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Open TextUNITED STATESSECURITIES AND EXCHANGE COMMISSIONWashington, D.C. 20549____________________________________________FORM 10-K(Mark One)☒ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934For the fiscal year ended June 30, 2019or☐TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934For the transition period from toCommission file number: 001-34630____________________________________________Aspen Technology, Inc.(Exact name of registrant as specified in its charter)Delaware 04-2739697(State or other jurisdiction ofincorporation or organization) (I.R.S. EmployerIdentification No.) 20 Crosby Drive Bedford Massachusetts 01730(Address of principal executive offices) (Zip Code)Registrant's telephone number, including area code: 781-221-6400____________________________________________Securities registered pursuant to Section 12(b) of the Act:Title of Each Class Trading Symbol Name of Each Exchange on Which RegisteredCommon stock, $0.10 par value per share AZPN NASDAQ Global Select 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 ☐Indicate by check mark if the registrant is not required to file reports pursuant to Section 13 or Section 15(d) of the Act. Yes ☐ No ☒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 of1934 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 filingrequirements for the past 90 days. Yes ☒ No ☐Indicate by checkmark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 ofRegulation 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 suchfiles). Yes ☒ No ☐Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or anemerging growth company. See the definitions of “large accelerated filer,” “accelerated filer," “smaller reporting company,” and "emerging growth company"in Rule 12b-2 of the Exchange Act.Large accelerated filer☒Accelerated filer☐Non-accelerated filer o (Do not check if a smaller reporting company)Smaller reporting company ☐ Emerging growth company☐ If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with anynew or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒As of December 31, 2018, the aggregate market value of common stock (the only outstanding class of common equity of the registrant) held by non-affiliates of the registrant was $5,131,947,302 based on a total of 62,447,643 shares of common stock held by non-affiliates and on a closing price of $82.18on December 31, 2018 for the common stock as reported on The NASDAQ Global Select Market.There were 68,367,624 shares of common stock outstanding as of August 30, 2019.DOCUMENTS INCORPORATED BY REFERENCEPortions of the registrant's Proxy Statement related to its 2019 Annual Meeting of Stockholders to be filed with the Securities and ExchangeCommission pursuant to Regulation 14A not later than 120 days after the end of the fiscal year covered by this Form 10-K are incorporated by reference inPart III, Items 10-14 of this Form 10-K.EXPLANATORY NOTEOverviewIn this Form 10-K for the fiscal year ended June 30, 2019, we are including unaudited restated financial statements and other information for thequarterly periods ended September 30, 2018, December 31, 2018 and March 31, 2019, (the “Restated Quarters”). As a result, this filing includes moreinformation than would normally be included in an Annual Report on Form 10-K in order to provide a composite presentation of information for the RestatedQuarters.We have not filed and do not intend to file amendments to any of our previously filed Quarterly Reports on Form 10-Q for the Restated Quarters.Accordingly, with respect to each of the Restated Quarters, investors and others should rely on the financial information and other disclosures contained inthis Form 10-K, or in our future filings with the Securities and Exchange Commission and not on any previously issued or filed reports, earnings releases orsimilar communications relating to the Restated Quarters.Quarterly Period RestatementIn completing our procedures to finalize our financial statements for the fiscal year ended June 30, 2019, we identified errors affecting the transitionadjustment through the recording of revenue and related contract balances upon the adoption of Accounting Standard Update No. 2014-09, Revenue fromContracts with Customers, or ASC 606, and the classification of contract cost assets and related deferred tax assets and liabilities on our balance sheet. Inconnection with the review of the matters described above, on September 5, 2019, management (a) concluded that our previously issued financial statementsand other financial data for the Restated Quarters should be restated and should no longer be relied upon for the reasons described below and (b) determinedthat our disclosures related to those financial statements and related communications issued by or on behalf of us with respect to the Restated Quarters shouldno longer be relied upon.During the course of our review, we concluded that our financial statements for the Restated Quarters were not prepared in accordance with generallyaccepted accounting principles and required adjustments that decreased total contract assets by $87.6 million, decreased net deferred income taxes by $19.4million, and decreased retained earnings by $68.3 million as of June 30, 2018, and decreased total contract assets by $84.0 million, decreased net deferredincome taxes by $19.4 million, decreased accounts receivable by $3.7 million, and decreased retained earnings by $68.3 million as of September 30, 2018,December 31, 2018 and March 31, 2019. Further information regarding the adjustments is provided in Note 19, "Quarterly Financial Data (Unaudited)," toour audited financial statements.Management also concluded that our lack of adequate internal control over financial reporting relating to these matters for the Restated Quartersconstituted the material weakness in internal control over financial reporting described below.Material Weakness and Remediation MeasuresA material weakness is a deficiency, or a combination of deficiencies, in internal control over financial reporting such that there is a reasonablepossibility that a material misstatement of annual or interim financial statements will not be prevented or detected on a timely basis. Based on an assessmentunder the criteria set forth in Internal Control-Integrated Framework (2013), management concluded that our internal control over financial reporting wasnot effective as of June 30, 2019, due to the material weakness in our internal control over financial reporting discussed below.We did not effectively design process level control activities over the accuracy of the retrospective restatement of revenue and related contract balancesrecorded upon the adoption of ASC Topic 606, and the classification of contract cost assets and related deferred tax assets and liabilities on the consolidatedbalance sheet. The control deficiencies identified resulted from an ineffective risk assessment and the lack of timely creation of relevant reporting tools andinformation used to support the functioning of internal control. These deficiencies created a reasonable possibility that a material misstatement would nothave been prevented or detected on a timely basis and accordingly management concluded that the deficiencies represented a material weakness in ourinternal control over financial reporting.Since identifying the errors made in the transition adjustment related to ASC 606, we have been, and continue to be, actively engaged in the design andimplementation of remediation measures to address the material weakness in our internal control over financial reporting, as described under “Remediation”in “Item 9A. Controls and Procedures” of this Form 10-K. We believe these actions will strengthen our internal control over financial reporting and willremediate the material weakness by the end of fiscal 2020.Table of ContentsTABLE OF CONTENTS Page PART I Item 1.Business3Item 1A.Risk Factors14Item 1B.Unresolved Staff Comments19Item 2.Properties19Item 3.Legal Proceedings19Item 4.Mine Safety Disclosures19 PART II Item 5.Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities20Item 6.Selected Financial Data22Item 7.Management's Discussion and Analysis of Financial Condition and Results of Operations23Item 7A.Quantitative and Qualitative Disclosures About Market Risk41Item 8.Financial Statements and Supplementary Data42Item 9.Changes in and Disagreements With Accountants on Accounting and Financial Disclosure42Item 9A.Controls and Procedures42Item 9B.Other Information46 PART III Item 10.Directors, Executive Officers and Corporate Governance47Item 11.Executive Compensation47Item 12.Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters47Item 13.Certain Relationships and Related Transactions, and Director Independence47Item 14.Principal Accounting Fees and Services47 PART IV Item 15.Exhibits, Financial Statement Schedules48 SIGNATURES ____________________________________________Our registered trademarks include aspenONE and Aspen Plus. All other trademarks, trade names and service marks appearing in this Form 10-K arethe property of their respective owners.Our fiscal year ends on June 30, and references to a specific fiscal year are the twelve months ended June 30 of such year (for example, "fiscal 2019"refers to the year ended June 30, 2019).2Table of ContentsSPECIAL NOTE REGARDING FORWARD-LOOKING STATEMENTS AND INDUSTRY DATAThis Form 10-K contains "forward-looking statements" within the meaning of Section 27A of the Securities Act of 1933 and Section 21E of theSecurities Exchange Act of 1934. Forward-looking statements relate to future events or our future financial performance. We generally identify forward-looking statements by terminology such as "anticipate," "believe," "could," "estimate," "expect," "intend," "may," "potential," "should," "target," or thenegative of these terms or other similar words. These statements are only predictions. The outcome of the events described in these forward-lookingstatements is subject to known and unknown risks, uncertainties and other factors that may cause our, our customers' or our industry's actual results, levels ofactivity, performance or achievements expressed or implied by these forward-looking statements, to differ. "Item 1. Business," "Item 1A. Risk Factors" and"Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations" as well as other sections in this Form 10-K, discuss someof the factors that could contribute to these differences. The forward-looking statements made in this Form 10-K relate only to events as of the date on whichthe statements are made. We undertake no obligation to update any forward-looking statement to reflect events or circumstances after the date on which thestatement is made or to reflect the occurrence of unanticipated events. Our forward-looking statements do not reflect the potential impact of any futureacquisitions, mergers, dispositions, joint ventures or investments we may make. The industry in which we operate is subject to a high degree of uncertaintyand risk due to variety of factors, including those described in "Item 1A. Risk Factors." Unless the context indicates otherwise, references in this report to"we", "us", "our" and other similar references mean Aspen Technology, Inc. and its subsidiaries.PART IItem 1. Business.OverviewWe are a leading global supplier of asset optimization solutions that optimize asset design, operations and maintenance in complex, industrialenvironments. We combine decades of process modeling and operations expertise with big data machine-learning and analytics. Our purpose-built softwaresolutions improve the competitiveness and profitability of our customers by increasing throughput, energy efficiency, and production, reducing unplanneddowntime, enhancing capital efficiency, and decreasing working capital requirements over the entire asset lifecycle to support operational excellence.Our software incorporates our proprietary mathematical and empirical models of manufacturing and planning processes and reflects the deep domainexpertise we have amassed from focusing on solutions for the process and other capital-intensive industries for over 35 years. We have developed ourapplications to design and optimize processes across three principal business areas: engineering, manufacturing and supply chain, and asset performancemanagement. We are a recognized market and technology leader in providing process optimization and asset performance management software solutions foreach of these business areas.We have established sustainable competitive advantages based on the following strengths:•Innovative products that can enhance our customers' profitability and productivity;•Long-term customer relationships;•Large installed base of users of our software; and•Long-term license contracts.We have approximately 2,300 customers globally. Our customers consist of companies engaged in the process and other capital-intensive industriessuch as energy, chemicals, engineering and construction, as well as pharmaceuticals, transportation, power, metals and mining, pulp and paper, and consumerpackaged goods.Industry BackgroundThe process manufacturing industries consist of companies that typically manufacture finished products by applying a controlled chemical processeither to a raw material that is fed continuously through the plant or to a specific batch of raw material.Process industry characteristics and dynamics are complex; therefore, any small improvement in the high-volume feedstocks used, or to the chemicalprocess applied, can have a significant impact on the efficiency and cost-effectiveness of manufacturing operations. As a result, process manufacturers, as wellas the engineering and construction firms that partner with these manufacturers, have extensive technical requirements and need sophisticated, integratedsoftware to help design,3Table of Contentsoperate and maintain complex manufacturing assets. The unique characteristics associated with process manufacturing create special demands for businessapplications that frequently exceed the capabilities of generic or non-process manufacturing software packages.Industry Specific Challenges Facing the Process IndustriesCompanies in different segments of the process industries face specific challenges that drive the need for software solutions that design, operate andmaintain manufacturing environments more effectively:Energy. Our energy markets are comprised of three primary sectors: Exploration and Production, also called "upstream," Oil and Gas Production andProcessing, also called "midstream," and Refining and Marketing, also called "downstream":•Companies engaged in Exploration and Production explore for and produce hydrocarbons. They target reserves in increasingly diversegeographies involving geological, logistical and political challenges. They need to design and develop ever larger, more complex andmore remote production, gathering and processing facilities as quickly as possible with the objective of optimizing production andensuring regulatory compliance.•Companies engaged in Oil and Gas Production and Processing produce and gather oil and natural gas from well heads, clean it, process it,and separate it into oil, dry natural gas, and natural gas liquids in preparation for transport to downstream markets. The number of oil andgas processing plants in North America has increased significantly in recent years to process the oil and gas extracted from shale deposits.•Companies engaged in Refining and Marketing convert crude oil through a thermal and chemical manufacturing process into endproducts such as gasoline, jet and diesel fuels and into intermediate products for downstream chemical manufacturing companies. Thesecompanies are characterized by high volumes and low operating margins. In order to deliver better margins, they focus on optimizingfeedstock selection and product mix, reducing energy and capital costs, maximizing throughput, and minimizing inventory, all whileoperating safely and in accordance with regulations.Chemicals. The chemicals industry includes both bulk and specialty chemical companies:•Bulk chemical producers manufacture commodity chemicals and compete primarily on price; they seek to achieve economies of scale andmanage operating margin pressure by building larger, more complex plants located near feedstock sources.•Specialty chemical manufacturers, which primarily manufacture highly differentiated customer-specific products, face challenges inmanaging diverse product lines, multiple plants, complex supply chains and product quality.Engineering and construction. Engineering and construction firms that work with process manufacturers compete on a global basis by bidding onand executing on complex, large-scale projects. They need a digital environment in which optimal plant designs can be produced quickly and efficiently,incorporating highly accurate modeling, analysis and cost estimation technology. In addition, these projects require software that enables significantcollaboration internally, with the manufacturer, and in many cases, with other engineering and construction firms.Companies in the metals and mining, consumer packaged goods, power, pulp and paper, pharmaceuticals and biofuels industries are also seeking assetoptimization solutions that help them deliver improved financial and operating results in the face of varied process manufacturing challenges.Complexity of the Process IndustriesCompanies in the process industries constantly face pressure on margins causing them to continually seek ways to operate more efficiently. At the sametime, these manufacturers face complexity as a result of the following:Globalization of markets. Process manufacturers are continuously expanding their operations to take advantage of growing demand and moreeconomically viable sources of feedstocks. Process manufacturers must be able to design, build and operate plants efficiently and economically whilemanaging and optimizing ever broadening supply chains.Market volatility. Process manufacturers must react quickly to frequent changes in feedstock prices, temporary or longer-term feedstock shortages,and rapid changes in finished product prices. Unpredictable commodity markets strain the manufacturing and supply chain operations of processmanufacturers, which must evaluate and implement changes in inventory levels, feedstock inputs, equipment usage and operational processes to remaincompetitive.4Table of ContentsEnvironmental and safety regulations. Process companies must comply with an expanding array of data maintenance and reporting requirementsunder governmental and regulatory mandates, and the global nature of their operations can subject them to numerous regulatory regimes. These companiesare increasingly relying upon software applications to model potential outcomes, store operating data and develop reporting capabilities in response toheightened scrutiny and oversight because of environmental, safety and other implications of their products and manufacturing processes.Evolving Workforce. Process companies must adapt to the changing nature of the technical workforce. A generation of highly experienced plantoperators and engineers is nearing retirement.Market OpportunityTechnology solutions play a major role in helping companies in the process industries improve their manufacturing productivity. In the 1980s, processmanufacturers implemented distributed control systems, or DCS, to automate the management of plant hardware. DCS use computer hardware,communication networks and industrial instruments to measure, record and automatically control process variables. In the 1990s, these manufacturersadopted enterprise resource planning, or ERP, systems to streamline back office functions and interact with DCS. These systems allowed processmanufacturers to track, monitor and report the performance of each plant, rather than rely on traditional paper and generic desktop spreadsheets.Many process manufacturers have implemented both DCS and ERP systems but have realized that their investments in hardware and back-officesystems are inadequate. DCS are only able to control and monitor processes based on fixed sets of parameters and cannot dynamically react to changes in themanufacturing process unless instructed by end users. ERP systems can only record what is produced in operations. Although DCS and ERP systems helpmanage manufacturing performance, neither of these systems can optimize what is produced, how it is produced or where it is produced. Moreover, neithercan help a process manufacturer understand how to improve its processes or how to identify opportunities to decrease operating expenses.Asset optimization software focuses on the optimum design, operation, and maintenance of the manufacturing process; how the design is optimized foroperations and reliability, how the process is operated for optimal economic performance, and how the design and operations impact the longevity andreliability of the equipment. By connecting DCS and ERP systems with intelligent, dynamic applications, asset optimization software allows a manufacturerto make better, faster economic decisions. Examples of how asset optimization software can optimize a manufacturing environment include incorporatingprocess manufacturing domain knowledge, supporting real-time decision making, predicting equipment failure, and providing the ability to respond andadapt to operational changes. Furthermore, these solutions can optimize the supply chain by helping a manufacturer to understand the operating conditionsin each plant, enabling more efficient and optimized production decisions.Process manufacturers employ highly skilled technical personnel specializing in areas such as process design, equipment design, control engineering,manufacturing operations, analytics, planning, scheduling, and supply chain management. To drive efficiency and improve operating margins, thesepersonnel need to collaborate across functional areas and increasingly rely on software to enable this collaboration as well as automate complex tasksassociated with their jobs. Process companies must adapt to the changing nature of the technical workforce. A generation of highly experienced plantoperators and engineers is nearing retirement. As a result, we believe there is increasing demand for intelligent software applications that capture andautomate expert knowledge and are intuitive and easy-to-learn.aspenONE SolutionsWe provide integrated asset optimization software solutions designed and developed specifically for the process and other capital-intensive industries.Customers use our solutions to improve their competitiveness and profitability by increasing throughput and productivity, reducing operating andmaintenance costs, increasing reliability, enhancing capital efficiency, enabling collaboration among different functions and decreasing working capitalrequirements. Our aspenONE solutions are organized into three suites: 1) engineering; 2) manufacturing and supply chain; and 3) asset performancemanagement (APM):Engineering. Our engineering software is used to develop process designs of new plants, re-vamp existing plants, and simulate and optimizeexisting processes.Manufacturing and Supply Chain. Our manufacturing software is used to optimize day-to-day processing activities, enabling processmanufacturers to make better, more profitable decisions and to improve plant performance. Our supply chain management software is designed to enableprocess manufacturers to reduce inventory levels, increase asset efficiency, respond rapidly to market demands and optimize supply chain operations.Asset Performance Management. Our asset performance management software is used to understand and predict the reliability of a system; be itmultiple assets, a single asset, or equipment in a plant. The factors that impact reliability include how operating conditions degrade equipment performanceover time, or how process conditions lead to equipment5Table of Contentsfailure, and the ability to predict when the equipment will fail and prescribe actions to avoid such occurrences. The APM suite is a comprehensive suite ofmachine learning and analytics technologies which, when used in a standalone or integrated manner with historical and real time asset and equipment data,can help our customers improve their return on capital employed.Our aspenONE licensing model is a subscription offering under which customers receive access to all the products within the aspenONE suite(s) theylicense, including the right to any new unspecified future software products and updates that may be introduced into the licensed aspenONE software suite.This affords customers the ability to use our software whenever required and to experiment with different applications to best solve whatever critical businesschallenges they face.We offer customer support, professional services and training services to our customers. Under our aspenONE licensing model, software maintenanceand support is included for the term of the arrangement. Professional services are offered to customers as a means to further implement and extend ourtechnology across their corporations.The key benefits of our aspenONE solutions include:Broad and comprehensive software suites. We believe we are the only software provider that has developed comprehensive suites of softwareapplications addressing the engineering, manufacturing and supply chain and maintenance requirements of process manufacturers. While some competitorsoffer solutions in one or two principal business areas, no other vendor can match the breadth of our aspenONE offerings. In addition, we have developed anextensive array of software applications that address extremely specific and complex industry and end user challenges, such as feedstock selection andproduction scheduling for petroleum companies.Integrated software solutions. aspenONE provides a standards-based framework that integrates applications, data and models within each of oursoftware suites. Process manufacturers seeking to improve their business operations can use the integrated software applications in the aspenONEManufacturing and Supply Chain suite to support real-time decision making both for individual production facilities and across multiple sites.Flexible commercial model. Our aspenONE licensing model provides a customer with access to all of the applications within and across theaspenONE suite(s) the customer licenses, including the right to any new unspecified future software products and updates that may be introduced into thelicensed aspenONE software suite. The customer can change or alternate the use of multiple applications in a licensed suite through the use of exchangeableunits of measurement, or tokens, licensed in quantities determined by the customer. This enables the customer to use those applications whenever requiredand to experiment with different applications to best solve whatever critical business challenges the customer faces. The customer can easily increase itsusage of our software as their business requirements evolve.Our Competitive StrengthsIn addition to the breadth and depth of our integrated aspenONE software and the flexibility of our aspenONE licensing model, we believe our keycompetitive advantages include the following:Industry-leading innovation based on substantial process expertise. For over 35 years, our significant investment in research and development hasled to a number of major process engineering advances considered to be industry-standard applications. Our development organization is comprised ofsoftware engineers, chemical engineers and data scientists. This combination of expertise has been essential to the development of leading productsembedded with chemical engineering principles, optimization and machine learning algorithms, analytics, and the process industries’ workflows and bestpractices.Rapid, high return on investment. Many customers purchase our software because they believe it will provide rapid, demonstrable and significantreturns on their investment and increase their profitability. For some customers, economic benefits in the first year following installation have exceeded thetotal cost of our software. For many customers, even a relatively small improvement in performance can generate substantial recurring benefits due to thelarge production volumes and limited profit margins typical in process industries. In addition, our solutions can generate organizational efficiencies andoperational improvements that can further increase a process company's profitability.Growth StrategyWe seek to maintain and extend our position as a leading global provider of process optimization software and related services to the processindustries. We have introduced a new strategy to evolve our scope of optimization from the process units in a plant to the process and the equipment in theplant or entire asset. We plan to expand our reach in optimization from conceptualization and design, operations, and supply chain to the maintenanceaspects of the plant. We plan to build on our expertise in process optimization, our installed base, and long term customer relationships to expand our reachin the maintenance area of the plant. By focusing on asset optimization, we will be able to optimize the design and operations of a plant considering theperformance and constraints of process equipment so as to optimize the full asset lifecycle. Our primary growth strategy is to expand organically within ourcore verticals by leveraging our market leadership position and driving6Table of Contentsincreased usage and product adoption of the broad capabilities in our aspenONE offerings. Additionally, we seek acquisitions to accelerate our overallgrowth in the design and operations of the process, and acquisitions that will expand our maintenance solution to deliver asset optimization. To accomplishthese goals, we will pursue the following activities:Continue to provide innovative, market-leading solutions. Our recent innovations include multi-unit dynamic process optimization, adaptiveprocess control, modeling of solids and batch processes, rundown blending optimization, crude assay characterization and refinery reactor modeling usingmolecular science, electrolyte and biofuel characterizations, process safety, sulfur recovery, methodologies for carbon management, multivariate analysis,process reliability, and equipment and process analytics. Most recently we introduced integrated steady state and batch process modeling capabilities forspecialty chemical and pharmaceutical processes and a solution for operator training, as well as solutions for Industrial IoT Edge and enterprise datacollection. We intend to continue to invest in research and development in order to develop and offer new and enhanced solutions for our aspenONE suites.We have pioneered a number of industry standard and award-winning software applications. For example, Aspen Plus, our process modeling tool for thechemicals industry, has won the Chemical Processing magazine Readers’ Choice Award for “Process Simulation Software” multiple times. We have also beenrecognized by R&D Magazine for innovation in out of the box modeling capabilities that we developed with the National Institute of Standards andTechnology.Further penetrate existing customer base. We have an installed base of approximately 2,300 customers. Many of our customers only use a fractionof our products. We work with our customers to identify ways in which they can improve their business performance by using the entire licensed suite ofaspenONE solutions, both at an individual user level and across all of their plant locations. Our customers are segmented based on their size and complexity.Our large complex customers are serviced by our Field Sales organization, while our other customers are serviced by our inside sales group. Additionally, weregularly enhance our products to make them easier to use and seek to increase productivity of users by offering more integrated workflows.Adoption and usage in customer base. We strive for our customers to adopt and sustain the use of our products by maximizing the consumption oftheir token entitlement. We do so by focusing our go-to-market resources through specific customer success management activities that generate and sustainthe value from our products by ensuring that customers are using the latest version of our products, that our software is deployed in the most optimal mannerin their IT networks, and that our customers are familiar with the latest value enhancing functionality in our products.Asset Performance Management expansion. In fiscal year 2017, we introduced a new suite of products focused on improving the reliability of ourcustomers’ assets and equipment using a combination of machine learning, data science and process modeling together with historical and real time asset andequipment data. We have increased our investment in the research and development, sales and marketing, and channel sales functions to build out thecapabilities that will enable us to grow this new business area and deliver value for our customers. In addition, we target additional capital-intensiveindustries with the APM functionality that we refer to as the global economy industries. These include metals and mining, power, pulp and paper,pharmaceutical, and food and beverage.Build an ecosystem. The relevance of our solutions in the markets we serve means that we have the opportunity to leverage third parties interestedin building or expanding their businesses to increase our market penetration. The breadth of relationships that we establish will depend on the profile of thethird-party company and the objectives specified to be achieved from the promotion and implementation of our products and solutions.Pursue acquisitions. As part of our make-vs-buy analyses, we regularly explore and evaluate acquisitions. We have made several acquisitions inrecent years and believe the opportunity exists to do more, especially as we seek to evolve our strategy to asset optimization and the maintenance area of theplant.Expand our total addressable market. Our focus on innovation also means introducing product capabilities or new product categories that createvalue for our customers and therefore expand our total addressable market.ProductsOur integrated asset optimization software solutions are designed and developed specifically for the process industries. Customers use our solutions toimprove their competitiveness and profitability by increasing throughput and productivity, reducing operating costs, enhancing capital efficiency, anddecreasing working capital requirements. We have designed and developed our software applications across four principal business areas:Engineering. Our engineering software applications are used during both the design and the ongoing operation of plant facilities to model andimprove the way engineers develop and deploy manufacturing assets. Process manufacturers must address a variety of challenges including design,operational improvement, collaborative engineering and economic evaluation.7Table of ContentsThey must, for example, determine where they should locate facilities, how they can lower capital and manufacturing costs, what they should produce andhow they can maximize plant efficiency.Manufacturing. Our manufacturing software products focus on optimizing day-to-day processing activities, enabling customers to make better,faster decisions that lead to improved plant performance and operating results. These solutions include desktop and server applications that help customersmake real-time decisions, which can reduce fixed and variable costs and improve product yields. Process manufacturers must address a wide range ofmanufacturing challenges such as optimizing execution efficiency, reducing costs, selecting the right raw materials, scheduling and coordinating productionprocesses, and identifying an appropriate balance between turnaround times, delivery schedules, product quality, cost and inventory.Supply Chain Management. Our supply chain management solutions include desktop and server applications that help customers optimize criticalsupply chain decisions in order to reduce inventory, increase asset efficiency, and respond more quickly to changing market conditions. Processmanufacturers must address numerous challenges as they strive to manage raw materials inventory, production schedules and feedstock purchasing decisionseffectively and efficiently. Supply chain managers face these challenges in an environment of ever-changing market prices, supply constraints and customerdemands.Asset Performance Management. Our asset performance management products are used to understand and predict the reliability of a system; be itmultiple assets, a single asset, or equipment in a plant. Factors that impact reliability include how operating conditions degrade equipment performance overtime, or how process conditions can lead to equipment failure. The APM suite is a comprehensive suite of machine learning and analytics technologies whichcan be used in a standalone or integrated manner with historical and real time asset and equipment data to help our customers predict when the equipmentwill fail and prescribe actions to avoid such occurrences, thereby improving return on capital employed.Our software applications are currently offered in three suites: aspenONE Engineering, aspenONE Manufacturing and Supply Chain, and aspenONEAsset Performance Management. These suites are integrated applications that allow end users to design process manufacturing environments, monitoroperational performance, respond and adapt to operational changes, predict asset reliability and equipment failure, and manage planning and schedulingactivities as well as collaborate across these functions and activities. The three suites are designed around core modules and applications that allow customersto design, operate and maintain their process manufacturing environments, as shown below:8Table of ContentsaspenONE Engineering Business Area aspenONE Module Major Products Product DescriptionEngineering Process Simulation forEnergy Aspen HYSYS Process modeling software for the design and optimization ofhydrocarbon processes, including flow assurance, refinery reactors,acid gas clean-up, and sulfur recovery Aspen Operator Training Solution for developing and deploying dynamic plant simulations forthe purpose of training plant operators to respond to operational andsafety scenarios in a virtual training environment Process Simulation forChemicals Aspen Plus Process modeling software for the design and optimization ofchemical processes, including solids and batch processes Economic Evaluation Aspen EconomicEvaluation Economic evaluation software for estimating project capital costs andlifecycle asset economics - from conceptual definition throughdetailed cost estimation Equipment Design &Rating Aspen Exchanger Designand Rating Software for the design, simulation and rating of various types of heatexchangers Basic Engineering Aspen Basic Engineering Collaborative platform for managing process engineering data andproducing front-end design deliverables such as multi-disciplinarydatasheets, process flow diagrams, piping and instrument diagrams,and equipment lists Operation Support Aspen Online Solution that connects process models to real-time plant data forexpedited decisions, operational guidance, and optimization9Table of ContentsaspenONE Manufacturing and Supply Chain Business Area aspenONE Module Major Products Product DescriptionManufacturing Advanced ProcessControl Aspen DMC3 Multi-variable controller software for maintaining processes at theiroptimal operating point under changing process conditions Aspen WatchPerformance Monitor Real-time monitoring and diagnostic information software to helpengineers and operators focus on the problems that erode margins Dynamic Optimization Aspen GDOT Multi-unit dynamic optimization software for alignment of AdvancedProcess Control (APC) with Planning & Scheduling to enable unifiedproduction optimization for refineries and ethylene plants ManufacturingExecution Systems Aspen Info Plus.21 Data historian software for storing, visualizing and analyzing largevolumes of data to improve production execution and enhanceperformance management AspenONE ProcessExplorer Software for combining process measurements, productcharacteristics, alarms, events and unstructured data for a completeview of production Aspen Production RecordManager Easy and fast segmentation of production data into batches,campaigns or other logical groupings for easier analysis andproduction reporting Aspen ProductionExecution Manager Workflow, order and recipe management software per cGMPguidelines that ensures operational consistency for improved yields,higher quality and lower production costsSupply Chain Refinery Planning &Scheduling Aspen PIMS AdvancedOptimization Refinery planning software for optimizing feedstock selection,product slate and operational execution Aspen PetroleumScheduler Refinery scheduling software for scheduling and optimization ofrefinery operations with integration to refinery planning, blendingand dock operations Supply & Distribution Aspen Petroleum SupplyChain Planner Economic planning software for optimizing the profitability of thepetroleum distribution network, including transportation, rawmaterials, sales demands, and processing facilities Aspen Fleet Optimizer Software for inventory management and truck transportationoptimization in secondary petroleum distribution Supply ChainManagement Aspen CollaborativeDemand Manager Software for forecasting market demand and managing forecastthrough changes in the business environment by combining historicaland real time data Aspen Plant Scheduler Software for generating optimal production schedules to meet totaldemand Aspen Supply Planner Software for determining the optimal production plan taking intoaccount labor and equipment, feedstock, inbound /outboundtransportation, storage capacity, and other variables10Table of ContentsaspenONE Asset Performance Management Business Area aspenONE Module Major Products Product DescriptionAsset PerformanceManagement Risk Analysis Aspen Fidelis Reliability Software for predicting the future performance of any system andquantifying the change in performance due to changes in design,capacity, operations, maintenance, logistics, market dynamics, andweather Process Analytics Aspen ProMV Multivariate analysis software for analyzing interrelated process datafor continuous and batch processes, to identify the minimum criticalset of variables driving product quality and process performance, andidentifying optimal set points Aspen Asset Analytics Software for analyzing plant operations in real time to identify causalprecursors that can lead to an unplanned downtime event Equipment Analytics Aspen Mtell Software for recognizing unique data patterns as predictions of futureequipment behavior Connect Aspen Edge Connect Software to collect data from assets, enterprise data sources, and MESsystems using Industrial IoT technology, and integrating the data intoenterprise systems on-premise or in the cloud Aspen Cloud Connect Our product development activities are currently focused on strengthening the integration of our applications and adding new capabilities that addressspecific operational business processes in each industry. As of June 30, 2019, we had a total of 568 employees in our research and development group, whichis comprised of product management, software development and quality assurance. Research and development expenses were $83.1 million in fiscal 2019,$82.1 million in fiscal 2018 and $79.5 million in fiscal 2017.Sales and MarketingWe employ a value-based sales approach, offering our customers a comprehensive suite of software and services that enhance the efficiency andproductivity of their engineering, manufacturing and supply chain and maintenance operations. We have increasingly focused on positioning our products asa strategic investment and therefore devote an increasing portion of our sales efforts to our customers’ senior management, including senior decision makersin manufacturing, operations, maintenance and technology. Our aspenONE solution strategy supports this value-based approach by broadening the scope ofoptimization across the entire enterprise over its lifecycle, expanding the use of process models in the operations environment, and enabling the use ofanalytics and data science to enhance equipment and process reliability. We offer a variety of training programs focused on illustrating the capabilities of ourapplications as well as online training built into our applications. We have implemented incentive compensation programs for our sales force to rewardefforts that increase customer usage of our products. Furthermore, we believe our aspenONE licensing model enables our sales force to develop consultativesales relationships with our customers.Historically, most of our license sales have been generated through our direct Field Sales organization. In order to market the specific functionality andother technical features of our software, our account managers work with specialized teams of technical sales personnel and product specialists organized foreach sales and marketing effort. Our technical sales personnel typically have degrees in chemical engineering or related disciplines and actively consult witha customer’s plant engineers. Product specialists share their detailed knowledge of the specific features of our software solutions as they apply to the uniquebusiness processes of different vertical industries. In addition to our direct Field Sales organization, we employ an inside sales team that targets customers incertain market segments.We have established channel relationships with select companies that we believe can help us pursue opportunities in non-core target markets. We alsolicense our software products to universities that agree to use our products in teaching and research. We believe that students' familiarity with our productswill stimulate future demand once the students enter the workplace.We supplement our sales efforts with a variety of marketing initiatives, including industry analyst and public relations activities, campaigns to promoteproduct usage and adoption, user group meetings and customer relationship programs. Our broad user base spans multiple verticals and geographies andthese users possess a variety of skills, experience and business needs. In order to reach each of them in an effective, productive and leveraged manner we willincreasingly capitalize on digital customer engagement solutions. Using webinars, digital communities, social media, videos, email and other digital means,we11Table of Contentsseek to engage our extensive user base with targeted messages intended to address the specific needs of each market, customer and user.Our overall sales force, which consists of sales account managers, technical sales personnel, indirect-channel personnel, inside sales personnel, andmarketing personnel, consisted of 474 employees as of June 30, 2019.Software Maintenance and Support, Professional Services and TrainingSoftware maintenance and support (“SMS”) consists primarily of providing customer technical support and access to software fixes and upgrades.Customer technical support services are provided throughout the world by our three global call centers as well as via email and through our support website.For license term arrangements entered into subsequent to our transition to a subscription-based licensing model, SMS is included with the licensearrangement. For license arrangements that do not include SMS, customers can purchase standalone SMS.We offer professional services focused on implementation of our solutions. Our professional services team primarily consists of project engineers withdegrees in chemical engineering or a similar discipline, or who have significant relevant industry experience. Our employees include experts in fields such asthermophysical properties, distillation, adsorption processes, polymer processes, industrial reactor modeling, the identification of empirical models forprocess control or analysis, large-scale optimization, supply distribution systems modeling and scheduling methods. Our primary focus is the successfulimplementation and usage of our software, and in many instances, this work can be professionally performed by qualified third parties. As a result, we oftencompete with third-party consulting firms when bidding for professional services contracts, particularly in developed markets. We offer our services on eithera time-and-material or fixed-price basis.We offer a variety of training solutions ranging from standardized training, which can be delivered in a public forum, on-site at a customer's location orover the Internet, to customized training sessions, which can be tailored to fit customer needs. We have also introduced a wide range of online computer-based training courses offering customers on-demand training in basic and advanced features of our products directly from within the products. As of June 30,2019, we had a total of 296 employees in our customer support, professional services and training groups.Business SegmentsWe have two operating and reportable segments, which are consistent with our reporting units: i) subscription and software and ii) services and other.The subscription and software segment is engaged in the licensing of process optimization and asset performance management software solutions andassociated support services, and includes our license and maintenance revenue. The services and other segment includes professional services and training,and includes our services and other revenue.CompetitionOur markets in general are competitive, and we expect the intensity of competition in our markets to increase as existing competitors enhance andexpand their product and service offerings and as new participants enter the market. Increased competition may result in price reductions, reducedprofitability and loss of market share. We cannot ensure that we will be able to compete successfully against existing or future competitors. Some of ourcustomers and companies with which we have strategic relationships also are, or may become, competitors.Many of our current and potential competitors have greater financial, technical, marketing, service and other resources than we have. As a result, thesecompanies may be able to offer lower prices, additional products or services, or other incentives that we cannot match or offer. These competitors may be in astronger position to respond more quickly to new technologies and may be able to undertake more extensive marketing campaigns. We believe they alsohave adopted and may continue to pursue more aggressive pricing policies and make more attractive offers to potential customers, employees and strategicpartners. For example, some competitors may be able to initiate relationships through sales and installations of hardware and then seek to expand theircustomer relationships by offering asset optimization software at a discount. In addition, competitors with greater financial resources may make strategicacquisitions to increase their ability to gain market share or improve the quality or marketability of their products. Furthermore, we face challenges in sellingour solutions to large companies in the process industries that have internally developed their own proprietary software solutions.We seek to develop and offer integrated suites of targeted, high-value vertical industry solutions that can be implemented with relatively limitedservice requirements. We believe this approach provides us with an advantage over many of our competitors that offer software products that are pointsolutions or are more service-based. Our key competitive differentiators include:•Breadth, depth and integration of our aspenONE software offering;12Table of Contents•Rapid return on investment and increase in profitability;•Domain expertise of chemical engineering personnel;•Focus on software for the process industries;•Flexibility of our usage-based aspenONE licensing model; and•Consistent global support.Proprietary RightsOur software is proprietary and fundamental to our business. To protect our proprietary technology and brand, and prevent unauthorized use of oursoftware, we rely on a combination of copyright, patent, trademark and trade secret laws in the United States and other jurisdictions, license andconfidentiality agreements, and technology. We generally seek to protect our trade secrets by entering into non-disclosure agreements with our employeesand customers, and historically have restricted access to our software and source code, which we regard as proprietary information. We have obtained orapplied for patent protection with respect to some of our intellectual property and have registered or applied to register some of our trademarks in the UnitedStates and in selected other countries. We actively monitor use of our intellectual property and have enforced, and will continue to enforce, our intellectualproperty rights. In the United States, we are generally able to maintain our patents for up to 20 years from the earliest effective filing date, and to maintain ourtrademark registrations for as long as the trademarks are in use.The laws of many countries in which our products are licensed may not protect our intellectual property rights to the same extent as the laws of theUnited States. While we consider our intellectual property rights to be valuable, we do not believe that our competitive position in the industry dependssolely on obtaining legal protection for our software products and technology. Instead, we believe that the success of our business also depends on our abilityto maintain a leadership position by continuing to develop innovative software products and technology.Our proprietary rights are subject to risks and uncertainties described under Item 1A. “Risk Factors” below. You should read that discussion, which isincorporated into this section by reference.LicensesIn connection with our acquisition of Hyprotech Ltd. and related subsidiaries of AEA Technology plc in May 2002 and the consent decree we enteredinto with the Federal Trade Commission in December 2004 to resolve allegations that the acquisition was improperly anticompetitive, we and certain of oursubsidiaries entered into a purchase and sale agreement with Honeywell International Inc. and certain of its subsidiaries, pursuant to which we soldintellectual property and other assets to Honeywell relating to our operator training business and our Hyprotech engineering software products. Under theterms of the transactions, we retained a perpetual, irrevocable, worldwide, royalty-free non-exclusive license to the Hyprotech engineering software and havethe right to continue to develop, license and sell the Hyprotech engineering products.In March 1982, we entered into a System License Agreement with the Massachusetts Institute of Technology, or MIT, granting us a worldwide,perpetual non-exclusive license (with the right to sublicense) to use, reproduce, distribute and create derivative works of the computer program known as"ASPEN" which provides a framework for simulating the steady-state behavior of chemical processes that we utilize in the simulation engine for our AspenPlus product. MIT agreed that we would own any derivative works and enhancements. MIT has the right to terminate the agreement if: we breach it and donot cure the breach within 90 days after receiving a written notice from MIT; we cease to carry on our business; or certain bankruptcy or insolvencyproceedings are commenced and not dismissed. In the event of such termination, sublicenses granted to our customers prior to termination will remain ineffect.EmployeesAs of June 30, 2019, we had a total of approximately 1,600 full-time employees, of whom 809 were located in the United States. None of our employeesis represented by a labor union, except for one employee of our subsidiary Hyprotech UK Limited who belongs to the Prospect union for professionals. Wehave experienced no work stoppages and believe that our employee relations are satisfactory.Corporate InformationAspen Technology, Inc. was formed in Massachusetts in 1981 and reincorporated in Delaware in 1998. Our principal executive offices are at 20 CrosbyDrive, Bedford, Massachusetts 01730, and our telephone number at that address is (781) 221-6400. Our website address is http://www.aspentech.com. Theinformation on our website is not part of this Form 10-K, unless expressly noted.13Table of ContentsAvailable InformationWe file reports with the Securities and Exchange Commission, or the SEC, which we make available on our website free of charge. These reportsinclude annual reports on Form 10-K, quarterly reports on Form 10-Q, current reports on Form 8-K and amendments to such reports, each of which is providedon our website as soon as reasonably practicable after we electronically file such materials with or furnish them to the SEC. You can also read and copy anymaterials we file with the SEC at the SEC’s Public Reference Room at 100 F Street, N.E., Washington, DC 20549. You can obtain additional informationabout the operation of the Public Reference Room by calling the SEC at 1-800-SEC-0330. In addition, the SEC maintains a website (http://www.sec.gov) thatcontains reports, proxy and information statements, and other information regarding issuers that file electronically with the SEC, including us.Item 1A. Risk Factors.Investing in our common stock involves a high degree of risk. You should carefully consider the risks and uncertainties described below beforepurchasing our common stock. The risks and uncertainties described below are not the only ones facing our company. Additional risks and uncertaintiesmay also impair our business operations. If any of the following risks actually occurs, our business, financial condition, results of operations or cash flowswould likely suffer. In that case, the trading price of our common stock could fall, and you may lose all or part of your investment in our common stock.Risks Related to Our BusinessIf we fail to increase usage and product adoption of our aspenONE engineering and manufacturing and supply chain offerings and grow our aspenONEAPM business, or fail to continue to provide innovative, market-leading solutions, we may be unable to implement our growth strategy successfully, andour business could be seriously harmed.The maintenance and extension of our market leadership and our future growth is largely dependent upon our ability to increase usage and productadoption of our aspenONE engineering and manufacturing and supply chain offerings and grow our aspenONE APM business, and to develop new softwareproducts that achieve market acceptance with acceptable operating margins. Enterprises are requiring their application software vendors to provide greaterlevels of functionality and broader product offerings. We must continue to enhance our current product line and develop and introduce new products andservices that keep pace with increasingly sophisticated customer requirements and the technological developments of our competitors. Our business andoperating results could suffer if we cannot successfully execute our strategy and drive usage and product adoption.We have implemented a product strategy that unifies our software solutions under the aspenONE brand with differentiated aspenONE vertical solutionstargeted at specific capital-intensive industries. We cannot ensure that our product strategy will result in products that will continue to meet market needs andachieve significant usage and product adoption. If we fail to increase usage and product adoption or fail to develop or acquire new software products thatmeet the demands of our customers or our target markets, our operating results and cash flows from operations will grow at a slower rate than we anticipateand our financial condition could suffer.Our business could suffer if we do not grow our aspenONE APM business or if the demand for, or usage of, our other aspenONE software declines for anyreason, including declines due to adverse changes in the process and other capital-intensive industries.We have introduced the aspenONE APM suite, and our aspenONE engineering and manufacturing and supply chain suites account for a significantmajority of our revenue and will continue to do so for the foreseeable future. If we do not grow our aspenONE APM business or if demand for, or usage of, ourother suites declines for any reason, our operating results, cash flows from operations and financial position would suffer. Our business could be adverselyaffected by:•insufficient growth in our aspenONE APM business;•any decline in demand for or usage of our aspenONE suites;•the introduction of products and technologies that serve as a replacement or substitute for, or represent an improvement over, our aspenONE suites;•technological innovations that our aspenONE suites do not address;•our inability to release enhanced versions of our aspenONE suites on a timely basis; and14Table of Contents•adverse changes in capital intensive industries or otherwise that lead to reductions, postponements or cancellations of customer purchases of ourproducts and services, or delays in the execution of license agreement renewals in the same quarter in which the original agreements expire.Because of the nature of their products and manufacturing processes and their global operations, companies in the process and other capital-intensiveindustries are subject to risk of adverse or even catastrophic environmental, safety and health accidents or incidents and are often subject to changingstandards and regulations worldwide.In addition, worldwide economic downturns and pricing pressures experienced by energy, chemical, engineering and construction, and other capital-intensive industries have led to consolidations and reorganizations. In particular, we believe that the volatility in oil prices has impacted and may continueto impact the operating levels and capital spending by certain of our customers in the engineering and construction market, which has resulted and couldcontinue to result in less predictable and lower demand for our products and services.Any such adverse environmental, safety or health incident, change in regulatory standards, or economic downturn that affects the capital-intensiveindustries, including continued challenges and uncertainty among customers whose business is adversely affected by volatility in oil prices, as well asgeneral domestic and foreign economic conditions and other factors that reduce spending by companies in these industries, could harm our operating resultsin the future.Unfavorable economic and market conditions or a lessening demand in the market for asset optimization software could adversely affect our operatingresults.Our business is influenced by a range of factors that are beyond our control and difficult or impossible to predict. If the market for asset optimizationsoftware grows more slowly than we anticipate, demand for our products and services could decline and our operating results could be impaired. Further, thestate of the global economy may deteriorate in the future. Our operating results may be adversely affected by unfavorable global economic and marketconditions, including significant volatility in oil prices, as well as a lessening demand for asset optimization software generally.Customer demand for our products is linked to the strength of the global economy. If weakness in the global economy persists, many customers,including those whose businesses are negatively impacted by lower oil prices, may delay or reduce technology purchases. This could result in reductions insales of our products, longer sales cycles, slower adoption of new technologies, increased price competition or reduced use of our products by our customers.We will lose revenue if demand for our products is reduced because potential customers experience weak or deteriorating economic conditions, catastrophicenvironmental or other events, and our business, results of operations, financial condition and cash flow from operations would likely be adversely affected.The majority of our revenue is attributable to operations outside the United States, and our operating results therefore may be materially affected by theeconomic, political, military, regulatory and other risks of foreign operations or of transacting business with customers outside the United States.As of June 30, 2019, we operated in 32 countries. We sell our products primarily through a direct sales force located throughout the world. In the eventthat we are unable to adequately staff and maintain our foreign operations, we could face difficulties managing our international operations.Customers outside the United States accounted for the majority of our total revenue during the fiscal years ended June 30, 2019, 2018 and 2017. Weanticipate that revenue from customers outside the United States will continue to account for a significant portion of our total revenue for the foreseeablefuture. Our operating results attributable to operations outside the United States are subject to additional risks, including:•unexpected changes in regulatory or environmental requirements, tariffs and other barriers, including, for example, international trade disputes,changes in climate regulations, sanctions or other regulatory restrictions imposed by the United States or foreign governments; and the effects ofthe United Kingdom European Union membership referendum in June 2016 and the subsequent withdrawal process initiated in March 2017;•less effective protection of intellectual property;•requirements of foreign laws and other governmental controls;•delays in the execution of license agreement renewals in the same quarter in which the original agreements expire;•difficulties in collecting trade accounts receivable in other countries;•adverse tax consequences; and15Table of Contents•the challenges of managing legal disputes in foreign jurisdictions.Fluctuations in foreign currency exchange rates could result in declines in our reported revenue and operating results.During fiscal 2019, 2018 and 2017, 10.2%, 9.1% and 9.4% of our total revenue was denominated in a currency other than the U.S. dollar, respectively.In addition, certain of our operating expenses incurred outside the United States are denominated in currencies other than the U.S. dollar. Our reportedrevenue and operating results are subject to fluctuations in foreign exchange rates. Foreign currency risk arises primarily from the net difference between non-U.S. dollar receipts from customers outside the United States and non-U.S. dollar operating expenses for subsidiaries in foreign countries. Currently, ourlargest exposures to foreign exchange rates exist primarily with the Euro, Pound Sterling, Canadian Dollar and Japanese Yen against the U.S. dollar. Duringfiscal 2019, 2018 and 2017, we did not enter into, and were not a party to any, derivative financial instruments, such as forward currency exchange contracts,intended to manage the volatility of these market risks. We cannot predict the impact of foreign currency fluctuations, and foreign currency fluctuations inthe future may adversely affect our revenue and operating results. Any hedging policies we may implement in the future may not be successful, and the costof those hedging techniques may have a significant negative impact on our operating results.Competition from software offered by current competitors and new market entrants, as well as from internally developed solutions by our customers, couldadversely affect our ability to sell our software products and related services and could result in pressure to price our products in a manner that reducesour margins.Our markets in general are competitive and differ among our principal product areas: engineering, manufacturing, supply chain management and assetperformance management. We face challenges in selling our solutions to large companies that have internally developed their own proprietary softwaresolutions, and we face competition from well-established vendors as well as new entrants in our markets. Many of our current and potential competitors havegreater financial, technical, marketing, service and other resources than we have. As a result, these companies may be able to offer lower prices, additionalproducts or services, or other incentives that we cannot match or offer. These competitors may be in a stronger position to respond more quickly to newtechnologies and may be able to undertake more extensive marketing campaigns. We believe they also have adopted and may continue to pursue moreaggressive pricing policies and make more attractive offers to potential customers, employees and strategic partners. For example, some competitors may beable to initiate relationships through sales and installations of hardware and then seek to expand their customer relationships by offering asset optimizationsoftware at a discount. In addition, many of our competitors have established, and may in the future continue to establish, cooperative relationships with thirdparties to improve their product offerings and to increase the availability of their products in the marketplace. Competitors with greater financial resourcesmay make strategic acquisitions to increase their ability to gain market share or improve the quality or marketability of their products.Competition could seriously impede our ability to sell additional software products and related services on terms favorable to us. Businesses maycontinue to enhance their internally developed solutions, rather than investing in commercial software such as ours. Our current and potential commercialcompetitors may develop and market new technologies that render our existing or future products obsolete, unmarketable or less competitive. In addition, ifthese competitors develop products with similar or superior functionality to our products, we may need to decrease the prices for our products in order toremain competitive. If we are unable to maintain our current pricing due to competitive pressures, our margins will be reduced and our operating results willbe negatively affected. We cannot ensure that we will be able to compete successfully against current or future competitors or that competitive pressures willnot materially adversely affect our business, financial condition and operating results.Defects or errors in our software products could harm our reputation, impair our ability to sell our products and result in significant costs to us.Our software products are complex and may contain undetected defects or errors. We have not suffered significant harm from any defects or errors todate, but we have from time to time found defects in our products and we may discover additional defects in the future. We may not be able to detect andcorrect defects or errors before releasing products. Consequently, we or our customers may discover defects or errors after our products have beenimplemented. We have in the past issued, and may in the future need to issue, corrective releases of our products to remedy defects or errors. The occurrenceof any defects or errors could result in:•lost or delayed market acceptance and sales of our products;•delays in payment to us by customers;•product returns;•injury to our reputation;16Table of Contents•diversion of our resources;•increased service and warranty expenses or financial concessions;•increased insurance costs; and•legal claims, including product liability claims.Defects and errors in our software products could result in claims for substantial damages against us.Potential acquisitions could be difficult to consummate and integrate into our operations, and they and investment transactions could disrupt our business,dilute stockholder value or impair our financial results.As part of our business strategy, we may continue from time to time to seek to grow our business through acquisitions of or investments in new orcomplementary businesses, technologies or products that we believe can improve our ability to compete in our existing customer markets or allow us to enternew markets. The potential risks associated with acquisitions and investment transactions include, but are not limited to:•failure to realize anticipated returns on investment, cost savings and synergies;•difficulty in assimilating the operations, policies and personnel of the acquired company;•unanticipated costs associated with acquisitions;•challenges in combining product offerings and entering into new markets in which we may not have experience;•distraction of management’s attention from normal business operations;•potential loss of key employees of the acquired company;•difficulty implementing effective internal controls over financial reporting and disclosure controls and procedures;•impairment of relationships with customers or suppliers;•possibility of incurring impairment losses related to goodwill and intangible assets; and•other issues not discovered in due diligence, which may include product quality issues or legal or other contingenciesAcquisitions and/or investments may also result in potentially dilutive issuances of equity securities, the incurrence of debt and contingent liabilities,the expenditure of available cash, and amortization expenses or write-downs related to intangible assets such as goodwill, any of which could have a materialadverse effect on our operating results or financial condition. Investments in immature businesses with unproven track records and technologies have anespecially high degree of risk, with the possibility that we may lose our entire investment or incur unexpected liabilities. We may experience risks relating tothe challenges and costs of closing a business combination or investment transaction and the risk that an announced business combination or investmenttransaction may not close. There can be no assurance that we will be successful in making additional acquisitions in the future or in integrating or executingon our business plan for existing or future acquisitions.We may be subject to significant expenses and damages because of product-related claims.In the ordinary course of business, we are, from time to time, involved in lawsuits, claims, investigations, proceedings and threats of litigation. Theamount of damages cannot be predicted with certainty, and a successful claim brought against us could materially harm our business and financial condition.Product-related claims, even if not successful, could damage our reputation, cause us to lose existing clients, limit our ability to obtain new clients, divertmanagement's attention from operations, result in significant revenue loss, create potential liabilities for our clients and us, and increase insurance and otheroperational costs.Claims that we infringe the intellectual property rights of others may be costly to defend or settle and could damage our business.We cannot be certain that our software and services do not infringe patents, copyrights, trademarks or other intellectual property rights, so infringementclaims might be asserted against us. In addition, we have agreed, and may agree in the future, to indemnify certain of our customers against infringementclaims that third parties may assert against our customers based on use of our software or services. Such claims may have a material adverse effect on ourbusiness, may be time-consuming and may result in substantial costs and diversion of resources, including our management's attention to our business.Furthermore, a party making an infringement claim could secure a judgment that requires us to pay substantial damages and could also include17Table of Contentsan injunction or other court order that could prevent us from selling our software or require that we re-engineer some or all of our products. Claims ofintellectual property infringement also might require us to enter costly royalty or license agreements. We may be unable to obtain royalty or licenseagreements on terms acceptable to us or at all. Our business, operating results and financial condition could be harmed significantly if any of these eventswere to occur, and the price of our common stock could be adversely affected.We may not be able to protect our intellectual property rights, which could make us less competitive and cause us to lose market share.Our software is proprietary. Our strategy is to rely on a combination of copyright, patent, trademark and trade secret laws in the United States and otherjurisdictions, and to rely on license and confidentiality agreements and software security measures to further protect our proprietary technology and brand.We have obtained or applied for patent protection with respect to some of our intellectual property, but generally do not rely on patents as a principal meansof protecting our intellectual property. We have registered or applied to register some of our trademarks in the United States and in selected other countries.We generally enter into non-disclosure agreements with our employees and customers, and historically have restricted third-party access to our software andsource code, which we regard as proprietary information. In certain cases, we have provided copies of source code to customers for the purpose of specialproduct customization or have deposited copies of the source code with a third-party escrow agent as security for ongoing service and license obligations. Inthese cases, we rely on non-disclosure and other contractual provisions to protect our proprietary rights.The steps we have taken to protect our proprietary rights may not be adequate to deter misappropriation of our technology or independent developmentby others of technologies that are substantially equivalent or superior to our technology. Our intellectual property rights may expire or be challenged,invalidated or infringed upon by third parties or we may be unable to maintain, renew or enter into new licenses on commercially reasonable terms. Anymisappropriation of our technology or development of competitive technologies could harm our business and could diminish or cause us to lose thecompetitive advantages associated with our proprietary technology, and could subject us to substantial costs in protecting and enforcing our intellectualproperty rights, and/or temporarily or permanently disrupt our sales and marketing of the affected products or services. The laws of some countries in whichour products are licensed do not protect our intellectual property rights to the same extent as the laws of the United States. Moreover, in some non-U.S.countries, laws affecting intellectual property rights are uncertain in their application, which can affect the scope of enforceability of our intellectual propertyrights.Our software research and development initiatives and our customer relationships could be compromised if the security of our information technology isbreached as a result of a cyber-attack. This could have a material adverse effect on our business, operating results and financial condition, and could harmour competitive position.We devote significant resources to continually updating our software and developing new products, and our financial performance is dependent in partupon our ability to bring new products and services to market. Our customers use our software to optimize their manufacturing processes and manage assetperformance, and they rely on us to provide updates and releases as part of our software maintenance and support services, and to provide remote on-linetroubleshooting support. The security of our information technology environment is therefore important to our research and development initiatives, and animportant consideration in our customers’ purchasing decisions. We maintain cybersecurity policies and procedures, including employee training, to managerisk to our information systems, and we continually evaluate and adapt our systems and processes to mitigate evolving cybersecurity threats. We may incuradditional costs to maintain appropriate cybersecurity protections in response to evolving cybersecurity threats, and we may not be able to safeguard againstall data security breaches or misuses of data. If the security of our systems is impaired, our development initiatives might be disrupted, and we might beunable to provide service. Our customer relationships might deteriorate, our reputation in the industry could be harmed, and we could be subject to liabilityclaims. This could reduce our revenues, and expose us to significant costs to detect, correct and avoid recurrences of any breach of security and to defend anyclaims against us. In addition, our insurance coverage may not be adequate to cover all costs related to cybersecurity incidents and the disruptions resultingfrom such events.Risks Related to Our Common StockOur common stock may experience substantial price and volume fluctuations.The equity markets have from time to time experienced extreme price and volume fluctuations, particularly in the high technology sector, and thosefluctuations often have been unrelated to the operating performance of particular companies. In addition, the market price of our common stock may beaffected by other factors, such as: (i) our financial performance; (ii) announcements of technological innovations or new products by us or our competitors;and (iii) market conditions in the computer software or hardware industries.18Table of ContentsIn the past, following periods of volatility in the market price of a public company's securities, securities class action litigation has often been institutedagainst that company. This type of litigation against us could result in substantial liability and costs and divert management's attention and resources.Our corporate documents and provisions of Delaware law may prevent a change in control or management that stockholders may consider desirable.Section 203 of the Delaware General Corporation Law, our charter and our by-laws contain provisions that might enable our management to resist atakeover of our company. These provisions include:•limitations on the removal of directors;•a classified board of directors, so that not all members of the board are elected at one time;•advance notice requirements for stockholder proposals and nominations;•the inability of stockholders to act by written consent or to call special meetings;•the ability of the board to make, alter or repeal our by-laws; and•the ability of the board to designate the terms of and issue new series of preferred stock without stockholder approval.These provisions could:•have the effect of delaying, deferring or preventing a change in control of our company or a change in our management that stockholders mayconsider favorable or beneficial;•discourage proxy contests and make it more difficult for stockholders to elect directors and take other corporate actions; and•limit the price that investors might be willing to pay in the future for shares of our common stock.Item 1B. Unresolved Staff Comments.None.Item 2. Properties.Our principal executive offices are located in leased facilities in Bedford, Massachusetts, consisting of approximately 143,000 square feet of officespace to accommodate our product development, sales, marketing, operations, finance and administrative functions. The lease for our Bedford executiveoffices commenced in November 2014 and is scheduled to expire March 2025. Subject to the terms and conditions of the lease, we may extend the term of thelease for two successive terms of five years each.We also lease approximately 63,000 square feet in Houston, Texas to accommodate sales, services and product development functions. In addition toour Bedford and Houston locations, we lease office space in the United Kingdom, Shanghai, Mexico City, Singapore, Beijing, Pune, Moscow, Tokyo, andBahrain, to accommodate sales, services and product development functions.In the remainder of our other locations, the majority of our leases have lease terms of one year or less that are generally based on the number ofworkstations required. We believe this facilities strategy provides us with significant flexibility to adjust to changes in our business environment. We do notown any real property. We believe that our leased facilities are adequate for our anticipated future needs.Item 3. Legal Proceedings.None.Item 4. Mine Safety DisclosuresNone.19Table of ContentsPART IIItem 5. Market for Registrant's Common Equity, Related Stockholder Matters and Issuer Purchases of Equity Securities.Market InformationOur common stock currently trades on The NASDAQ Global Select Market under the symbol "AZPN." The closing price of our common stock onJune 30, 2019 was $124.28.HoldersOn August 30, 2019, there were 343 holders of record of our common stock. The number of record holders does not include persons who held commonstock in nominee or "street name" accounts through brokers.DividendsWe have never declared or paid cash dividends on our common stock. We do not anticipate paying cash dividends on our common stock in theforeseeable future. On February 26, 2016, we entered into a $250.0 million Credit Agreement (the “Credit Agreement”) with JPMorgan Chase Bank, N.A., asadministrative agent, Silicon Valley Bank, as syndication agent, and the lenders and other parties named therein (the “Lenders”). On August 9, 2017, weentered into an Amendment to increase the Credit Agreement to $350.0 million. The Credit Agreement restricts us from declaring or paying dividends in cashon our capital stock if our Leverage Ratio is in excess of 2.75 to 1.00 (refer to “Item 7. Management's Discussion and Analysis of Financial Condition andResults of Operations” and Note 11, "Credit Agreement," to our Consolidated Financial Statements for further discussion of the Credit Agreement). OurLeverage Ratio is below 2.75 to 1.00 as of June 30, 2019. Any future determination relating to our dividend policy will be made at the discretion of theBoard of Directors and will depend on a number of factors, including our future earnings, capital requirements, financial condition and future prospects andsuch other factors as the Board of Directors may deem relevant.Purchases of Equity Securities by the IssuerAs of June 30, 2019, the total number of shares of common stock repurchased since November 1, 2010 under all programs approved by the Board ofDirectors was 35,017,726 shares.On January 22, 2015, our Board of Directors approved a share repurchase program (the "Share Repurchase Program") for up to $450.0 million worth ofour common stock. On April 26, 2016, June 8, 2017, April 18, 2018, December 6, 2018, and April 17, 2019, the Board of Directors approved a $400.0million, $200.0 million, $200.0 million, $100.0 million, and $200.0 million increase in the Share Repurchase Program, respectively. Under the sharerepurchase program, purchases can be made from time to time using a variety of methods, which may include open market purchases, accelerated buybackprograms, and others. The specific timing, price and size of purchases will depend on prevailing stock prices, general market and economic conditions, andother considerations, including the amount of cash generated in the United States and other potential uses of cash, such as acquisitions. Purchases may bemade through a Rule 10b5-1 plan pursuant to predetermined metrics set forth in such plan. The Board of Directors' authorization of the share repurchaseprogram does not obligate us to acquire any particular amount of common stock, and the program may be suspended or discontinued at any time.During fiscal 2019, we repurchased 3,074,127 shares of our common stock in the open market for $300.0 million. During fiscal 2018, we repurchased2,797,623 shares of our common stock in the open market for $200.0 million. During fiscal 2017, we repurchased 5,185,257 shares of our common stock inthe open market for $275.0 million and 2,106,709 shares of our common stock for $100.0 million as part of an accelerated share repurchase program.As of June 30, 2019, the total remaining value under the Share Repurchase Program was approximately $346.3 million.20Table of ContentsThe following table sets forth, for the month indicated, our purchases of common stock during the fourth quarter of fiscal 2019:Issuer Purchases of Equity SecuritiesPeriodTotal Number of Shares Purchased (2) Average PricePaid per Share(3) Total Number ofShares Purchased asPart of PubliclyAnnounced Program(1) Approximate DollarValue of Shares thatMay Yet Be Purchased Under the Program (4)April 1 to 30, 2019220,494 $109.87 220,494 May 1 to 31, 2019228,757 116.23 228,757 June 1 to 30, 2019198,400 121.90 198,400 647,651 $115.80 647,651 $346,293,261(1) On January 22, 2015, our Board of Directors approved the Share Repurchase Program for up to $450.0 million worth of our common stock. On April26, 2016, June 8, 2017, April 18, 2018, December 6, 2018, and April 17, 2019, the Board of Directors approved a $400.0 million, $200.0 million, $200.0million, $100.0 million, and $200.0 million increase in the Share Repurchase Program, respectively.(2) As of June 30, 2019, the total number of shares of common stock repurchased under all programs approved by the Board of Directors was35,017,726, including purchases under an accelerated share repurchase program.(3) The total average price paid per share is calculated as the total amount paid for the repurchase of our common stock during the period divided bythe total number of shares repurchased. (4) As of June 30, 2019, the total remaining value under the Share Repurchase Program approved on January 22, 2015 and amended on April 26, 2016,June 8, 2017, April 18, 2018, December 6, 2018, and April 17, 2019 was approximately $346.3 million.Stockholder Return ComparisonThe information included in this section is not deemed to be "soliciting material" or to be "filed" with the SEC or subject to Regulation 14A or 14Cunder the Securities Exchange Act or to the liabilities of Section 18 of the Securities Exchange Act, and will not be deemed to be incorporated by referenceinto any filing under the Securities Act or the Securities Exchange Act, except to the extent we specifically incorporate it by reference into such a filing.The graph below matches the cumulative 5-year total return of holders of our common stock with the cumulative total returns of the NASDAQComposite index and the NASDAQ Computer & Data Processing index. The graph assumes that the value of the investment in our common stock and in eachof the indexes (including reinvestment of dividends) was $100 on June 30, 2014 and tracks it through June 30, 2019.21Table of ContentsThe stock price performance included in this graph is not necessarily indicative of future stock price performance. Year Ended June 30, 2014 2015 2016 2017 2018 2019Aspen Technology, Inc.$100.00 $98.17 $86.72 $119.09 $199.87 $267.84NASDAQ Composite$100.00 $114.44 $112.51 $144.35 $178.42 $192.30NASDAQ Computer & Data Processing$100.00 $108.37 $126.57 $166.63 $221.04 $243.84Item 6. Selected Financial Data.The following tables present selected consolidated financial data for Aspen Technology, Inc. The consolidated statements of operations data set forthbelow for fiscal 2019, 2018 and 2017 and the consolidated balance sheets data as of June 30, 2019 and 2018, are derived from our consolidated financialstatements included beginning on page F-1 of this Form 10-K. The consolidated statements of operations data for fiscal 2016 and 2015 and the consolidatedbalance sheet data as of June 30, 2017, 2016, and 2015 are derived from our consolidated financial statements that are not included in this Form 10-K. Thedata presented below should be read in conjunction with our consolidated financial statements and accompanying notes beginning on page F-1 and "Item 7.Management's Discussion and Analysis of Financial Condition and Results of Operations."Our historical results should not be viewed as indicative of results expected for any future period.As a result of the adoption of new guidance related to revenue recognition during fiscal year 2019, as described in Note 3, "Revenue from Contractswith Customers," to our audited Consolidated Financial Statements in this Form 10-K, prior period information for fiscal years 2018 and 2017 includedbelow has been restated to reflect the new guidance. Prior period information for fiscal years 2015 and 2016 has not been restated and is, therefore, notcomparable to the fiscal year 2019, 2018, and 2017 information.22Table of Contents Year Ended June 30, 2019 2018 2017 2016 2015 As Adjusted As Adjusted (in Thousands, except per share data)Consolidated Statements of Operations Data: Revenue(1)$598,345 $518,859 $494,427 $472,344 $440,401Gross profit540,529 468,215 446,961 423,733 390,825Income from operations282,802 219,221 216,719 211,381 179,792Net income$262,734 $293,703 $179,386 $139,951 $118,407Basic income per share$3.76 $4.07 $2.35 $1.69 $1.34Diluted income per share$3.71 $4.03 $2.33 $1.68 $1.33Weighted average shares outstanding—Basic69,925 72,140 76,491 82,892 88,398Weighted average shares outstanding—Diluted70,787 72,956 76,978 83,309 89,016 Year Ended June 30, 2019 2018 2017 2016 2015 As Restated As Adjusted (in Thousands)Consolidated Balance Sheet Data: Cash and cash equivalents$71,926 $96,165 $101,954 $318,336 $156,249Marketable securities— — — 3,006 62,244Accounts receivable, net47,784 41,810 42,656 20,476 30,721Installments receivable, net— — — 267 1,842Contract assets619,703 557,377 561,017 — —Total assets903,065 852,843 843,828 419,738 315,361Borrowings (1)220,000 170,000 140,000 140,000 —Deferred revenue44,891 27,504 44,860 282,078 288,887Working capital (deficit)108,285 158,029 215,790 (71,300) (32,836)Total stockholders' equity (deficit)393,285 407,927 286,242 (75,034) (48,546)____________________________________________(1)In February 2016, we entered into a Credit Agreement. Refer to “Item 7. Management's Discussion and Analysis of Financial Condition and Results ofOperations” and Note 11, "Credit Agreement," to our Consolidated Financial Statements for further discussion of the Credit Agreement.Item 7. Management's Discussion and Analysis of Financial Condition and Results of Operations.You should read the following discussion in conjunction with our consolidated financial statements and related notes beginning on page F-1. Inaddition to historical information, this discussion contains forward-looking statements that involve risks and uncertainties. You should read “Item 1A. RiskFactors” for a discussion of important factors that could cause our actual results to differ materially from our expectations.Our fiscal year ends on June 30, and references to a specific fiscal year are the twelve months ended June 30 of such year (for example, "fiscal 2019"refers to the year ended June 30, 2019).Business OverviewWe are a leading global supplier of asset optimization solutions that optimize asset design, operations and maintenance in complex, industrialenvironments. We combine decades of process modeling and operations expertise with big data machine-23Table of Contentslearning and analytics. Our purpose-built software solutions improve the competitiveness and profitability of our customers by increasing throughput, energyefficiency, and production, reducing unplanned downtime, enhancing capital efficiency, and decreasing working capital requirements over the entire assetlifecycle to support operational excellence.Our software incorporates our proprietary mathematical and empirical models of manufacturing and planning processes and reflects the deep domainexpertise we have amassed from focusing on solutions for the process and other capital-intensive industries for over 35 years. We have developed ourapplications to design and optimize processes across three principal business areas: engineering, manufacturing and supply chain, and asset performancemanagement. We are a recognized market and technology leader in providing process optimization and asset performance management software solutions foreach of these business areas.We have established sustainable competitive advantages based on the following strengths:•Innovative products that can enhance our customers' profitability and productivity;•Long-term customer relationships;•Large installed base of users of our software; and•Long-term license contracts.We have approximately 2,300 customers globally. Our customers consist of companies engaged in the process and other capital-intensive industriessuch as energy, chemicals, engineering and construction, as well as pharmaceuticals, transportation, power, metals and mining, pulp and paper, and consumerpackaged goods.Business SegmentsWe have two operating and reportable segments, which are consistent with our reporting units: i) subscription and software and ii) services and other.The subscription and software segment is engaged in the licensing of process optimization and asset performance management software solutions andassociated support services, and includes our license and maintenance revenue. The services and other segment includes professional services and training,and includes our services and other revenue.Recent EventsOn July 12, 2019, we completed the acquisition of all the outstanding shares of Mnubo Inc. (“Mnubo”), a provider of purpose-built artificialintelligence and analytics infrastructure for the internet of things, for a total cash consideration of $78.0 million. We intend to account for the Mnuboacquisition as a business combination. The allocation of the purchase price is subject to the valuation of the net assets acquired.Key Components of OperationsRevenueWe generate revenue primarily from the following sources: License Revenue. We sell our software products to end users, primarily under fixed-term licenses, through a subscription offering which we refer to asour aspenONE licensing model. The aspenONE licensing model includes software maintenance and support, known as our Premier Plus SMS offering, for theentire term. Our aspenONE products are organized into three suites: 1) engineering; 2) manufacturing and supply chain; and 3) asset performancemanagement. The aspenONE licensing model provides customers with access to all of the products within the aspenONE suite(s) they license. Customers canchange or alternate the use of multiple products in a licensed suite through the use of exchangeable units of measurement, called tokens, licensed inquantities determined by the customer. This licensing system enables customers to use products as needed and to experiment with different products to bestsolve whatever critical business challenges they face. Customers can increase their usage of our software by purchasing additional tokens as business needsevolve. We also license our software through point product arrangements with our Premier Plus SMS offering included for the contract term.Maintenance Revenue. We provide customers technical support, access to software fixes and updates and the right to any new unspecified futuresoftware products and updates that may be introduced into the licensed aspenONE software suite. Our technical support services are provided from ourcustomer support centers throughout the world, as well as via email and through our support website.24Table of ContentsServices and Other Revenue. We provide training and professional services to our customers. Our professional services are focused on implementing ourtechnology in order to improve customers' plant performance and gain better operational data. Customers who use our professional services typically engageus to provide those services over periods of up to 24 months. We charge customers for professional services on a time-and-materials or fixed-price basis. Weprovide training services to our customers, including on-site, Internet-based and customized training. Cost of RevenueCost of License. Our cost of license revenue consists of (i) royalties, (ii) amortization of capitalized software and intangibles, and (iii) distribution fees.Cost of Maintenance. Our cost of maintenance revenue consists primarily of personnel-related costs of providing Premier Plus SMS bundled with ouraspenONE licensing and point product arrangements.Cost of Services and Other. Our cost of services and other revenue consists primarily of personnel-related and external consultant costs associated withproviding customers professional services and training.Operating ExpensesSelling and Marketing Expenses. Selling expenses consist primarily of the personnel and travel expenses related to the effort expended to license ourproducts and services to current and potential customers, as well as for overall management of customer relationships. Marketing expenses include expensesneeded to promote our company and our products and to conduct market research to help us better understand our customers and their business needs.Research and Development Expenses. Research and development expenses consist primarily of personnel expenses related to the creation of newsoftware products, enhancements and engineering changes to existing products.General and Administrative Expenses. General and administrative expenses include the costs of corporate and support functions, such as executiveleadership and administration groups, finance, legal, human resources and corporate communications, and other costs, such as outside professional andconsultant fees and provision for bad debts. Other Income and ExpensesInterest Income. Interest income is recorded for financing components under Accounting Standards Update (ASU) No. 2014-09, Revenue fromContracts with Customers ("Topic 606"). When a contract includes a significant financing component, we generally receive the majority of the customerconsideration after the recognition of a substantial portion of the arrangement fee as license revenue. As a result, we decrease the amount of revenuerecognized and increase interest income by a corresponding amount. Interest income also includes the accretion of interest on investments in short-termmoney market instruments.Interest (Expense). Interest (expense) is primarily related to our Credit Agreement.Other Income (Expense), Net. Other income (expense), net is comprised primarily of foreign currency exchange gains (losses) generated from thesettlement and remeasurement of transactions denominated in currencies other than the functional currency of our operating units. During fiscal 2017, otherincome (expense), net also included a $0.7 million litigation related recovery receipt.Provision for (Benefit From) Income Taxes. Provision for (benefit from) income taxes is comprised of domestic and foreign taxes. We record interest andpenalties related to income tax matters as a component of income tax expense. Our effective income tax rate may fluctuate between fiscal years and fromquarter to quarter due to items arising from discrete events, such as tax benefits from the disposition of employee equity awards, settlements of tax audits andassessments and tax law changes. Our effective income tax rate is also impacted by, and may fluctuate in any given period because of, the composition ofincome in foreign jurisdictions where tax rates differ.Key Business MetricsBackground25Table of ContentsWe utilize key business measures to track and assess the performance of our business. We have identified the following set of appropriate businessmetrics in the context of our evolving business: •Annual spend•Total contract value•BookingsWe also use the following non-GAAP business metrics in addition to GAAP measures to track our business performance:•Free cash flow•Non-GAAP operating incomeWe make these measures available to investors and none of these metrics should be considered as an alternative to any measure of financial performancecalculated in accordance with GAAP. Annual Spend Annual spend is an estimate of the annualized value of our portfolio of term license arrangements, as of a specific date. Management believes that thismeasure is a useful metric to investors as it provides insight into the growth component of license bookings during a fiscal period. Annual spend is calculatedby summing the most recent annual invoice value of each of our active term license contracts. Annual spend also includes the annualized value of standaloneSMS agreements purchased in conjunction with term license agreements. Comparing annual spend for different dates can provide insight into the growth andretention rates of our business, and since annual spend represents the estimated annualized billings associated with our active term license agreements, itprovides insight into the future value of subscription and software revenue.Annual spend increases as a result of new term license agreements with new or existing customers, renewals or modifications of existing term licenseagreements that result in higher license fees due to price escalation or an increase in the number of tokens (units of software usage) or products licensed, andescalation of annual payments in our active term license contracts. Annual spend is adversely affected by term license and standalone SMS agreements that are renewed at a lower entitlement level or not renewed and, to alesser extent, by customer contracts that are terminated during the contract term due to the customer’s business ceasing operations. We estimate that annual spend grew by approximately 10.6% during fiscal 2019, from $489.3 million as of June 30, 2018 to $541.0 million as ofJune 30, 2019. We estimate that annual spend grew by approximately 6.4% during fiscal 2018, from $459.6 million as of June 30, 2017 to $489.3 million asof June 30, 2018.Total Contract ValueTotal Contract Value ("TCV") is the aggregate value of all payments received or to be received under all active term license agreements, includingmaintenance and escalation. TCV was $2.6 billion as of June 30, 2019.BookingsBookings is the total value of customer term license contracts signed in the current period, less the value of such contracts signed in the current periodwhere the initial licenses are not yet deemed delivered, plus term license contracts signed in a previous period for which the initial licenses are deemeddelivered in the current period.Bookings increased to $651.8 million during fiscal 2019, compared to $502.3 million and $490.4 million during fiscal 2018 and 2017, respectively.26Table of ContentsFree Cash Flow We use a non-GAAP measure of free cash flow to analyze cash flows generated from our operations. Management believes that this financial measure isuseful to investors because it permits investors to view our performance using the same tools that management uses to gauge progress in achieving our goals.We believe this measure is also useful to investors because it is an indication of cash flow that may be available to fund investments in future growthinitiatives or to repay borrowings under the Credit Agreement, and it is a basis for comparing our performance with that of our competitors. The presentationof free cash flow is not meant to be considered in isolation or as an alternative to cash flows from operating activities as a measure of liquidity. Free cash flow is calculated as net cash provided by operating activities adjusted for the net impact of (a) purchases of property, equipment andleasehold improvements, (b) capitalized computer software development costs, (c) excess tax benefits from stock-based compensation, (d) non-capitalizedacquired technology, and (e) other nonrecurring items, such as acquisition and litigation related payments.The following table provides a reconciliation of GAAP cash flow from operating activities to free cash flow for the indicated periods: June 30, 2019 2018 2017 (Dollars in Thousands)GAAP cash flow from operating activities$238,313 $206,936 $182,386Purchase of property, equipment, and leasehold improvements(436) (331) (2,720)Capitalized computer software development costs(1,131) (329) (405)Excess tax benefits from stock-based compensation— — 5,965Non-capitalized acquired technology— 75 2,246Litigation related payments (receipts)— 4,546 (721)Acquisition related fee payments27 1,148 448Free cash flow (non-GAAP)$236,773 $212,045 $187,199Excess tax benefits are related to stock-based compensation tax deductions in excess of book compensation expense and reduce our income taxespayable. We have included the impact of excess tax benefits within free cash flow in fiscal 2017 to be consistent with the treatment of other tax benefits. As aresult of adopting ASU No. 2016-09, effective July 1, 2017, excess tax benefits from stock-based compensation are now reflected in the consolidatedstatements of operations as a component of the provision for income taxes, whereas they were previously a component of stockholders’ equity.In fiscal 2018 and 2017, we have excluded payments of $0.1 million, and $2.2 million, respectively, for non-capitalized acquired technology(including $0.1 million and $0.5 million in fiscal 2018 and 2017, respectively, of final payments related to non-capitalized acquired technology from priorfiscal years) from free cash flow to be consistent with the treatment of other transactions where the acquired technology assets were capitalized.In fiscal 2018 we have excluded litigation related payments of $4.5 million. In fiscal 2017, we have excluded a $(0.7) million litigation relatedrecovery receipt.Fiscal 2019 Compared to Fiscal 2018Total free cash flow increased $24.7 million during fiscal 2019 as compared to the prior fiscal year primarily due to changes in working capital. For amore detailed description of these changes refer to "Liquidity and Capital Resources."Fiscal 2018 Compared to Fiscal 2017Total free cash flow increased $24.8 million during fiscal 2018 as compared to the prior fiscal year primarily due to changes in working capital. For amore detailed description of these changes refer to "Liquidity and Capital Resources."Non-GAAP Operating Income27Table of ContentsNon-GAAP operating income excludes certain non-cash and non-recurring expenses, and is used as a supplement to operating income presented on aGAAP basis. We believe that non-GAAP operating income is a useful financial measure because removing certain non-cash and other items providesadditional insight into recurring profitability and cash flow from operations.The following table presents our net income, as adjusted for stock-based compensation expense, non-capitalized acquired technology, amortization ofintangibles, and other items, such as the impact of litigation judgments and acquisition related fees, for the indicated periods, as adjusted for the adoption ofTopic 606: June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted GAAP income from operations$282,802 $219,221 $216,719 $63,581 29.0 % $2,502 1.2 %Plus: Stock-based compensation27,573 22,688 18,800 4,885 21.5 % 3,888 20.7 %Non-capitalized acquiredtechnology— — 2,250 — — % (2,250) (100.0)%Amortization of intangibles4,533 2,231 950 2,302 103.2 % 1,281 134.8 %Litigation judgment— 1,689 — (1,689) (100.0)% 1,689 100.0 %Acquisition related fees1,438 721 1,754 717 99.4 % (1,033) (58.9)%Non-GAAP operating income$316,346 $246,550 $240,473 $69,796 28.3 % $6,077 2.5 %In fiscal 2017, we acquired technology that did not meet the accounting requirements for capitalization and therefore the cost of the acquiredtechnology was expensed as research and development. We have excluded the expense of the acquired technology from non-GAAP operating income to beconsistent with transactions where the acquired assets were capitalized. In fiscal 2018, we incurred an expense associated with a litigation judgment in theamount of $1.7 million.28Table of ContentsResults of OperationsThe following table sets forth the results of operations, percentage of total revenue and the year-over-year percentage change in certain financial datafor fiscal 2019, 2018 and 2017, as adjusted for the adoption of Topic 606: Year Ended June 30, 2019 Comparedto 2018 % 2018 Comparedto 2017 % 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Revenue: License$404,122 67.5 % $326,549 62.9 % $307,259 62.1 % 23.8 % 6.3 %Maintenance165,436 27.6 161,065 31.0 157,012 31.8 2.7 2.6Services and other28,787 4.9 31,245 6.1 30,156 6.1 (7.9) 3.6Total revenue598,345 100.0 518,859 100.0 494,427 100.0 15.3 4.9Cost of revenue: License7,060 1.2 5,236 1.0 4,231 0.9 34.8 23.8Maintenance19,208 3.2 17,408 3.4 16,821 3.4 10.3 3.5Services and other31,548 5.3 28,000 5.4 26,414 5.3 12.7 6.0Total cost of revenue57,816 9.7 50,644 9.8 47,466 9.6 14.2 6.7Gross profit540,529 90.3 468,215 90.2 446,961 90.4 15.4 4.8Operating expenses: Selling and marketing111,374 18.6 99,737 19.2 91,977 18.6 11.7 8.4Research and development83,122 13.9 82,076 15.8 79,530 16.1 1.3 3.2General and administrative63,231 10.6 67,181 12.9 58,735 11.9 (5.9) 14.4Total operatingexpenses257,727 43.1 248,994 47.9 230,242 46.6 3.5 8.1Income from operations282,802 47.3 219,221 42.3 216,719 43.8 29.0 1.2Interest income28,457 4.8 24,954 4.8 22,942 4.6 14.0 8.8Interest expense(8,733) (1.5) (5,691) (1.1) (3,787) (0.8) 53.5 50.3Other income (expense), net664 0.1 (838) (0.2) 1,309 0.3 (179.2) (164.0)Income before income taxes303,190 50.7 237,646 45.8 237,183 47.9 27.6 0.2Provision for (benefit from)income taxes40,456 6.8 (56,057) (10.8) 57,797 11.7 (172.2) (197.0)Net income$262,734 43.9 % $293,703 56.6 % $179,386 36.2 % (10.5)% 63.7 %RevenueFiscal 2019 Compared to Fiscal 2018Total revenue increased by $79.5 million during fiscal 2019 as compared to the prior fiscal year. The increase of $79.5 million was due to an increase inlicense revenue of $77.6 million and an increase in maintenance revenue of $4.4 million, partially offset by a decrease in services and other revenue of $(2.5)million, as compared to the prior fiscal year.Fiscal 2018 Compared to Fiscal 2017Total revenue increased by $24.4 million during fiscal 2018 as compared to the prior fiscal year. The increase of $24.4 million was due to an increase inlicense revenue of $19.3 million, an increase in maintenance revenue of $4.1 million, and an increase in services and other revenue of $1.1 million ascompared to the prior fiscal year.29Table of ContentsLicense Revenue Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)License revenue$404,122 $326,549 $307,259 $77,573 23.8% $19,290 6.3%As a percent of total revenue67.5% 62.9% 62.1% Fiscal 2019 Compared to Fiscal 2018The increase in license revenue of $77.6 million during fiscal 2019 as compared to the prior fiscal year was primarily due to an increase in bookingsand the timing of renewals.Fiscal 2018 Compared to Fiscal 2017The increase in license revenue of $19.3 million during fiscal 2018 as compared to the prior fiscal year was primarily due to the timing of renewals.Maintenance Revenue Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Maintenance revenue$165,436 $161,065 $157,012 $4,371 2.7% $4,053 2.6%As a percent of total revenue27.6% 31.0% 31.8% Fiscal 2019 Compared to Fiscal 2018The increase in maintenance revenue of $4.4 million during fiscal 2019 as compared to the prior fiscal year was primarily due to growth of our base ofarrangements, which include maintenance, being recognized on a ratable basis.We expect maintenance revenue to increase as a result of: (i) having a larger base of arrangements recognized on a ratable basis; (ii) increased customerusage of our software; (iii) adding new customers; and (iv) escalating annual payments.Fiscal 2018 Compared to Fiscal 2017The increase in maintenance revenue of $4.1 million during fiscal 2018 as compared to the prior fiscal year was primarily due to growth of our base ofarrangements, which include maintenance, being recognized on a ratable basis.Services and Other Revenue Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Services and other revenue$28,787 $31,245 $30,156 $(2,458) (7.9)% $1,089 3.6%As a percent of total revenue4.9% 6.1% 6.1% We recognize professional services revenue for our time-and-materials ("T&M") contracts based upon hours worked and contractually agreed-uponhourly rates. Revenue from fixed-price engagements is recognized using the proportional performance method based on the ratio of costs incurred to the totalestimated project costs.Fiscal 2019 Compared to Fiscal 2018Services and other revenue decreased by $2.5 million during fiscal 2019 as compared to the prior fiscal year primarily due to the timing of professionalservices engagements.30Table of ContentsFiscal 2018 Compared to Fiscal 2017Services and other revenue increased by $1.1 million during fiscal 2018 as compared to the prior fiscal year primarily due to the timing of professionalservices engagements.Cost of RevenueCost of License Revenue Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Cost of license revenue$7,060 $5,236 $4,231 $1,824 34.8% $1,005 23.8%As a percent of license revenue1.7% 1.6% 1.4% Cost of license revenue increased by $1.8 million during fiscal 2019 as compared to the prior fiscal year primarily due to higher amortization ofintangibles of $2.3 million. Cost of license revenue increased by $1.0 million during fiscal year 2018 as compared to the prior fiscal year primarily due tohigher amortization of intangibles of $1.3 million. License gross profit margin was 98.3% in fiscal 2019 and was consistent with 98.4% and 98.6% in fiscalyears 2018 and 2017, respectively.Cost of Maintenance Revenue Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Cost of maintenance revenue$19,208 $17,408 $16,821 $1,800 10.3% $587 3.5%As a percent of maintenancerevenue11.6% 10.8% 10.7% Cost of maintenance revenue increased by $1.8 million during fiscal 2019 as compared to the prior fiscal year primarily due to higher headcountrelated costs. Cost of maintenance revenue increased by $0.6 million during fiscal year 2018 as compared to the prior fiscal year primarily due to higherheadcount related costs. Maintenance gross profit margin was 88.4% in fiscal 2019 and was consistent with 89.2% and 89.3% in fiscal years 2018 and 2017,respectively.Cost of Services and Other Revenue Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Cost of services and otherrevenue$31,548 $28,000 $26,414 $3,548 12.7% $1,586 6.0%As a percent of services and otherrevenue109.6% 89.6% 87.6% Cost of services and other revenue increased by $3.5 million during fiscal 2019 as compared to the prior fiscal year primarily due to higher cost ofprofessional services revenue. Cost of services and other revenue increased by $1.6 million during fiscal 2018 as compared to the prior fiscal year primarilydue to higher cost of professional services revenue. Services and other gross profit margin was (9.6)% in fiscal 2019, compared to 10.4% and 12.4% in fiscalyears 2018 and 2017, respectively.The timing of revenue and expense recognition on professional service arrangements can impact the comparability of cost and gross profit margin ofprofessional services revenue from year to year. For example, revenue from fixed-price31Table of Contentsengagements is recognized using the proportional performance method based on the ratio of costs incurred to the total estimated project costs.Gross Profit Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Gross profit$540,529 $468,215 $446,961 $72,314 15.4% $21,254 4.8%As a percent of total revenue90.3% 90.2% 90.4% For further discussion of subscription and software gross profit and services and other gross profit, please refer to the “Cost of License Revenue," "Costof Maintenance Revenue," and “Cost of Services and Other Revenue” sections above.Fiscal 2019 Compared to Fiscal 2018Gross profit increased by $72.3 million during fiscal 2019 as compared to the prior fiscal year and gross profit margin remained consistent at 90.3% infiscal 2019 compared to 90.2% in fiscal 2018.Fiscal 2018 Compared to Fiscal 2017Gross profit increased by $21.3 million during fiscal 2018 as compared to the prior fiscal year and gross profit margin remained consistent at 90.2% infiscal 2018 compared to 90.4% in fiscal 2017.Operating ExpensesSelling and Marketing Expense Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Selling and marketing expense$111,374 $99,737 $91,977 $11,637 11.7% $7,760 8.4%As a percent of total revenue18.6% 19.2% 18.6% Fiscal 2019 Compared to Fiscal 2018The year-over-year increase in selling and marketing expense in fiscal 2019 as compared to the prior fiscal year was primarily due to highercompensation costs of $4.9 million related to an increase in headcount, higher commissions expense of $3.8 million, higher marketing costs of $1.2 milliondue to our biennial customer conference held in fiscal 2019, and higher stock-based compensation of $1.1 million.Fiscal 2018 Compared to Fiscal 2017The year-over-year increase in selling and marketing expense in fiscal 2018 as compared to the prior fiscal year was primarily due to highercompensation costs of $3.8 million related to an increase in headcount, higher commissions expense of $2.1 million, and higher travel and sales trainingcosts of $1.6 million.Research and Development Expense Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Research and developmentexpense$83,122 $82,076 $79,530 $1,046 1.3% $2,546 3.2%As a percent of total revenue13.9% 15.8% 16.1% 32Table of ContentsFiscal 2019 Compared to Fiscal 2018The year-over-year increase in research and development expense in fiscal 2019 as compared to the prior fiscal year was primarily due to highercompensation costs of $1.2 million related to an increase in headcount, partially offset by lower stock-based compensation of $0.7 million.Fiscal 2018 Compared to Fiscal 2017The year-over-year increase in research and development expense in fiscal 2018 was primarily due to higher compensation costs of $3.5 million relatedto an increase in headcount, and higher stock-based compensation of $1.8 million, partially offset by lower acquisition and acquired technology costs of $2.5million.In fiscal 2017, we acquired technology for $2.3 million. At the time we acquired the technology, the projects to develop commercially availableproducts did not meet the accounting definition of having reached technological feasibility and therefore the cost of the acquired technology was expensedas a research and development expense.General and Administrative Expense Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)General and administrativeexpense$63,231 $67,181 $58,735 $(3,950) (5.9)% $8,446 14.4%As a percent of total revenue10.6% 12.9% 11.9% Fiscal 2019 Compared to Fiscal 2018The year-over-year decrease in general and administrative expense during fiscal 2019 as compared to the prior fiscal year was primarily due to lowerbad debt expense of $9.3 million and a decrease of $1.5 million associated with a litigation judgment in the prior period, partially offset by higher stock-based compensation of $3.4 million and higher compensation costs of $2.6 million related to an increase in headcountFiscal 2018 Compared to Fiscal 2017The year-over-year increase in general and administrative expense during fiscal 2018 as compared to the prior fiscal year was primarily due to higherbad debt expense of $4.9 million, higher compensation costs of $2.4 million related to an increase in headcount, higher stock-based compensation of $1.9million, and an increase in expense of $1.7 million associated with a litigation judgment, partially offset by lower acquisition costs of $1.4 million and loweramortization expense of $0.9 million.Interest Income Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Interest income$28,457 $24,954 $22,942 $3,503 14.0% $2,012 8.8%As a percent of total revenue4.8% 4.8% 4.6% Fiscal 2019 Compared to Fiscal 2018The year-over-year increase in interest income during fiscal 2019 as compared to the prior fiscal year was due to growth in the base of contracts.Fiscal 2018 Compared to Fiscal 2017The year-over-year increase in interest income during fiscal 2018 as compared to the prior fiscal year was due to growth in the base of contracts.We expect interest income to continue to increase as a result of: (i) increased customer usage of our software; (ii) adding new customers; and(iii) escalating annual payments.33Table of ContentsInterest Expense Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Interest expense$(8,733) $(5,691) $(3,787) $(3,042) 53.5% $(1,904) 50.3%As a percent of total revenue(1.5)% (1.1)% (0.8)% Fiscal 2019 Compared to Fiscal 2018The year-over-year increase in interest expense during fiscal 2019 as compared to the prior fiscal year was primarily due to interest expenses related tohigher interest rates and an increase in borrowings under our Credit Agreement.Fiscal 2018 Compared to Fiscal 2017The year-over-year increase in interest expense during fiscal 2018 as compared to the prior fiscal year was primarily due to interest expenses related tohigher interest rates and an increase in borrowings under our Credit Agreement.Other Income (Expense), Net Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Other income (expense), net$664 $(838) $1,309 $1,502 (179.2)% $(2,147) (164.0)%As a percent of total revenue0.1% (0.2)% 0.3% Other income (expense), net is comprised primarily of unrealized and realized foreign currency exchange gains and losses generated from the settlementand remeasurement of transactions denominated in currencies other than the functional currency of our operating units. Other income (expense), net alsoincludes miscellaneous non-operating gains and losses.During fiscal 2019, other income (expense), net was comprised of $0.7 million of net foreign currency exchange gains. During fiscal 2018, otherincome (expense), net was comprised of $(0.8) million of net foreign currency exchange losses. During fiscal 2017, other income (expense), net wascomprised of a $0.7 million litigation related recovery receipt and other net currency gains.Provision for Income Taxes Year Ended June 30, 2019 Compared to 2018 2018 Compared to 2017 2019 2018 2017 $ % $ % As Adjusted As Adjusted (Dollars in Thousands)Provision for income taxes$40,456 $(56,057) $57,797 $96,513 (172.2)% $(113,854) (197.0)%Effective tax rate13.4% (23.6)% 24.4% Fiscal 2019 Compared to Fiscal 2018The effective tax rate for the periods presented is primarily the result of income earned in the U.S. taxed at U.S. federal and state statutory income taxrates, income earned in foreign tax jurisdictions taxed at the applicable rates, as well as the impact of permanent differences between book and tax income.On December 22, 2017, the President of the United States signed into law Public Law No. 115-97, commonly referred to as the Tax Cuts and Jobs Act(the “Tax Act”), following its passage by the United States Congress. The Tax Act made significant changes to U.S. federal income tax laws, includingreduction of the corporate tax rate from 35.0% to 21.0%, and the implementation of a territorial tax system resulting in a one-time transition tax on theunremitted earnings of our foreign subsidiaries. The Tax Act also contains additional provisions that are effective for us in fiscal year 2019, including a new34Table of Contentsdeduction for Foreign-Derived Intangible Income (“FDII”), the repeal of the domestic production activity deduction, a new tax on Global Intangible Low-Taxed Income (“GILTI”), and increased limitations on the deductibility of certain executive compensation.Under U.S. GAAP, we are allowed to make an accounting policy choice to either (i) treat taxes due on future U.S. inclusions in taxable income related toGILTI as a current-period expense when incurred (the "period cost method"); or (ii) factor in such amounts into the measurement of our deferred taxes (the"deferred method"). Our selection of an accounting policy related to the GILTI tax provisions depends, in part, on analyzing our global income to determinewhether we expect to have future U.S. inclusions in taxable income related to GILTI and, if so, what the impact is expected to be. While our future globaloperations depend on a number of different factors, we do expect to have future U.S. inclusions in taxable income related to GILTI. Further, we have made apolicy decision to record GILTI tax as a current-period expense when incurred. We expect to continue to account for the tax on GILTI as a period cost andtherefore has not adjusted any of the deferred tax assets and liabilities of its foreign subsidiaries in connection with the Tax Act.The Tax Act has several significant changes that impact all taxpayers, including a transition tax, which is a one-time tax charge on accumulated,undistributed foreign earnings. The calculation of accumulated foreign earnings requires an analysis of each foreign entity’s financial results going back to1986. We have concluded that we will not be subject to the transition tax associated with our accumulated, undistributed foreign earnings. We do notprovide deferred taxes on unremitted earnings of our foreign subsidiaries as we intend to indefinitely reinvest those earnings.Our effective tax rate was 13.4% and (23.6)% during fiscal 2019 and 2018, respectively.We recognized income tax expense of $40.5 million during fiscal 2019 compared to a tax benefit of $(56.1) million during fiscal 2018. Fiscal 2019 wasfavorably impacted by the FDII deduction, the recognition of excess tax benefits related to stock-based compensation and the lower U.S. statutory tax rate of21.0% as a result of the enactment of the Tax Act discussed above. Assuming certain requirements are met, the FDII deduction is a benefit for US companiesthat sell their products or services to customers outside the US. Fiscal 2018 was favorably impacted by the revaluation of our deferred income tax liabilitiesusing the reduced corporate income tax rate as the result of the Tax Act, recognition of excess tax benefits related to stock-based compensation and thedomestic production activity deduction.As of June 30, 2019, we maintained a valuation allowance in the U.S. primarily for certain deferred tax assets related to the investment in a jointventure. We also maintain a valuation allowance on certain foreign subsidiary net operating loss carryforwards and state research and development ("R&D")credits because it is more likely than not that a benefit will not be realized. During fiscal 2019, we released a valuation allowance for the deferred tax assetsrelated to capital losses that expired unused. As of June 30, 2019 and 2018, our total valuation allowance was $4.9 million and $10.4 million, respectively.We made cash tax payments totaling $53.2 million during fiscal 2019. We paid $44.5 million for U.S. federal and state income taxes and $8.7 millionfor foreign tax liabilities.Fiscal 2018 Compared to Fiscal 2017The effective tax rate for the periods presented is primarily the result of income earned in the U.S. taxed at U.S. federal and state statutory income taxrates, income earned in foreign tax jurisdictions taxed at the applicable rates, as well as the impact of permanent differences between book and tax income.Our effective tax rate was (23.6)% and 24.4% during fiscal 2018 and 2017, respectively.Our effective tax rate decreased in fiscal 2018 compared to the same period in 2017 due to the tax benefit recorded during fiscal 2018 for therevaluation of our deferred tax liabilities of approximately $115.5 million as the result of the Tax Act using the reduced corporate income tax rate from 35%to a blended tax rate of 28.1%, recognition of excess tax benefits related to stock-based compensation and the domestic production activity deduction. Fiscal2017 was favorably impacted primarily by an income tax benefit of $19.1 million resulted from the release of tax contingency reserves following anexamination of our fiscal 2015 federal tax return by the IRS.As of June 30, 2018, we maintained a valuation allowance in the U.S. primarily for certain deferred tax assets related to capital losses that areanticipated to expire unused. We also maintain a valuation allowance on certain foreign subsidiary net operating loss carryforwards and state R&D creditsbecause it is more likely than not that a benefit will not be realized. As of June 30, 2018 and 2017, our total valuation allowance was $10.4 million and $11.3million, respectively.We made cash tax payments totaling $50.6 million during fiscal 2018. We paid $44.0 million for U.S. federal and state income taxes and $6.6 millionfor foreign tax liabilities.35Table of ContentsLiquidity and Capital ResourcesResourcesIn recent years, we have financed our operations with cash generated from operating activities. As of June 30, 2019 and 2018, our principal sources ofliquidity consisted of $71.9 million and $96.2 million in cash and cash equivalents, respectively.We believe our existing cash and cash equivalents, together with our cash flows from operating activities, will be sufficient to meet our anticipated cashneeds for at least the next twelve months. We may need to raise additional funds if we decide to make one or more acquisitions of businesses, technologies orproducts. If additional funding for such purposes is required beyond existing resources and our Credit Agreement described below, we may not be able toeffect a receivable, equity or debt financing on terms acceptable to us or at all.Credit Agreement On February 26, 2016, we entered into a $250.0 million Credit Agreement (the “Credit Agreement”) with JPMorgan Chase Bank, N.A., asadministrative agent, Silicon Valley Bank, as syndication agent, and the lenders and other parties named therein (the “Lenders”). On August 9, 2017, weentered into an Amendment to increase the Credit Agreement to $350.0 million. The indebtedness evidenced by the Credit Agreement matures on February26, 2021. Prior to the maturity of the Credit Agreement, any amounts borrowed may be repaid and, subject to the terms and conditions of the CreditAgreement, borrowed again in whole or in part without penalty. We had $220.0 million and $170.0 million in outstanding borrowings under the CreditAgreement as of June 30, 2019 and 2018, respectively.For a more detailed description of the Credit Agreement, refer to Note 11, "Credit Agreement," to our Consolidated Financial Statements.Cash Equivalents and Cash FlowsOur cash equivalents of $1.0 million and $5.0 million as of June 30, 2019 and 2018, respectively, consisted of money market funds. The objective ofour investment policy is to manage our cash and investments to preserve principal and maintain liquidity.The following table summarizes our cash flow activities for the periods indicated: Year Ended June 30, 2019 2018 2017 (Dollars in Thousands)Cash flow provided by (used in): Operating activities$238,313 $206,936 $182,386Investing activities(7,665) (34,360) (36,698)Financing activities(254,527) (178,479) (362,017)Effect of exchange rates on cash balances(360) 114 (53)Decrease in cash and cash equivalents$(24,239) $(5,789) $(216,382)Operating ActivitiesOur primary source of cash is from the annual installments associated with our software license arrangements and related software support services, andto a lesser extent from professional services and training. We believe that cash inflows from our term license business will grow as we benefit from thecontinued growth of our portfolio of term license contracts.Fiscal 2019Cash from operating activities provided $238.3 million during fiscal 2019. This amount resulted from net income of $262.7 million, adjusted for non-cash items of $8.7 million, and net uses of cash of $(33.1) million related to changes in working capital.Non-cash items within net income consisted primarily of stock-based compensation expense of $27.6 million, depreciation and amortization expenseof $8.1 million, deferred income taxes of $(26.8) million, provision for bad debts of $0.6 million, and net foreign currency gains of $(1.3) million.36Table of ContentsCash used by working capital of $(33.1) million was primarily attributable to cash used by increases in contract assets of $59.3 million, increases inaccounts receivable of $6.6 million, increases in contract costs of $4.5 million, and increases in prepaid expenses, prepaid income taxes, and other assets of$2.4 million, partially offset by cash provided by increases in accounts payable, accrued expenses and other current liabilities of $21.9 million, and increasesin deferred revenue of $17.8 million. The increase in accounts payable, accrued expenses and other current liabilities is primarily due to an increase inincome taxes payable as of June 30, 2019 from the tax liability associated with adopting Topic 606. There was a correlating decrease in deferred incometaxes during fiscal 2019.Fiscal 2018Cash from operating activities provided $206.9 million during fiscal 2018. This amount resulted from net income of $293.7 million, adjusted for non-cash items of $(78.3) million, and net uses of cash of $(8.5) million related to changes in working capital.Non-cash items within net income consisted primarily of stock-based compensation expense of $22.7 million, depreciation and amortization expenseof $6.5 million, deferred income taxes of $(110.3) million, provision for bad debts of $1.4 million, and net foreign currency losses of $1.0 million.Cash used by working capital of $(8.5) million was primarily attributable to cash used by decreases in deferred revenue of $17.4 million and increasesin contract costs of $0.6 million, partially offset by cash provided by decreases in accounts receivable of $0.8 million, decreases in prepaid expenses, prepaidincome taxes, and other assets of $3.8 million, decreases in contract assets of $3.6 million, and increases in accounts payable, accrued expenses and othercurrent liabilities of $1.2 million.Fiscal 2017Cash from operating activities provided $182.4 million during fiscal 2017. This amount resulted from net income of $179.4 million, adjusted for non-cash items of $30.2 million million, and net sources of cash of $(27.2) million related to changes in working capital.Non-cash items within net income consisted primarily of stock-based compensation expense of $18.8 million, depreciation and amortization expenseof $6.4 million, deferred income taxes of $5.3 million, net foreign currency gains of $(1.0) million, and provision for bad debts of $0.2 million,Cash used by working capital of $(27.2) million was primarily attributable to cash used by increases in accounts receivable of $8.2 million, increases incontract assets of $4.3 million, decreases in deferred revenue of $3.1 million, increases in contract costs of $0.2 million, increases in prepaid expenses,prepaid income taxes, and other assets of $2.4 million, and decreases in accounts payable, accrued expenses and other current liabilities of $9.1 million.Investing ActivitiesFiscal 2019During fiscal 2019, we used $7.7 million of cash from investing activities. We used $6.1 million for business acquisitions, $1.1 million for capitalizedcomputer software development costs, and $0.4 million for capital expenditures.Fiscal 2018During fiscal 2018, we used $34.4 million of cash from investing activities. We used $33.7 million for business acquisitions, $0.3 million forcapitalized computer software development costs, and $0.3 million for capital expenditures.Fiscal 2017During fiscal 2017, we used $36.7 million of cash from investing activities. We used $683.7 million for purchases of marketable securities, $36.2million for business acquisitions, $2.7 million for capital expenditures, and $0.4 million for capitalized computer software development costs, partially offsetby $686.3 million for maturities of marketable securities.Financing ActivitiesFiscal 2019During fiscal 2019, we used $254.5 million of cash for financing activities. We used $299.2 million for repurchases of our common stock, $1.7 millionfor deferred business acquisition payments, and $14.5 million for withholding taxes on vested37Table of Contentsand settled restricted stock units. Sources of cash in the period included proceeds of $50.0 million from the Credit Agreement and proceeds of $10.9 millionfrom the exercise of employee stock options.Fiscal 2018During fiscal 2018, we used $178.5 million of cash for financing activities. We used $205.0 million for repurchases of our common stock, $8.6 millionfor deferred business acquisition payments, $7.9 million for withholding taxes on vested and settled restricted stock units, and $0.4 million for issuance costsrelated to our Credit Agreement. Sources of cash in the period included proceeds of $30.0 million from the Credit Agreement and proceeds of $13.5 millionfrom the exercise of employee stock options.Fiscal 2017During fiscal 2017, we used $362.0 million of cash for financing activities. We used $371.5 million for repurchases of our common stock and $5.8million for withholding taxes on vested and settled restricted stock units, partially offset by proceeds of $9.3 million from the exercise of employee stockoptions and $6.0 million from excess tax benefits from stock-based compensation.Contractual Obligations and RequirementsOur contractual obligations consisted primarily of borrowings and interest under our Credit Agreement, operating lease commitments for ourheadquarters and other facilities, royalty and other obligations and were as follows as of June 30, 2019: Payments due by Period Total Less than 1 Year 1 to 3 Years 3 to 5 Years More than 5 YearsContractual Cash Obligations: Credit agreement (1)$229,028 $229,028 $— $— $—Operating leases36,834 8,399 14,334 10,794 3,307Royalty obligations5,522 3,967 870 233 452Deferred acquisition payments6,124 4,600 1,524 — —Other purchase obligations18,254 12,667 3,825 1,496 266Total contractual cash obligations$295,762 $258,661 $20,553 $12,523 $4,025Other Commercial Commitments: Standby letters of credit$3,934 $3,202 $464 $— $268Total commercial commitments$299,696 $261,863 $21,017 $12,523 $4,293____________________________________________(1)The $229.0 million contractual obligation related to our Credit Agreement includes $220.0 million in outstanding borrowings and $9.0 million ofinterest expense and commitment fees as of June 30, 2019.Except for the commitments under the aforementioned lease agreement, we are not currently a party to any other material purchase contracts related tofuture capital expenditures, and we do not expect our future investment in capital expenditures to be materially different from recent levels.The standby letters of credit were issued by Silicon Valley Bank in the United States and secure our performance on professional services contracts andcertain facility leases.The above table does not reflect a liability for uncertain tax positions of $5.4 million as of June 30, 2019. We estimate that none of this amount will bepaid within the next year and we are currently unable to reasonably estimate the timing of payments for the remainder of the liability.Off-Balance Sheet ArrangementsAs of June 30, 2019, we did not have any significant off-balance sheet arrangements, as defined in Item 303(a)(4)(ii) of SEC Regulation S-K.Critical Accounting Estimates and Judgments38Table of ContentsOur consolidated financial statements are prepared in accordance with GAAP. The preparation of our financial statements requires management to makeestimates and judgments that affect the reported amounts of assets, liabilities, revenue, expenses and related disclosures. We base our estimates on historicalexperience and various other assumptions that we believe to be reasonable under the circumstances, the results of which form the basis for making judgmentsabout the carrying values of assets and liabilities that are not readily apparent from other sources. Actual results may differ from these estimates underdifferent assumptions or conditions.We believe that the assumptions and estimates associated with revenue recognition policies have the greatest potential impact on our consolidatedfinancial statements.Our accounting policies for revenue recognition were updated as a result of adopting Topic 606. For further information on our significant accountingpolicies, refer to Note 2, "Significant Accounting Policies," and Note 3, "Revenue from Contracts with Customers," to our Consolidated Financial Statements.Revenue RecognitionIn accordance with Topic 606, we account for a customer contract when both parties have approved the contract and are committed to perform theirrespective obligations, each party’s rights can be identified, payment terms can be identified, the contract has commercial substance, and it is probable thatwe will collect substantially all of the consideration to which we are entitled. Revenue is recognized when, or as, performance obligations are satisfied bytransferring control of a promised product or service to a customer.Nature of Products and ServicesWe generate revenue from the following sources: (1) License revenue; (2) Maintenance revenue; and (3) Services and other revenue. We sell oursoftware products to end users primarily under fixed-term licenses. We license our software products primarily through a subscription offering which we referto as our aspenONE licensing model, which includes software maintenance and support, known as our Premier Plus SMS offering, for the entire term. OuraspenONE products are organized into three suites: 1) engineering; 2) manufacturing and supply chain; and 3) asset performance management. TheaspenONE licensing model provides customers with access to all of the products within the aspenONE suite(s) they license. We refer to these arrangements astoken arrangements. Tokens are fixed units of measure. The amount of software usage is limited by the number of tokens purchased by the customer.We also license our software through point product term arrangements, which include our Premier Plus SMS offering for the entire term.We determine revenue recognition through the following steps:• Identification of the contract, or contracts, with a customer;• Identification of the performance obligations in the contract;• Determination of the transaction price;• Allocation of the transaction price to the performance obligations in the contract; and• Recognition of revenue when, or as, we satisfy a performance obligation.Term-based Arrangements: Term-based arrangements consist of on-premise term licenses as well as maintenance.LicenseLicense revenue consists primarily of product and related revenue from our aspenONE licensing model and point product arrangements.When a customer elects to license our products under our aspenONE licensing model, the customer receives, for the term of the arrangement, the right toall software products in the licensed aspenONE software suite. When a customer elects to license point products, the customer receives, for the term of thearrangement, the right to license specified products in the licensed aspenONE software suite. Revenue from initial product licenses is recognized upfrontupon delivery.39Table of ContentsMaintenanceWhen a customer elects to license our products under our aspenONE licensing model, our Premier Plus SMS offering is included for the entire term ofthe arrangement and the customer receives, for the term of the arrangement, the right to any updates that may be introduced into the licensed aspenONEsoftware suite. When a customer elects to license point products, our Premier Plus SMS offering is included for the entire term of the arrangement and thecustomer receives, for the term of the arrangement, the right to any updates that may be introduced related to the specified products licensed. Maintenancerepresents a stand-ready obligation and, due to our obligation to provide unspecified future software updates on a when-and-if available basis as well astelephone support services, we are required to recognize revenue ratably over the term of the arrangement.Services and Other RevenueProfessional Services RevenueProfessional services are provided to customers on a T&M or fixed-price basis. The obligation to provide professional services is generally satisfiedover time, with the customer simultaneously receiving and consuming the benefits as we satisfy our performance obligation. For professional services,revenue is recognized by measuring progress toward the completion of our obligations. We recognize professional services fees for our T&M contracts basedupon hours worked and contractually agreed-upon hourly rates. Revenue from fixed-price engagements is recognized using the proportional performancemethod based on the ratio of costs incurred to the total estimated project costs. The use of the proportional performance method is dependent upon our abilityto reliably estimate the costs to complete a project. We use historical experience as a basis for future estimates to complete current projects. Additionally, webelieve that costs are the best available measure of performance. Out-of-pocket expenses which are reimbursed by customers are recorded as revenue.Training RevenueWe provide training services to our customers, including on-site, Internet-based, public and customized training. The obligation to provide trainingservices is generally satisfied over time, with the customer simultaneously receiving and consuming the benefits as we satisfy our performance obligation.Revenue is recognized in the period in which the services are performed.Contracts with Multiple Performance ObligationsOur contracts generally contain more than one of the products and services listed above, each of which is separately accounted for as a distinctperformance obligation.Allocation of consideration: We allocate total contract consideration to each distinct performance obligation in an arrangement on a relativestandalone selling price basis. The standalone selling price reflects the price we would charge for a specific product or service if it was sold separately insimilar circumstances and to similar customers.If the arrangement contains professional services and other products or services, we allocate to the professional service obligation a portion of the totalcontract consideration based on the standalone selling price of professional services that is observed from consistently priced standalone sales.The standalone selling price for term licenses, which are always sold with maintenance, is the price for the combined license and maintenance bundle.The amount assigned to the license and maintenance bundle is separated into license and maintenance amounts using the respective standalone selling pricesrepresented by the value relationship between the software license and maintenance.When two or more contracts are entered into at or near the same time with the same customer, we evaluate the facts and circumstances associated withthe negotiation of those contracts. Where the contracts are negotiated as a package, we will account for them as a single arrangement and allocate theconsideration for the combined contracts among the performance obligations accordingly.Standalone selling price: When available, we use directly observable transactions to determine the standalone selling prices for performanceobligations. Generally, directly observable data is not available for term licenses and maintenance. When term licenses are sold together with maintenance ina bundled arrangement, we estimate a standalone selling price for these distinct performance obligations using relevant information, including our overallpricing objectives and strategies and historical pricing data, and taking into consideration market conditions and other factors.40Table of ContentsOther policies and judgmentsPayment terms and conditions vary by contract type, although terms generally include a requirement of payment annually over the term of the licensearrangement. Therefore, we generally receive payment from a customer after the performance obligation related to the license has been satisfied, andtherefore, our contracts generally contain a significant financing component. The significant financing component is calculated utilizing an interest rate thatderives the net present value of the performance obligations delivered on an upfront basis based on the allocation of consideration. We have instituted acustomer portfolio approach in assigning interest rates. The rates are determined at contract inception and are based on the credit characteristics of thecustomers within each portfolio.Contract modificationsWe sometimes enter into agreements to modify previously executed contracts, which constitute contract modifications. We assess each of these contractmodifications to determine (i) if the additional products and services are distinct from the products and services in the original arrangement; and (ii) if theamount of consideration expected for the added products and services reflects the stand-alone selling price of those products and services, as adjusted forcontract-specific circumstances. A contract modification meeting both criteria is accounted for as a separate contract. A contract modification not meetingboth criteria is considered a change to the original contract and is accounted for on either (i) a prospective basis as a termination of the existing contract andthe creation of a new contract; or (ii) a cumulative catch-up basis. Generally, our contract modifications meet both criteria and are accounted for as a separatecontract, as adjusted for contract-specific circumstances.Contract CostsWe pay commissions for new product sales as well as for renewals of existing contracts. Commissions paid to obtain renewal contracts are notcommensurate with the commissions paid for new product sales and therefore, a portion of the commissions paid for new contracts relate to future renewals.We account for new product sales commissions using a portfolio approach and allocate the cost of commissions in proportion to the allocation oftransaction price of license and maintenance performance obligations, including assumed renewals. Commissions allocated to the license and license renewalcomponents are expensed at the time the license revenue is recognized. Commissions allocated to maintenance are capitalized and amortized on a straight-line basis over a period of four to eight years for new contracts, reflecting our estimate of the expected period that we will benefit from those commissions.Amortization of capitalized contract costs is included in sales and marketing expenses in our Condensed Consolidated Statement of Operations.Recent Accounting PronouncementsRefer to Note 2 (n) "New Accounting Pronouncements Adopted in Fiscal 2019" and Note 2 (o) "Recently Issued Accounting Pronouncements," to ourConsolidated Financial Statements for information about recent accounting pronouncements.Item 7A. Quantitative and Qualitative Disclosures about Market Risk.In the ordinary course of conducting business, we are exposed to certain risks associated with potential changes in market conditions. These marketrisks include changes in currency exchange rates and interest rates which could affect operating results, financial position and cash flows. We manage ourexposure to these market risks through our regular operating and financing activities and, if considered appropriate, we may enter into derivative financialinstruments such as forward currency exchange contracts.Foreign Currency RiskDuring fiscal 2019 and 2018, 10.2% and 9.1% of our total revenue was denominated in a currency other than the U.S. dollar. In addition, certain of ouroperating costs incurred outside the United States are denominated in currencies other than the U.S. dollar. We conduct business on a worldwide basis and asa result, a portion of our revenue, earnings, net assets, and net investments in foreign affiliates is exposed to changes in foreign currency exchange rates. Wemeasure our net exposure for cash balance positions and for cash inflows and outflows in order to evaluate the need to mitigate our foreign exchange risk. Wemay enter into foreign currency forward contracts to minimize the impact related to unfavorable exchange rate movements,41Table of Contentsalthough we have not done so during fiscal 2019 and fiscal 2018. Our largest exposures to foreign currency exchange rates exist primarily with the Euro,Pound Sterling, Canadian Dollar, and Japanese Yen.During fiscal 2019 and fiscal 2018, we recorded net foreign currency gains of $0.7 million and losses of $(0.8) million, respectively, related to thesettlement and remeasurement of transactions denominated in currencies other than the functional currency of our operating units. Our analysis of operatingresults transacted in various foreign currencies indicated that a hypothetical 10% change in the foreign currency exchange rates could have increased ordecreased the consolidated results of operations by approximately $4.8 million for fiscal 2019 and 2018.Interest Rate RiskWe place our investments in money market instruments. Our analysis of our investments and interest rates at June 30, 2019 and 2018 indicated that ahypothetical 100 basis point increase or decrease in interest rates would not have a material impact on the fair value of our investments determined inaccordance with an income-based approach utilizing portfolio future cash flows discounted at the appropriate rates.We had $220.0 million in outstanding borrowings under our Credit Agreement as of June 30, 2019. A hypothetical 10% increase or decrease in interestrates paid on outstanding borrowings under the Credit Agreement would not have a material impact on our financial position, results of operations or cashflows.Item 8. Financial Statements and Supplementary Data.The following consolidated financial statements specified by this Item, together with the reports thereon of KPMG LLP, are presented followingItem 15 of this Form 10-K:Financial Statements:Report of Independent Registered Public Accounting FirmConsolidated Statements of Operations for the years ended June 30, 2019, 2018 and 2017Consolidated Statements of Comprehensive Income for the years ended June 30, 2019, 2018 and 2017Consolidated Balance Sheets as of June 30, 2019 and 2018Consolidated Statements of Stockholders' Equity for the years ended June 30, 2019, 2018 and 2017Consolidated Statements of Cash Flows for the years ended June 30, 2019, 2018 and 2017Notes to Consolidated Financial StatementsItem 9. Changes in and Disagreements with Accountants on Accounting and Financial Disclosure.None.Item 9A. Controls and ProceduresEvaluation of Disclosure Controls and Procedures As required by Rule 13a‑15(b) under the Securities Exchange Act of 1934, as amended, or Exchange Act, as of the end of the period covered by thisreport, we carried out an evaluation under the supervision and with the participation of our management, including our Chief Executive Officer and ChiefFinancial Officer, of the effectiveness of our disclosure controls and procedures. In designing and evaluating our disclosure controls and procedures, werecognize that any controls and procedures, no matter how well designed and operated, can provide only reasonable assurance of achieving the desiredcontrol objectives, and our management necessarily applies its judgment in evaluating and implementing possible controls and procedures. The effectivenessof our disclosure controls and procedures is also necessarily limited by the staff and other resources available to us and the geographic diversity of ouroperations. Based upon that evaluation, the Chief Executive Officer and Chief Financial Officer concluded that, as of the end of the period covered by thisreport, our disclosure controls and procedures were not effective due to a material weakness in internal control over financial reporting discussed below inManagement’s Annual Report on Internal Control Over Financial Reporting. Management’s Annual Report on Internal Control Over Financial Reporting Management of the Company is responsible for establishing and maintaining adequate internal control over financial reporting as defined inRules 13a‑15(f) and 15d‑15(f) under the Securities Exchange Act of 1934. The Company’s internal control over financial reporting is designed to providereasonable assurance regarding the reliability of financial reporting and42Table of Contentsthe preparation of financial statements for external purposes in accordance with generally accepted accounting principles. The Company’s internal controlover financial reporting includes those policies and procedures that: (i) pertain to the maintenance of records that, in reasonable detail, accurately and fairly reflect the transactions and dispositions of theassets of the Company; (ii) provide reasonable assurance that transactions are recorded as necessary to permit preparation of financial statements in accordancewith generally accepted accounting principles, and that receipts and expenditures of the Company are being made only inaccordance with authorizations of management and directors of the Company; and (iii) provide reasonable assurance regarding prevention or timely detection of unauthorized acquisition, use or disposition of theCompany’s assets that could have a material effect on the financial statements. Because of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of anyevaluation of effectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degreeof compliance with the policies or procedures may deteriorate.A material weakness is a deficiency, or a combination of deficiencies, in internal control over financial reporting, such that there is a reasonablepossibility that a material misstatement of our annual or interim financial statements will not be prevented or detected on a timely basis.Management, including our Chief Executive Officer and Chief Financial Officer, assessed the effectiveness of the Company’s internal control overfinancial reporting as of June 30, 2019. In making this assessment, management used the criteria set forth by the Committee of Sponsoring Organizations ofthe Treadway Commission (COSO) in Internal Control-Integrated Framework (2013). Based on this assessment, management has concluded that our internalcontrol over financial reporting was not effective as of June 30, 2019, due to the material weakness in our internal control over financial reporting discussedbelow. We did not effectively design process level control activities over the accuracy of the retrospective restatement of revenue and related contract balancesrecorded upon the adoption of ASC Topic 606, and the classification of contract cost assets and related deferred tax assets and liabilities on the consolidatedbalance sheet. The control deficiencies identified resulted from an ineffective risk assessment and the lack of timely creation of relevant reporting tools andinformation used to support the functioning of internal control. These deficiencies created a reasonable possibility that a material misstatement would nothave been prevented or detected on a timely basis and accordingly management concluded that the deficiencies represent a material weakness in our internalcontrol over financial reporting.The material weakness resulted in material misstatements affecting the transition adjustment and recording of revenue upon the adoption of ASC Topic606, and the classification of contract cost assets and related deferred tax assets and liabilities as reported in previously issued unaudited consolidatedfinancial statements in our quarterly reports on Form 10-Q. These misstatements are described in Note 19, "Quarterly Financial Data (Unaudited)," to ouraudited Consolidated Financial Statements in this Form 10-K, and such balances have been restated in this Form 10-K.The independent registered public accounting firm that audited the Company’s consolidated financial statements included elsewhere in this AnnualReport on Form 10‑K has issued an adverse opinion on the effectiveness of the Company’s internal control over financial reporting. That report appearsimmediately following this report. Changes in Internal Control Over Financial Reporting Except for the matter discussed above that has been assessed as a material weakness as of June 30, 2019, there were no changes in our internal controlover financial reporting that occurred during the quarter ended June 30, 2019, that have materially affected, or are reasonably likely to materially affect, ourinternal control over financial reporting. We will continue to review and document our disclosure controls and procedures, including our internal controlover financial reporting, and may from time to time make changes aimed at enhancing their effectiveness and to ensure that our systems evolve with ourbusiness.43Table of ContentsRemediation Management has begun implementing a remediation plan to address the material weakness. The remediation plan includes enhancing our riskassessment process over the design and implementation of internal controls included in new and emerging financial reporting matters, utilizing appropriatereporting tools and information recently created in support of the operation of the control activities, and operating enhanced and additional reconciliationand review controls over the accounting for revenue contracts under ASC Topic 606. Based on certain outcomes of future risk assessments, we may involveexternal experts to assist in the design of process level control activities.We currently plan to have our enhanced risk assessment process in place and operating in the first quarter of fiscal 2020. Our goal is to remediate thismaterial weakness by the end of fiscal 2020.44Table of ContentsReport of Independent Registered Public Accounting FirmTo the Stockholders and Board of DirectorsAspen Technology, Inc.:Opinion on Internal Control Over Financial ReportingWe have audited Aspen Technology, Inc. and subsidiaries' (the Company) internal control over financial reporting as of June 30, 2019, based on criteriaestablished in Internal Control - Integrated Framework (2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission. In ouropinion, because of the effect of the material weakness, described below, on the achievement of the objectives of the control criteria, the Company has notmaintained effective internal control over financial reporting as of June 30, 2019, based on criteria established in Internal Control - Integrated Framework(2013) issued by the Committee of Sponsoring Organizations of the Treadway Commission.We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the consolidatedbalance sheets of the Company as of June 30, 2019 and 2018, the related consolidated statements of operations, comprehensive income, stockholders’ equity,and cash flows for each of the years in the three-year period ended June 30, 2019, and the related notes and financial statement Schedule II- Valuation andQualifying Accounts (collectively, the consolidated financial statements), and our report dated September 10, 2019 expressed an unqualified opinion onthose consolidated financial statements.A material weakness is a deficiency, or a combination of deficiencies, in internal control over financial reporting, such that there is a reasonable possibilitythat a material misstatement of the company’s annual or interim financial statements will not be prevented or detected on a timely basis. A material weaknesshas been identified and included in management’s assessment related to the ineffective design and implementation of control activities over the accuracy ofthe retrospective restatement of revenue and related contract balances recorded upon the adoption of ASC Topic 606, and the classification of contract costassets and related deferred tax assets and liabilities on the consolidated balance sheet. The material weakness described above resulted from an ineffectiverisk assessment and the lack of timely creation of relevant reporting tools and information used to support the functioning of internal control. The materialweakness was considered in determining the nature, timing, and extent of audit tests applied in our audit of the fiscal 2019 consolidated financial statements,and this report does not affect our report on those consolidated financial statements.Basis for OpinionThe Company’s management is responsible for maintaining effective internal control over financial reporting and for its assessment of the effectiveness ofinternal control over financial reporting, included in the accompanying Management’s Annual Report on Internal Control over Financial Reporting. Ourresponsibility is to express an opinion on the Company’s internal control over financial reporting based on our audit. We are a public accounting firmregistered with the PCAOB and are required to be independent with respect to the Company in accordance with the U.S. federal securities laws and theapplicable rules and regulations of the Securities and Exchange Commission and the PCAOB.We conducted our audit in accordance with the standards of the PCAOB. Those standards require that we plan and perform the audit to obtain reasonableassurance about whether effective internal control over financial reporting was maintained in all material respects. Our audit of internal control over financialreporting included obtaining an understanding of internal control over financial reporting, assessing the risk that a material weakness exists, and testing andevaluating the design and operating effectiveness of internal control based on the assessed risk. Our audit also included performing such other procedures aswe considered necessary in the circumstances. We believe that our audit provides a reasonable basis for our opinion.Definition and Limitations of Internal Control Over Financial ReportingA company’s internal control over financial reporting is a process designed to provide reasonable assurance regarding the reliability of financial reportingand the preparation of financial statements for external purposes in accordance with generally accepted accounting principles. A company’s internal controlover financial reporting includes those policies and procedures that (1) pertain to the maintenance of records that, in reasonable detail, accurately and fairlyreflect the transactions and dispositions of the assets of the company; (2) provide reasonable assurance that transactions are recorded as necessary to permitpreparation of financial statements in accordance with generally accepted accounting principles, and that receipts and expenditures of the company are beingmade only in accordance with authorizations of management and directors of the company; and (3) provide reasonable assurance regarding prevention ortimely detection of unauthorized acquisition, use, or disposition of the company’s assets that could have a material effect on the financial statements.45Table of ContentsBecause of its inherent limitations, internal control over financial reporting may not prevent or detect misstatements. Also, projections of any evaluation ofeffectiveness to future periods are subject to the risk that controls may become inadequate because of changes in conditions, or that the degree of compliancewith the policies or procedures may deteriorate./s/ KPMG LLPBoston, MassachusettsSeptember 10, 2019Item 9B. Other Information.None.46Table of ContentsPART IIIItem 10. Directors, Executive Officers and Corporate Governance.Certain information required under this Item 10 will appear under the sections entitled “Executive Officers of the Registrant,” “Election of Directors,”“Information Regarding our Board of Directors and Corporate Governance,” “Code of Business Conduct and Ethics,” and “Section 16(a) BeneficialOwnership Reporting Compliance” in our definitive proxy statement for our 2019 annual meeting of stockholders, and is incorporated herein by reference.Item 11. Executive Compensation.Certain information required under this Item 11 will appear under the sections entitled “Director Compensation,” “Compensation Discussion andAnalysis,” “Executive Compensation” and “Employment and Change in Control Agreements” in our definitive proxy statement for our 2019 annual meetingof stockholders, and is incorporated herein by reference.Item 12. Security Ownership of Certain Beneficial Owners and Management and Related Stockholder Matters.Certain information required under this Item 12 will appear under the sections entitled “Stock Owned by Directors, Executive Officers and Greater-than5% Stockholders” and “Securities Authorized for Issuance Under Equity Compensation Plans” in our definitive proxy statement for our 2019 annual meetingof stockholders, and is incorporated herein by reference.Item 13. Certain Relationships and Related Transactions, and Director Independence.Certain information required under this Item 13 will appear under the sections entitled “Information Regarding the Board of Directors and CorporateGovernance” and “Related Party Transactions” in our definitive proxy statement for our 2019 annual meeting of stockholders, and is incorporated herein byreference.Item 14. Principal Accounting Fees and Services.Certain information required under this Item 14 will appear under the section entitled “Independent Registered Public Accountants” in our definitiveproxy statement for our 2019 annual meeting of stockholders, and is incorporated herein by reference.47Table of ContentsPART IVItem 15. Exhibits and Financial Statement Schedules.(a)(1) Financial StatementsDescriptionPageReport of Independent Registered Public Accounting FirmF-2Consolidated Statements of Operations for the years ended June 30, 2019, 2018 and 2017F-4Consolidated Statements of Comprehensive Income for the years ended June 30, 2019, 2018 and 2017F-5Consolidated Balance Sheets as of June 30, 2019 and 2018F-6Consolidated Statements of Stockholders' Equity for the years ended June 30, 2019, 2018 and 2017F-8Consolidated Statements of Cash Flows for the years ended June 30, 2019, 2018 and 2017F-9Notes to Consolidated Financial StatementsF-10The consolidated financial statements appear immediately following page 50 ("Signatures").(a)(2) Financial Statement SchedulesSchedule II-Valuation and Qualifying Accounts for the years ended June 30, 2019, 2018 and 2017 appears immediately following the financialstatements. All other schedules are omitted because they are not required or the required information is shown in the consolidated financial statements ornotes thereto.(a)(3) ExhibitsThe exhibits listed in the accompanying exhibit index are filed or incorporated by reference as part of this Form 10-K.48Table of ContentsSIGNATURESPursuant to the requirements of Section 13 or 15(d) of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on itsbehalf by the undersigned, thereunto duly authorized. ASPEN TECHNOLOGY, INC.Date: September 10, 2019By:/s/ ANTONIO J. PIETRI Antonio J. PietriPresident and Chief Executive Officer Date: September 10, 2019By:/s/ KARL E. JOHNSEN Karl E. JohnsenSenior Vice President andChief Financial OfficerPursuant to the requirements of the Securities Exchange Act of 1934, this report has been signed below by the following persons on behalf of theregistrant and in the capacities and on the dates indicated.Signature Title Date /s/ ANTONIO J. PIETRI President and Chief Executive Officer and Director(Principal Executive Officer) September 10, 2019Antonio J. Pietri /s/ KARL E. JOHNSEN Senior Vice President and Chief Financial Officer(Principal Financial and Accounting Officer) September 10, 2019Karl E. Johnsen /s/ ROBERT M. WHELAN, JR. Chairman of the Board of Directors September 10, 2019Robert M. Whelan, Jr. /s/ DONALD P. CASEY Director September 10, 2019Donald P. Casey /s/ GARY E. HAROIAN Director September 10, 2019Gary E. Haroian /s/ GEORGIA KERESTY Director September 10, 2019Georgia Keresty /s/ JOAN C. MCARDLE Director September 10, 2019Joan C. McArdle /s/ SIMON OREBI GANN Director September 10, 2019Simon Orebi Gann /s/ R. HALSEY WISE Director September 10, 2019R. Halsey Wise 49Table of ContentsINDEX TO CONSOLIDATED FINANCIAL STATEMENTSReport of Independent Registered Public Accounting FirmF-2Consolidated Statements of Operations for the years ended June 30, 2019, 2018 and 2017F-4Consolidated Statements of Comprehensive Income for the years ended June 30, 2019, 2018 and 2017F-5Consolidated Balance Sheets as of June 30, 2019 and 2018F-6Consolidated Statements of Stockholders' Equity for the years ended June 30, 2019, 2018 and 2017F-8Consolidated Statements of Cash Flows for the years ended June 30, 2019, 2018 and 2017F-9Notes to Consolidated Financial StatementsF-10Schedule II - Valuation and Qualifying AccountsF-44F-1Table of ContentsReport of Independent Registered Public Accounting FirmTo the Stockholders and Board of DirectorsAspen Technology, Inc.:Opinion on the Consolidated Financial StatementsWe have audited the accompanying consolidated balance sheets of Aspen Technology, Inc. and subsidiaries (the Company) as of June 30, 2019 and 2018,the related consolidated statements of operations, comprehensive income, stockholders’ equity, and cash flows for each of the years in the three‑year periodended June 30, 2019, and the related notes and financial statement Schedule II - Valuation and Qualifying Accounts, (collectively, the consolidated financialstatements). In our opinion, the consolidated financial statements present fairly, in all material respects, the financial position of the Company as of June 30,2019 and 2018, and the results of its operations and its cash flows for each of the years in the three‑year period ended June 30, 2019, in conformity withU.S. generally accepted accounting principles.We also have audited, in accordance with the standards of the Public Company Accounting Oversight Board (United States) (PCAOB), the Company’sinternal control over financial reporting as of June 30, 2019, based on criteria established in Internal Control - Integrated Framework (2013) issued by theCommittee of Sponsoring Organizations of the Treadway Commission, and our report dated September 10, 2019 expressed an adverse opinion on theeffectiveness of the Company’s internal control over financial reporting.Change in Accounting PrincipleAs discussed in Note 2 to the consolidated financial statements, the Company has changed its method of accounting for revenues and certain contract costs infiscal 2019, 2018, and 2017 due to the adoption of Accounting Standards Update 2014-09, Revenue from Contracts with Customers (Topic 606).Basis for OpinionThese consolidated financial statements are the responsibility of the Company’s management. Our responsibility is to express an opinion on theseconsolidated financial statements based on our audits. We are a public accounting firm registered with the PCAOB and are required to be independent withrespect to the Company in accordance with the U.S. federal securities laws and the applicable rules and regulations of the Securities and ExchangeCommission 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 reasonableassurance about whether the consolidated financial statements are free of material misstatement, whether due to error or fraud. Our audits included performingprocedures to assess the risks of material misstatement of the consolidated financial statements, whether due to error or fraud, and performing procedures thatrespond to those risks. Such procedures included examining, on a test basis, evidence regarding the amounts and disclosures in the consolidated financialstatements. Our audits also included evaluating the accounting principles used and significant estimates made by management, as well as evaluating theoverall presentation of the consolidated financial statements. We believe that our audits provide a reasonable basis for our opinion.Critical Audit MattersThe critical audit matters communicated below are matters arising from the current period audit of the consolidated financial statements that werecommunicated or required to be communicated to the audit committee and that: (1) relate to accounts or disclosures that are material to the consolidatedfinancial statements and (2) involved our especially challenging, subjective, or complex judgments. The communication of the critical audit matters does notalter in any way our opinion on the consolidated financial statements, taken as a whole, and we are not, by communicating the critical audit matters below,providing separate opinions on the critical audit matters or on the accounts or disclosures to which they relate.Determination of Standalone Selling Prices for Term License and Maintenance Performance ObligationsAs discussed in Note 3 to the consolidated financial statements, the Company recognized term license revenue and maintenance revenue of $404.1million and $165.4 million, respectively, for the year ended June 30, 2019. The Company allocates the transaction price to each distinct performanceobligation on a relative standalone selling price basis. For term license and maintenance performance obligations, directly observable data is generallynot available, which requires the Company to make significant assumptions regarding the relative fair value of the related performance obligations.We identified the determination of standalone selling prices for term license and maintenance performance obligations as a critical audit matter. There isa high degree of subjective auditor judgment involved in performing procedures on the Company’s assumptions, since there is no direct observable dataavailable.F-2Table of ContentsThe primary procedures we performed to address this critical audit matter included the following. We tested certain internal controls over the Company’srevenue process, including controls over the development of standalone selling prices. We evaluated the information used by the Company to determinestandalone selling prices by comparing it to external sources, such as available information regarding industry pricing practices, and internal data,including the Company’s pricing practices.Evaluation of Historical Customer Contract Modifications as a Result of the Adoption of Topic 606 As discussed in Notes 2(n) and 3 to the consolidated financial statements, the Company adopted Topic 606 effective July 1, 2018 using the fullretrospective method. The Company recast previously reported revenue and related balance sheet accounts for all periods presented. Significantjudgment was exercised by the Company in determining the retrospective recasting for historical customer contract modifications. We identified the evaluation of the retrospective recasting of historical customer contract modifications as a result of the adoption of Topic 606 as acritical audit matter. Due to the nature and extent of historical customer contract modifications and the material weakness identified, the evaluation ofthe recast of previously reported revenue and related balance sheet accounts required a high degree of auditor judgment. The primary procedures we performed to address this critical audit matter included the following. We selected a sample of contracts to determine whethercontract modifications were properly identified by the Company. For a sample of customer contracts and the related modifications, we obtained and readsource documents to evaluate the significant terms of the contracts, and evaluated the Company’s determination of recasted revenue recognition and therelated balance sheet accounts under Topic 606./s/ KPMG LLPWe have served as the Company’s auditor since 2008.Boston, MassachusettsSeptember 10, 2019F-3Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED STATEMENTS OF OPERATIONS Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands, Except per Share Data)Revenue: License$404,122 $326,549 $307,259Maintenance165,436 161,065 157,012Services and other28,787 31,245 30,156Total revenue598,345 518,859 494,427Cost of revenue: License7,060 5,236 4,231Maintenance19,208 17,408 16,821Services and other31,548 28,000 26,414Total cost of revenue57,816 50,644 47,466Gross profit540,529 468,215 446,961Operating expenses: Selling and marketing111,374 99,737 91,977Research and development83,122 82,076 79,530General and administrative63,231 67,181 58,735Total operating expenses257,727 248,994 230,242Income from operations282,802 219,221 216,719Interest income28,457 24,954 22,942Interest (expense)(8,733) (5,691) (3,787)Other income (expense), net664 (838) 1,309Income before income taxes303,190 237,646 237,183Provision for (benefit from) income taxes40,456 (56,057) 57,797Net income$262,734 $293,703 $179,386Net income per common share: Basic$3.76 $4.07 $2.35Diluted$3.71 $4.03 $2.33Weighted average shares outstanding: Basic69,925 72,140 76,491Diluted70,787 72,956 76,978See accompanying notes to these consolidated financial statements.F-4Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED STATEMENTS OF COMPREHENSIVE INCOME Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Net income$262,734 $293,703 $179,386Other comprehensive loss: Foreign currency translation adjustments(1,052) (71) (1,192)Total other comprehensive loss(1,052) (71) (1,192)Comprehensive income$261,682 $293,632 $178,194See accompanying notes to these consolidated financial statements.F-5Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED BALANCE SHEETS June 30, 2019 2018 As Restated (Dollars in Thousands, Except Share and PerShare Data)ASSETS Current assets: Cash and cash equivalents$71,926 $96,165Accounts receivable, net47,784 41,810Current contract assets294,193 237,537Prepaid expenses and other current assets12,628 10,509Prepaid income taxes2,509 2,601Total current assets429,040 388,622Property, equipment and leasehold improvements, net7,234 9,806Computer software development costs, net1,306 646Goodwill78,383 75,590Intangible assets, net33,607 35,310Non-current contract assets325,510 319,840Contract costs24,982 20,500Non-current deferred tax assets1,669 1,232Other non-current assets1,334 1,297Total assets$903,065 $852,843LIABILITIES AND STOCKHOLDERS' EQUITY Current liabilities: Accounts payable$5,891 $4,230Accrued expenses and other current liabilities54,594 39,515Income taxes payable14,952 1,698Borrowings under credit agreement220,000 170,000Current deferred revenue25,318 15,150Total current liabilities320,755 230,593Non-current deferred revenue19,573 12,354Deferred income taxes159,071 184,901Other non-current liabilities10,381 17,068Commitments and contingencies (Note 16) Series D redeemable convertible preferred stock, $0.10 par value—Authorized—3,636 shares as of June 30, 2019and 2018 Issued and outstanding—none as of June 30, 2019 and 2018— —Stockholders' equity: Common stock, $0.10 par value—Authorized—210,000,000 shares Issued—103,642,292 shares at June 30, 2019 and 103,130,300 shares at June 30, 2018 Outstanding—68,624,566 shares at June 30, 2019 and 71,186,701 shares at June 30, 201810,365 10,313Additional paid-in capital739,099 715,475Retained earnings1,259,984 997,250Accumulated other comprehensive income336 1,388Treasury stock, at cost— 35,017,726 shares of common stock at June 30, 2019 and 31,943,599 shares atJune 30, 2018(1,616,499) (1,316,499)Total stockholders' equity393,285 407,927Total liabilities and stockholders' equity$903,065 $852,843F-6Table of ContentsSee accompanying notes to these consolidated financial statements.F-7Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED STATEMENTS OF STOCKHOLDERS' EQUITY Common Stock AdditionalPaid-inCapital Retained(Deficit)Earnings Accumulated OtherComprehensiveIncome Treasury Stock TotalStockholders'(Deficit) Equity Number ofShares $0.10 ParValue Number ofShares Cost (Dollars in Thousands, Except Share Data)June 30, 2016, As PreviouslyReported102,031,960 $10,203 $659,287 $(5,676) $2,651 21,854,010 $(741,499) $(75,034)Cumulative adjustment toretained earnings 529,837 June 30, 2016, As Adjusted102,031,960 $10,203 $659,287 $524,161 $2,651 21,854,010 $(741,499) $454,803Comprehensive income: Net income— — — 179,386 — — — 179,386Other comprehensive loss— — — — (1,192) (1,192)Issuances of shares ofcommon stock332,937 34 9,239 — — — 9,273Issuance of restricted stockunits and net share settlementrelated to withholding taxes202,232 20 (5,812) — — — — (5,792)Repurchase of common stock— — — — — 7,291,966 (375,000) (375,000)Stock-based compensation— — 18,800 — — — — 18,800Excess tax benefits fromstock-based compensation— — 5,965 5,965June 30, 2017, As Adjusted102,567,129 $10,257 $687,479 $703,547 $1,459 29,145,976 $(1,116,499) $286,243Comprehensive income: Net income— — — 293,703 — — — 293,703Other comprehensive loss— — — — (71) (71)Issuances of shares ofcommon stock362,515 36 13,395 — — — 13,431Issuance of restricted stockunits and net share settlementrelated to withholding taxes200,656 20 (8,087) — — — — (8,067)Repurchase of common stock— — — — — 2,797,623 (200,000) (200,000)Stock-based compensation— — 22,688 — — — — 22,688June 30, 2018, As Adjusted103,130,300 $10,313 $715,475 $997,250 $1,388 31,943,599 $(1,316,499) $407,927Comprehensive income: Net income— — — 262,734 — — — 262,734Other comprehensive loss— — — — (1,052) (1,052)Issuances of shares ofcommon stock266,014 27 10,803 — — — 10,830Issuance of restricted stockunits and net share settlementrelated to withholding taxes245,978 25 (14,752) — — — — (14,727)Repurchase of common stock— — — — — 3,074,127 (300,000) (300,000)Stock-based compensation— — 27,573 — — — — 27,573June 30, 2019103,642,292 $10,365 $739,099 $1,259,984 $336 35,017,726 $(1,616,499) $393,285See accompanying notes to these consolidated financial statements.F-8Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED STATEMENTS OF CASH FLOWS Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Cash flows from operating activities: Net income$262,734 $293,703 $179,386Adjustments to reconcile net income to net cash provided by operating activities: Depreciation and amortization8,143 6,544 6,405Net foreign currency (gains) losses(1,251) 980 (1,036)Stock-based compensation27,573 22,688 18,800Deferred income taxes(26,839) (110,308) 5,273Provision for bad debts645 1,418 199Tax benefits from stock-based compensation— — 5,965Excess tax benefits from stock-based compensation— — (5,965)Other non-cash operating activities429 421 602Changes in assets and liabilities: Accounts receivable(6,626) 846 (8,164)Contract assets(59,322) 3,640 (4,327)Contract costs(4,482) (617) (203)Prepaid expenses, prepaid income taxes, and other assets(2,411) 3,821 (2,421)Accounts payable, accrued expenses, income taxes payable and other liabilities21,921 1,156 (9,070)Deferred revenue17,799 (17,356) (3,058)Net cash provided by operating activities238,313 206,936 182,386Cash flows from investing activities: Purchases of marketable securities— — (683,748)Maturities of marketable securities— — 686,346Purchase of property, equipment and leasehold improvements(436) (331) (2,720)Payments for business acquisitions, net of cash(6,098) (33,700) (36,171)Payments for capitalized computer software costs(1,131) (329) (405)Net cash used in investing activities(7,665) (34,360) (36,698)Cash flows from financing activities: Proceeds from issuances of shares of common stock10,864 13,466 9,273Repurchases of common stock(299,214) (205,049) (371,491)Payment of tax withholding obligations related to restricted stock(14,477) (7,896) (5,764)Deferred business acquisition payments(1,700) (8,649) —Excess tax benefits from stock-based compensation— — 5,965Proceeds from credit agreement50,000 30,000 —Payments of credit agreement issuance costs— (351) —Net cash used in financing activities(254,527) (178,479) (362,017)F-9Table of ContentsEffect of exchange rate changes on cash and cash equivalents(360) 114 (53)Decrease in cash and cash equivalents(24,239) (5,789) (216,382)Cash and cash equivalents, beginning of year96,165 101,954 318,336Cash and cash equivalents, end of year$71,926 $96,165 $101,954Supplemental disclosure of cash flow information: Income tax paid, net$53,153 $50,557 $65,536Interest paid8,121 5,038 3,444Supplemental disclosure of non-cash investing and financing activities: Change in purchases of property, equipment and leasehold improvements included in accountspayable and accrued expenses104 (61) (47)Change in repurchases of common stock included in accounts payable and accrued expenses786 (5,049) 3,509See accompanying notes to these consolidated financial statements.F-10Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS(1) OperationsAspen Technology, Inc., together with its subsidiaries, is a leading global supplier of asset optimization solutions that optimize asset design, operationsand maintenance lifecycle in complex, industrial environments. Our aspenONE software and related services have been developed specifically for companiesin the process and other capital-intensive industries such as energy, chemicals, engineering and construction, as well as pharmaceuticals, transportation,power, metals and mining, pulp and paper, and consumer packaged goods. Customers use our solutions to improve their competitiveness and profitability byincreasing throughput, energy efficiency, and production, reducing unplanned downtime, enhancing capital efficiency, and decreasing working capitalrequirements over the entire asset lifecycle to support operational excellence. We operate globally in 32 countries as of June 30, 2019.(2) Significant Accounting Policies(a) Principles of ConsolidationThe accompanying consolidated financial statements include the accounts of Aspen Technology, Inc. and our wholly owned subsidiaries. Allintercompany balances and transactions have been eliminated in consolidation.RestatementIn connection with the restatement of the fiscal 2019 unaudited quarterly financial statements described in Note 19, "Quarterly Financial Data(Unaudited)," to our Consolidated Financial Statements, we have restated the adjusted June 30, 2018 balance sheet as previously presented in such quarterlyfinancial statements. Refer to Note 19 for further information.ReclassificationsCertain line items in prior period financial statements have been reclassified to conform to currently reported presentations.(b) Management EstimatesThe preparation of financial statements in conformity with accounting principles generally accepted in the United States of America requiresmanagement to make estimates and assumptions. These estimates and assumptions affect the reported amounts of assets and liabilities and disclosure ofcontingent assets and liabilities at the date of the financial statements and the reported amounts of revenue and expenses during the reporting period. Actualresults could differ from those estimates.(c) Cash and Cash EquivalentsCash and cash equivalents consist of short-term money market instruments.(d) Computer Software Development CostsCertain computer software development costs are capitalized in the accompanying consolidated balance sheets. Capitalization of computer softwaredevelopment costs begins upon establishing technological feasibility defined as meeting specifications determined by the program design. Amortization ofcapitalized computer software development costs is provided on a product-by-product basis using the greater of (a) the amount computed using the ratio thatcurrent gross revenue for a product bears to total of current and anticipated future gross revenue for that product or (b) the straight-line method, beginningupon commercial release of the product, and continuing over the remaining estimated economic life of the product, not to exceed three years.Total computer software costs capitalized were $1.1 million, $0.4 million and $0.4 million during the years ended June 30, 2019, 2018 and 2017,respectively. Total amortization expense charged to operations was approximately $0.5 million, $0.4 million and $0.5 million for the years ended June 30,2019, 2018 and 2017, respectively. Computer software development accumulated amortization totaled $75.1 million and $74.7 million as of June 30, 2019and 2018, respectively. Weighted average remaining useful life of computer software development costs was 2.5 years and 1.0 years at June 30, 2019 and2018, respectively.At each balance sheet date, we evaluate the unamortized capitalized software costs for potential impairment by comparing the balance to the netrealizable value of the products. During the years ending June 30, 2019, 2018 and 2017, our computerF-11Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSsoftware development costs were not considered impaired and as such, we did not recognize impairment losses during the periods then ended.(e) Foreign Currency TranslationThe determination of the functional currency of subsidiaries is based on the subsidiaries' financial and operational environment. Gains and losses fromforeign currency translation related to entities whose functional currency is not our reporting currency are credited or charged to accumulated othercomprehensive income included in stockholders' equity in the consolidated balance sheets. In all instances, foreign currency transaction and remeasurementgains or losses are credited or charged to the consolidated statements of operations as incurred as a component of other income (expense), net. Net foreigncurrency transaction and remeasurement gains were $0.7 million in fiscal 2019, losses were $(0.8) million in fiscal 2018, and gains were $0.6 million in fiscal2017.(f) Concentration of Credit RiskFinancial instruments that potentially subject us to concentrations of credit risk are principally cash and cash equivalents and accounts receivable. Ourcash is held in financial institutions and our cash equivalents are invested in money market mutual funds that we believe to be of high credit quality.Concentration of credit risk with respect to receivables is limited to certain customers to which we make substantial sales. To reduce risk, we assess thefinancial strength of our customers. We do not require collateral or other security in support of our receivables. As of June 30, 2019, we had no customerreceivable balances that individually represented 10% or more of our net accounts receivable. As of June 30, 2018, we had one customer receivable balancethat represented approximately 12% of our total receivables, and was collected subsequent to June 30, 2018.(g) Computer Software Developed for Internal Use and Long-Lived AssetsComputer Software Developed for Internal Use:Computer software developed for internal use is capitalized in accordance with ASC Topic 350-40, Intangibles Goodwill and Other—Internal UseSoftware. We capitalize costs incurred to develop internal-use software during the application development stage after determining software technologicalrequirements and obtaining management approval for funding projects probable of completion.In fiscal 2019, 2018 and 2017, there were no capitalized direct labor costs associated with our development of software for internal use.Impairment of Long-Lived Assets:We evaluate our long-lived assets, which include finite-lived intangible assets, property and leasehold improvements for impairment as events andcircumstances indicate that the carrying amount of an asset or a group of assets may not be recoverable. We assess the recoverability of the asset or a group ofassets based on the undiscounted future cash flows the asset is expected to generate, and recognize an impairment loss when estimated undiscounted futurecash flows expected to result from the use of the asset are less than its carrying value. If an asset or a group of assets are deemed to be impaired, the amount ofthe impairment loss, if any, represents the excess of the asset's or a group of assets' carrying value compared to their estimated fair values.(h) Comprehensive IncomeComprehensive income is defined as the change in equity of a business enterprise during a period from transactions and other events and circumstancesfrom non-owner sources. Comprehensive income and its components for fiscal 2019, 2018 and 2017 are disclosed in the accompanying consolidatedstatements of comprehensive income.As of June 30, 2019 and 2018, accumulated other comprehensive income is comprised of foreign translation adjustments of $0.3 million and $1.4million, respectively.(i) Accounting for Stock-Based CompensationF-12Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSStock-based compensation cost is measured at the grant date based on the fair value of the award and is recognized as expense over the vesting period.(j) Income TaxesDeferred income taxes are recognized based on temporary differences between the financial statement and tax bases of assets and liabilities. Deferredtax assets and liabilities are measured using the statutory tax rates and laws expected to apply to taxable income in the years in which the temporarydifferences are expected to reverse. Valuation allowances are provided against net deferred tax assets if, based upon the available evidence, it is more likelythan not that some or all of the deferred tax assets will not be realized. The ultimate realization of deferred tax assets is dependent upon the generation offuture taxable income and the timing of the temporary differences becoming deductible. Management considers, among other available information,scheduled reversals of deferred tax liabilities, projected future taxable income, limitations of availability of net operating loss carryforwards, and othermatters in making this assessment.We do not provide deferred taxes on unremitted earnings of foreign subsidiaries since we intend to indefinitely reinvest either currently or sometime inthe foreseeable future. Unrecognized provisions for taxes on undistributed earnings of foreign subsidiaries, which are considered indefinitely reinvested, arenot material to our consolidated financial position or results of operations. We are continuously subject to examination by the IRS, as well as various stateand foreign jurisdictions. The IRS and other taxing authorities may challenge certain deductions and credits reported by us on our income tax returns. Inaccordance with provisions of ASC Topic 740, Income Taxes (ASC 740), an entity should recognize a tax benefit when it is more-likely-than-not, based onthe technical merits, that the position would be sustained upon examination by a taxing authority. The amount to be recognized, if the more-likely-than-notthreshold was passed, should be measured as the largest amount of tax benefit that is greater than 50 percent likely of being realized upon ultimate settlementwith a taxing authority that has full knowledge of all relevant information. Furthermore, any change in the recognition, de-recognition or measurement of atax position should be recorded in the period in which the change occurs. We account for interest and penalties related to uncertain tax positions as part ofthe provision for income taxes.(k) Loss ContingenciesWe accrue estimated liabilities for loss contingencies arising from claims, assessments, litigation and other sources when it is probable that a liabilityhas been incurred and the amount of the claim assessment or damages can be reasonably estimated. We believe that we have sufficient accruals to cover anyobligations resulting from claims, assessments or litigation that have met these criteria.(l) Advertising CostsAdvertising costs are expensed as incurred and are classified as sales and marketing expenses. We incurred advertising expenses of $4.4 million, $3.2million and $3.2 million during fiscal 2019, 2018 and 2017, respectively.(m) Research and Development ExpenseWe charge research and development expenditures to expense as the costs are incurred. Research and development expenses consist primarily ofpersonnel expenses related to the creation of new products, enhancements and engineering changes to existing products and costs of acquired technologyprior to establishing technological feasibility.During fiscal 2017, we acquired certain technologies for $2.3 million. At the time we acquired the technology, the project to develop a commerciallyavailable product did not meet the definition of having reached technological feasibility and as such, the entire cost of the acquired technology wasexpensed as research and development expense.F-13Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS(n) New Accounting Pronouncements Adopted in Fiscal 2019In May 2014, the FASB issued Topic 606, which supersedes the revenue recognition requirements in Revenue Recognition (Topic 605), and requiresentities to recognize revenue when they transfer promised goods or services to customers in an amount that reflects the consideration to which the entityexpects to be entitled in exchange for those goods or services. Under the new guidance, an entity is required to evaluate revenue recognition through a five-step process. In applying the principles of Topic 606, more judgment and estimates are required within the revenue recognition process than were requiredunder previous U.S. GAAP, including identifying performance obligations in the contract, estimating the amount of variable consideration to include in thetransaction price, and allocating the transaction price to each separate performance obligation.We adopted Topic 606 effective July 1, 2018 using the full retrospective method, which required us to adjust the prior periods presented. The adoptionof Topic 606 impacted the timing of the license portion of the revenue recognized from our term contracts. Under the new standard, for arrangements thatinclude term-based software licenses bundled with maintenance and support, we are now required to recognize as revenue a portion of the arrangement feeupon delivery of the software license. We recognize as revenue a portion of the arrangement fee related to maintenance and support, professional services,and training over time as the services are provided. Additionally, under the new standard, we capitalize certain direct and incremental commission costs toobtain a contract and amortize such costs over the expected period of benefit, rather than expensing them as incurred in the period that the commissions areearned. See Note 3, "Revenue from Contracts with Customers," to our Consolidated Financial Statements for more information on our accounting policies as aresult of the adoption of Topic 606.In January 2017, the FASB issued ASU No. 2017-01, Business Combinations (Topic 805) - Clarifying the Definition of a Business. The amendmentchanges the definition of a business to assist entities in evaluating when a set of transferred assets and activities constitutes a business. We adopted ASU No.2017-01 effective July 1, 2018. The adoption of ASU No. 2017-01 did not have a material effect on our consolidated financial statements or relateddisclosures.In March 2018, the FASB issued ASU No. 2018-05, Income Taxes (Topic 740) - Amendments to SEC Paragraphs Pursuant to SEC Staff AccountingBulletin No. 118. The amendment provides guidance on accounting for the impact of the Tax Cuts and Jobs Act (the “Tax Act”) and allows entities tocomplete the accounting under ASC 740 within a one-year measurement period from the Tax Act enactment date. This standard is effective upon issuance.The Tax Act has several significant changes that impact all taxpayers, including a transition tax, which is a one-time tax charge on accumulated,undistributed foreign earnings. The calculation of accumulated foreign earnings requires an analysis of each foreign entity’s financial results going back to1986. We have concluded that we will not be subject to the transition tax associated with our accumulated, undistributed foreign earnings.In August 2018, the FASB issued ASU 2018-15, Intangibles - Goodwill and Other - Internal-Use Software (Subtopic 350-40) - Customer’s Accountingfor Implementation Costs Incurred in a Cloud Computing Arrangement that is a Service Contract. The amendment aligns the requirements for capitalizingimplementation costs incurred in a hosting arrangement that is a service contract with the requirements for capitalizing implementation costs incurred todevelop or obtain internal-use software (and hosting arrangements that include an internal use software license). The accounting for the service element of ahosting arrangement that is a service contract is not affected by the amendment. The ASU is effective for annual periods, including interim periods withinthose annual periods, beginning after December 15, 2019. We adopted ASU No. 2018-15 effective October 1, 2018. During fiscal 2019, $0.8 million ofimplementation costs were capitalized, and $0.1 million expensed, as a result of the adoption of ASU No. 2018-15.F-14Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS(o) Recently Issued Accounting PronouncementsIn February 2016, the FASB issued ASU No. 2016-02, Leases (Topic 842). Under the amendment, lessees will be required to recognize virtually all oftheir leases on the balance sheet, by recording a right-of-use asset and lease liability. The ASU is effective for annual periods, including interim periodswithin those annual periods, beginning after December 15, 2018. Early adoption is permitted. We will adopt Topic 842 using the modified retrospectivemethod effective July 1, 2019. We will elect the available practical expedients permitted under the transition guidance within the new standard, and willimplement internal controls to enable the preparation of financial information upon adoption. The most significant impact will be the recognition of right-ofuse (ROU) assets and lease liabilities for operating leases, while our accounting for capital leases will remain substantially unchanged. Based upon the workperformed to date, we expect the adoption of Topic 842 will result in the recognition of a right-of-use asset, and a corresponding lease liability, ofapproximately $32.0 million to $36.0 million on the consolidated balance sheets. The difference between the assets and liabilities will be attributable to thereclassification of certain existing lease-related assets and liabilities. Where applicable, a corresponding deferred tax asset and liability will be recordedrelated to the right-of-use asset and lease liability. Topic 842 is not expected to materially impact the consolidated statements of operations or consolidatedstatements of cash flows.(3) Revenue from Contracts with CustomersIn accordance with Topic 606, we account for a customer contract when both parties have approved the contract and are committed to perform theirrespective obligations, each party’s rights can be identified, payment terms can be identified, the contract has commercial substance, and it is probable thatwe will collect substantially all of the consideration to which we are entitled. Revenue is recognized when, or as, performance obligations are satisfied bytransferring control of a promised product or service to a customer.Nature of Products and ServicesWe generate revenue from the following sources: (1) License revenue; (2) Maintenance revenue; and (3) Services and other revenue. We sell our softwareproducts to end users primarily under fixed-term licenses. We license our software products primarily through a subscription offering which we refer to as ouraspenONE licensing model, which includes software maintenance and support, known as our Premier Plus SMS offering, for the entire term. Our aspenONEproducts are organized into three suites: 1) engineering; 2) manufacturing and supply chain; and 3) asset performance management. The aspenONE licensingmodel provides customers with access to all of the products within the aspenONE suite(s) they license. We refer to these arrangements as token arrangements.Tokens are fixed units of measure. The amount of software usage is limited by the number of tokens purchased by the customer.We also license our software through point product term arrangements, which include our Premier Plus SMS offering for the entire term.We determine revenue recognition through the following steps:• Identification of the contract, or contracts, with a customer;• Identification of the performance obligations in the contract;• Determination of the transaction price;• Allocation of the transaction price to the performance obligations in the contract; and• Recognition of revenue when, or as, we satisfy a performance obligation.Term-based Arrangements: Term-based arrangements consist of on-premise term licenses as well as maintenance.LicenseF-15Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSLicense revenue consists primarily of product and related revenue from our aspenONE licensing model and point product arrangements.When a customer elects to license our products under our aspenONE licensing model, the customer receives, for the term of the arrangement, the right toall software products in the licensed aspenONE software suite. When a customer elects to license point products, the customer receives, for the term of thearrangement, the right to license specified products in the licensed aspenONE software suite. Revenue from initial product licenses is recognized upfrontupon delivery.MaintenanceWhen a customer elects to license our products under our aspenONE licensing model, our Premier Plus SMS offering is included for the entire term of thearrangement and the customer receives, for the term of the arrangement, the right to any updates that may be introduced into the licensed aspenONE softwaresuite. When a customer elects to license point products, our Premier Plus SMS offering is included for the entire term of the arrangement and the customerreceives, for the term of the arrangement, the right to any updates that may be introduced related to the specified products licensed. Maintenance represents astand-ready obligation and, due to our obligation to provide unspecified future software updates on a when-and-if available basis as well as telephonesupport services, we are required to recognize revenue ratably over the term of the arrangement.Services and Other RevenueProfessional Services RevenueProfessional services are provided to customers on a time-and-materials ("T&M") or fixed-price basis. The obligation to provide professional services isgenerally satisfied over time, with the customer simultaneously receiving and consuming the benefits as we satisfy our performance obligation. Forprofessional services, revenue is recognized by measuring progress toward the completion of our obligations. We recognize professional services fees for ourT&M contracts based upon hours worked and contractually agreed-upon hourly rates. Revenue from fixed-price engagements is recognized using theproportional performance method based on the ratio of costs incurred to the total estimated project costs. The use of the proportional performance method isdependent upon our ability to reliably estimate the costs to complete a project. We use historical experience as a basis for future estimates to complete currentprojects. Additionally, we believe that costs are the best available measure of performance. Out-of-pocket expenses which are reimbursed by customers arerecorded as revenue.Training RevenueWe provide training services to our customers, including on-site, Internet-based, public and customized training. The obligation to provide trainingservices is generally satisfied over time, with the customer simultaneously receiving and consuming the benefits as we satisfy our performance obligation.Revenue is recognized in the period in which the services are performed.Contracts with Multiple Performance ObligationsOur contracts generally contain more than one of the products and services listed above, each of which is separately accounted for as a distinctperformance obligation.Allocation of consideration: We allocate total contract consideration to each distinct performance obligation in an arrangement on a relative standaloneselling price basis. The standalone selling price reflects the price we would charge for a specific product or service if it was sold separately in similarcircumstances and to similar customers.If the arrangement contains professional services and other products or services, we allocate to the professional service obligation a portion of the totalcontract consideration based on the standalone selling price of professional services that is observed from consistently priced standalone sales.The standalone selling price for term licenses, which are always sold with maintenance, is the price for the combined license and maintenance bundle.The amount assigned to the license and maintenance bundle is separated into license and maintenance amounts using the respective standalone selling pricesrepresented by the value relationship between the software license and maintenance.When two or more contracts are entered into at or near the same time with the same customer, we evaluate the facts and circumstances associated with thenegotiation of those contracts. Where the contracts are negotiated as a package, we willF-16Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSaccount for them as a single arrangement and allocate the consideration for the combined contracts among the performance obligations accordingly.Standalone selling price: When available, we use directly observable transactions to determine the standalone selling prices for performanceobligations. Generally, directly observable data is not available for term licenses and maintenance. When term licenses are sold together with maintenance ina bundled arrangement, we estimate a standalone selling price for these distinct performance obligations using relevant information, including our overallpricing objectives and strategies and historical pricing data, and taking into consideration market conditions and other factors.Other policies and judgmentsPayment terms and conditions vary by contract type, although terms generally include a requirement of payment annually over the term of the licensearrangement. Therefore, we generally receive payment from a customer after the performance obligation related to the license has been satisfied, andtherefore, our contracts generally contain a significant financing component. The significant financing component is calculated utilizing an interest rate thatderives the net present value of the performance obligations delivered on an upfront basis based on the allocation of consideration. We have instituted acustomer portfolio approach in assigning interest rates. The rates are determined at contract inception and are based on the credit characteristics of thecustomers within each portfolio.Contract modificationsWe sometimes enter into agreements to modify previously executed contracts, which constitute contract modifications. We assess each of these contractmodifications to determine (i) if the additional products and services are distinct from the products and services in the original arrangement; and (ii) if theamount of consideration expected for the added products and services reflects the stand-alone selling price of those products and services, as adjusted forcontract-specific circumstances. A contract modification meeting both criteria is accounted for as a separate contract. A contract modification not meetingboth criteria is considered a change to the original contract and is accounted for on either (i) a prospective basis as a termination of the existing contract andthe creation of a new contract; or (ii) a cumulative catch-up basis. Generally, our contract modifications meet both criteria and are accounted for as a separatecontract, as adjusted for contract-specific circumstances.Disaggregation of RevenueWe disaggregate our revenue by region, type of performance obligation, timing of revenue recognition, and segment as follows:F-17Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Revenue by region: United States$219,967 $207,266 $158,761Europe155,543 126,862 166,133Other (1)222,835 184,731 169,533 $598,345 $518,859 $494,427 Revenue by type of performance obligation: License$404,122 $326,549 $307,259Maintenance165,436 161,065 157,012Services and other28,787 31,245 30,156 $598,345 $518,859 $494,427 Revenue by segment: Subscription and software$569,558 $487,614 $464,271Services and other28,787 31,245 30,156 $598,345 $518,859 $494,427____________________________________________(1)Other consists primarily of Asia Pacific, Canada, Latin America and the Middle East.Contract BalancesThe difference in the opening and closing balances of our contract assets and deferred revenue primarily results from the timing difference between ourperformance and the customer’s payment. We fulfill our obligations under a contract with a customer by transferring products and services in exchange forconsideration from the customer. We recognize a contract asset when we transfer products or services to a customer and the right to consideration isconditional on something other than the passage of time. Accounts receivable are recorded when the customer has been billed or the right to consideration isunconditional. We recognize deferred revenue when we have received consideration or an amount of consideration is due from the customer and we have afuture obligation to transfer products or services. Our contract assets and deferred revenue were as follows as of June 30, 2019 and 2018: June 30, 2019 June 30, 2018 As Restated (Dollars in Thousands)Contract assets$619,703 $557,377Deferred revenue(44,891) (27,504) $574,812 $529,873Contract assets and deferred revenue are presented net at the contract level for each reporting period.The change in deferred revenue during fiscal 2019 was primarily due to an increase in new billings in advance of revenue recognition, partially offset by$14.0 million of revenue recognized that was included in deferred revenue at June 30, 2018.Contract CostsWe pay commissions for new product sales as well as for renewals of existing contracts. Commissions paid to obtain renewal contracts are notcommensurate with the commissions paid for new product sales and therefore, a portion of the commissions paid for new contracts relate to future renewals.F-18Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSWe account for new product sales commissions using a portfolio approach and allocate the cost of commissions in proportion to the allocation oftransaction price of license and maintenance performance obligations, including assumed renewals. Commissions allocated to the license and license renewalcomponents are expensed at the time the license revenue is recognized. Commissions allocated to maintenance are capitalized and amortized on a straight-line basis over a period of four years to eight years for new contracts, reflecting our estimate of the expected period that we will benefit from thosecommissions.Amortization of capitalized contract costs is included in sales and marketing expenses in our Consolidated Statement of Operations.Transaction Price Allocated to Remaining Performance ObligationsThe following table includes the aggregate amount of the transaction price allocated as of June 30, 2019 to the performance obligations that areunsatisfied (or partially unsatisfied) at the end of the reporting period: Year Ended June 30, 2020 2021 2022 2023 2024 Thereafter (Dollars in Thousands)License$47,869 $31,944 $9,820 $3,575 $1,559 $721Maintenance193,348 144,734 101,127 64,286 37,613 14,847Services and other43,679 646 594 345 74 16Impact to Prior Period InformationThe following table presents the effect of the adoption of Topic 606 on select consolidated statements of operations line items for fiscal 2018 and 2017:F-19Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS Year Ended June 30, 2018 As PreviouslyReported Adjustments As Adjusted (Dollars in Thousands, Except per Share Data)Consolidated Statements of Operations: License revenue$— $326,549 $326,549Maintenance revenue— 161,065 161,065Subscription and software revenue471,041 (471,041) —Services and other revenue28,473 2,772 31,245Total revenue499,514 19,345 518,859Gross profit448,870 19,345 468,215Selling and marketing expense101,077 (1,340) 99,737General and administrative expense56,076 11,105 67,181Total operating expenses239,229 9,765 248,994Income from operations209,641 9,580 219,221Interest income231 24,723 24,954Provision for (benefit from) income taxes54,655 (110,712) (56,057)Net income$148,688 $145,015 $293,703Net income per common share: Basic$2.06 $4.07Diluted$2.04 $4.03Weighted average shares outstanding: Basic72,140 72,140Diluted72,956 72,956F-20Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS Year Ended June 30, 2017 As PreviouslyReported Adjustments As Adjusted (Dollars in Thousands, Except per Share Data)Consolidated Statements of Operations: License revenue$— $307,259 $307,259Maintenance revenue— 157,012 157,012Subscription and software revenue453,512 (453,512) —Services and other revenue29,430 726 30,156Total revenue482,942 11,485 494,427Gross profit435,476 11,485 446,961Selling and marketing expense92,633 (656) 91,977General and administrative expense51,297 7,438 58,735Total operating expenses223,460 6,782 230,242Income from operations212,016 4,703 216,719Interest income808 22,134 22,942Provision for income taxes48,150 9,647 57,797Net income$162,196 $17,190 $179,386Net income per common share: Basic$2.12 $2.35Diluted$2.11 $2.33Weighted average shares outstanding: Basic76,491 76,491Diluted76,978 76,978The following table presents the effect of the adoption of Topic 606 on select consolidated balance sheet line items as of June 30, 2018: June 30, 2018 As PreviouslyReported Adjustments As Restated (Dollars in Thousands)Consolidated Balance Sheets: ASSETS Current contract assets$— $237,537 $237,537Contract costs— 20,500 20,500Accounts receivable, net21,910 19,900 41,810Non-current contract assets— 319,840 319,840Non-current deferred tax assets11,090 (9,858) 1,232Total assets264,924 587,919 852,843LIABILITIES AND STOCKHOLDERS’ EQUITY Current deferred revenue286,845 (271,695) 15,150Non-current deferred revenue28,259 (15,905) 12,354Deferred income taxes— 184,901 184,901Other non-current liabilities18,492 (1,424) 17,068Retained earnings305,208 692,042 997,250Total liabilities and stockholders’ equity$264,924 $587,919 $852,843F-21Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSThe adoption of Topic 606 had no impact on our total cash flows or net cash provided by operating activities. The impacts of adoption resulted in offsettingshifts in cash flows throughout the components of net income and various changes in working capital balances. The following table presents the effect of theadoption of Topic 606 on select consolidated statement of cash flows line items for fiscal 2018 and 2017: Year Ended June 30, 2018 As PreviouslyReported Adjustments As Adjusted (Dollars in Thousands)Consolidated Statements of Cash Flows: Cash flows from operating activities: Net income$148,688 $145,015 $293,703Adjustments to reconcile net income to net cash provided by operatingactivities: Deferred income taxes3,193 (113,501) (110,308)Changes in assets and liabilities: Contract assets— 3,640 3,640Contract costs— (617) (617)Accounts receivable4,327 (3,481) 846Deferred revenue13,700 (31,056) (17,356)Net cash provided by operating activities$206,936 $— $206,936 Year Ended June 30, 2017 As PreviouslyReported Adjustments As Adjusted (Dollars in Thousands)Consolidated Statements of Cash Flows: Cash flows from operating activities: Net income$162,196 $17,190 $179,386Adjustments to reconcile net income to net cash provided by operatingactivities: Deferred income taxes(4,286) 9,559 5,273Changes in assets and liabilities: Contract assets— (4,327) (4,327)Contract costs— (203) (203)Accounts receivable(7,480) (684) (8,164)Deferred revenue18,477 (21,535) (3,058)Net cash provided by operating activities$182,386 $— $182,386As referenced in Item 9A, "Controls and Procedures," the previously issued unaudited consolidated financial statements in our quarterly reports on Form10-Q for the quarters ended September 30, 2018, December 31, 2018 and March 31, 2019 have been restated in this Form 10-K. See Note 19, "QuarterlyFinancial Data (Unaudited)," to our Consolidated Financial Statements for the restated financial statements.(4) Fair ValueWe determine fair value by utilizing a fair value hierarchy that ranks the quality and reliability of the information used in its determination. Fair valuesdetermined using “Level 1 inputs” utilize unadjusted quoted prices in active markets for identical assets or liabilities that we have the ability to access. Fairvalues determined using “Level 2 inputs” utilize data points that are observable, such as quoted prices, interest rates and yield curves for similar assets andliabilities. F-22Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSCash equivalents of $1.0 million and $5.0 million as of June 30, 2019 and June 30, 2018, respectively, were reported at fair value utilizing quotedmarket prices in identical markets, or “Level 1 inputs.” Our cash equivalents consist of short-term money market instruments. Financial instruments not measured or recorded at fair value in the accompanying unaudited consolidated financial statements consist of accountsreceivable, accounts payable and accrued liabilities. The estimated fair value of these financial instruments approximates their carrying value. The estimatedfair value of the borrowings under the Credit Agreement (described below in Note 11, Credit Agreement) approximates its carrying value due to the floatinginterest rate.(5) Accounts ReceivableOur accounts receivable, net of the related allowance for doubtful accounts, were as follows as of June 30, 2019 and 2018:June 30, 2019 June 30, 2018 As Restated(Dollars in Thousands)Accounts receivable, gross$51,133 $44,513Allowance for doubtful accounts(3,349) (2,703)Accounts receivable, net$47,784 $41,810As of June 30, 2019, we had no customer receivable balances that individually represented 10% or more of our net accounts receivable. As of June 30,2018, we had one customer receivable balance that represented approximately 12% of our total receivables, and was collected subsequent to June 30, 2018.(6) Property and EquipmentProperty, equipment and leasehold improvements in the accompanying consolidated balance sheets consist of the following: Year Ended June 30, 2019 2018 (Dollars in Thousands)Property, equipment and leasehold improvements, at cost: Computer equipment$6,642 $8,344Purchased software22,793 24,225Furniture & fixtures6,794 6,850Leasehold improvements12,232 12,023Property, equipment and leasehold improvements, at cost48,461 51,442Accumulated depreciation(41,227) (41,636)Property, equipment and leasehold improvements, net$7,234 $9,806Property and equipment are stated at cost. We record depreciation using the straight-line method over their estimated useful lives, as follows:Asset ClassificationEstimated Useful LifeComputer equipment3 yearsPurchased software3 - 5 yearsFurniture and fixtures3 - 10 yearsLeasehold improvementsLife of lease or asset, whichever is shorterTable of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSTable of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSDuring fiscal 2019 and 2018, we wrote off fully depreciated property, equipment and leasehold improvements that were no longer in use with grossbook values of $3.5 million and less than $0.1 million, respectively.Depreciation expense was $3.1 million, $3.9 million and $5.0 million for fiscal 2019, 2018 and 2017, respectively.We account for asset retirement obligations in accordance with ASC Topic 410, Asset Retirement and Environmental Obligations. Our asset retirementobligations relate to leasehold improvements for leased properties. The balance of our asset retirement obligations was $0.9 million as of June 30, 2019 and2018, respectively.(7) AcquisitionsApex OptimisationOn February 5, 2018, we completed the acquisition of all the outstanding shares of Apex Optimisation and affiliates (“Apex”), a provider of softwarewhich aligns Advanced Process Control with Planning and Scheduling to unify production optimization, for a total cash consideration of $23.0 million. Thepurchase price consisted of $18.4 million of cash paid at closing and an additional $4.6 million to be held back until February 2020 as security for certainrepresentations, warranties, and obligations of the sellers. The holdback is recorded in accrued expenses and other current liabilities in our consolidatedbalance sheet.An allocation of the purchase price is as follows: Amount (Dollars in Thousands)Tangible assets acquired, net$360Identifiable intangible assets: Technology-related4,500Customer relationships3,800Goodwill15,959Deferred tax liabilities(1,619)Total assets acquired, net$23,000We used the relief from royalty and income approaches to derive the fair value of the technology-related and customer relationship intangible assets,respectively. The weighted-average discount rate (or rate of return) used to determine the value of the Apex intangible assets was 28% and the effective taxrate used was 21%. The technology-related and customer relationship intangible assets will each be amortized on a straight-line basis over their estimateduseful lives of seven years.The goodwill, which is not deductible for tax purposes, reflects the value of the assembled workforce and the company-specific synergies we expect torealize by selling Apex products and services to our existing customers. The results of operations of Apex have been included prospectively in our results ofoperations since the date of acquisition.Sabisu Ltd.On June 12, 2019, we completed the acquisition of all the outstanding shares of Argent & Waugh Limited and Sabisu Ltd. (“Sabisu”), a provider of aflexible enterprise visualization and workflow solution to deliver real-time decision support, for a total cash consideration of $7.6 million. The purchase priceconsisted of $6.1 million of cash paid at closing and an additional $1.5 million to be held back until June 2021 as security for certain representations,warranties, and obligations of the sellers. The holdback is recorded in other non-current liabilities in our consolidated balance sheet.F-24Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSA preliminary allocation of the initial purchase price is as follows: Amount (Dollars in Thousands)Tangible assets acquired, net$355Identifiable intangible assets: Technology-related1,525Customer relationships1,525Goodwill4,783Deferred tax liabilities(564)Total assets acquired, net$7,624Mnubo, Inc.On July 12, 2019, we completed the acquisition of all the outstanding shares of Mnubo Inc. (“Mnubo”), a provider of purpose-built artificial intelligenceand analytics infrastructure for the internet of things, for a total cash consideration of $78.0 million. We intend to account for the Mnubo acquisition as abusiness combination. The allocation of the purchase price is subject to the valuation of the net assets acquired.(8) Intangible AssetsWe include in our amortizable intangible assets those intangible assets acquired in our business and asset acquisitions. We amortize acquiredintangible assets with finite lives over their estimated economic lives, generally using the straight-line method. Each period, we evaluate the estimatedremaining useful lives of acquired intangible assets to determine whether events or changes in circumstances warrant a revision to the remaining period ofamortization. Acquired intangibles are removed from the accounts when fully amortized and no longer in use.Intangible assets consist of the following as of June 30, 2019 and 2018: Gross CarryingAmount AccumulatedAmortization Effect of CurrencyTranslation Net CarryingAmount (Dollars in Thousands)June 30, 2019: Technology and patents$37,168 $(8,868) $(118) $28,182Customer relationships6,503 (1,039) (100) 5,364Non-compete agreements553 (492) — 61Total$44,224 $(10,399) $(218) $33,607June 30, 2018: Technology and patents$35,898 $(5,182) $(254) $30,462Customer relationships5,181 (377) (202) 4,602Non-compete agreements553 (307) — 246Total$41,632 $(5,866) $(456) $35,310Total amortization expense related to intangible assets amounted to $4.5 million, $2.2 million and $1.0 million in fiscal 2019, 2018 and 2017,respectively.Future amortization expense as of June 30, 2019 is expected to be as follows:F-25Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSYear Ended June 30,Amortization Expense (Dollars in Thousands)2020$5,12020215,16520225,10420235,01920244,326Thereafter8,873Total$33,607(9) GoodwillThe changes in the carrying amount of goodwill for our subscription and software reporting unit during fiscal years ending June 30, 2019 and 2018were as follows: Gross CarryingAmount AccumulatedImpairment Losses Effect of CurrencyTranslation Net CarryingAmountJune 30, 2018:$142,316 $(65,569) $(1,157) $75,590Goodwill from acquisitions, net of adjustments3,256 — — 3,256Foreign currency translation— — (463) (463)June 30, 2019:$145,572 $(65,569) $(1,620) $78,383 Gross CarryingAmount AccumulatedImpairment Losses Effect of CurrencyTranslation Net CarryingAmountJune 30, 2017:$116,833 $(65,569) $(16) $51,248Goodwill from acquisitions, net of adjustments25,483 — — 25,483Foreign currency translation— — (1,141) (1,141)June 30, 2018:$142,316 $(65,569) $(1,157) $75,590We test goodwill for impairment annually (or more often if impairment indicators arise), at the reporting unit level. We first assess qualitative factors todetermine whether the existence of events or circumstances indicates that it is more likely than not that the fair value of a reporting unit is less than itscarrying amount. If we determine based on this assessment that it is more likely than not that the fair value of a reporting unit is less than its carrying amount,we perform the goodwill impairment test. The first step requires us to determine the fair value of the reporting unit and compare it to the carrying amount,including goodwill, of such reporting unit. If the fair value exceeds the carrying amount, no impairment loss is recognized. However, if the carrying amountof the reporting unit exceeds its fair value, the goodwill of the unit is impaired.Fair value of a reporting unit is determined using a combined weighted average of a market-based approach (utilizing fair value multiples ofcomparable publicly traded companies) and an income-based approach (utilizing discounted projected cash flows). In applying the income-based approach,we would be required to make assumptions about the amount and timing of future expected cash flows, growth rates and appropriate discount rates. Theamount and timing of future cash flows would be based on our most recent long-term financial projections. The discount rate we would utilize would bedetermined using estimates of market participant risk-adjusted weighted-average costs of capital and reflect the risks associated with achieving future cashflows.F-26Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSWe have elected December 31st as the annual impairment assessment date and perform additional impairment tests if triggering events occur. Weperformed our annual impairment test for the subscription and software reporting unit as of December 31, 2018 and, based upon the results of our qualitativeassessment, determined that it was not likely that its fair value was less than its carrying amount. As such, we did not recognize impairment losses as a resultof our analysis. If an event occurs or circumstances change that would more likely than not reduce the fair value of a reporting unit below its carrying value,goodwill will be evaluated for impairment between annual tests. No triggering events indicating goodwill impairment occurred during fiscal 2019, 2018 and2017.(10) Accrued Expenses and Other LiabilitiesAccrued expenses and other current liabilities in the accompanying consolidated balance sheets consist of the following: June 30, 2019 June 30, 2018 (Dollars in Thousands)Compensation-related$27,147 $21,796Deferred acquisition payments4,600 1,700Uncertain tax positions3,751 —Royalties and outside commissions3,665 3,333Share repurchases2,432 1,646Professional fees3,053 1,695Deferred rent1,331 1,188Other8,615 8,157Total accrued expenses and other current liabilities$54,594 $39,515Other non-current liabilities in the accompanying consolidated balance sheets consist of the following: June 30, 2019 June 30, 2018 As Adjusted (Dollars in Thousands)Deferred rent$5,187 $6,442Uncertain tax positions2,274 4,510Deferred acquisition payments1,524 4,294Asset retirement obligations914 916Other482 906Total other non-current liabilities$10,381 $17,068(11) Credit AgreementOn February 26, 2016, we entered into a $250.0 million Credit Agreement (the “Credit Agreement”) with JPMorgan Chase Bank, N.A., asadministrative agent, Silicon Valley Bank, as syndication agent, and the lenders and other parties named therein (the “Lenders”). On August 9, 2017, weentered into an Amendment to increase the Credit Agreement to $350.0 million. The indebtedness evidenced by the Credit Agreement matures on February26, 2021. Prior to the maturity of the Credit Agreement, any amounts borrowed may be repaid and, subject to the terms and conditions of the CreditAgreement, borrowed again in whole or in part without penalty. We had $220.0 million and $170.0 million in outstanding borrowings under the CreditAgreement as of June 30, 2019 and 2018, respectively.Borrowings under the Credit Agreement bear interest at a rate equal to either, at our option, the sum of (a) the highest of (1) the rate of interest publiclyannounced by JPMorgan Chase Bank, N.A. as its prime rate in effect, (2) the Federal FundsF-27Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSEffective Rate plus 0.5%, and (3) the one-month Adjusted LIBO Rate plus 1.0%, plus (b) a margin initially of 0.5% for the first full fiscal quarter ending afterthe date of the Credit Agreement and thereafter based on our Leverage Ratio; or the Adjusted LIBO Rate plus a margin initially of 1.5% for the first full fiscalquarter ending after the date of the Credit Agreement and thereafter based on our Leverage Ratio. We must also pay, on a quarterly basis, an unusedcommitment fee at a rate of between 0.2% and 0.3% per annum, based on our Leverage Ratio. The interest rates as of June 30, 2019 were 3.91% on $159.0million of our outstanding borrowings and 3.94% on the remaining $61.0 million of our outstanding borrowings.All borrowings under the Credit Agreement are secured by liens on substantially all of our assets. The Credit Agreement contains affirmative andnegative covenants customary for facilities of this type, including restrictions on: incurrence of additional debt; liens; fundamental changes; asset sales;restricted payments; and transactions with affiliates. The Credit Agreement contains financial covenants regarding maintenance as of the end of each fiscalquarter, commencing with the quarter ending June 30, 2016, of a maximum Leverage Ratio of 3.0 to 1.0 and a minimum Interest Coverage Ratio of 3.0 to 1.0.We were in compliance with all covenants as of June 30, 2019.(12) Stock-Based CompensationStock Compensation PlansIn December 2016, the shareholders approved the establishment of the 2016 Omnibus Incentive Plan (the 2016 Plan), which provides for the issuanceof a maximum of 6,000,000 shares of common stock. The 2016 Plan provides for the grant of incentive and nonqualified stock options, stock appreciationrights, restricted stock, restricted stock units, other stock-related awards, and performance awards that may be settled in cash, stock, or other property. As ofJune 30, 2019, there were 5,617,627 shares of common stock available for issuance subject to awards under the 2016 Plan.In April 2010, the shareholders approved the establishment of the 2010 Equity Incentive Plan (the 2010 Plan), which provides for the issuance of amaximum of 7,000,000 shares of common stock. The 2010 Plan provides for the grant of incentive and nonqualified stock options, stock appreciation rights,restricted stock, restricted stock units, other stock-related awards, and performance awards that may be settled in cash, stock, or other property. As of June 30,2019, there were 1,945,234 shares of common stock available for issuance subject to awards under the 2010 Plan.Employee Stock Purchase PlanOn July 26, 2018, our Board of Directors approved the Aspen Technology, Inc. 2018 Employee Stock Purchase Plan (the "ESPP"), which provides forthe issuance of up to 250,000 shares of common stock to participating employees. The ESPP is intended to be a qualified employee stock purchase planunder Section 423 of the Internal Revenue Code of 1986, or the IRC. The ESPP was approved at our Annual Meeting of Stockholders on December 7, 2018. The ESPP currently provides for a purchase price equal to 85% of the lower of (a) the fair market value of the common stock on the first trading day of eachESPP offering period and (b) the fair market value of the common stock on the last day of the offering period. Our initial offering period was for January 1,2019 through June 30, 2019.During the six months ended June 30, 2019, we recorded stock-based compensation expense of approximately $0.3 million associated with the ESPP.As a result of employee stock purchases during fiscal 2019, we issued 13,039 shares of common stock. The aggregate intrinsic value of shares issued underthe ESPP during fiscal 2019 was $0.9 million. As of June 30, 2019, there were 236,961 shares of common stock available for issuance under the ESPP.General Award TermsWe issue stock options and restricted stock units (RSUs) to our employees and outside directors, pursuant to shareholder-approved equitycompensation plans. Option awards are granted with an exercise price equal to the market closing price of our stock on the trading day prior to the grant date.Those options generally vest over four years and expire within 7 or 10 years of grant. RSUs generally vest over four years. Historically, our practice has beento settle stock option exercises and RSU vesting through newly-issued shares.Stock Compensation AccountingOur stock-based compensation is accounted for as awards of equity instruments. Our policy is to issue new shares upon the exercise of stock awards.F-28Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSWe utilize the Black-Scholes option valuation model for estimating the fair value of options granted. The Black-Scholes option valuation modelincorporates assumptions regarding expected stock price volatility, the expected life of the option, the risk-free interest rate, dividend yield and the marketvalue of our common stock. The expected stock price volatility is determined based on our stock's historic prices over a period commensurate with theexpected life of the award. The expected life of an option represents the period for which options are expected to be outstanding as determined by historicoption exercises and cancellations. The risk-free interest rate is based on the U.S. Treasury yield curve for notes with terms approximating the expected life ofthe options granted. The expected dividend yield is zero, based on our history and expectation of not paying dividends on common shares. We recognizecompensation costs on a straight-line basis, net of forfeitures, over the requisite service period for time-vested awards.The weighted average estimated fair value of option awards granted during fiscal 2019, 2018 and 2017 was $31.25, $17.07, and $13.16, respectively.We utilized the Black-Scholes option valuation model with the following weighted average assumptions: Year Ended June 30, 2019 2018 2017Risk-free interest rate2.8% 1.7% 1.2%Expected dividend yieldNone None NoneExpected life (in years)4.6 4.6 4.6Expected volatility factor26.6% 28.0% 31.3%The stock-based compensation expense and its classification in the accompanying consolidated statements of operations for fiscal 2019, 2018 and2017 was as follows: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Recorded as expenses: Cost of maintenance$1,282 $559 $564Cost of service and other1,420 920 913Selling and marketing4,849 3,862 3,652Research and development6,923 7,617 5,806General and administrative13,099 9,730 7,865Total stock-based compensation$27,573 $22,688 $18,800F-29Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSA summary of stock option and RSU activity under all equity plans in fiscal 2019 is as follows: Stock Options Restricted Stock Units Shares WeightedAverageExercisePrice WeightedAverageRemainingContractualTerm AggregateIntrinsicValue(in 000's) Shares WeightedAverageGrantDate FairValueOutstanding at June 30, 20181,369,442 $45.93 7.23 $64,103 621,700 $53.64Granted282,798 113.88 645,146 114.72Settled (RSUs) (392,364) 60.51Exercised(252,975) 39.24 Cancelled / Forfeited(95,248) 68.25 (80,764) 68.58Outstanding at June 30, 20191,304,017 $60.33 6.94 $83,388 793,718 $98.38Exercisable at June 30, 2019842,746 $48.81 6.11 $63,598 Vested and expected to vest atJune 30, 20191,249,802 $59.52 6.87 $80,935 748,240 $99.36During fiscal 2019, 2018 and 2017, the weighted average grant-date fair value of RSUs granted was $114.72, $64.32 and $46.59, respectively. Duringfiscal 2019, 2018 and 2017 the total fair value of vested shares from RSU grants amounted to $39.9 million, $23.0 million and $16.6 million, respectively.As of June 30, 2019, the total future unrecognized compensation cost related to stock options and RSUs was $8.4 million and $26.2 million,respectively, and are expected to be recorded over a weighted average period of 2.47 years and 2.44 years, respectively.During fiscal 2019, 2018 and 2017 the weighted average exercise price of stock options granted was $113.88, $64.30 and $46.31. The total intrinsicvalue of options exercised during fiscal 2019, 2018 and 2017 was $18.2 million, $15.1 million and $7.9 million, respectively. We received $10.9 million,$13.5 million and $9.3 million in cash proceeds from issuances of shares of common stock during fiscal 2019, 2018 and 2017, respectively. We paid $14.7million, $8.1 million and $5.8 million for withholding taxes on vested RSUs during fiscal 2019, 2018 and 2017, respectively.At June 30, 2019, common stock reserved for future issuance or settlement under equity compensation plans was 9.7 million shares.Performance AwardsDuring fiscal 2019, we granted performance-based long-term incentive awards (“performance awards”) to certain of our executives, including our namedexecutive officers. The performance period for each performance award is either of the following two-year periods: (i) fiscal year 2019 - fiscal year 2020, or(ii) fiscal year 2020 - fiscal year 2021. Participants receive RSUs on the grant date associated with achievement of all performance targets. The performancetargets for the performance awards are based on meeting double digit growth in annual spend, defined as an estimate of the annualized value of our portfolioof term license arrangements, as of a specific date, and the performance goals set out in the executive bonus plan for each fiscal year, such as free cash flow. Ifthe performance targets are met during one of the two performance periods and the participant remains actively employed by us, the RSUs convert to time-based vesting wherein fifty percent of the awards immediately vest, and the remaining fifty percent are subject to additional service vesting over a three-yearperiod. In general, if the performance targets are not met, or if the participant is no longer actively employed by us prior to the performance targets being met,the participant forfeits all of the RSUs.We record compensation expense for the performance awards based on the fair value of the awards, in an amount proportionate to the service timerendered by the participant, when it is probable that the achievement of the goals will be met. The total fair value of the performance awards granted duringfiscal 2019 was estimated using the closing price on the date of grant as well as the estimated probable achievement levels of the performance metrics. If theperformance-based conditions are not met, no compensation cost is recognized and any recognized compensation cost is reversed. F-30Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSDuring fiscal 2019, we granted 382,373 RSUs in connection with the performance awards. As of June 30, 2019, all of the RSUs issued in connectionwith the performance awards were unvested and outstanding. No compensation expense was recognized during fiscal 2019. On August 2, 2019, 60,680 RSUs in connection with the performance awards were forfeited associated with the departure of an executive.(13) Common StockOn January 22, 2015, our Board of Directors approved a share repurchase program (the "Share Repurchase Program") for up to $450.0 million worth ofour common stock. On April 26, 2016, June 8, 2017, April 18, 2018, December 6, 2018, and April 17, 2019, the Board of Directors approved a $400.0million, $200.0 million, $200.0 million, $100.0 million, and $200.0 million increase in the Share Repurchase Program, respectively. The timing and amountof any shares repurchased are based on market conditions and other factors. All shares of our common stock repurchased have been recorded as treasury stockunder the cost method.During fiscal 2019, we repurchased 3,074,127 shares of our common stock in the open market for $300.0 million. During fiscal 2018, we repurchased2,797,623 shares of our common stock in the open market for $200.0 million. During fiscal 2017, we repurchased 5,185,257 shares of our common stock inthe open market for $275.0 million and 2,106,709 shares of our common stock for $100.0 million as part of an accelerated share repurchase program.As of June 30, 2019, the remaining dollar value under the Share Repurchase Program was $346.3 million.(14) Net Income Per ShareBasic income per share is determined by dividing net income by the weighted average common shares outstanding during the period. Diluted incomeper share is determined by dividing net income by diluted weighted average shares outstanding during the period. Diluted weighted average shares reflect thedilutive effect, if any, of potential common shares. To the extent their effect is dilutive, employee equity awards and other commitments to be settled incommon stock are included in the calculation of diluted net income per share based on the treasury stock method.The calculations of basic and diluted net income per share and basic and dilutive weighted average shares outstanding for the years ended June 30,2019, 2018 and 2017 are as follows: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars and Shares in Thousands, Except per Share Data)Net income$262,734 $293,703 $179,386 Weighted average shares outstanding69,925 72,140 76,491Dilutive impact from: Employee equity awards862 816 487Dilutive weighted average shares outstanding70,787 72,956 76,978Income per share Basic$3.76 $4.07 $2.35Dilutive$3.71 $4.03 $2.33F-31Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSFor the years ended June 30, 2019, 2018 and 2017, certain employee equity awards were anti-dilutive based on the treasury stock method. Thefollowing employee equity awards were excluded from the calculation of dilutive weightedaverage shares outstanding because their effect would be anti-dilutive as of the balance sheet date: Year Ended June 30, 2019 2018 2017 (Shares in Thousands)Employee equity awards784 419 525Included in the table above are options to purchase 245,252 shares of our common stock as of June 30, 2019 which were not included in thecomputation of dilutive weighted average shares outstanding, because their exercise prices ranged from $103.19 per share to $123.56 per share and weregreater than the average market price of our common stock during the period then ended. These options were outstanding as of June 30, 2019 and expire atvarious dates through June 23, 2029.(15) Income TaxesIncome before provision for income taxes consists of the following: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Domestic$298,665 $229,745 $228,890Foreign4,525 7,901 8,293Income before provision for income taxes$303,190 $237,646 $237,183The provision for income taxes shown in the accompanying consolidated statements of operations is composed of the following: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Federal— Current$64,194 $47,734 $69,385Deferred(26,983) (108,867) (13,110)State— Current3,246 1,471 1,737Deferred(1,026) 1,042 (771)Foreign— Current1,549 2,296 2,067Deferred(524) 267 (1,511) $40,456 $(56,057) $57,797On December 22, 2017, the President of the United States signed into law Public Law No. 115-97, commonly referred to as the Tax Cuts and Jobs Act(the “Tax Act”), following its passage by the United States Congress. The Tax Act made significant changes to U.S. federal income tax laws, includingreduction of the corporate tax rate from 35.0% to 21.0%, and the implementation of a territorial tax system resulting in a one-time transition tax on theunremitted earnings of our foreign subsidiaries. The Tax Act also contains additional provisions that are effective for us in fiscal year 2019, including a newdeduction for Foreign-Derived Intangible Income (“FDII”), the repeal of the domestic production activity deduction, a new tax on Global Intangible Low-Taxed Income (“GILTI”), and increased limitations on the deductibility of certain executive compensation.F-32Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSOur tax expense for fiscal 2019 was favorably impacted primarily by FDII deduction which reduced our effective tax rate by approximately 6.7%, therecognition of excess tax benefits related to stock-based compensation and the lower U.S. statutory tax rate of 21.0% as the result of the enactment of the TaxAct.The provision for income taxes differs from that based on the federal statutory rate due to the following: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Federal tax provision at statutory rate$63,670 $66,683 $83,014State income taxes1,540 1,503 1,167Remeasurement of deferred taxes— (115,536) —Foreign-derived intangible income (FDII)(20,326) — —Global intangible low-taxed income (GILTI)797 — —Effect of foreign operations7,395 4,700 2,912Foreign taxes and rate differences514 (164) (206)Stock-based compensation(3,774) (2,951) 991Tax credits(9,677) (7,913) (6,614)Uncertain tax positions1,055 (185) (19,645)Return to provision adjustments(482) (488) 464Domestic production activity deduction— (4,869) (6,261)Valuation allowance(550) 2,326 1,522Other294 837 453Provision for income taxes$40,456 $(56,057) $57,797F-33Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSNet deferred tax liabilities consist of the following at June 30, 2019 and 2018: Year Ended June 30, 2019 2018 As Restated (Dollars in Thousands)Deferred tax assets: Federal and state credits$4,055 $4,363Capital loss carryforwards— 4,856Net operating loss carryforwards906 1,452Deferred revenue5,252 3,163Other reserves and accruals6,082 6,550Intangible assets1,020 1,015Property, leasehold improvements, and other basis differences1,433 1,646Other temporary differences453 450 19,201 23,495Deferred tax liabilities: Contract assets and costs(156,346) (121,631)Deferred revenue(8,610) (68,546)Intangible assets(5,635) (5,231)Property, leasehold improvements, and other basis differences(1,146) (1,340) (171,737) (196,748)Valuation allowance(4,866) (10,416)Net deferred tax liabilities$(157,402) $(183,669)Reflected in the deferred tax assets above at June 30, 2019, we have foreign net operating loss carryforwards of $0.9 million, some of which will expirebeginning in 2019 and others with unlimited carryforwards, and state research and development credits of $4.0 million which begin to expire in 2025.We adopted ASU No. 2016-09 effective July 1, 2017. As a result of adopting the new standard, excess tax benefits from stock-based compensation arenow reflected in the consolidated statements of operations as a component of the provision for income taxes, whereas they were previously a component ofstockholders’ equity. The adoption of ASU No. 2016-09 resulted in a decrease in our provision for income taxes of $3.8 million and $3.0 million duringfiscal 2019 and 2018, respectively. This represents a decrease in our effective tax rate of approximately one percentage point during fiscal 2019 and 2018,respectively, due to the recognition of excess tax benefits for options exercised and the vesting of equity awards.Our valuation allowance for deferred tax assets was $4.9 million and $10.4 million as of June 30, 2019 and 2018 respectively. The most significantportion of the valuation allowance as of June 30, 2019 is attributable to a reserve against state R&D tax credits of $3.9 million. There was a decrease in thevaluation allowance of $4.8 million during fiscal 2019 related to a capital loss expiring that had no impact on our tax provision.For fiscal 2019, our income tax provision included amounts determined under the provisions of ASC 740 intended to satisfy additional income taxassessments, including interest and penalties, that could result from any tax return positions for which the likelihood of sustaining the position on audit doesnot meet a threshold of "more likely than not." Tax liabilities were recorded as a component of our income taxes payable and other non-current liabilities.The ultimate amount of taxes due will not be known until examinations are completed and settled or the audit periods are closed by statutes.F-34Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSA reconciliation of the reserve for uncertain tax positions is as follows: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Uncertain tax positions, beginning of year$3,931 $3,921 $23,535Gross increases (decreases) —tax positions in prior period407 544 (19,116)Gross increases—tax positions in current period1,789 — —Gross decreases—lapse of statutes(740) (637) (830)Currency translation adjustment(7) 103 332Uncertain tax positions, end of year$5,380 $3,931 $3,921At June 30, 2019, the total amount of unrecognized tax benefits is $5.4 million. Upon being recognized, the amount would reduce the effective tax rate.Our policy is to recognize interest and penalties related to income tax matters as provision for (benefit from) income taxes. At June 30, 2019, we hadapproximately $0.5 million of accrued interest and $0.1 million of penalties related to uncertain tax positions. We recorded a benefit for interest andpenalties of approximately $0.1 million during fiscal 2019.We are subject to income tax in many jurisdictions outside the U.S. Our operations in certain jurisdictions remain subject to examination for tax years2008 to 2017, some of which are currently under audit by local tax authorities. The resolutions of these audits are not expected to be material to ourconsolidated financial statements.(16) Commitments and ContingenciesOperating LeasesWe lease certain facilities and various office equipment under non-cancellable operating leases with terms in excess of one year. Rental expense,including short term leases, maintenance charges and taxes on leased facilities, was approximately $8.3 million, $8.2 million and $8.4 million for fiscal years2019, 2018 and 2017, respectively.Future minimum lease payments under these leases as of June 30, 2019 are as follows:Year Ended June 30,Operating Leases (Dollars in Thousands)2020$8,39920217,82020226,51420235,86220244,932Thereafter3,307Total$36,834Letters of CreditStandby letters of credit for $3.9 million secure our performance on professional services contracts and certain facility leases. The letters of credit expireat various dates through fiscal 2025.(17) Retirement PlansF-35Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSWe maintain a defined contribution retirement plan under Section 401(k) of the Internal Revenue Code (IRC) covering all eligible employees, asdefined. Under the plan, a participant may elect to defer receipt of a stated percentage of his or her compensation, subject to limitation under the IRC, whichwould otherwise be payable to the participant for any plan year. We may make discretionary contributions to this plan, including making matchingcontributions of 50%, up to a maximum of 6% of an employee's pretax contribution. We made matching contributions of approximately $2.6 million, $2.7million and $2.5 million in fiscal 2019, 2018 and 2017, respectively. Additionally, we participate in certain government mandated and defined contributionplans throughout the world for which we comply with all funding requirements.(18) Segment and Geographic InformationOperating segments are defined as components of an enterprise that engage in business activities for which discrete financial information is availableand regularly reviewed by the chief operating decision maker in deciding how to allocate resources and to assess performance. Our chief operating decisionmaker is our President and Chief Executive Officer.We have two operating and reportable segments, which are consistent with our reporting units: i) subscription and software and ii) services and other.The subscription and software segment is engaged in the licensing of process optimization and asset performance management software solutions andassociated support services, and includes our license and maintenance revenue. The services and other segment includes professional services and training,and includes our services and other revenue. We do not track assets or capital expenditures by operating segments. Consequently, it is not practical to presentassets, capital expenditures, depreciation or amortization by operating segmentsThe following table presents a summary of our reportable segments' profits: Subscription andSoftware Services and Other Total (Dollars in Thousands)Year Ended June 30, 2019: Segment revenue$569,558 $28,787 $598,345Segment expenses(1)(220,764) (31,548) (252,312)Segment profit$348,794 $(2,761) $346,033Year Ended June 30, 2018, As Adjusted: Segment revenue$487,614 $31,245 $518,859Segment expenses(1)(204,457) (28,000) (232,457)Segment profit$283,157 $3,245 $286,402Year Ended June 30, 2017, As Adjusted: Segment revenue$464,271 $30,156 $494,427Segment expenses(1)(192,559) (26,414) (218,973)Segment profit$271,712 $3,742 $275,454____________________________________________(1)Our reportable segments’ operating expenses include expenses directly attributable to the segments. Segment expenses include selling andmarketing and research and development expenses. Segment expenses do not include allocations of general and administrative expense; interestincome, net; and other (expense), net.F-36Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSReconciliation to Income Before Income TaxesThe following table presents a reconciliation of total segment operating profit to income before provision for income taxes: Year Ended June 30, 2019 2018 2017 As Adjusted As Adjusted (Dollars in Thousands)Total segment profit for reportable segments$346,033 $286,402 $275,454General and administrative(63,231) (67,181) (58,735)Interest income28,457 24,954 22,942Interest (expense)(8,733) (5,691) (3,787)Other (expense) income, net664 (838) 1,309Income before income taxes$303,190 $237,646 $237,183Geographic Information:We have long-lived assets of approximately $79.0 million that are located domestically and $44.5 million that reside in other geographic locations asof June 30, 2019. We had long-lived assets of approximately $93.9 million that were located domestically and $39.8 million that reside in other geographiclocations as of June 30, 2018.(19) Quarterly Financial Data (Unaudited)The following tables present quarterly consolidated statement of operations data for fiscal 2019 and 2018. The below data is unaudited but, in ouropinion, reflects all adjustments necessary for a fair presentation of this data in accordance with GAAP: Three Months Ended June 30, 2019 March 31,2019 December 31, 2018 September 30,2018 (Dollars and Shares in Thousands, Except per Share Data)Total revenue$195,769 $147,984 $140,423 $114,169Gross profit180,279 133,624 125,684 100,942Income from operations111,223 70,831 63,758 36,990Net income103,865 61,587 59,217 38,066Net income per common share: Basic$1.51 $0.89 $0.84 $0.54Diluted$1.49 $0.88 $0.83 $0.53Weighted average shares outstanding: Basic68,839 69,423 70,428 70,988Diluted69,638 70,160 71,148 72,015F-37Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS Three Months Ended June 30, 2018 March 31,2018 December 31, 2017 September 30,2017 As Adjusted (Dollars and Shares in Thousands, Except per Share Data)Total revenue$159,084 $127,759 $105,529 $126,487Gross profit146,037 114,983 93,440 113,755Income from operations79,784 53,620 30,104 55,714Net income76,646 44,506 132,030 40,521Net income per common share: Basic$1.07 $0.62 $1.83 $0.55Diluted$1.06 $0.61 $1.81 $0.55Weighted average shares outstanding: Basic71,349 71,828 72,342 73,024Diluted72,315 72,663 73,036 73,609Restatement of the Fiscal 2019 Unaudited Quarterly Financial StatementsAs previously described in our Current Report on Form 8-K filed on September 10, 2019, we concluded that our unaudited interim financial statementspreviously issued for the quarterly and year-to-date periods ended September 30, 2018, December 31, 2018 and March 31, 2019 should not be relied upondue to errors identified in such financial statements related to the contract asset balances recorded upon the adoption of Topic 606 and the related impact todeferred tax liabilities, as well as the classification of contract cost assets and related deferred tax assets and liabilities on the consolidated balance sheets.The following summarizes the errors corrected in the restatement of the unaudited quarterly financial statements.ASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED BALANCE SHEETS(Unaudited) June 30, 2018 As PreviouslyReported Adjustments As Restated (Dollars in Thousands, Except Share and Per ShareData)ASSETS Current assets: Cash and cash equivalents$96,165 $— $96,165Accounts receivable, net41,810 — 41,810Current contract assets304,378 (66,841) 237,537Current contract costs20,500 (20,500) —Prepaid expenses and other current assets10,509 — 10,509Prepaid income taxes2,601 — 2,601Total current assets475,963 (87,341) 388,622Property, equipment and leasehold improvements, net9,806 — 9,806Computer software development costs, net646 — 646Goodwill75,590 — 75,590Intangible assets, net35,310 — 35,310F-38Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSNon-current contract assets340,622 (20,782) 319,840Non-current contract costs— 20,500 20,500Non-current deferred tax assets11,090 (9,858) 1,232Other non-current assets1,297 — 1,297Total assets$950,324 $(97,481) $852,843LIABILITIES AND STOCKHOLDERS' EQUITY Current liabilities: Accounts payable$4,230 $— $4,230Accrued expenses and other current liabilities39,515 — 39,515Income taxes payable1,698 — 1,698Borrowings under credit agreement170,000 — 170,000Current deferred revenue15,150 — 15,150Total current liabilities230,593 — 230,593Non-current deferred revenue12,354 — 12,354Deferred income taxes214,125 (29,224) 184,901Other non-current liabilities17,068 — 17,068Commitments and contingencies Series D redeemable convertible preferred stock, $0.10 par value—Authorized—3,636 shares as of June 30, 2018 and 2017Issued and outstanding—none as of June 30, 2018 and 2017— — —Stockholders' equity: Common stock, $0.10 par value—Authorized—210,000,000 shares Issued—103,130,300 shares at June 30, 2018 and 102,567,129 shares atJune 30, 2017Outstanding—71,186,701 shares at June 30, 2018 and 73,421,153shares at June 30, 201710,313 — 10,313Additional paid-in capital715,475 — 715,475Retained earnings1,065,507 (68,257) 997,250Accumulated other comprehensive income1,388 — 1,388Treasury stock, at cost— 31,943,599 shares of common stock at June 30,2018 and 29,145,976 shares at June 30, 2017(1,316,499) — (1,316,499)Total stockholders' equity476,184 (68,257) 407,927Total liabilities and stockholders' equity$950,324 $(97,481) $852,843ASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED BALANCE SHEETS(Unaudited) September 30, 2018 As PreviouslyReported Adjustments As Restated (Dollars in Thousands, Except Share and Per ShareData)ASSETS Current assets: Cash and cash equivalents$52,048 $— $52,048Accounts receivable, net53,999 (3,653) 50,346F-39Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSCurrent contract assets317,967 (79,472) 238,495Current contract costs21,296 (21,296) —Prepaid expenses and other current assets12,992 — 12,992Prepaid income taxes1,422 — 1,422Total current assets459,724 (104,421) 355,303Property, equipment and leasehold improvements, net9,006 — 9,006Computer software development costs, net695 — 695Goodwill75,649 — 75,649Intangible assets, net34,192 — 34,192Non-current contract assets357,947 (4,498) 353,449Non-current contract costs— 21,296 21,296Non-current deferred tax assets1,176 — 1,176Other non-current assets1,279 — 1,279Total assets$939,668 $(87,623) $852,045LIABILITIES AND STOCKHOLDERS' EQUITY Current liabilities: Accounts payable$2,501 $— $2,501Accrued expenses and other current liabilities32,000 — 32,000Income taxes payable46,869 — 46,869Borrowings under credit agreement170,000 — 170,000Current deferred revenue23,737 — 23,737Total current liabilities275,107 — 275,107Non-current deferred revenue15,046 — 15,046Deferred income taxes159,563 (19,366) 140,197Other non-current liabilities16,833 — 16,833Commitments and contingencies Series D redeemable convertible preferred stock, $0.10 par value—Authorized—3,636 shares as of September 30, 2018 and June 30, 2018Issued and outstanding—none as of September 30, 2018 and June 30,2018— — —Stockholders' equity: Common stock, $0.10 par value—Authorized—210,000,000 shares Issued—103,279,138 shares at September 30, 2018 and 103,130,300shares at June 30, 2018Outstanding—70,862,163 shares at September 30, 2018 and 71,186,701shares at June 30, 201810,328 — 10,328Additional paid-in capital724,752 — 724,752Retained earnings1,103,573 (68,257) 1,035,316Accumulated other comprehensive income965 — 965Treasury stock, at cost— 32,416,975 shares of common stock atSeptember 30, 2018 and 31,943,599 shares at June 30, 2018(1,366,499) — (1,366,499)Total stockholders' equity473,119 (68,257) 404,862Total liabilities and stockholders' equity$939,668 $(87,623) $852,045ASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED BALANCE SHEETS(Unaudited)F-40Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTS December 31, 2018 As PreviouslyReported Adjustments As Restated (Dollars in Thousands, Except Share and Per ShareData)ASSETS Current assets: Cash and cash equivalents$54,428 $— $54,428Accounts receivable, net56,586 (3,653) 52,933Current contract assets321,135 (55,449) 265,686Current contract costs23,046 (23,046) —Prepaid expenses and other current assets10,330 — 10,330Prepaid income taxes921 — 921Total current assets466,446 (82,148) 384,298Property, equipment and leasehold improvements, net8,311 — 8,311Computer software development costs, net691 — 691Goodwill74,802 — 74,802Intangible assets, net32,889 — 32,889Non-current contract assets366,581 (28,521) 338,060Non-current contract costs— 23,046 23,046Non-current deferred tax assets1,651 — 1,651Other non-current assets1,075 — 1,075Total assets$952,446 $(87,623) $864,823LIABILITIES AND STOCKHOLDERS' EQUITY Current liabilities: Accounts payable$5,249 $— $5,249Accrued expenses and other current liabilities36,688 — 36,688Income taxes payable43,573 — 43,573Borrowings under credit agreement220,000 — 220,000Current deferred revenue23,145 — 23,145Total current liabilities328,655 — 328,655Non-current deferred revenue18,167 — 18,167Deferred income taxes157,238 (19,366) 137,872Other non-current liabilities16,192 — 16,192Commitments and contingencies Series D redeemable convertible preferred stock, $0.10 par value—Authorized—3,636 shares as of December 31, 2018 and June 30, 2018Issued and outstanding—none as of December 31, 2018 and June 30, 2018— — —Stockholders' equity: Common stock, $0.10 par value—Authorized—210,000,000 shares Issued—103,395,683 shares at December 31, 2018 and 103,130,300shares at June 30, 2018Outstanding—69,803,177 shares at December 31, 2018 and 71,186,701shares at June 30, 201810,340 — 10,340Additional paid-in capital725,493 — 725,493Retained earnings1,162,790 (68,257) 1,094,533F-41Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSAccumulated other comprehensive income70 — 70Treasury stock, at cost— 33,592,506 shares of common stock atDecember 31, 2018 and 31,943,599 shares at June 30, 2018(1,466,499) — (1,466,499)Total stockholders' equity432,194 (68,257) 363,937Total liabilities and stockholders' equity$952,446 $(87,623) $864,823ASPEN TECHNOLOGY, INC. AND SUBSIDIARIESCONSOLIDATED BALANCE SHEETS(Unaudited) March 31, 2019 As PreviouslyReported Adjustments As Restated (Dollars in Thousands, Except Share and Per ShareData)ASSETS Current assets: Cash and cash equivalents$65,592 $— $65,592Accounts receivable, net45,293 (3,653) 41,640Current contract assets314,745 (44,013) 270,732Current contract costs24,325 (24,325) —Prepaid expenses and other current assets11,124 — 11,124Prepaid income taxes1,573 — 1,573Total current assets462,652 (71,991) 390,661Property, equipment and leasehold improvements, net7,589 — 7,589Computer software development costs, net1,452 — 1,452Goodwill73,534 — 73,534Intangible assets, net31,756 — 31,756Non-current contract assets358,709 (39,957) 318,752Non-current contract costs— 24,325 24,325Non-current deferred tax assets1,696 — 1,696Other non-current assets1,279 — 1,279Total assets$938,667 $(87,623) $851,044LIABILITIES AND STOCKHOLDERS' EQUITY Current liabilities: Accounts payable$4,023 $— $4,023Accrued expenses and other current liabilities42,746 — 42,746Income taxes payable35,582 — 35,582Borrowings under credit agreement220,000 — 220,000Current deferred revenue24,415 — 24,415Total current liabilities326,766 — 326,766Non-current deferred revenue19,312 — 19,312Deferred income taxes154,901 (19,366) 135,535Other non-current liabilities12,403 — 12,403F-42Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESNOTES TO CONSOLIDATED FINANCIAL STATEMENTSCommitments and contingencies Series D redeemable convertible preferred stock, $0.10 par value—Authorized—3,636 shares as of March 31, 2019 and June 30, 2018Issued and outstanding—none as of March 31, 2019 and June 30, 2018— — —Stockholders' equity: Common stock, $0.10 par value—Authorized—210,000,000 shares Issued—103,478,590 shares at March 31, 2019 and 103,130,300 sharesat June 30, 2018Outstanding—69,108,515 shares at March 31, 2019 and 71,186,701shares at June 30, 201810,348 — 10,348Additional paid-in capital730,830 — 730,830Retained earnings1,224,377 (68,257) 1,156,120Accumulated other comprehensive income1,229 — 1,229Treasury stock, at cost— 34,370,075 shares of common stock at March31, 2019 and 31,943,599 shares at June 30, 2018(1,541,499) — (1,541,499)Total stockholders' equity425,285 (68,257) 357,028Total liabilities and stockholders' equity$938,667 $(87,623) $851,044 F-43Table of ContentsASPEN TECHNOLOGY, INC. AND SUBSIDIARIESSCHEDULE II - VALUATION AND QUALIFYING ACCOUNTSSchedule II - Valuation and Qualifying AccountsDescription Balance at Beginning ofYear Additions:Charges to Costs andExpenses Deductions:Returns and Write-Offs Balance at End of Year (Dollars in Thousands)Year ended June 30, 2019Allowance for doubtful accounts $(2,703) $(1,621) $975 $(3,349)Year ended June 30, 2018, As AdjustedAllowance for doubtful accounts (1,285) (2,463) 1,045 (2,703)Year ended June 30, 2017, As AdjustedAllowance for doubtful accounts (1,604) (1,338) 1,657 (1,285)F-44Table of ContentsEXHIBIT INDEXExhibit Number Description Filed with thisForm 10-K Incorporated by Reference Form Filing Date with SEC(1) ExhibitNumber3.1 Certificate of Incorporation of Aspen Technology, Inc., asamended 8-K August 22, 2003 4 3.2 Amended and Restated By-laws of Aspen Technology, Inc. 8-K October 24, 2016 3.1 4.1 Specimen certificate for common stock, $.10 par value, ofAspen Technology, Inc. 8-A/A June 12, 1998 4 10.1 Lease Agreement dated January 27, 2014 between RAR2-Crosby Corporate Center QRS, Inc. and AspenTechnology, Inc. regarding 20, 22 and 28 Crosby Drive,Bedford, Massachusetts 10-Q January 30, 2014 10.1 10.2 System License Agreement dated March 30, 1982 betweenAspen Technology, Inc. and the Massachusetts Institute ofTechnology 10-K April 11, 2008 10.4 10.3 Amendment dated March 30, 1982 to System LicenseAgreement dated March 30, 1982 between AspenTechnology, Inc. and the Massachusetts Institute ofTechnology 10-K April 11, 2008 10.5 10.4 Rule 2.7 Announcement, dated January 12, 2016 8-K January 19, 2016 2.1 10.5 364-Day Bridge Credit Agreement, dated as of January 12,2016, among Aspen Technology, Inc., as borrower, thelenders party thereto, JPMorgan Chase Bank, N.A., asadministrative agent, and J.P. Morgan Securities LLC, assole lead arranger and sole bookrunner 8-K January 19, 2016 10.1 10.6 Credit Agreement, dated as of February 26, 2016, amongAspen Technology, Inc., as borrower, the lenders, co-documentation agents and issuing banks party thereto,JPMorgan Chase Bank, N.A., as administrative agent, jointlead arranger and joint bookrunner, and Silicon ValleyBank, as syndication agent, joint lead arranger and jointbookrunner 8-K February 29, 2016 10.1 10.7 Incremental Facility Amendment, dated as of August 9,2017, to the Credit Agreement dated as of February 26,2016 among Aspen Technology, Inc. as borrower, thelenders, JPMorgan Chase Bank, N.A. as administrativeagent and issuing bank, and certain other Lenders acting insuch capacity from time to time, as issuing banks 10-K August 10, 2017 10.7 10.8 Master Confirmation-Accelerated Share Repurchase DatedAugust 29, 2016, with J.P. Morgan Securities, as agent forJP Morgan Chase Bank 8-K August 30, 2016 10.1 EX-1Table of ContentsExhibit Number Description Filed with thisForm 10-K Incorporated by Reference Form Filing Date with SEC(1) ExhibitNumber10.9 Stock Purchase Agreement dated October 26, 2016 by andamong AspenTech Holding Corporation, MtelligenceCorporation, each of the stockholders and key sellers ofMtelligence Corporation, and Cito Capital Corporation 10-Q October 27, 2016 10.4 10.10^ Aspen Technology, Inc. 2010 Equity Incentive Plan 8-K April 21, 2010 10.1 10.11^ Form of Terms and Conditions of Restricted Stock UnitAgreement granted under Aspen Technology, Inc. 2010Equity Incentive Plan 10-K September 2, 2010 10.42 10.12^ Form of Terms and Conditions of Stock Option AgreementGranted under Aspen Technology, Inc. 2010 EquityIncentive Plan 10-K September 2, 2010 10.43 10.13^ Aspen Technology, Inc. 2016 Omnibus Incentive Plan 10-Q October 27, 2016 10.4 10.14^ Form of Terms and Conditions of Restricted Stock UnitAgreement Granted Under Aspen Technology Inc. 2016Omnibus Incentive Plan 10-Q January 26, 2017 10.2 10.15^ Form of Terms and Conditions of Stock Option AgreementGranted Under Aspen Technology Inc. 2016 OmnibusIncentive Plan 10-Q January 26, 2017 10.3 10.16^ Aspen Technology, Inc. Executive Annual IncentiveBonus Plan (Fiscal Year 2016) 8-K July 24, 2015 10.1 10.17^ Aspen Technology, Inc. Executive Annual Bonus Plan(Fiscal Year 2017) 8-K July 22, 2016 10.1 10.18^ Aspen Technology, Inc. Executive Annual Bonus Plan(Fiscal Year 2017)(Correction of the exhibit filed as Exhibit 10.1 of the 8-Kfiled on July 22, 2016, in which Growth in Annual Spendwas referred to as Growth in License Annual Spend) 10-Q October 27, 2016 10.3 10.19^ Aspen Technology, Inc. Executive Annual IncentiveBonus Plan (Fiscal Year 2018) 8-K July 19, 2017 10.1 10.20^ Aspen Technology, Inc. Executive Annual IncentiveBonus Plan (Fiscal Year 2019) 8-K July 27, 2018 10.1 10.21^ Aspen Technology, Inc. FY20 Executive Bonus Plan 8-K July 26, 2019 10.1 10.22^ Letter agreement dated August 2, 2019 between AspenTechnology, Inc. and Gary M. Weiss 8-K August 8, 2019 10.1 10.23^ Amended and Restated Executive Retention Agreementdated January 31, 2019 entered into by Aspen Technology,Inc. and Antonio J. Pietri 8-K February 1, 2019 10.1 EX-2Table of ContentsExhibit Number Description Filed with thisForm 10-K Incorporated by Reference Form Filing Date with SEC(1) ExhibitNumber10.24^ Form of Amended and Restated Executive RetentionAgreement dated January 31, 2019 entered into betweenAspen Technology, Inc. and each of Gary M. Weiss, Karl E.Johnsen and Frederic G. Hammond 8-K February 1, 2019 10.2 10.25^ Form of Confidentiality and Non-Competition Agreementof Aspen Technology, Inc. 10-K April 11, 2008 10.45 10.26^ Non-Competition and Non-Solicitation Agreement datedJuly 1, 2013 entered into by Aspen Technology, Inc. andAntonio J. Pietri 10-K August 15, 2013 10.30 21.1 Subsidiaries of Aspen Technology, Inc. X 23.1 Consent of KPMG LLP X 31.1 Certification of Principal Executive Officer Pursuant toSection 302 of the Sarbanes-Oxley Act of 2002 X 31.2 Certification of Principal Financial Officer Pursuant toSection 302 of the Sarbanes-Oxley Act of 2002 X 32.1* Certification Pursuant to 18 U.S.C. Section 1350, AsAdopted Pursuant to Section 906 of the Sarbanes-OxleyAct of 2002 X 101.INS Instance Document X 101.SCH XBRL Taxonomy Extension Schema Document X 101.CAL XBRL Taxonomy Extension Calculation LinkbaseDocument X 101.DEF XBRL Taxonomy Extension Definition LinkbaseDocument X 101.LAB XBRL Taxonomy Extension Label Linkbase Document X 101.PRE XBRL Taxonomy Extension Presentation LinkbaseDocument X ____________________________________________(1)The SEC File No. is 000-24786 for Exhibits 3.1, 4.1, 10.2 through 10.3, 10.11 through 10.15, and 10.30, inclusive. The SEC File No. for all otherexhibits is 001-34630.^Management contract or compensatory plan or arrangement*The certification attached as Exhibit 32.1 that accompanies this Form 10-K is not deemed filed with the SEC and is not to be incorporated by referenceinto any filing of Aspen Technology, Inc. under the Securities Act of 1933 or the Securities Exchange Act of 1934, whether made before or after the dateof this Form 10-K, irrespective of any general incorporation language contained in such filing.EX-3Exhibit 21.1 ASPEN TECHNOLOGY, INC.List of Subsidiaries as of June 30, 2019 State or CountryName of Subsidiaryof Incorporation1Apex Optimisation Technologies B.V.Netherlands2 Apex Optimisation UK Ltd. United Kingdom3 Apex Optimisation Ltd. United Kingdom4 Apex Optimisation Inc. Delaware5 Apex Optimisation SRO Czech Republic6 Aspen Tech de Mexico, S. de R.L. de C.V.Mexico7Aspen Tech India Private Ltd.India8Aspen Technology (Asia), Inc.Delaware9 Aspen Technology Australia Pty. Ltd. Australia10 Aspen Technology International, Inc. Delaware11 Aspen Technology LLC Russia12 Aspen Technology S.A.S. Colombia13 Aspen Technology S.L. Spain14 Aspen Technology Services Corporation Delaware15 AspenTech (Beijing) Ltd. PRC16 AspenTech (Shanghai) Ltd. PRC17 AspenTech (Thailand) Ltd. Thailand18 AspenTech Africa (Pty.) Ltd. South Africa19 AspenTech Argentina S.R.L. Argentina20 AspenTech Canada Corporation Canada21 AspenTech Canada Holdings, LLC Delaware22 AspenTech Europe B.V. Netherlands23 AspenTech Europe, S.A./N.V. Belgium24 AspenTech Holding Corporation Delaware25 AspenTech Japan Co. Ltd. Japan26 AspenTech Ltd. United Kingdom27 AspenTech Pte. Ltd. Singapore28 AspenTech S.r.l. Italy29 AspenTech Software Brasil Ltda. Brazil30 AspenTech Software Corporation Delaware31 AspenTech Solutions Sdn. Bhd. Malaysia32 AspenTech Venezuela C.A. Venezuela33 Hyprotech UK Ltd. United Kingdom34 Mtelligence Corporation Delaware35 The Fidelis Group, LLC Texas36 Argent & Waugh Ltd. United Kingdom37 Sabisu Ltd. United KingdomExhibit 23.1Consent of Independent Registered Public Accounting FirmTo the Stockholders and Board of DirectorsAspen Technology, Inc.We consent to the incorporation by reference in the registration statements (No. 333-128423, 333-169657, 333-215818, and 333-228978) on Form S-8on Form of Aspen Technology, Inc. (the Company) of our reports dated September 10, 2019, with respect to the consolidated balance sheets of AspenTechnology, Inc. as of June 30, 2019 and 2018, the related consolidated statements of operations, comprehensive income, stockholders’ equity, and cashflows for each of the years in the three-year period ended June 30, 2019, and the related notes and financial statement Schedule II-Valuation and QualifyingAccounts (collectively, the consolidated financial statements), and the effectiveness of internal control over financial reporting as of June 30, 2019, whichreports appear in the June 30, 2019 annual report on Form 10‑K of Aspen Technology, Inc.Our report dated September 10, 2019, on the consolidated financial statements as of June 30, 2019 and 2018 and for each of the years in the three-yearperiod ended June 30, 2019, refers to the Company’s change in method of accounting for revenues and certain contract costs in fiscal 2019, 2018, and 2017due to the adoption of Accounting Standards Update 2014-09, Revenue from Contracts with Customers (Topic 606).Our report dated September 10, 2019, on the effectiveness of internal control over financial reporting as of June 30, 2019, expresses our opinion thatthe Company did not maintain effective internal control over financial reporting as of June 30, 2019 because of the effect of a material weakness on theachievement of the objectives of the control criteria and contains an explanatory paragraph that states a material weakness has been identified and includedin management’s assessment related to the ineffective design and implementation of control activities over the accuracy of the retrospective restatement ofrevenue and related contract balances recorded upon the adoption of ASC Topic 606, and the classification of contract cost assets and related deferred taxassets and liabilities on the consolidated balance sheet. The material weakness described above resulted from an ineffective risk assessment and the lack oftimely creation of relevant reporting tools and information used to support the functioning of internal control./s/ KPMG LLPBoston, MassachusettsSeptember 10, 2019Exhibit 31.1CERTIFICATION OF PRINCIPAL EXECUTIVE OFFICERPURSUANT TO SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002I, Antonio J. Pietri, certify that:1.I have reviewed this Annual Report on Form 10-K of Aspen Technology, Inc.;2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make thestatements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by thisreport;3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respectsthe financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;4.The registrant's other certifying officer(s) and I are responsible for establishing and maintaining disclosure controls and procedures (as defined inExchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:a.Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under oursupervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us byothers within those entities, particularly during the period in which this report is being prepared;b.Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under oursupervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements forexternal purposes in accordance with generally accepted accounting principles;c.Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our conclusions about theeffectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; andd.Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's mostrecent fiscal quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonablylikely to materially affect, the registrant's internal control over financial reporting; and5.The registrant's other certifying officer(s) and I have disclosed, based on our most recent evaluation of internal control over financial reporting, tothe registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):a.All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which arereasonably likely to adversely affect the registrant's ability to record, process, summarize and report financial information; andb.Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internalcontrol over financial reporting.Date: September 10, 2019/s/ ANTONIO. J. PIETRIAntonio J. PietriPresident and Chief Executive Officer(Principal Executive Officer)Exhibit 31.2CERTIFICATION OF PRINCIPAL FINANCIAL OFFICERPURSUANT TO SECTION 302 OF THE SARBANES-OXLEY ACT OF 2002I, Karl E. Johnsen, certify that:1.I have reviewed this Annual Report on Form 10-K of Aspen Technology, Inc.;2.Based on my knowledge, this report does not contain any untrue statement of a material fact or omit to state a material fact necessary to make thestatements made, in light of the circumstances under which such statements were made, not misleading with respect to the period covered by thisreport;3.Based on my knowledge, the financial statements, and other financial information included in this report, fairly present in all material respectsthe financial condition, results of operations and cash flows of the registrant as of, and for, the periods presented in this report;4.The registrant's other certifying officer(s) and I are responsible for establishing and maintaining disclosure controls and procedures (as defined inExchange Act Rules 13a-15(e) and 15d-15(e)) and internal control over financial reporting (as defined in Exchange Act Rules 13a-15(f) and 15d-15(f)) for the registrant and have:a.Designed such disclosure controls and procedures, or caused such disclosure controls and procedures to be designed under oursupervision, to ensure that material information relating to the registrant, including its consolidated subsidiaries, is made known to us byothers within those entities, particularly during the period in which this report is being prepared;b.Designed such internal control over financial reporting, or caused such internal control over financial reporting to be designed under oursupervision, to provide reasonable assurance regarding the reliability of financial reporting and the preparation of financial statements forexternal purposes in accordance with generally accepted accounting principles;c.Evaluated the effectiveness of the registrant's disclosure controls and procedures and presented in this report our conclusions about theeffectiveness of the disclosure controls and procedures, as of the end of the period covered by this report based on such evaluation; andd.Disclosed in this report any change in the registrant's internal control over financial reporting that occurred during the registrant's mostrecent fiscal quarter (the registrant's fourth fiscal quarter in the case of an annual report) that has materially affected, or is reasonablylikely to materially affect, the registrant's internal control over financial reporting; and5.The registrant's other certifying officer(s) and I have disclosed, based on our most recent evaluation of internal control over financial reporting, tothe registrant's auditors and the audit committee of the registrant's board of directors (or persons performing the equivalent functions):a.All significant deficiencies and material weaknesses in the design or operation of internal control over financial reporting which arereasonably likely to adversely affect the registrant's ability to record, process, summarize and report financial information; andb.Any fraud, whether or not material, that involves management or other employees who have a significant role in the registrant's internalcontrol over financial reporting.Date: September 10, 2019/s/ KARL E. JOHNSENKarl E. JohnsenSenior Vice President and Chief Financial Officer(Principal Financial Officer)Exhibit 32.1CERTIFICATION PURSUANT TO 18 U.S.C. SECTION 1350,AS ADOPTED PURSUANT TOSECTION 906 OF THE SARBANES-OXLEY ACT OF 2002In connection with the Annual Report on Form 10-K of Aspen Technology, Inc. (the "Company") for the year ended June 30, 2019, as filed with theSecurities and Exchange Commission on the date hereof (the "Report"), each of the undersigned hereby certifies in his capacity as an officer of the Company,pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002, that, to his knowledge:1.The Report fully complies with the requirements of Section 13(a) or 15(d) of the Securities Exchange Act of 1934; and2.The information contained in the Report fairly presents, in all material respects, the financial condition and results of operations of theCompany.Date: September 10, 2019/s/ ANTONIO J. PIETRIAntonio J. PietriPresident and Chief Executive Officer Date: September 10, 2019/s/ KARL E. JOHNSENKarl E. JohnsenSenior Vice President and Chief Financial OfficerA signed original of this written statement required by Section 906 has been provided to Aspen Technology, Inc. and will be retained by AspenTechnology, Inc. and furnished to the Securities and Exchange Commission or its staff upon request.
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