You are cordially invited to attend Duck Creek Technologies, Inc.’s Annual Meeting of Stockholders on Wednesday, February 22, 2023, at 1:00 p.m., Eastern Time, online at http://www.virtualshareholdermeeting.com/DCT2023.

The matters to be acted on at the Annual Meeting of Stockholders are described in the enclosed notice and proxy statement.

We realize that you may not be able to attend the Annual Meeting of Stockholders and vote your shares at the meeting. However, regardless of your meeting attendance, we need your vote. We urge you to ensure that your shares are represented by voting in advance of the meeting on the Internet or via a toll-free telephone number, as instructed in the Notice Regarding the Internet Availability of Proxy Materials, or if you have elected to receive a paper or e-mail copy of the proxy materials, by completing, signing and returning the proxy card that is provided. If you decide to attend the Annual Meeting of Stockholders, you may revoke your proxy at that time and vote your shares at such meeting.

We look forward to receiving your proxy and perhaps seeing you at the Annual Meeting of Stockholders.

You are cordially invited to attend the Annual Meeting of Stockholders (the “Annual Meeting”) of Duck Creek Technologies, Inc. (the “Company”) to be held on Wednesday, February 22, 2023, at 1:00 p.m., Eastern Time, online at http://www.virtualshareholdermeeting.com/DCT2023.

At the Annual Meeting, stockholders will be invited to consider and vote upon the following matters:

The foregoing items of business are more fully described in the proxy statement accompanying this Notice of Annual Meeting of Stockholders.

The board of directors has fixed the close of business on December 27, 2022 as the record date for the determination of stockholders entitled to notice of, and to vote at, the Annual Meeting and any postponement or adjournment thereof. A list of stockholders entitled to vote at the Annual Meeting will be available for examination during ordinary business hours for 10 days prior to the Annual Meeting at our principal executive office at 22 Boston Wharf Road, Floor 10, Boston, MA 02210. Your vote is very important to the Company and all proxies are being solicited by the board of directors. So, whether or not you plan on attending the Annual Meeting, we encourage you to submit your proxy as soon as possible (i) by accessing the Internet site or by calling the toll-free number described in the proxy materials; or (ii) by signing, dating and returning a proxy card or instruction form provided to you. By submitting your proxy promptly, you will save the Company the expense of further proxy solicitation. Please note that all votes cast by telephone or on the Internet must be cast prior to 11:59 p.m., Eastern Time, on February 21, 2023.

This proxy statement is furnished to stockholders of Duck Creek Technologies, Inc., a Delaware corporation (the “Company”), in connection with the solicitation of proxies for use at the Annual Meeting of Stockholders of the Company (the “Annual Meeting”) to be held on Wednesday, February 22, 2023, at 1:00 p.m., Eastern Time, online at http://www.virtualshareholdermeeting.com/DCT2023. This solicitation of proxies is made on behalf of our board of directors.

Pursuant to the rules adopted by the U.S. Securities and Exchange Commission (the “SEC”), we have elected to provide access to our proxy materials over the Internet. Accordingly, we are sending a Notice Regarding the Internet Availability of Proxy Materials (the “Internet Notice”) to certain of our stockholders of record. We are also sending a paper copy of the proxy materials and proxy card to other stockholders of record who have indicated they prefer receiving such materials in paper form. Brokers and other nominees who hold shares on behalf of beneficial owners will be sending their own similar Internet Notice. Such Internet Notice, or this proxy statement and proxy card or voting instruction form, as applicable, is being mailed to our stockholders on or about December 28, 2022.

Stockholders will have the ability to access the proxy materials on the website referred to in the Internet Notice or may request to receive a paper copy of the proxy materials by mail or electronic copy by electronic mail on a one-time or ongoing basis. Instructions on how to request a printed copy by mail or electronically may be found on the Internet Notice.

The Internet Notice will also identify the date, time and location of the Annual Meeting; the matters to be acted upon at the Annual Meeting and the board of directors’ recommendation with regard to each matter; a toll-free telephone number, an e-mail address, and a website where stockholders can request to receive, free of charge, a paper or e-mail copy of this proxy statement, our Annual Report on Form 10-K for the fiscal year ended August 31, 2022 (the “Annual Report”) and a form of proxy relating to the Annual Meeting; information on how to access and vote the form of proxy; and information on how to obtain instructions to attend the virtual meeting and vote in person at the virtual meeting, should stockholders choose to do so.

You will be asked to vote on the following proposals at the Annual Meeting:

Only holders of record of shares of our common stock as of the close of business on the record date, December 27, 2022 (the “Record Date”), are entitled to receive notice of, and to vote at, the Annual Meeting. Each share of common stock entitles the holder thereof to one vote. Your shares of common stock may be voted at the Annual Meeting, or any adjournment or postponement thereof, only if you are present in person at the virtual meeting or your shares are represented by a valid proxy.

If your shares are registered directly in your name, you are considered the stockholder of record with respect to those shares.

If your shares are held in a stock brokerage account or by a bank, trust or other nominee, then the broker, bank, trust or other nominee is considered to be the stockholder of record with respect to those shares. However, you are still considered to be the beneficial owner of those shares, and your shares are said to be held in “street name.” Street name holders generally cannot submit a proxy or vote their shares directly and must instead instruct the broker, bank, trust or other nominee how to vote their shares using the methods described below under the heading “Voting Your Shares.”

At the close of business on the Record Date, there were 132,888,340 shares of our common stock outstanding and entitled to vote at the Annual Meeting. The presence of a majority of the outstanding shares of our common stock entitled to vote constitutes a quorum. A quorum is required in order to hold and conduct business at the Annual Meeting. Your shares are counted as present at the Annual Meeting if you:

If you submit your proxy, regardless of whether you abstain from voting on one or more matters, your shares will be counted as present at the Annual Meeting for the purpose of determining a quorum. If your shares are held in “street name,” your shares are counted as present for purposes of determining a quorum if your broker, bank, trust or other nominee submits a proxy covering your shares. Your broker, bank, trust or other nominee is entitled to submit a proxy covering your shares as to certain “routine” matters, even if you have not instructed your broker, bank, trust or other nominee on how to vote on those matters. Please see below under “— Broker Non-Votes.”

The Annual Meeting will be held entirely online this year. You may vote in person by attending the virtual Annual Meeting or by submitting a proxy. The method of voting by proxy differs (1) depending on whether you are viewing this proxy statement on the Internet or receiving a paper copy and (2) for shares held as a record holder and shares held in “street name.”

If you are a record holder, you may vote by submitting a proxy over the Internet or by telephone by following the instructions on the website referred to in the proxy card or the Internet Notice mailed to you.

Alternatively, if you received a paper copy of your proxy card, you may vote your shares by submitting a proxy over the Internet or by telephone by following the instructions on the proxy card, or by completing, dating and signing the proxy card that was included with this proxy statement and promptly returning it in the pre-addressed, postage-paid envelope provided to you.

If your shares are held in “street name,” your broker, bank or other street name holder will provide you with instructions that you must follow to have your shares voted.

Internet and telephone voting will close at 11:59 p.m., Eastern Time, on February 21, 2023. Stockholders who submit a proxy through the Internet should be aware that they may incur costs to access the Internet, such as usage charges from telephone companies or Internet service providers and that these costs must be borne by the stockholder. Stockholders who submit a proxy by Internet or telephone need not return a proxy card or the voting instruction form forwarded by your broker, bank, trust or other nominee by mail.

YOUR VOTE IS VERY IMPORTANT. Please submit your vote in advance even if you plan to attend the Annual Meeting.

If you plan to attend the Annual Meeting, you may vote during the virtual meeting. Please note that if your shares are held in “street name” and you wish to vote during the meeting, you must obtain a proxy issued in your name from your broker, bank or other street name holder. Even if you intend to attend the Annual Meeting, we encourage you to submit your proxy or voting instructions to vote your shares in advance of the Annual Meeting. Please see the important instructions and requirements below under “— Attendance at the Annual Meeting.”

As a stockholder of record, if you vote by proxy, you may revoke that proxy at any time before it is voted at the Annual Meeting. Stockholders of record may revoke a proxy prior to the Annual Meeting by (i) delivering a written notice of revocation to the attention of the Secretary, Duck Creek Technologies, Inc., at our principal executive office at 22 Boston Wharf Road, Floor 10, Boston, MA 02210, (ii) duly submitting a later-dated proxy over the Internet, by mail, or if applicable, by telephone, or (iii) attending the virtual Annual Meeting and voting during the meeting. Attendance at the Annual Meeting will not, by itself, revoke a proxy.

If your shares are held in the name of a broker, bank, trust or other nominee, you may change your voting instructions by following the instructions of your broker, bank, trust or other nominee.

If you receive more than one proxy card or Internet Notice, it means you hold shares that are registered in more than one account. To ensure that all of your shares are voted, sign and return each proxy card or, if you submit a proxy by telephone or the Internet, submit one proxy for each proxy card or Internet Notice you receive.

Shares represented by proxies that are properly executed and returned, and not revoked, will be voted as specified. YOUR VOTE IS VERY IMPORTANT.

If you are the record holder of your shares and submit your proxy without specifying how your shares are to be voted, your shares will be voted as follows:

In addition, the proxy holders named in the proxy are authorized to vote in their discretion on any other matters that may properly come before the Annual Meeting and at any postponement or adjournment thereof. The board of directors knows of no other items of business that will be presented for consideration at the Annual Meeting other than those described in this proxy statement.

A “broker non-vote” occurs when a nominee holding shares for a beneficial owner has not received voting instructions from the beneficial owner and does not have discretionary authority to vote the shares. If you hold your shares in street name and do not provide voting instructions to your broker or other nominee, your shares will be considered to be broker non-votes and will not be voted on any proposal on which your broker or other nominee does not have discretionary authority to vote. Shares that constitute broker non-votes will be counted as present at the Annual Meeting for the purpose of determining a quorum, but will not be considered entitled to

vote on the proposal in question. Brokers generally have discretionary authority to vote on the ratification of the selection of KPMG LLP as our independent registered public accounting firm. Brokers do not have discretionary authority, however, to vote on director elections or the say-on-pay proposal.

The following table summarizes the voting requirements and the effects of broker non-votes and “withhold” votes or abstentions on each of the proposals to be voted on at the Annual Meeting:

All votes will be tabulated by the inspector of election appointed for the Annual Meeting, who will separately tabulate affirmative and negative votes, abstentions and broker non-votes.

We will bear the cost of soliciting proxies. Copies of solicitation materials will be furnished to banks, brokerage houses, fiduciaries and custodians holding shares of our common stock in their names that are beneficially owned by others to forward to those beneficial owners. We may reimburse persons representing beneficial owners for their costs of forwarding the solicitation materials to the beneficial owners. Original solicitation of proxies may be supplemented by telephone, facsimile, electronic mail or personal solicitation by our directors, officers or other employees. No additional compensation will be paid to our directors, officers or other employees for such services.

You may attend the Annual Meeting, as well as vote and submit questions during the Annual Meeting, by visiting http://www.virtualshareholdermeeting.com/DCT2023. You will need your unique control number, which appears in the Internet Notice, the proxy card or voting instructions that accompanied the proxy materials. In the event that you do not have a control number, please contact your broker, bank or other nominee as soon as possible so that you can be provided with a control number and gain access to the meeting.

Our board of directors currently consists of ten members. In accordance with our amended and restated certificate of incorporation our board of directors is divided into three classes with staggered three-year terms. Only one class of directors is elected at each annual meeting of stockholders, with the other classes continuing for the remainder of their respective three-year terms. Our board of directors is designated as follows:

At each annual meeting of stockholders, upon the expiration of the term of a class of directors, each director in the class, or the successor to each such director in the class, is elected to serve from the time of election and qualification until the third annual meeting following his or her election and until his or her successor is duly elected and qualified, in accordance with our amended and restated certificate of incorporation. Any increase or decrease in the number of directors are distributed among the three classes so that, as nearly as possible, each class will consist of one-third of the directors.

The current term of the Class III directors will expire at the Annual Meeting. Our board of directors nominated each of William Bloom, Kathy Crusco and Michael Jackowski for re-election at the Annual Meeting as a Class III director to hold office until the annual meeting of stockholders to be held in 2026 and until his or her successor is duly elected and qualified or until his earlier death, resignation or removal. William Bloom was initially recommended to the nominating and corporate governance committee as a director nominee by a third-party search firm. The nominees have consented to serve a term as Class III directors. Should any of the nominees become unable to serve for any reason prior to the Annual Meeting, subject to the terms of the Stockholders’ Agreement, the board of directors may designate a substitute nominee, in which event the persons named in the enclosed proxy will vote for the election of such substitute nominee, or may reduce the number of directors on the board of directors. See “Certain Relationships and Transactions – Stockholders’ Agreement” for additional information regarding the Stockholders’ Agreement.

Below is a biography of each of the Class III directors standing for re-election at the Annual Meeting:

William (Bill) Bloom, 59, has served as a member of the Company’s board of directors since October 2021. Mr. Bloom most recently served as Executive Vice President of Technology, Data & Analytics, Claims, and Operations at The Hartford Financial Services Group, Inc. (NYSE: HIG) from August 2014 until October 2021. He also previously served as Executive Vice President-Insurance Operations at The Travelers Cos., Inc. (NYSE: TRV), President-Global Client Services at ExlService Holdings, Inc. (Nasdaq: EXLS), Vice President for Hartford Life Insurance Co., and Partner to the Financial Services Practice at Accenture Ltd. Mr. Bloom received a B.S. from the State University of New York at Albany. We believe that Mr. Bloom is qualified to serve on our board of directors due to his extensive insurance technology industry and business advisory experience.

Kathleen (Kathy) Crusco, 57, has served as a member of the Company’s board of directors since February 2020. Ms. Crusco served as the Executive Vice President and Chief Financial Officer at Kony, Inc., a privately-held provider of digital experience applications for banking and low-code application development platform solutions, from December 2017 to January 2020. Prior to Kony, Inc., Ms. Crusco served as Executive Vice President, Chief Operating Officer and Chief Financial Officer at Epicor Software Corporation, a privately-held software company. Ms. Crusco joined Epicor in May 2011 when the company merged with Activant Solutions, Inc., a business management software company where she served as Senior Vice President and Chief Financial Officer from May 2007 to November 2010, then as Executive Vice President and Chief

Financial Officer. Ms. Crusco also spent five years at Polycom, including serving as Vice President of Worldwide Finance. Ms. Crusco has served as a member of the board of directors of Calix Inc. (NYSE: CALX) since September 2017. Ms. Crusco previously served on the boards of directors of Poly (NYSE: PLT) (formerly Plantronics, Inc.) from August 2018 to August 2022, QAD, Inc. (Nasdaq: QADA) from December 2019 to November 2021 and Mitchell International, Inc. from December 2013 to May 2018. Ms. Crusco holds a Bachelor of Science in Business Administration with an emphasis in accounting from California State University, Chico. We believe that Ms. Crusco is qualified to serve on our board of directors due to her extensive financial leadership and strategy management experience.

Michael Jackowski, 53, has served as a director and Chief Executive Officer of the Company since August 2016, and was a managing partner at Accenture (NYSE: ACN) from September 2011 to August 2016. Prior to joining Accenture, Mr. Jackowski held several leadership roles at The Allstate Corporation (NYSE: ALL) from 2004 until 2011, including the role of senior vice president of technology and operations. Prior to joining Allstate, Mr. Jackowski served as a managing partner for Accenture’s global claims and underwriting practice in the financial services group from 1992 until 2004. Mr. Jackowski currently serves on the board of directors of Bonterra, an international social-impact software company. Mr. Jackowski received a B.A. from Iowa State University in Electrical Engineering.

Each director will be elected by a plurality of the votes of the shares present in person, or represented by proxy, and entitled to vote.

Below are biographies of the directors continuing in office:

Julie Dodd, 53, has served as a member of the Company’s board of directors since January 2021. From 2007 to April 2020, Ms. Dodd held several leadership roles at Ultimate Software, a cloud-based HR applications development company, including the roles of chief operating officer, chief services officer and senior vice president/general manager of workplace services. Prior to joining Ultimate Software, Ms. Dodd provided consulting services on process improvement and technical project management. From 2002 to 2005, she held various executive positions with Ceridian Corporation. Ms. Dodd has served on the board of directors of FeatureBase (formerly Molecula Corporation), a big data and analytics company, since April 2020. She also serves on the board of directors of Storable, provider of the self-storage industry’s most comprehensive technology platform, since April 2021. Ms. Dodd previously served on the board and the executive committee for Feeding South Florida, a food bank in Florida. Ms. Dodd holds a B.S. in business administration and marketing from University of Illinois Urbana-Champaign. We believe that Ms. Dodd is qualified to serve on our board of directors due to her extensive technology industry and business advisory experience.

Talvis Love, 55, has served as a member of the Company’s board of directors since October 2022. Mr. Love has served as Senior Vice President, Chief Information Officer of Baxter International Inc. since October 2020. Prior to joining Baxter International, Mr. Love served as Senior Vice President, Chief Information Officer and as Senior Vice President of eCommerce, Enterprise Architecture, Governance Execution and Chief Information Security Officer for the Pharmaceutical Segment of Cardinal Health, Inc. from July 2014 through September 2020. Mr. Love served as a director of Plantronics, Inc., which was listed on the NYSE until being acquired by HP Inc., from September 2021 until September 2022. Since 2009, Mr. Love has served as an independent board member, vice chairman and member of the executive, audit and development committees of the non-profit organization Goodwill Industries of Greater Detroit. Since 2017, he also has served as a Growth Advisory Board member of Tricentis. Mr. Love received his Master in Business Administration from Michigan

State University and his Bachelor of Science degree in Information Systems Management from the University of Maryland. Mr. Love has also completed the Advanced Management Program at Harvard Business School. We believe that Mr. Love is qualified to serve on our Board based on his expertise and experience in information technology and cybersecurity.

Roy Mackenzie, 51, has served as a member of the Company’s board of directors since April 2016. Since January 2003, Mr. Mackenzie has held roles at Apax Partners, L.P. (collectively, with its affiliates, “Apax”), most recently serving on the Investment Committee and as a member of the Tech & Telco investment team. Mr. Mackenzie has served on the board of directors of KAR Auction Services, Inc. (NYSE: KAR) since June 2020 and also serves as a director of Trade Me Ltd and Vyaire Medical, Inc. He served as a director of Sophos Group PLC from May 2015 to March 2020 and also previously served as director King Digital Entertainment plc, Exact Software NV, Epicor Software, Inc., and NXP Semiconductors NV. Prior to joining Apax, Mr. Mackenzie held roles at McKinsey & Company from 1993 to 1995 and then again from 1999 to 2000, where he specialized in the technology sector. Mr. Mackenzie holds an M.B.A. from Stanford Graduate School of Business and a Master of Engineering from Imperial College, London. We believe that Mr. Mackenzie is qualified to serve on our board of directors due to his extensive technology and finance industry experience.

Stuart Nicoll, 56, has served as a member of the Company’s board of directors since August 2016. Mr. Nicoll has served as the senior managing director of Corporate Development for Accenture plc (NYSE: ACN) since 2009 and has worked for Accenture since 1997. Prior to Accenture, Mr. Nicoll started his career at KPMG International Limited in audit and transaction services roles before serving in a commercial director role at Electronic Data Systems. Mr. Nicoll received a B.A. in business administration from Manchester Metropolitan University and is a member of the Institute of Chartered Accountants in England and Wales. We believe that Mr. Nicoll is qualified to serve on our board of directors due to his extensive experience in accounting, finance and corporate development.

Francis Pelzer, 52, has served as a member of the Company’s board of directors since March 2019. Mr. Pelzer has served as the executive vice president and chief financial officer of F5 Networks (Nasdaq: FFIV) since 2018. Prior to F5 Networks, Mr. Pelzer served as the president and chief operating officer of the cloud business group at SAP Software Solutions from December 2014 until May 2018. Prior to SAP, Mr. Pelzer served as chief financial officer of Concur Technologies from May 2010 until it was acquired by SAP in 2014. Mr. Pelzer served on the board of directors of Benefitfocus, Inc. (Nasdaq: BNFT) from May 2013 until April 2022. Mr. Pelzer received a B.A. from Dartmouth College and an M.B.A. from the Tuck School of Business at Dartmouth College. We believe that Mr. Pelzer is qualified to serve on our board of directors due to his extensive technology and finance industry experience.

Sunil Rajasekar, 48, has served as a member of the Company’s board of directors since June 2022. Since November 2018 until September 2022, Mr. Rajasekar was the President and Chief Technology Officer of MINDBODY, Inc., a leading technology platform and consumer marketplace for the fitness, wellness and beauty industries. Prior to joining MINDBODY, Inc., from October 2016 through October 2018, Mr. Rajasekar was the General Manager, Engineering and Product Management at eBay, and from October 2012 through October 2016, he was the Chief Technology Officer at Lithium Technologies. Mr. Rajasekar has served on the board of directors of Harvey Mudd College since May 2021. Mr. Rajasekar holds an MBA from the University of Toledo. We believe that Mr. Rajasekar is qualified to serve on our board of directors due to his extensive consumer and enterprise software experience and business advisory experience.

Jason Wright, 51, has served as a member of the Company’s board of directors since April 2016 and currently serves as the Chairman. He joined Apax in 2000, and is a partner on the Tech & Telco investment team. He currently serves on the board of directors of EcoOnline, Bonterra, Paycor, Inc. (Nasdaq: PYCR), ECi

Software Solutions, Inc., Verint Systems Inc. (Nasdaq: VRNT), Tivit Terceirização De Processos Serviços e Tecnologia S.A. He has previously served on the board of directors of numerous public and private companies. Mr. Wright is the Chairman of the Apax Global Impact strategy and is a Trustee of the Apax Foundation. Mr. Wright serves on the Graduate Executive Board of the Wharton School of the University of Pennsylvania and is the Chairman Emeritus of the Opportunity Network, an education-focused charity in New York City. Mr. Wright received a B.A. in Economics from Tufts University and an MBA in Finance from the Wharton School of the University of Pennsylvania. We believe that Mr. Wright is qualified to serve on our board of directors due to his extensive technology and finance industry experience.

Our board of directors held seven meetings during the fiscal year ended August 31, 2022. Each incumbent director serving during fiscal 2022 attended at least 75% of the aggregate of all meetings of the board of directors and all meetings of committees of which such director was a member.

Our Corporate Governance Guidelines provide that directors are expected to attend the Company’s annual meeting of stockholders. All but one of the Company’s directors as of the Company’s 2022 annual meeting of stockholders attended the meeting.

To qualify as “independent” under the Nasdaq Listing Rules, a director must meet certain objective criteria set forth in the Nasdaq Listing Rules, and our board of directors must affirmatively determine that such director has no material relationship with the Company (either directly or as a partner, stockholder or officer of an organization that has a relationship with the Company) that would interfere with his or her exercise of independent judgment in carrying out his or her responsibilities as a director. Among other things, the Nasdaq independence criteria include that the director not be our employee and not have engaged in various types of business dealings with the Company. Our board of directors has determined that William Bloom, Kathy Crusco, Julie Dodd, Talvis Love, Francis Pelzer and Sunil Rajasekar are “independent directors” as defined under the Nasdaq Listing Rules. In making these determinations, our board of directors reviewed and discussed information provided by the directors and the Company with regard to each director’s business and personal activities and relationships as they may relate to the Company and our management, including the beneficial ownership of our capital stock by each non-employee director and the transactions involving them described in the section entitled “Certain Relationships and Transactions.” In addition to determining whether each director satisfies the director independence requirements set forth in the Nasdaq Listing Rules, in the case of members of the audit committee

and compensation committee, our board of directors also made an affirmative determination that independent members of such committees also satisfy separate independence requirements and current standards imposed by the SEC and Nasdaq for audit committee members and compensation committee members.

There are no family relationships among any of our directors or executive officers.

Our board of directors does not have a formal policy regarding the combination of the roles of Chairman of the Board and Chief Executive Officer because the board of directors believes that it is in the best interests of the Company to have the flexibility to determine, from time to time, whether the positions should be held by the same person or by separate persons. The board of directors believes that it is currently in the best interest of our stockholders that the Chairman role be held by Jason Wright. This leadership structure allows for Michael Jackowski to focus on, among other things, executing our strategic plans and overseeing day-to-day operations. Meanwhile, in his capacity as Chairman, Mr. Wright can focus on leading the board of directors, ensuring that it provides strong oversight of management and that all directors have access to the resources required to discharge their duties appropriately. The board of directors believes that the current separation of the Chairman and Chief Executive Officer allows the Company to benefit from the knowledge and leadership of two experienced business veterans and is advantageous to independence, oversight and objectivity.

The board of directors may reconsider this leadership structure from time to time based on the leadership needs of our board of directors and the Company at any particular time. The nominating and corporate governance committee evaluates on an ongoing basis whether the board of director’s leadership structure is appropriate to effectively address the evolving needs of the Company’s business and the long-term interests of our stockholders. The committee then makes recommendations to the board of directors concerning the board’s leadership structure, including whether the roles of Chairman and Chief Executive Officer should be separated or combined.

Our management is responsible for identifying risks facing our Company, including strategic, financial, operational and regulatory risks, implementing risk management policies and procedures and managing our day-to-day risk exposure.

The audit committee reviews and discusses with management and the Company’s auditors, as appropriate, the Company’s major financial risk exposures, including with respect to cybersecurity, and the steps taken by management to monitor and control these exposures.

The compensation committee reviews the compensation arrangements for the Company’s employees to evaluate whether incentive and other forms of pay encourage unnecessary or excessive risk taking, and reviews and discusses, at least annually, the relationship between risk management policies and practices, corporate strategy and the Company’s compensation arrangements.

The nominating and corporate governance committee oversees and reviews the Company’s major legal compliance risk exposures and the steps management has taken to monitor or mitigate such exposures, including the Company’s procedures and any related policies with respect to risk assessment and risk management.

In addition, the board of directors is regularly presented with information at its regularly scheduled and special meetings regarding risks facing our Company, and management provides more frequent, informal communications to the board of directors between regularly scheduled meetings which are designed to give the board of directors regular updates about our business. The board of directors considers this information and provides feedback, makes recommendations, and, as appropriate, authorizes or directs management to address particular exposures to risk.

Our board of directors has established an audit committee, a compensation committee and a nominating and corporate governance committee. Our board of directors may establish other committees to facilitate the management of our business. The composition and functions of each committee are described below. Members

serve on these committees until their resignation or until otherwise determined by our board of directors. Each committee has adopted a written charter which we have posted on our website at www.duckcreek.com, and each committee charter satisfies the Nasdaq Listing Rules and the applicable rules of the SEC.

The audit committee, among other things:

The members of the audit committee are Francis Pelzer (Chair), Kathy Crusco and Julie Dodd. Rule 10A-3 of the Securities Exchange Act of 1934, as amended (the “Exchange Act”) and the Nasdaq Listing Rules require that our audit committee be composed entirely of independent members. Our board of directors has affirmatively determined that each committee member is independent for purposes of serving on the audit committee under Rule 10A-3 under the Exchange Act and the Nasdaq Listing Rules. Our board of directors has determined that each director appointed to the audit committee can read and understand fundamental financial statements, in accordance with applicable requirements, and our board of directors has determined that Francis Pelzer qualifies as an “audit committee financial expert” as such term is defined in Item 407(d)(5) of Regulation S-K. The audit committee held eight meetings in the fiscal year ended August 31, 2022.

The nominating and corporate governance committee, among other things:

The nominating and corporate governance committee works with the board of directors to determine the appropriate mix of characteristics, skills and experience for the board of directors as a whole and for individual directors. In evaluating the suitability of individuals for board of directors membership, the nominating and corporate governance committee takes into account many factors. These include: whether the individual meets various independence requirements; the individual’s general understanding of the varied disciplines relevant to the success of a publicly traded company in today’s business environment; understanding of the Company’s business and markets; professional expertise and educational background; and other factors that promote diversity of views and experience. The nominating and corporate governance committee evaluates each individual in the

context of the board of directors as a whole, with the objective of recruiting and recommending a slate of directors that can best perpetuate the Company’s success and represent stockholder interests through the exercise of sound judgment, using its diversity of experience.

The members of the nominating and corporate governance committee are Kathy Crusco (Chair), William Bloom and Talvis Love. Our board of directors has affirmatively determined that each committee member is an independent director as defined by the Nasdaq Listing Rules. The nominating and corporate governance committee held five meetings in the fiscal year ended August 31, 2022.

The compensation committee, among other things:

The members of the compensation committee are Kathy Crusco (Chair), Julie Dodd and Sunil Rajasekar. Our board of directors has affirmatively determined that all committee members are independent directors as defined by the Nasdaq Listing Rules and are “non-employee directors” as defined in Rule 16b-3(b)(3) under the Exchange Act. The compensation committee held six meetings in the fiscal year ended August 31, 2022.

We have adopted a written code of business conduct and ethics that applies to all of our directors, officers and employees, including our principal executive officer, principal financial officer and principal accounting officer. The code of business conduct and ethics is posted on our website at www.duckcreek.com. If we make any substantive amendments to, or grant any waivers from, the code of business conduct and ethics for our principal executive officer, principal financial officer, principal accounting officer or persons performing similar functions, or any officer or director, we will disclose the nature of such amendment or waiver on our website or in a current report on Form 8-K.

Stockholders of the Company wishing to communicate with the board of directors or an individual director may send a written communication to the board of directors or such director at the following address:

The Secretary will review each communication, and will forward such communication to the board of directors or to any individual director to whom the communication is addressed unless the communication contains advertisements or solicitations or is unduly hostile, threatening or similarly inappropriate, in which case the Secretary shall discard the communication or inform the proper authorities, as may be appropriate.

The audit committee is responsible for the appointment, compensation, retention and oversight of the Company’s independent auditors. In connection with this responsibility, the audit committee evaluates and monitors the auditors’ qualifications, performance and independence. This responsibility includes a review and evaluation of the independent auditors. The audit committee approves all audit engagement fees and terms associated with the retention of the independent auditors.

As a matter of good corporate governance, the board of directors is requesting our stockholders to ratify the audit committee’s selection of KPMG LLP as our independent registered public accounting firm for the fiscal year ending August 31, 2023. KPMG LLP has served as our independent registered public accounting firm since 2017. The audit committee and the board of directors believe that the continued retention of KPMG LLP as our independent auditors is in the best interests of the Company. The audit committee carefully considered the selection of KPMG LLP as our independent auditors. The audit committee charter requires the audit committee to periodically consider whether the independent audit firm should be rotated. In addition to evaluating rotation of the independent auditors, the audit committee oversees the selection of the new lead audit partner and the audit committee chair participates directly in the selection of the new lead audit partner.

If the stockholders do not ratify the selection, the audit committee will reconsider its selection. Even if the selection is ratified, the audit committee, in its discretion, may direct the appointment of a different independent registered public accounting firm at any time during the year if the audit committee determines that such a change would be in the best interests of the Company and our stockholders.

Representatives from KPMG LLP are expected to be present at the Annual Meeting and will have an opportunity to make a statement at the Annual Meeting if they desire to do so and are expected to be available to respond to appropriate questions at the Annual Meeting.

Approval by the affirmative vote of the holders of a majority of the shares of common stock present in person, or represented by proxy, and entitled to vote at the Annual Meeting is required to ratify the selection of KPMG LLP.

The following table sets forth all fees billed for professional audit services and other services rendered by KPMG LLP for each of the years ended August 31, 2022 and 2021:

Our audit committee is responsible for approving all audit, audit-related and certain other services specified in its charter. The audit committee reviews and, in its sole discretion, approves the independent auditors’ annual engagement letter, including the proposed fees contained therein, as well as all audit and all permitted non-audit engagements and relationships between the Company and such auditors. In compliance with the policies and procedures set forth in the audit committee charter, the audit committee may, in accordance with applicable law, establish pre-approval policies and procedures for the engagement of independent auditors and any other registered public accounting firm to render services to the Company.

The audit committee reviewed and discussed the audited consolidated financial statements for the fiscal year ended August 31, 2022, with our management and with our independent registered public accounting firm, KPMG LLP. In addition, the audit committee discussed with KPMG LLP the matters required to be discussed by the applicable requirements of the Public Company Accounting Oversight Board (the “PCAOB”) and the SEC. The audit committee also discussed with KPMG LLP the written disclosures and the independence letter from KPMG LLP required by the applicable requirements of the PCAOB.

Based on the audit committee’s review of the audited consolidated financial statements and the review and discussions described in the preceding paragraph, the audit committee recommended to the board of directors that the audited consolidated financial statements for the fiscal year ended August 31, 2022, be included in the Annual Report.

The above Audit Committee Report is not soliciting material, is not deemed filed with the SEC and is not incorporated by reference in any of our filings under the Securities Act of 1933, as amended (the “Securities Act”), or the Exchange Act whether made before or after the date of this proxy statement and irrespective of any general incorporation language in any such filings.

The following table sets forth information regarding beneficial ownership of our common stock as of December 15, 2022 by:

The percentage ownership information is based on 132,878,061 shares of common stock outstanding as of December 15, 2022, which for purposes of the table below includes any shares of unvested restricted stock that are held by such individual or entity over which such individual or entity has voting rights.

The number of shares beneficially owned by each stockholder is determined under rules issued by the SEC and includes voting or investment power with respect to securities. Under these rules, beneficial ownership includes any shares as to which the individual or entity has sole or shared voting power or investment power. In computing the number of shares beneficially owned by an individual or entity and the percentage ownership of that person, shares of common stock subject to equity awards or other rights held by such person that are currently exercisable or will become exercisable within 60 days after December 15, 2022, are considered outstanding, although these shares are not considered outstanding for purposes of computing the percentage ownership of any other person. Each of the stockholders listed has sole voting and investment power with respect to the shares beneficially owned by the stockholder unless noted otherwise, subject to community property laws where applicable.

Section 16(a) of the Securities Exchange Act of 1934, as amended, requires the Company’s directors and executive officers and persons who own more than 10% of a registered class of the Company’s equity securities (“Reporting Persons”) to file with the SEC reports on Forms 3, 4 and 5 concerning their ownership of and transactions in the common stock and other equity securities of the Company, generally within two business days of a reportable transaction. As a practical matter, the Company seeks to assist its directors and executives by monitoring transactions and completing and filing reports on their behalf.

To our knowledge, based solely on review of the copies of such reports and any amendments thereto furnished to us during or with respect to our most recent fiscal year, all Section 16(a) filing requirements applicable to the Reporting Persons were satisfied, with the exception of (i) Ms. Crusco and Messrs. Chippari, Foster, Jackowski, Pelzer and Van Biert, with respect to shares acquired by each on February 18, 2022 upon the satisfaction of a performance condition associated with previously awarded restricted share units in Disco Topco Holdings (Cayman) L.P. that converted into unvested restricted shares in connection with the Company’s IPO; and (ii) Ms. Huston with respect to shares granted to her on October 27, 2021 pursuant to the Company’s 2020 Omnibus Incentive Plan. Form 4 reports were subsequently filed to report each transaction.

For a description of the material features of the 2020 Omnibus Plan please refer to the section entitled “Compensation Discussion & Analysis — Equity Compensation,” below.

Biographical data for each of our current executive officers is set forth below, excluding Mr. Jackowski’s biography, which is included in the Section entitled “Proposal 1- Election of Directors.”

Jessica (Jess) Keeney, 42, has served as the Company’s Chief Product Officer since April 2022. Prior to joining the Company, Ms. Keeney served as Senior Vice President, Product Management at ZoomInfo from August 2021 to March 2022. Prior to that, Ms. Keeney held various positions at Ultimate Kronos Group (formerly Ultimate Software), including as Senior Vice President of Development from February 2020 to August 2021, Vice President, Engineering from May 2018 to February 2020 and as Senior Director of Product Development from May 2016 to May 2018.

Kevin Rhodes, 54, has served as the Company’s Chief Financial Officer since April 2022. Prior to joining the Company, Mr. Rhodes served as EVP & Chief Financial Officer of Boston-based Finvi, formerly Ontario Systems, a provider of AI-driven software and payments solutions, from 2020 to2022. He previously held Chief Financial Officer positions at Markforged (NYSE: MKFG) from 2018 to 2020 and Brightcove (Nasdaq: BCOV) from 2014 to 2018. Mr. Rhodes is a Certified Public Accountant since 1994 and holds a bachelor’s degree from Merrimack College with a dual major in accounting and finance. Mr. Rhodes also holds an M.B.A. from Babson F.W. Olin Graduate School of Business, graduating summa cum laude. Mr. Rhodes currently serves as a member of the Board of Trustees of Merrimack College.

Courtney Townsend, 43, has served as the Company’s Chief People Officer since March 2021. Prior to joining the Company, Ms. Townsend served as Chief Human Resources Officer at Stats Perform, a sports technology company, from May 2017 to March 2021. Prior to that, Ms. Townsend held key positions supporting human resources objectives at Wolters Kluwer from November 2013 to May 2017. Ms. Townsend holds a B.A. in business with a focus on human resource management from Michigan State University.

Nageswaran (Nag) Vaidyanathan, 54, has served as the Company’s Chief Technology Officer since May 2021. Prior to joining the Company, Mr. Vaidyanathan served as the Chief Technology Officer of OneMain Financial from January 2019 to April 2021 and as the Chief Information Officer at Danske Bank, Denmark from October 2015 to December 2018.

Eugene Van Biert, 44, has served as the Company’s Chief Operating Officer since March 2022. Mr. Van Biert served as the Company’s Chief Revenue Officer from November 2016 to March 2022. Prior to joining the Company, Mr. Van Biert held several leadership roles at Skillsoft Corporation from 2001 until 2016, including the role of vice president and general manager of global compliance solutions. Mr. Van Biert holds an M.B.A. from Carroll School of Management, Boston College, a B.A. from Lafayette College and completed the General Management Program at Harvard Business School.

Jeffrey (Jeff) Winter, 50, has served as the Company’s Chief Marketing Officer since September 2021. Prior to joining the Company, Mr. Winter served as Chief Marketing Officer of Rocket Software from 2019 to 2021 and as Global Vice President and Division Chief Marketing Officer of Marketing at Pitney Bowes Software. Mr. Winter also spent ten years at SAP (2006 – 2016) in various marketing leadership roles, and five years at IBM (2001 – 2006). Mr. Winter holds a M.B.A. from the Goizueta School of Business at Emory University and a B.A. in English Literature from Skidmore College.

The Compensation Committee has reviewed and discussed the following Compensation Discussion and Analysis and, based on such review and discussions, the Compensation Committee recommended to our board of directors that this Compensation Discussion and Analysis be included in this proxy statement.

This Compensation Discussion and Analysis provides information about the components of our executive compensation program for the following:

We refer to these executive officers collectively as the “NEOs” in this Compensation Discussion and Analysis and the accompanying compensation tables

This Compensation Discussion and Analysis provides an overview of the elements of our executive compensation philosophy, the overall objectives of our executive compensation program, and the elements that comprise that program. Finally, it analyzes how the Compensation Committee arrived at the specific compensation policies and practices involving our NEOs during fiscal year 2022.

Executive compensation is a vital tool to attract and retain top talent and ensure that our corporate goals are being met successfully. These compensation programs should be fair, competitive and reward the achievement of our strategic, financial, and operational objectives. Accordingly, we have designed our executive compensation program to achieve the following primary objectives:

The Compensation Committee is responsible for overseeing our executive compensation program and for determining the compensation of our executive officers, including the NEOs. In carrying out its responsibilities, the Compensation Committee evaluates our compensation policies and practices with a focus on the degree to which these policies and practices reflect our executive compensation philosophy, develops strategies and makes recommendations that it believes further our philosophy or align with developments in best compensation practices.

In the first quarter of each fiscal year, the Compensation Committee reviews the compensation of our executive officers, decides whether to make any adjustments to their base salaries, confirms an executive bonus plan, including the corporate performance measures and objectives used to determine their annual cash bonuses for the current fiscal year, and whether to approve any equity awards. In addition, at that time, the Compensation Committee evaluates the performance of the Company, as well as the individual performance of each executive officer.

The Compensation Committee seeks the input of our CEO when discussing the performance of and compensation for our executive officers, including the other NEOs other than the CEO. Our CEO reviews the performance of all executive officers annually and presents to the Compensation Committee his conclusions and

other input as to their compensation, including base salary adjustments, cash bonus payouts, and equity awards. The Compensation Committee uses this input as one factor in its deliberations to determine the compensation of our executive officers, as well as working with the CFO and Chief People Officer in evaluating the retention implications of our executive compensation plans.

The Compensation Committee may, from time to time, engage an external compensation consultant to assist it by providing information, analysis, and other advice relating to our executive compensation program. When engaged, the compensation consultant reports directly to the Compensation Committee and its chair, and serves at the discretion of the Compensation Committee, which reviews the engagement on a periodic basis.

To assist the Compensation Committee during its annual review of the competitiveness of compensation, Exequity prepared a comparative market data analysis on compensation practices, as well as guidance on industry practices. They selected 19 U.S. publicly traded companies with a Global Industry Classification Standard (GICS) industry classification of application software. These selected companies have revenues between $100 million and $700 million and market capitalization between $460 million and $13 billion. At the time our peer group was determined for fiscal year 2022, Duck Creek’s revenue was at the 41st percentile and market capitalization was at the 57th percentile. Below is a list of the companies in our peer group for fiscal year 2022:

Notes: Majesco was taken private in 2020 and will no longer be used in the peer group in future years. Cornerstone OnDemand, Inc. was taken private in 2021 and will no longer be used in the peer group in future years.

The following describes each element of our executive compensation program.

Each of our NEOs received a fixed base salary in an amount determined in accordance with the executive’s employment agreement. The base salary payable to each NEO is intended to provide a fixed component of compensation reflecting the executive’s skill set, experience, role and responsibilities. Each NEO’s base salary for fiscal year 2022 is listed below:

Each of our NEOs is entitled to receive an annual cash incentive bonus based on achievement of performance goals established by our board of directors. For each fiscal year, our board of directors determines the amount of a bonus pool, which is used to determine the annual cash incentive bonus that each of our NEOs receives. Annual cash incentive bonuses are designed to motivate our executive officers to meet our strategic business and financial objectives generally and our annual financial performance targets in particular. We anticipate continuing to provide our NEOs with an opportunity to earn an annual cash incentive bonus, based on individual and company goals. Each NEO’s cash incentive percentage for fiscal year 2022 is listed below:

In fiscal year 2022, the bonuses of our executive officers, including the NEOs, who participated in our bonus plan were based on the performance of our Company during fiscal year 2022 as measured against the following pre-established corporate financial and operational metrics, which the board of directors deemed to be critical to enhancing stockholder value:

The weighting, target and achieved performance goals for each of these metrics were as follows in fiscal year 2022:

In addition to the Company performance factor calculated above, all employees, including our NEOs, receive individual performance ratings that impact the amount earned on an individual basis. After the conclusion of fiscal year 2022, the Compensation Committee evaluated our financial and operational performance and determined that a Company Performance Factor of 73% was appropriate. The Compensation Committee also reviewed performance ratings and approved cash bonuses for the applicable Named Executive Officers as follows:

In connection with the various reorganization transactions that occurred concurrently with the IPO (the “Reorganization Transactions”), the Company adopted the Duck Creek Technologies, Inc. 2020 Omnibus Incentive Plan (the “Plan”) to provide additional incentives to selected officers, employees, non-employee directors, independent contractors and consultants, to strengthen their commitment to the Company and to attract and retain competent and dedicated persons who are essential to the success of the Company’s business. The maximum number of shares of the Company’s common stock reserved for issuance under the Plan was 18,000,000 shares. This reserve is subject to automatic increase on January 1st of each calendar year, prior to the tenth anniversary of the effective date of the Plan, by an amount equal to the lesser of (i) 4% of the number of shares of common stock issued and outstanding on December 31st of the preceding year and (ii) an amount determined by the Plan administrator. The shares available for issuance are subject to adjustment in the event of a stock split, stock dividend or other defined changes in the Company’s capitalization.

In October 2021, the Company made its first annual grant of long-term incentive awards since the IPO, including to our named executive officers. Prior to determining the size and terms of these grants, the Compensation Committee reviewed market data on the equity compensation practices of the Company’s peers. Following such review, and taking into account the short time that has elapsed since the IPO, the Compensation Committee determined it was appropriate to provide equity awards in the form of restricted stock awards that ratably vest over four years subject only to continued service through the applicable vesting date. Target awards were set as a percentage of base salary, taking into account the scope and responsibilities of the recipient and targeting an amount below the 50^th percentile of executives in similar roles at peer companies.

All employees are eligible to participate in broad-based and comprehensive employee benefit programs, including medical, dental, vision, life and disability insurance and a 401(k) plan with matching contributions. Our NEOs are eligible to participate in these plans on the same basis as our other employees. We do not sponsor or maintain any deferred compensation or supplemental retirement plans in addition to our 401(k) plan and do not offer any defined benefit pension plans for our employees.

In addition, we provide other employee welfare and benefit programs to our executive officers, including the NEOs, on the same basis as all of our full-time employees in the country in which they are resident. These benefits include medical, dental, and vision benefits, medical and dependent care flexible spending accounts, short-term and long-term disability insurance, accidental death and dismemberment insurance and basic life insurance coverage.

We design our employee welfare and benefit programs to be affordable and competitive in relation to the market, as well as compliant with applicable laws and practices. We adjust our employee welfare and benefit programs as needed.

In the future, we may provide perquisites or other personal benefits in limited circumstances. All future practices with respect to perquisites or other personal benefits will be approved and subject to periodic review by the Compensation Committee.

We do not offer any nonqualified deferred compensation arrangements for our employees.

In August 2020, we adopted a clawback policy (the “Clawback Policy”). The Clawback Policy provides that in the event the Company is required to prepare an accounting restatement of its financial statements due to the Company’s material non-compliance with any financial reporting requirement under the securities laws, then our board of directors or, if so designated by our board of directors, our Compensation Committee shall have the discretion to recoup a portion of any incentive-based compensation that has been paid or distributed to any current or former executive officer of the Company as determined by the board of directors during the clawback period (i.e., the three-year period preceding the publication of the restated financials), to the extent such incentive-based compensation paid or distributed was in excess of what would have been paid under the restated financials. The Clawback Policy is applicable to all incentive-based compensation, including cash and equity-based compensation, that is granted, earned or vested based wholly or in part on the attainment of a financial reporting measure. Finally, our board of directors has the right under the Clawback Policy to determine, in its sole discretion, the method for recouping any such incentive-based compensation that may be recoverable under the policy which may include, without limitation, (i) requiring reimbursement of cash incentive-based compensation previously paid to the covered executive officer, (ii) seeking recovery of any gain realized on the vesting, exercise, settlement, sale, transfer, or other disposition of any equity-based incentive compensation, (iii) offsetting the recouped amount from any compensation otherwise owed by the Company to the covered executive officer, (iv) cancelling outstanding vested or unvested equity-based incentive compensation, and/or (v) taking any other remedial and recovery action permitted by law, as determined by our board of directors.

Section 162(m) of the Code generally disallows public companies a tax deduction for federal income tax purposes of remuneration in excess of $1 million paid to certain specified executive officers, including a public corporation’s chief executive officer, chief financial officer and each of the three other most highly compensated executive officers whose compensation is required to be disclosed to stockholders under the Exchange Act.

Although the Compensation Committee will continue to consider tax implications as one factor in determining executive compensation, the Compensation Committee also looks at other factors in making its decisions and retains the flexibility to provide compensation for our NEOs in a manner consistent with the goals of the Company’s executive compensation program and the best interests of the Company and its stockholders, which may include providing for compensation that is not deductible by the Company due to the deduction limit under Section 162(m). The Compensation Committee also retains the flexibility to modify compensation that was initially intended to be exempt

The Compensation Committee takes accounting considerations into account in designing compensation plans and arrangements for our executive officers and other employees. Chief among these is Financial Accounting

Standards Board Accounting Standards Codification Topic 718 (“ASC Topic 718”), the standard which governs the accounting treatment of certain stock-based compensation. Among other things, ASC Topic 718 requires us to record a compensation expense in our income statement for all equity awards granted to our executive officers and other employees. This compensation expense is based on the grant date “fair value” of the equity award and, in most cases, will be recognized ratably over the award’s requisite service period (which, generally, will correspond to the award’s vesting schedule). This compensation expense is also reported in the compensation tables below, even though recipients may never realize any value from their equity awards.

The following table summarizes the total compensation paid to or earned by each of our NEOs in fiscal year 2022.

Each of our NEOs is a party to a written employment arrangement. The material terms of each of those arrangements is described below. For a description of the compensation actually paid to the NEOs for fiscal year 2022, please refer to the “Summary Compensation Table,” above.

Each of our NEOs has also entered into a restrictive covenants agreement with Duck Creek Technologies LLC, which provides that, during the course of each NEO’s employment and for the one-year period following termination of his or her employment for any reason, each NEO will not compete with, or solicit any vendors, customers, suppliers, employees, consultants or agents of, Duck Creek Technologies LLC or its affiliates. The restrictive covenants agreement further provides that each NEO may not disclose any proprietary, trade secret or confidential information involving Duck Creek Technologies LLC or its affiliates and will assign all applicable intellectual property rights to them.

Mr. Jackowski and Duck Creek Technologies LLC, a subsidiary of the Company, entered into an employment agreement on August 1, 2016. Mr. Jackowski’s agreement provides that he will serve as Chief Executive Officer and President of Duck Creek Technologies LLC. Pursuant to the agreement, Mr. Jackowski is entitled to receive an initial annual base salary of $648,145, subject to increase, and is eligible to receive an annual cash bonus with a target amount of 50% of his then-current base salary (up to a maximum of 100%), based on the achievement of predetermined and reasonably attainable performance goals. The agreement provides Mr. Jackowski with a group life insurance policy in the amount of $1.5 million. Mr. Jackowski is also eligible to receive employee health and welfare benefits that are no less favorable than those provided to senior executive officers generally.

The agreement provides that if Mr. Jackowski’s employment is terminated by the employer without “cause” (as defined in the agreement) or by Mr. Jackowski for “good reason” (as described below), and Mr. Jackowski executes a general release of claims, then he will receive (i) an amount equal to the sum of his then-current annual base salary and target annual bonus, payable in 12 equal monthly installments following the date of termination (or in a lump sum if such termination takes place within one year following a “change of control,” as defined in the agreement), (ii) a pro-rated annual incentive bonus for the year of termination, payable based on actual performance at the same time that such bonuses are paid to other senior executives with respect to the year of termination (the “Pro-Rated Bonus”), (iii) reimbursement of the employer contributions for 12 months of continued health coverage costs payable in four quarterly installments following the termination date (“Medical Reimbursement Payments”) and (iv) 12 months of outplacement services not to exceed $20,000. If Mr. Jackowski’s employment is terminated due to his death or disability he will receive the Pro-Rated Bonus and Medical Reimbursement Payments. For purposes of the agreement, “good reason” means, in summary, (a) a material reduction in Mr. Jackowski’s title, duties, authorities and responsibilities measured in the aggregate, (b) a material reduction of his annual base salary or target bonus opportunity as a percentage of base salary, (c) relocation of his primary work location from the Chicago, Illinois metropolitan area or (d) a failure by a successor of Duck Creek Technologies LLC to assume the employment agreement, in each case subject to written notice and an opportunity by Duck Creek Technologies LLC to cure any event which constitutes good reason.

Mr. Rhodes and Duck Creek Technologies LLC, a subsidiary of the Company, entered into an employment agreement on February 26, 2022. Mr. Rhodes’s agreement provides that he will serve as Chief Financial Officer of Duck Creek Technologies LLC. Pursuant to the agreement, Mr. Rhodes is entitled to receive an initial annual base salary of $420,000, subject to increase, and is eligible to receive an annual cash bonus with a target amount of 60% of his base salary, based on the achievement of performance goals established by the Board. Beginning in fiscal year 2023 and each year thereafter during the term of Mr. Rhodes’ employment, Mr. Rhodes will also receive equity-based awards with a grant date fair market value of $1,250,000, with vesting and other material terms consistent with those applicable to similarly situated officers of the Company. Mr. Rhodes received a one-time sign-on bonus of $153,500, repayable in full should Mr. Rhodes’s employment with the Company terminate for any reason before April 4, 2023. Mr. Rhodes is also eligible to receive employee health and welfare benefits that are no less favorable than those provided to senior executive officers generally.

The agreement provides that if Mr. Rhodes’s employment is terminated by the employer without “cause” (as defined in the agreement) or by Mr. Rhodes for “good reason” (as described below), and Mr. Rhodes executes a general release of claims, then he will receive (i) continued payments of his annual base salary and target annual bonus for a period of 12 months following the date of termination (or in a lump sum if such termination takes place within one year following a “change of control,” as defined in the agreement), (ii) a pro-rated annual incentive bonus for the year of termination, payable based on actual performance at the same time that such bonuses are paid to other senior executives with respect to the year of termination, and (iii) continued medical coverage at active employee rates for 12 months following the termination date (“Continued Medical Coverage”). If Mr. Rhodes’s employment is terminated due to his death or disability he will receive the Continued Medical Coverage. For purposes of the agreement, “good reason” means, in summary, (a) a reduction in Mr. Rhodes’s annual base salary or target bonus opportunity as a percentage of base salary, other than any reduction not greater than 10% that is made pursuant to an across-the-board reduction applicable to all similarly situated executives, (b) the Company’s failure to award equity grants specified in the agreement, (c) a material diminution in his duties or responsibilities, (d) a change in reporting structure that

results in Mr. Rhodes no longer directly reporting to the Company’s Chief Executive Officer, (e) a relocation of his primary place of business to a location more than 50 miles outside Boston, Massachusetts, or (f) a failure by a successor of Duck Creek Technologies LLC to assume the employment agreement, in each case subject to written notice and an opportunity by Duck Creek Technologies LLC to cure any event which constitutes good reason.

Mr. Van Biert and Duck Creek Technologies LLC, a subsidiary of the Company, entered into an employment agreement on November 6, 2016, as amended on March 31, 2022. Mr. Van Biert’s agreement provides that he will serve as Chief Operating Officer of Duck Creek Technologies LLC. Pursuant to the agreement, Mr. Van Biert is entitled to receive an initial annual base salary of $420,000, subject to increase. The amended agreement provides that for the period beginning on September 1, 2021 and ending March 2, 2022, Mr. Van Biert was eligible to receive a prorated cash bonus equal to 100% of his base salary (up to a maximum of 150%), based on the achievement of applicable performance goals established by the Board. For the period beginning on March 3, 2022 and ending August 31, 2022, Mr. Van Biert was eligible to receive a prorated cash bonus equal to 60% of his base salary (up to a maximum of 100%), based on the achievement of applicable performance goals established by the Board. Beginning on September 1, 2022, Mr. Van Biert is eligible to receive an annual cash bonus equal to 60% of his base salary (up to a maximum of 100%), based on the achievement of applicable performance goals established by the Board. Mr. Van Biert is also eligible to receive employee health and welfare benefits that are no less favorable than those provided to senior executive officers generally.

The agreement provides that if Mr. Van Biert’s employment is terminated by the employer without “cause” (as defined in the agreement) or by Mr. Van Biert for “good reason” (as described below), and Mr. Van Biert executes a general release of claims, then he will receive (i) continued payments of his annual base salary for a period of 12 months following the date of termination (or in a lump sum if such termination takes place within one year following a “change of control,” as defined in the agreement) and (ii) a payment equal to $12,000, in lieu of continued contributions toward health coverage costs, payable in lump sum on the termination date (the “Health Coverage Payment”). If Mr. Van Biert’s employment is terminated due to his death or disability he will receive the Health Coverage Payment. For purposes of the agreement, “good reason” means, in summary, a material reduction of Mr. Van Biert’s annual base salary or target commission opportunity as a percentage of base salary, subject to written notice and an opportunity by Duck Creek Technologies LLC to cure such reduction.

Mr. Vaidyanathan and Duck Creek Technologies LLC, a subsidiary of the Company, entered into an employment agreement on September 1, 2021. Mr. Vaidyanathan’s agreement provides that he will serve as Chief Technology Officer of Duck Creek Technologies LLC. Pursuant to the agreement, Mr. Vaidyanathan is entitled to receive an initial annual base salary of $350,000, subject to increase, and is eligible to receive an annual cash bonus with a target amount of 50% of his base salary, based on the achievement of performance goals established by the Board. Mr. Vaidyanathan is also eligible to receive employee health and welfare benefits that are no less favorable than those provided to senior executive officers generally.

The agreement provides that if Mr. Vaidyanathan’s employment is terminated by the employer without “cause” (as defined in the agreement), and Mr. Vaidyanathan executes a general release of claims, then he will receive (i) continued payments of his annual base salary for a period of 12 months following the date of termination (or in a lump sum if such termination takes place within one year following a “change of control,” as defined in the agreement), and (ii) the Continued Medical Coverage. If Mr. Vaidyanathan’s employment is terminated due to his death or disability he will receive the Continued Medical Coverage.

Mr. Winter and Duck Creek Technologies LLC, a subsidiary of the Company, entered into an employment agreement on September 1, 2021. Mr. Winter’s agreement provides that he will serve as Chief Marketing Officer of Duck Creek Technologies LLC. Pursuant to the agreement, Mr. Winter is entitled to receive an initial annual base salary of $350,000, subject to increase, and is eligible to receive an annual cash bonus with a target amount

of 50% of his base salary, based on the achievement of performance goals established by the Board. Mr. Winter received a one-time sign-on bonus of $50,000, repayable in full should Mr. Winter’s employment with the Company terminate for any reason within 12 months of his start date. Mr. Winter is also eligible to receive employee health and welfare benefits that are no less favorable than those provided to senior executive officers generally.

The agreement provides that if Mr. Winter’s employment is terminated by the employer without “cause” (as defined in the agreement), and Mr. Winter executes a general release of claims, then he will receive (i) continued payments of his annual base salary for a period of 12 months following the date of termination (or in a lump sum if such termination takes place within one year following a “change of control,” as defined in the agreement), and (ii) the Continued Medical Coverage. If Mr. Winter’s employment is terminated due to his death or disability he will receive the Continued Medical Coverage.

Ms. Harris and Duck Creek Technologies LLC, a subsidiary of the Company, entered into a separation agreement and general release of claims (the “Separation Agreement”) on August 30, 2022, in full satisfaction of Duck Creek Technologies LLC’s obligations to Ms. Harris under the Employment Agreement between Duck Creek Technologies LLC and Ms. Harris, dated August 3, 2020. Under the Separation Agreement, in exchange for her release of claims against the Duck Creek Technologies LLC and the Company, Ms. Harris received (i) an amount equal to $584,195 and (ii) accelerated vesting of the two tranches next scheduled to vest following her termination date under each of her two restricted stock award agreements. Under the Separation Agreement, Ms. Harris is subject to (i) restrictions on the solicitation and hiring of the Company’s employees, (ii) restrictions on the solicitation of the Company’s customers, vendors and suppliers and (iii) restrictions on diverting or taking away (or attempting to do any of the foregoing) any business of the Company to a competitor of the Company, in all such cases, for one year following her termination date. Additionally, Ms. Harris is subject to perpetual non-disparagement and confidentiality obligations.

The following table summarizes the number of outstanding equity awards held by each of our NEOs as of August 31, 2022.

The table below reflects the severance and other benefits that may become payable to our NEOs in connection with (1) an involuntary termination (i.e., a termination without cause or, in the case of Messrs. Jackowski, Rhodes and Van Biert, resignation for good reason) of employment not in connection with a change in control, (2) a change in control of our Company and no termination of employment (assuming that all equity awards will be assumed or continued or substituted by the successor entity), (3) an involuntary termination of employment immediately following a change in control, and (4) a termination of employment as a result of his or her death or disability, assuming for each of (1), (2), (3) and (4) that the applicable triggering event(s) occurred on August 31, 2022.

Please refer to the section entitled “Agreements with our Named Executive Officers,” above, for a description of the cash severance payments and health benefits to be provided to our NEOs, other than Ms. Harris and Messrs. Chippari and Foster, in connection with certain qualifying terminations of their employment. Mr. Vaidyanathan will not receive any health benefits in connection with a termination of his employment as he does not participate in the Company’s health plans.

The cash severance payments payable to each of our NEOs other than Ms. Harris and Messrs. Chippari and Foster, in the event of his or her death or disability represents a lump sum payment of the NEO’s annual bonus, determined based on actual performance, for fiscal year 2022. For a description of the cash severance payments and health benefits actually provided to Ms. Harris upon her termination of employment with the Company, please refer to the section entitled “Agreements with our Named Executive Officers—Separation Agreement with Eva Harris,” above. For Mr. Chippari, the cash severance payments represent a lump sum payment of his target annual bonus, pro-rated based on the number of days he was employed during fiscal year 2022, which he actually received at the time of his termination of employment with the Company.

For each of our NEOs other than Ms. Harris and Messrs. Chippari and Foster, the equity acceleration payments in the event of an involuntary termination of employment not in connection with a change in control represent the value of one tranche of restricted stock awards issued to each NEO at and following the time of the IPO. The tranche of restricted stock awards that are scheduled to vest on the next applicable vesting date following a termination of each NEO’s employment will fully vest upon his or her involuntary termination of employment with the Company.

For each of our NEOs other than Ms. Harris and Messrs. Chippari and Foster, the equity acceleration payments in the event of an involuntary termination of employment immediately following a change in control represent the full value of all restricted stock awards held by each NEO as of August 31, 2022. All restricted stock awards will fully vest upon each NEO’s involuntary termination of employment with the Company that occurs within twelve months following a change in control.

For Ms. Harris, the equity acceleration payments represents the value of restricted stock awards actually accelerated at the time of her termination of employment, as described in the section entitled “Agreements with our Named Executive Officers—Separation Agreement with Eva Harris,” above. For Mr. Chippari, the equity acceleration payments represent the value of restricted stock awards actually accelerated at the time of his termination of employment, which was a portion of the tranche of restricted stock awards that were scheduled to vest on the next applicable vesting date following his termination of employment, pro-rated based on the number of days he was employed since the previous applicable vesting date. In each case, the value of such restricted stock awards is based on the closing price of Company common stock of $11.90 on August 31, 2022.

Mr. Foster did not receive any payments or benefits in connection with his termination of employment with the Company.

We are providing the following information about the annual total compensation of our employees and the annual total compensation of Michael Jackowski, our Chief Executive Officer (“CEO”). The pay ratio included in this information is a reasonable estimate, calculated in a manner consistent with Item 402(u) of Regulation S-K.

For the year ended August 31, 2022, our last completed fiscal year:

Based on this information, for 2022, the ratio of the annual total compensation of Mr. Jackowski, our CEO, to the median of the annual total compensation of all employees other than our CEO, was 48.790 to 1.

To identify the median of the annual total compensation of all our employees, as well as to determine the annual total compensation of our median employee and our CEO, we took the following steps:

The following table summarizes the total compensation paid to or earned by each of our non-affiliated and non-employee directors in fiscal year 2022. Our affiliated and management directors are not separately compensated by the Company for their service on our board of directors. The compensation received by our non-affiliated and non-employee directors consists of quarterly cash fees for their service on our board of directors and annual equity awards, as further described below.