid7, Inc. 2015 Employee Stock Purchase Plan.

ff

Lease Agreement, dated as of April 10, 2015 by and between Rapid7, Inc. and

Lease Agreement, dated as of November 11, 2013, by and between Rapid7, Inc. and MA-100 Summer

Form of Indemnification Agreement by and between Rapid7, Inc. and each of its directors and executive
ff
officers.
Office
ff
Street Owner, L.L.C.
First Amendment to Office
MA-100 Summer Street Owner, L.L.C.
Second Amendment to Office
and MA-100 Summer Street Owner, L.L.C.
Third Amendment to Office
and MA-100 Summer Street Owner, L.L.C.
Fourth Amendment to Office
ff
Inc. and MA-100 Summer Street Owner, L.L.C.
Lease dated November 16, 2017 between Podium Developer LLC and Rapid7, Inc.

Lease Agreement, dated as of August 17, 2015, by and between Rapid7, Inc.

Lease Agreement, dated as of March 23, 2016, by and between Rapid7, Inc.

Lease Agreement, dated as of February 14, 2017, by and between Rapid7,

ff

ff

Rapid7, Inc. Executive Incentive Bonus Plan.
Employment Agreement, dated as of January 3, 2013, by and between Rapid7, Inc. and Corey Thomas.

Amendment to Employment Agreement, dated as of April 4, 2016, by and between Rapid7, Inc. and Corey
Thomas.
Second Amendment to Employment Agreement, dated as of March 24, 2017, by and between Rapid7, Inc.
and Corey Thomas.
Employment Agreement, dated as of November 28, 2016, by and between Rapid7, Inc. and Jeffrey
Kalowski.
Offer
Letter Agreement, dated as of October 3, 2016, by and between Rapid7, Inc. and Andrew Burton.
ff
Severance and Equity Award Vesting Acceleration Letter, dated as of March 28, 2017, by and between Rapid7,
Inc. and Andrew Burton.
Form of Severance and Equity Award Vesting Acceleration Letter.

ff

92

Exhibit
Number

Description

21.1*

23.1*

24.1

31.1*

31.2*

32.1**

32.2**

101.INS

101.SCH
101.CAL

101.DEF

101.LAB

101.PRE

List of subsidiaries of Rapid7, Inc.

Consent of KPMG, LLP.PP

ff

Power of Attorney (incorporated by reference to the signature pages of this Annual Report on Form 10-K).
Certification of Principal Executive Officer
Pursuant to Rules 13a-14(a) and 15d-14(a) under the Securities
Exchange Act of 1934, as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
Certification of Principal Financial Officer
Exchange Act of 1934, as Adopted Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002.
Certification of Principal Executive Officer
Section 906 of the Sarbanes-Oxley Act of 2002.
Certification of Principal Financial Officer
Section 906 of the Sarbanes-Oxley Act of 2002.
XBRL Instance Document.

Pursuant to Rules 13a-14(a) and 15d-14(a) under the Securities

Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to

Pursuant to 18 U.S.C. Section 1350, as Adopted Pursuant to

ff

ff

ff

XBRL Taxonomy Extension Schema Document.
XBRL Taxonomy Extension Calculation Linkbase Document.

XBRL Taxonomy Extension Definition Linkbase Document.

XBRL Taxonomy Extension Label Linkbase Document.

XBRL Taxonomy Extension Presentation Linkbase Document.

(1) Previously filed as Exhibit 3.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on July 22, 2015, and incorporated herein by reference.

(2) Previously filed as Exhibit 3.2 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on July 22, 2015, and incorporated herein by reference.

(3) Previously filed as Exhibit 4.1 to the Registrant’s Registration Statement on Form S-1/A (File No. 333-204874), filed

with the Securities and Exchange Commission on July 6, 2015, and incorporated herein by reference.

(4) Previously filed as Exhibit 4.2 to the Registrant’s Registration Statement on Form S-1 (File No. 333-204874), filed

with the Securities and Exchange Commission on June 11, 2015, and incorporated herein by reference.

(5) Previously filed as Exhibit 4.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on October 13, 2015, and incorporated herein by reference.

(6) Previously filed as Exhibit 10.2 to the Registrant’s Registration Statement on Form S-1 (File No. 333-204874), filed

with the Securities and Exchange Commission on June 11, 2015, and incorporated herein by reference.

(7) Previously filed as Exhibit 10.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on October 13, 2015, and incorporated herein by reference.

(8) Previously filed as Exhibit 10.3 to the Registrant’s Registration Statement on Form S-1/A (File No. 333-204874), filed

with the Securities and Exchange Commission on July 6, 2015, and incorporated herein by reference.

(9) Previously filed as Exhibit 10.4 to the Registrant’s Registration Statement on Form S-1/A (File No. 333-204874), filed

with the Securities and Exchange Commission on July 6, 2015, and incorporated herein by reference.

(10) Previously filed as Exhibit 10.5 to the Registrant’s Annual Report on Form 10-K (File No. 001-37496), filed with the

Securities and Exchange Commission on March 10, 2016, and incorporated herein by reference.

(11) Previously filed as Exhibit 10.1 to the Registrant’s Registration Statement on Form S-1 (File No. 333-204874), filed

with the Securities and Exchange Commission on June 11, 2015, and incorporated herein by reference.

(12) Previously filed as Exhibit 10.1 to the Registrant’s Registration Statement on Form S-1 (File No. 333-204874), filed

with the Securities and Exchange Commission on June 11, 2015, and incorporated herein by reference.

(13) Previously filed as Exhibit 10.3 to the Registrant’s Quarterly Report on Form 10-Q (File No. 001-37496), filed with

the Securities and Exchange Commission on August 19, 2015.

(14) Previously filed as Exhibit 10.1 to the Registrant’s Quarterly Report on Form 10-Q (File No. 001-37496), filed with

the Securities and Exchange Commission on May 12, 2016, and incorporated herein by reference.

(15) Previously filed as Exhibit 10.23 to the Registrant’s Annual Report on Form 10-K (File No. 001-37496), filed with the

Securities and Exchange Commission on March 9, 2017, and incorporated herein by reference.

(16) Previously filed as Exhibit 10.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on November 16, 2017, and incorporated herein by reference.

(17) Previously filed as Exhibit 10.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on February 2, 2017, and incorporated herein by reference.

93

(18) Previously filed as Exhibit 10.9 to the Registrant’s Registration Statement on Form S-1(File No. 333-204874), filed

with the Securities and Exchange Commission on June 11, 2015, and incorporated herein by reference.

(19) Previously filed as Exhibit 10.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on April 5, 2016, and incorporated herein by reference.

(20) Previously filed as Exhibit 10.2 to the Registrant’s Quarterly Report on Form 10-Q (File No. 001-37496), filed with

the Securities and Exchange Commission on May 10, 2017, and incorporated herein by reference.

(21) Previously filed as Exhibit 10.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on November 28, 2016, and incorporated herein by reference.

(22) Previously filed as Exhibit 10.1 to the Registrant’s Current Report on Form 8-K (File No. 001-37496), filed with the

Securities and Exchange Commission on October 4, 2016, and incorporated herein by reference.

(23) Previously filed as Exhibit 10.3 to the Registrant’s Quarterly Report on Form 10-Q (File No. 001-37496), filed with

the Securities and Exchange Commission on May 10, 2017, and incorporated herein by reference.

Filed herewith.

This certification is deemed not filed for purposes of Section 18 of the Securities Exchange Act of 1934, as amended,
or otherwise subject to the liability of that section, nor shall it be deemed incorporated by reference into any filing
under the Securities Act of 1933, as amended, or the Securities Exchange Act of 1934, as amended.

*

**

+

Indicates management contract or compensatory plan.

Item 16. Form 10-K Summary.yy

Not applicable.

94

Pursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, as amended, the registrant

has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized.

AA
SIGNATURES

Date: March 8, 2018

By:

RAPID7, INC.

/s/ Corey E. Thomas
Name: Corey E. Thomas
Title: President and Chief Executive Officer

ff

95

POWER OF ATTORNEY

KNOW ALL BY THESE PRESENTS, that each person whose signature appears below constitutes and appoints Corey E. Thomas
and Jeffff Kalowski, and each of them, as his true and lawful attorneys-in-fact and agents, each with the full power of substitution,
for him and in his name, place or stead, in any and all capacities, to sign any and all amendments to this report, with exhibits
thereto and other documents in connection therewith, with the Securities and Exchange Commission, granting unto said attorneys-
in-fact and agents, and each of them, full power and authority to do and perform each and every act and thing requisite and necessary
to be done in and about the premises, as fully to all intents and purposes as he might or could do in person, hereby ratifying and
confirming all that said attorneys-in-fact and agents, or their, his substitute or substitutes, may lawfully do or cause to be done by
virtue hereof.

Pursuant to the requirements of the Securities ExchangeAct of 1934, as amended, this report has been signed below by the following
persons on behalf of the registrant in the capacities and on the dates indicated.

Name

/s/ Corey E. Thomas
Corey E. Thomas

Title

Date

President, Chief Executive Officer
Executive Officer)
((
(Principal

ff

and Director

March 8, 2018

/s/ Jeffff Kalowski
Jeff Kalowski

/s/ Michael Berry
Michael Berry

/s/ Marc Brown
Mark Brown

/s/ Judy Bruner
Judy Bruner

/s/ Benjamin Holzman
Benjamin Holzman

/s/ Timothy McAdam
Timothy McAdam

/s/ Alan Matthews
Alan Matthews

/s/ J. Benjamin Nye
J. Benjamin Nye

/s/ Thomas Schodorf
Thomas Schodorf

March 8, 2018

March 8, 2018

March 8, 2018

March 8, 2018

March 8, 2018

March 8, 2018

March 8, 2018

March 8, 2018

March 8, 2018

Chief Financial Officer
((
(Principal

ff

Financial Officer and Principal Accounting Officer)

Director

Director

Director

Director

Director

Director

Director

Director

96

RAPID7 TEAM
EXECUTIVE LEADERSHIP

BOARD OF DIRECTORS

Corey Thomas
President and Chief Executive Officer

Alan Matthews
Co-Founder and Chairman

COMMON STOCK 
LISTING

Listed: NASDAQ Global Market

Jeff Kalowski
Chief Financial Officer

Andrew Burton
Chief Operating Officer

Tas Giakouminakis
Co-Founder and  
Chief Technology Officer

Peter Kaes
General Counsel & Secretary

Christina Luconi
Chief People Officer

Carol Meyers
Chief Marketing Officer

Lee Weiner
Chief Product Officer

Corey Thomas
President and Chief Executive Officer

Symbol: RPD

Michael Berry
Executive Vice President & Chief 
Financial Officer, McAfee

Marc Brown
Board Member

Judy Bruner
Board Member

Ben Holzman
Venture Investor & Board Member

Tim McAdam
General Partner, Technology  
Crossover Ventures (TCV) 

Ben Nye
Senior Advisor,  
Bain Capital Ventures

Tom Schodorf
Board Member

TRANSFER AGENT AND 
REGISTRAR

Computershare, Inc.
462 South 4th Street, Suite 1600
Louisville, KY 40202
https://www.computershare.com/us

LEGAL COUNSEL

Cooley LLP
500 Boylston Street, 14th Floor
Boston, MA 02116

INDEPENDENT 
ACCOUNTANTS

KPMG LLP
Two Financial Center
60 South Street
Boston, MA 02111

INVESTOR RELATIONS

CORPORATE HEADQUARTERS

For copies of this report or other financial  
information, please visit our website or contact:

Rapid7

Rapid7 Investor Relations
investors@rapid7.com 
+1 857.990.4074

100 Summer Street
13th Floor
Boston, MA 02110
+1 617.247.1717

Website: investors.rapid7.com

Website: www.rapid7.com

This Annual Report contains forward-looking statements within the meaning of the Private Securities Litigation Reform Act of 1995 regarding future 
events and our future results that are based on our current expectations, estimates, forecasts, and projections about our business, our results of 
operations, the industry in which we operate and the beliefs and assumptions of our management. All statements contained herein, other than 
statements of historical fact, could be deemed forward-looking including, but are not limited to, statements regarding our growth strategy, our future 
market opportunities including our entrance into the security orchestration and automation market, the evolution of our solutions and product 
portfolio, demand for our offerings, expected future revenue growth, customer growth, our ability to be a leader in the SecOps movement, and 
expectations, features, benefits and general availability of enhanced offerings, technology innovations, as well as plans for future offerings and delivery 
to customers. Our expectations and beliefs regarding these matters may not materialize, and actual results in future periods are subject to risks and 
uncertainties that could cause actual results to differ materially from those projected. We urge investors to review in detail the risks and uncertainties 
listed or described in our filings with the Securities and Exchange Commission, including our most recent Annual Report on Form 10-K for the year 
ended December 31, 2017. Investors are cautioned not to place undue reliance on any such forward-looking statements, which speak only as of the 
date they are made. We undertake no obligation to update any forward-looking statement, except as required by law.

2017
Achievements

+36%

122%

13%

7 of top 10

SIEM Visonary 

Recurring Revenue 
Growth Q4 YOY

Renewal Rate

Customer Growth

Technology 
Companies

In the 2017 Gartner 
Magic Quadrant

52 of 
Fortune 100 
Companies

trusted by

7,000+  customers

Annualized 
Recurring 
Revenue

s
n
o

i
l
l
i

M

$170

$160

$150

$140

$130

$120

$110

$100

70%

60%

50%

40%

30%

20%

10%

0%

Q4 16

Q1 17

Q2 17

  ARR

Q3 17

Q4 17

   ARR Growth