X0306 4 2021-02-02 0 0001160951 DUCK CREEK TECHNOLOGIES, INC. DCT 0001240189 MORAN CHARLES E C/O DUCK CREEK TECHNOLOGIES, INC. 22 BOSTON WHARF ROAD BOSTON MA 02210 1 0 0 0 Common Stock, par value $0.01 per share 2021-02-02 4 A 0 14482 A 149097 D Common Stock, par value $0.01 per share 2021-02-19 4 M 0 16809 27.00 A 165906 D Common Stock, par value $0.01 per share 2021-02-19 4 S 0 44852 53.37 D 121054 D Common Stock, par value $0.01 per share 2021-02-19 4 S 0 17842 54.10 D 103212 D Common Stock, par value $0.01 per share 2021-02-19 4 S 0 19576 55.41 D 83636 D Common Stock, par value $0.01 per share 2021-02-19 4 S 0 9470 56.01 D 74166 D Common Stock, par value $0.01 per share 2021-02-19 4 S 0 800 57.16 D 73366 D Common Stock, par value $0.01 per share 2021-02-22 4 S 0 25669 51.86 D 47497 D Common Stock, par value $0.01 per share 2021-02-22 4 S 0 14459 52.41 D 33238 D Option 27.00 2021-02-02 4 A 0 2101 A 2021-02-02 2030-08-14 Common Stock, par value $0.01 per share 2101 18911 D Option 27.00 2021-02-19 4 M 0 16809 D 2020-08-18 2030-08-14 Common Stock, par value $0.01 per share 16809 2102 D Represents vested restricted shares of Duck Creek Technologies, Inc. (the "Company") the reporting person acquired upon the satisfaction of a performance condition associated with previously awarded restricted share units in Disco Topco Holdings (Cayman) L.P. (the "Operating Partnership") that converted into unvested restricted shares in connection with the initial public offering, as described in the Registration Statement on Form S-1 (File No. 333-240050) (the "Registration Statement") of the Company pursuant to the Company's 2020 Omnibus Incentive Plan. The transaction was effected pursuant to a Rule 10b5-1 plan adopted on 11/13/2020. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $52.84 to $53.83, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $53.84 to $54.82, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $54.85 to $55.83, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $55.85 to $56.60, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $57.15 to $57.26, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $51.16 to $52.15, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote. The reported price is a weighted average price (rounded to the nearest cent). These shares were sold in multiple transactions at prices ranging from $52.16 to $52.97, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares sold at each separate price within the range set forth in this footnote Represents vested options of the Company the reporting person acquired upon the satisfaction of a performance condition associated with previously awarded options to acquire Class D Units in the Operating Partnership that converted into unvested options to acquire shares of common stock of the Company in connection with the initial public offering, as described in the Registration Statement of the Company pursuant to the Company's 2020 Omnibus Incentive Plan. Pursuant to the reorganization transactions, as described in the Registration Statement of the Company, in connection with the initial public offering, the reporting person contracted to contribute Class D Units of the Operating Partnership to the Company partially in exchange for vested options to acquire shares of common stock of the Company. /s/ Christopher R. Stone as Attorney-in-Fact 2021-02-23