PRGS

SEC source: 0000876167-25-000163 · wk-form4_1759487797.xml · nonDerivative · entry 6

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 244,001

F4 · shares: Represents shares of common stock withheld by the Company to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 23, 2025.

SEC source: 0000876167-25-000163 · wk-form4_1759487797.xml · nonDerivative · entry 5

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 248,022

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.

SEC source: 0000876167-25-000163 · wk-form4_1759487797.xml · nonDerivative · entry 4

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 239,707

F3 · shares: Represents shares of common stock withheld by the Company to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 18, 2024.

SEC source: 0000876167-25-000163 · wk-form4_1759487797.xml · nonDerivative · entry 3

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 243,261

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.

SEC source: 0000876167-25-000163 · wk-form4_1759487797.xml · nonDerivative · entry 2

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 235,912

F2 · shares: Represents shares of common stock withheld by Progress Software Corporation (the "Company") to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 19, 2023.

SEC source: 0000876167-25-000163 · wk-form4_1759487797.xml · nonDerivative · entry 1

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 239,204

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · derivative · entry 9

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 8,546

Underlying: Common Stock · 1,709 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F7 · derivative.exercise_date: On January 23, 2025, the Reporting Person was granted 10,255 restricted stock units pursuant to the Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2025, subject to the continued employment of the Reporting Person with the Company.

F7 · derivative.expiration_date: On January 23, 2025, the Reporting Person was granted 10,255 restricted stock units pursuant to the Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2025, subject to the continued employment of the Reporting Person with the Company.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · derivative · entry 8

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,503

Underlying: Common Stock · 1,167 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F6 · derivative.exercise_date: On January 18, 2024, the Reporting Person was granted 7,004 restricted stock units pursuant to the Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2024, subject to the continued employment of the Reporting Person with the Company

F6 · derivative.expiration_date: On January 18, 2024, the Reporting Person was granted 7,004 restricted stock units pursuant to the Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2024, subject to the continued employment of the Reporting Person with the Company

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · derivative · entry 7

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,168

Underlying: Common Stock · 1,167 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F5 · derivative.exercise_date: On January 19, 2023, the Reporting Person was granted 7,003 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan (as amended and restated, the "Plan"). The restricted stock units vest in six equal semiannual installments beginning October 1, 2023, subject to the continued employment of the Reporting Person with the Company.

F5 · derivative.expiration_date: On January 19, 2023, the Reporting Person was granted 7,003 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan (as amended and restated, the "Plan"). The restricted stock units vest in six equal semiannual installments beginning October 1, 2023, subject to the continued employment of the Reporting Person with the Company.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · nonDerivative · entry 6

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,833

F4 · shares: Represents shares of common stock withheld by the Company to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 23, 2025.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · nonDerivative · entry 5

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,660

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · nonDerivative · entry 4

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,951

F3 · shares: Represents shares of common stock withheld by the Company to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 18, 2024.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · nonDerivative · entry 3

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 13,516

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · nonDerivative · entry 2

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,349

F2 · shares: Represents shares of common stock withheld by Progress Software Corporation (the "Company") to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 19, 2023.

SEC source: 0000876167-25-000162 · wk-form4_1759487791.xml · nonDerivative · entry 1

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 12,914

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.

SEC source: 0000876167-25-000136 · wk-form4_1755082820.xml · nonDerivative · entry 1

Gawlick Rainer · CIK 0001542473 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 55,544

F1 · price: This transaction was executed in multiple trades at prices ranging from $43.33 to $43.51 per share. The price reported represents the weighted average purchase price of these trades. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer, or a security holder of the issuer, full information regarding the shares purchased at each separate price.

SEC source: 0000876167-25-000133 · wk-form4_1753819503.xml · derivative · entry 3

Ainsworth John · CIK 0001750309 · EVP/GM App & Data Platform

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 19,231 shares

Expires 2026-01-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: Options were granted to the Reporting Person on January 22, 2019 under the Company's 2008 Stock Option and Incentive Plan. As of April 1, 2023, 19,231 options were vested and exercisable.

SEC source: 0000876167-25-000133 · wk-form4_1753819503.xml · nonDerivative · entry 2

Ainsworth John · CIK 0001750309 · EVP/GM App & Data Platform

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 47,976

F1 · shares: This Form 4 is being filed to report the exercise of stock options for a total of 19,231 shares, of which (i) 13,315 shares owned by the Reporting Person were exchanged to cover the cost of the option exercise, and (ii) 2,624 shares owned by the Reporting Person were withheld by Progress Software Corporation (the "Company") to pay the tax withholding obligations of the Reporting Person upon exercise of the stock options. As a result of this exercise, the Reporting Person acquired ownership of 3,292 shares of common stock.

SEC source: 0000876167-25-000133 · wk-form4_1753819503.xml · nonDerivative · entry 1

Ainsworth John · CIK 0001750309 · EVP/GM App & Data Platform

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 63,915

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · shares: This Form 4 is being filed to report the exercise of stock options for a total of 19,231 shares, of which (i) 13,315 shares owned by the Reporting Person were exchanged to cover the cost of the option exercise, and (ii) 2,624 shares owned by the Reporting Person were withheld by Progress Software Corporation (the "Company") to pay the tax withholding obligations of the Reporting Person upon exercise of the stock options. As a result of this exercise, the Reporting Person acquired ownership of 3,292 shares of common stock.

SEC source: 0000876167-25-000129 · wk-form4_1753354817.xml · nonDerivative · entry 1

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 232,396

SEC source: 0000876167-25-000128 · wk-form4_1753354806.xml · nonDerivative · entry 1

KRALL DAVID · CIK 0001203375 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 100,090

F1 · price: This transaction was executed in multiple trades at prices ranging from $48.80 to $48.97 per share. The price reported represents the weighted average purchase price of these trades. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer, or a security holder of the issuer, full information regarding the shares purchased at each separate price.

SEC source: 0000876167-25-000123 · wk-form4_1752100457.xml · nonDerivative · entry 2

FOLGER ANTHONY · CIK 0001566737 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 43,559

F1 · kind: The sale reported in this Form 4 was effected pursuant to a preexisting Rule 10b5-1 trading plan adopted by the Reporting Person on April 8, 2025, prior to the recent volatility in the Company's stock price and in compliance with all applicable laws and regulations. The sale is reported on two rows due to being executed in multiple trades across a price range that exceeded $1.

F4 · price: This tranche of the sale was executed in multiple trades at prices ranging from $53.22 to $53.51 per share. The price reported represents the weighted average sale price of these trades. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer, or a security holder of the issuer, full information regarding the shares sold at each separate price.

SEC source: 0000876167-25-000123 · wk-form4_1752100457.xml · nonDerivative · entry 1

FOLGER ANTHONY · CIK 0001566737 · Chief Financial Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 45,370

F1 · kind: The sale reported in this Form 4 was effected pursuant to a preexisting Rule 10b5-1 trading plan adopted by the Reporting Person on April 8, 2025, prior to the recent volatility in the Company's stock price and in compliance with all applicable laws and regulations. The sale is reported on two rows due to being executed in multiple trades across a price range that exceeded $1.

F2 · price: This tranche of the sale was executed in multiple trades at prices ranging from $52.13 to $53.11 per share. The price reported represents the weighted average sale price of these trades. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer, or a security holder of the issuer, full information regarding the shares sold at each separate price.

F3 · balance_after: Includes 495 shares of common stock, par value $0.01 per share, of Progress Software Corporation (the "Company"), acquired by the Reporting Person on March 31, 2025 through the Company's Employee Stock Purchase Plan.

SEC source: 0000876167-25-000119 · wk-form4_1751919172.xml · nonDerivative · entry 1

King Samskriti · CIK 0001732327 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,259

F1 · shares: Represents deferred stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These deferred stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date the Reporting Person terminates service on the board of directors of the Company (the "Board of Directors"). The deferred stock units will vest on the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the Board of Directors until such date.

SEC source: 0000876167-25-000120 · wk-form4_1751919188.xml · nonDerivative · entry 1

KRALL DAVID · CIK 0001203375 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 94,965

F1 · shares: Represents deferred stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These deferred stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date the Reporting Person terminates service on the board of directors of the Company (the "Board of Directors"). The deferred stock units will vest on the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the Board of Directors until such date.

SEC source: 0000876167-25-000121 · wk-form4_1751919200.xml · nonDerivative · entry 1

DACIER PAUL T · CIK 0001189870 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 52,834

F1 · shares: Represents deferred stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These deferred stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date the Reporting Person terminates service on the board of directors of the Company (the "Board of Directors"). The deferred stock units will vest on the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the Board of Directors until such date.

SEC source: 0000876167-25-000118 · wk-form4_1751919161.xml · nonDerivative · entry 1

EGAN JOHN R · CIK 0001189174 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 51,317

F1 · shares: Represents restricted stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These restricted stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable upon vest on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the board of directors of the Company until such date.

SEC source: 0000876167-25-000117 · wk-form4_1751919150.xml · nonDerivative · entry 1

VITALE VIVIAN M · CIK 0001206593 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,367

F1 · shares: Represents deferred stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These deferred stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date the Reporting Person terminates service on the board of directors of the Company (the "Board of Directors"). The deferred stock units will vest on the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the Board of Directors until such date.

SEC source: 0000876167-25-000116 · wk-form4_1751919139.xml · nonDerivative · entry 1

Gawlick Rainer · CIK 0001542473 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 53,834

F1 · shares: Represents deferred stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These deferred stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date the Reporting Person terminates service on the board of directors of the Company (the "Board of Directors"). The deferred stock units will vest on the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the Board of Directors until such date.

SEC source: 0000876167-25-000114 · wk-form4_1751919111.xml · nonDerivative · entry 1

Tucci Angela · CIK 0001626495 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,259

F1 · shares: Represents restricted stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These restricted stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable upon vest on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the board of directors of the Company until such date.

SEC source: 0000876167-25-000115 · wk-form4_1751919122.xml · nonDerivative · entry 1

Kane Charles Francis · CIK 0001381749 · Director

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,434

F1 · shares: Represents restricted stock units issued to the Reporting Person by Progress Software Corporation (the "Company") as the fiscal year 2025 equity retainer for the Reporting Person's services as a director of the Company during such period. These restricted stock units were issued in accordance with the Company's Director Compensation Plan pursuant to the Company's 2008 Stock Option and Incentive Plan and are payable upon vest on a one-for-one basis exclusively in common stock on the earlier of a change in control of the Company or the date of the Company's 2026 Annual Meeting of Stockholders, subject to the Reporting Person's continued service on the board of directors of the Company until such date.

SEC source: 0000876167-25-000088 · wk-form4_1751487874.xml · nonDerivative · entry 1

Subramanian Sundar · CIK 0001897760 · EVP/GM Infrastructure Mgmt

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 28,169

F1 · kind: The trading activity reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on July 24, 2024.

F2 · balance_after: Includes 382 shares of common stock, par value $0.01 per share, of Progress Software Corporation (the "Company"), acquired by the Reporting Person on March 31, 2025 through the Company's Employee Stock Purchase Plan.

SEC source: 0000876167-25-000089 · wk-form4_1751487884.xml · nonDerivative · entry 1

Pitt Ian · CIK 0001878325 · Chief Information Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 6,513

F1 · kind: The trading activity reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on July 24, 2024.

F2 · balance_after: Includes 382 shares of common stock, par value $0.01 per share, of Progress Software Corporation (the "Company"), acquired by the Reporting Person on March 31, 2025 through the Company's Employee Stock Purchase Plan.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · derivative · entry 7

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 13,196 shares

Expires 2027-01-21

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: Options were granted to the Reporting Person on January 21, 2020 under the Plan. As of April 1, 2024, 13,196 options were vested and exercisable.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · derivative · entry 6

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 19,231 shares

Expires 2026-01-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F2 · derivative.exercise_date: Options were granted to the Reporting Person on January 22, 2019 under Progress Software Corporation's 2008 Stock Option and Incentive Plan (the "Plan"). As of April 1, 2023, 19,231 options were vested and exercisable.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · nonDerivative · entry 5

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 11,747

F1 · kind: The trading activity reported on this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on February 7, 2025.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · nonDerivative · entry 4

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 13,413

F1 · kind: The trading activity reported on this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on February 7, 2025.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · nonDerivative · entry 3

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 26,609

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · nonDerivative · entry 2

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 13,413

F1 · kind: The trading activity reported on this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on February 7, 2025.

SEC source: 0000876167-25-000077 · wk-form4_1747167216.xml · nonDerivative · entry 1

Jarrett Loren · CIK 0001750308 · EVP/GM Digital Experience

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 32,644

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

SEC source: 0000876167-25-000075 · wk-form4_1746792001.xml · derivative · entry 3

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common Stock · 100,275 shares

Expires 2026-01-22

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F3 · derivative.exercise_date: Options were granted to the Reporting Person on January 22, 2019 under the Company's 2008 Stock Option and Incentive Plan. As of April 1, 2023, 100,275 options were vested and exercisable.

SEC source: 0000876167-25-000075 · wk-form4_1746792001.xml · nonDerivative · entry 2

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 230,296

F2 · shares: Represents a net exercise of outstanding stock options. The Reporting Person received 22,275 shares of Common Stock on a net exercise of options to purchase 100,275 shares of Common Stock. The Company withheld 78,000 shares of Common Stock underlying the options for payment of the exercise price and tax withholdings, based on a market price of $60.94 per share, pursuant to the terms of the Company's 2008 Stock Option and Incentive Plan.

SEC source: 0000876167-25-000075 · wk-form4_1746792001.xml · nonDerivative · entry 1

Gupta Yogesh K · CIK 0001301277 · Director · Chief Executive Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 308,296

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · balance_after: Includes 382 shares of common stock, par value $0.01 per share ("Common Stock"), of Progress Software Corporation (the "Company"), acquired by the Reporting Person on March 31, 2025 through the Company's Employee Stock Purchase Plan.

SEC source: 0000876167-25-000073 · wk-form4_1745871779.xml · nonDerivative · entry 1

WANG YUFAN STEPHANIE · CIK 0001948524 · Chief Legal Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

F1 · kind: The trading activity reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on January 23, 2025.

SEC source: 0000876167-25-000071 · wk-form4_1744143359.xml · nonDerivative · entry 1

Pitt Ian · CIK 0001878325 · Chief Information Officer

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 8,317

F1 · kind: The trading activity reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on July 24, 2024.

SEC source: 0000876167-25-000069 · wk-form4_1743711179.xml · derivative · entry 9

WANG YUFAN STEPHANIE · CIK 0001948524 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 4,152

Underlying: Common Stock · 1,037 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F7 · derivative.exercise_date: On January 18, 2024, the Reporting Person was granted 6,226 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2024, subject to the continued employment of the Reporting Person with the Company.

F7 · derivative.expiration_date: On January 18, 2024, the Reporting Person was granted 6,226 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2024, subject to the continued employment of the Reporting Person with the Company.

SEC source: 0000876167-25-000069 · wk-form4_1743711179.xml · derivative · entry 8

WANG YUFAN STEPHANIE · CIK 0001948524 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 2,140

Underlying: Common Stock · 1,070 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F6 · derivative.exercise_date: On January 19, 2023, the Reporting Person was granted 6,419 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2023, subject to the continued employment of the Reporting Person with the Company.

F6 · derivative.expiration_date: On January 19, 2023, the Reporting Person was granted 6,419 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan. The restricted stock units vest in six equal semiannual installments beginning October 1, 2023, subject to the continued employment of the Reporting Person with the Company.

SEC source: 0000876167-25-000069 · wk-form4_1743711179.xml · derivative · entry 7

WANG YUFAN STEPHANIE · CIK 0001948524 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 460

Underlying: Common Stock · 460 shares

Expires not disclosed

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · derivative.exercise_price: Restricted stock units convert into common stock on a one-for-one basis.

F5 · derivative.exercise_date: On June 30, 2022, the Reporting Person was granted 2,760 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan. The restricted stock units vest in six equal semiannual installments beginning April 1, 2023, subject to the continued employment of the Reporting Person with the Company.

F5 · derivative.expiration_date: On June 30, 2022, the Reporting Person was granted 2,760 restricted stock units pursuant to the Company's 2008 Stock Option and Incentive Plan. The restricted stock units vest in six equal semiannual installments beginning April 1, 2023, subject to the continued employment of the Reporting Person with the Company.

SEC source: 0000876167-25-000069 · wk-form4_1743711179.xml · nonDerivative · entry 6

WANG YUFAN STEPHANIE · CIK 0001948524 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,428

F4 · shares: Represents shares of common stock withheld by the Company to pay the tax withholding obligations of the Reporting Person upon the vesting of restricted stock units granted to the Reporting Person on January 18, 2024.

SEC source: 0000876167-25-000069 · wk-form4_1743711179.xml · nonDerivative · entry 5

WANG YUFAN STEPHANIE · CIK 0001948524 · Chief Legal Officer

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 1,888

Exercise/conversion can include RSU settlement. Transaction price and option strike are different fields; a missing price is not zero. Derivative and underlying rows can describe the same event.

F1 · price: Restricted stock units convert into common stock on a one-for-one basis.