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STILLWELL KENNETH

Disclosed activity across 1 company

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SEC CIK
0001680115

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CompanyLast reported asReport datePublished
PEGASYSTEMS INCPEGA · Entity 309COO, CFOSeptember 11, 2026September 15, 2026

Disclosed balances

About these balances

Latest available filing per company, not a reconstructed current portfolio. Matching sequences show the last reported balance with all source rows expandable; grouping alone does not establish account ownership. Do not add unresolved positions together. Filings may omit unchanged positions, and amendments may correct only part of an older disclosure. Jointly reported shares are not necessarily this owner's personal holdings.

PEGASYSTEMS INC

Report date September 11, 2026 · Filed September 15, 2026

Security / awardOwnership accountDisclosed shares / unitsDisclosure context
Common stockSEC Table I · non-derivativeDirect95,225 Reported balance After 2026-09-11 transaction · row 1
1 source row

Row 1 · 2026-09-11 · Sale · Disposed 39,627 · Balance 95,225

F1: Represents the weighted average of sale prices, ranging from $35.7400 to $35.8350. The individual has provided the Company, and undertakes to provide to the staff of the Security and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price.

Common stockSEC Table I · non-derivativeIndirectReporting Person's children1,908 Reported balance Holding disclosure · report date 2026-09-11 · row 2 Holding and transaction disclosures are not merged.
1 source row

Row 2 · Balance 1,908

Filing footnotes · ownership attribution and instrument terms

F1: Represents the weighted average of sale prices, ranging from $35.7400 to $35.8350. The individual has provided the Company, and undertakes to provide to the staff of the Security and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price.

Transaction history

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Purchases/sales include open-market and private transactions. Plan disclosure applies to the filing; individual rows may differ. “Not disclosed” is not “unplanned.”

The cutoff filters transaction history only. Company summaries and owner relationships show the latest available disclosures. Parser corrections can improve historical records.

Transaction dateCompanyActivity / securityShares / unitsReported priceReported valueDetails
March 05, 2025 Filed Mar 6, 2025 22:41 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 1,386 $77.63 $107,595.18
Disclosure

SEC source: 0001013857-25-000065 · wk-form4_1741300893.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,323

F2 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

Read SEC document
March 05, 2025 Filed Mar 6, 2025 22:41 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 3,522 $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000065 · wk-form4_1741300893.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,709

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: Represents a 100% vesting on March 5, 2025. The original grant was 3,522 restricted stock units, which were granted on March 5, 2024. As part of the Company's Corporate Incentive Compensation Plan (CICP), Mr. Stillwell elected to receive half of his annual bonus in RSUs.

Read SEC document
March 04, 2025 Filed Mar 6, 2025 22:41 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 64,289 $0.00 Strike: $77.63 $0.00
Disclosure

SEC source: 0001013857-25-000065 · wk-form4_1741300893.xml · derivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 64,289

Underlying: Common stock · 64,289 shares

Expires 2035-03-04

F9 · shares: Options will vest 25% on March 4, 2026, with the remaining 75% vesting in equal quarterly installments over the next three years.

Read SEC document
March 04, 2025 Filed Mar 6, 2025 22:41 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantRestricted Stock Units · Derivative 25,847 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000065 · wk-form4_1741300893.xml · derivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 25,847

Underlying: Common stock · 25,847 shares

Expires not disclosed

F5 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F8 · shares: RSUs will vest 25% on March 4, 2026, with the remaining 75% vesting in equal quarterly installments over the next three years.

F7 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 04, 2025 Filed Mar 6, 2025 22:41 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantRestricted Stock Units · Derivative 3,334 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000065 · wk-form4_1741300893.xml · derivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,334

Underlying: Common stock · 3,334 shares

Expires not disclosed

F5 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F6 · shares: Represents election by the individual, as part of the Company's Corporate Incentive Compensation Plan (CICP), to receive half of their annual bonus in RSUs, based upon the Company's stock price as of March 4, 2025. All RSUs vest 100% on March 4, 2026, subject to attainment of the CICP performance threshold funding for the year ending December 31, 2025.

F7 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 697 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · derivative · entry 10

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 0

Underlying: Common stock · 697 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.

F7 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F5 · shares: Represents a 5% vesting on March 3, 2025. The original grant was 13,931 restricted stock units, with 20% vesting on March 3, 2021, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

F8 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 577 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · derivative · entry 9

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 2,305

Underlying: Common stock · 577 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.

F7 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F3 · shares: Represents a 5% vesting on March 2, 2025, with a release date of March 3, 2025, the first business day following vesting. The original grant was 11,527 restricted stock units, with 20% vesting on March 2, 2022, with the remaining 80% vesting in equal quarterly installments over the remaining four years.

F8 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 1,176 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · derivative · entry 8

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 9,403

Underlying: Common stock · 1,176 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.

F7 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F1 · shares: Represents a 5% vesting on March 1, 2025, with a release date of March 3, 2025, the first business day following vesting. The original grant was 23,508 restricted stock units, with 20% vesting on March 1, 2023 with the remaining 80% vesting in equal quarterly installments over the remaining four years.

F8 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 275 $78.51 $21,590.25
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 14,187

F2 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

F6 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 697 $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 14,462

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.

F5 · shares: Represents a 5% vesting on March 3, 2025. The original grant was 13,931 restricted stock units, with 20% vesting on March 3, 2021, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 2,000 $78.31 $156,620.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 13,765

F4 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell August 29, 2024 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 167 $78.51 $13,111.17
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,765

F2 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 577 $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,932

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 · shares: Represents a 5% vesting on March 2, 2025, with a release date of March 3, 2025, the first business day following vesting. The original grant was 11,527 restricted stock units, with 20% vesting on March 2, 2022, with the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 287 $78.51 $22,532.37
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,355

F2 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

Read SEC document
March 03, 2025 Filed Mar 4, 2025 22:16 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 1,176 $0.00 $0.00
Disclosure

SEC source: 0001013857-25-000052 · wk-form4_1741126552.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,642

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: Represents a 5% vesting on March 1, 2025, with a release date of March 3, 2025, the first business day following vesting. The original grant was 23,508 restricted stock units, with 20% vesting on March 1, 2023 with the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 12,960 $0.00 Strike: $33.90 $0.00
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · derivative · entry 8

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 90,720

Underlying: Common stock · 12,960 shares

Expires 2032-11-02

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.

F5 · shares: Options will vest in equal quarterly installments over a four year period. The first vest occurred on February 2, 2023.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 8,233 $0.00 Strike: $58.95 $0.00
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · derivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common stock · 8,233 shares

Expires 2028-03-05

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.

F4 · shares: Options vested 20% on March 5, 2019, with the remaining 80% vesting in equal quarterly amounts over the following four years.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 5,891 $84.71 $499,026.61
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · nonDerivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,466

F2 · price: Represents the weighted average of sale prices, ranging from $84.71 to $84.73. The individual has provided the Company, and undertakes to provide to the staff of the Securities and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price.

F3 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 7,069 $84.95 $600,511.55
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · nonDerivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,357

F1 · price: Represents the exercise price of the stock options referenced in Table II and Mr. Stillwell's tax liability, which were paid by way of the Company withholding shares of equal value.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 12,960 $33.90 $439,344.00
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 27,426

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.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 1,851 $84.77 $156,909.27
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 14,466

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 6,382 $84.95 $542,150.90
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,317

F1 · price: Represents the exercise price of the stock options referenced in Table II and Mr. Stillwell's tax liability, which were paid by way of the Company withholding shares of equal value.

Read SEC document
February 14, 2025 Filed Feb 19, 2025 22:01 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 8,233 $58.95 $485,335.35
Disclosure

SEC source: 0001013857-25-000038 · wk-form4_1740002475.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,699

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.

Read SEC document
February 12, 2025 Filed Feb 14, 2025 22:21 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 10,000 $0.00 Strike: $62.10 $0.00
Disclosure

SEC source: 0001013857-25-000032 · wk-form4_1739571699.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,000

Underlying: Common stock · 10,000 shares

Expires 2034-03-05

F4 · balance_after: On March 5, 2024, the reporting person was granted an option to purchase 40,000 shares of common stock. The option vests in two installments, with up to 25% to vest on the first anniversary of the date of grant based on the Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2024, and with up to 75% to vest on the second anniversary of the date of grant based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2025. The performance criteria for the fiscal year ended December 31, 2024 were met in full, resulting in vesting of the option as to 10,000 shares.

Read SEC document
February 12, 2025 Filed Feb 14, 2025 22:21 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 30,000 $0.00 Strike: $47.27 $0.00
Disclosure

SEC source: 0001013857-25-000032 · wk-form4_1739571699.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,000

Underlying: Common stock · 30,000 shares

Expires 2033-03-07

F3 · balance_after: On March 7, 2023, the reporting person was granted an option to purchase 40,000 shares of common stock. The option vests in two installments, with up to 25% to vest on the first anniversary of the date of grant based on the Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2023, and with up to 75% to vest on the second anniversary of the date of grant based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2024. The performance criteria for the fiscal year ended December 31, 2024 were met in full, resulting in vesting of the option as to 30,000 shares.

Read SEC document
February 12, 2025 Filed Feb 14, 2025 22:21 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 31,326 $0.00 Strike: $47.27 $0.00
Disclosure

SEC source: 0001013857-25-000032 · wk-form4_1739571699.xml · derivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,326

Underlying: Common stock · 31,326 shares

Expires 2033-03-07

F2 · balance_after: On March 7, 2023, the reporting person was granted an option to purchase 41,768 shares of common stock. The option vests in two instalments, with up to 25% to vest on the first anniversary of the date of grant based on the Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2023, and with up to 75% to vest on the second anniversary of the date of grant based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2024. The performance criteria for the fiscal year ended December 31, 2024 were met in full, resulting in vesting of the option as to 31,326 shares.

Read SEC document
February 03, 2025 Filed Feb 5, 2025 22:10 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 2,000 $105.63 $211,260.00
Disclosure

SEC source: 0001013857-25-000014 · wk-form4_1738793443.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 14,466

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell August 29, 2024 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
January 02, 2025 Filed Jan 3, 2025 22:30 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 2,000 $94.00 $188,000.00
Disclosure

SEC source: 0001013857-25-000004 · wk-form4_1735943451.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,466

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell August 29, 2024 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 10,000 $0.00 Strike: $47.27 $0.00
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · derivative · entry 8

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common stock · 10,000 shares

Expires 2033-03-07

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.

F6 · shares: On March 7, 2023, the reporting person was granted an option to purchase 40,000 shares of common stock. The option vests in two installments, with up to 25% to vest on the first anniversary of the date of grant based on the Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2023, and with up to 75% to vest on the second anniversary of the date of grant based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2024. The performance criteria for the fiscal year ended December 31, 2023 were met in full, resulting in vesting of the option as to 10,000 shares.

Read SEC document
December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 10,442 $0.00 Strike: $47.27 $0.00
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · derivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common stock · 10,442 shares

Expires 2033-03-07

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.

F5 · shares: On March 7, 2023, the reporting person was granted an option to purchase 41,768 shares of common stock. The option vests in two instalments, with up to 25% to vest on the first anniversary of the date of grant based on the Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2023, and with up to 75% to vest on the second anniversary of the date of grant based on Pegasystems' satisfaction of certain performance criteria for the fiscal year ended December 31, 2024. The performance criteria for the fiscal year ended December 31, 2023 were met in full, resulting in vesting of the option as to 10,442 shares.

Read SEC document
December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 3,031 $94.68 $286,975.08
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · nonDerivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,466

F3 · price: Represents the weighted average of sale prices, ranging from $94.50 to $94.70. The individual has provided the Company, and undertakes to provide to the staff of the Security and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price.

F4 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

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December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 6,969 $94.52 $658,709.88
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · nonDerivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,497

F1 · price: Represents the exercise price of the stock options referenced in Table II and Mr. Stillwell's tax liability, which were paid by way of the Company withholding shares of equal value.

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December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 10,000 $47.27 $472,700.00
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,466

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.

Read SEC document
December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 3,169 $94.67 $300,009.23
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,466

F2 · price: Represents the weighted average of sale prices, ranging from $94.67 to $94.70. The individual has provided the Company, and undertakes to provide to the staff of the Security and Exchange Commission or any security holder of the Company, upon request, full information regarding the number of shares sold at each separate price.

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December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 7,273 $94.64 $688,316.72
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 21,635

F1 · price: Represents the exercise price of the stock options referenced in Table II and Mr. Stillwell's tax liability, which were paid by way of the Company withholding shares of equal value.

Read SEC document
December 10, 2024 Filed Dec 12, 2024 22:04 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 10,442 $47.27 $493,593.34
Disclosure

SEC source: 0001013857-24-000281 · wk-form4_1734041090.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 28,908

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.

Read SEC document
December 09, 2024 Filed Dec 10, 2024 22:33 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 2,611 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000277 · wk-form4_1733870013.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,494

Underlying: Common stock · 2,611 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.

F4 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F1 · shares: Represents a 5% vesting on December 7, 2024, with a release date of December 9, 2024, the first business day following vesting. The original grant was 41,768 restricted stock units, with a 25% vesting on March 7, 2024. The remaining 75% will vest in equal quarterly installments over the remaining three years.

F5 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

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December 09, 2024 Filed Dec 10, 2024 22:33 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 1,028 $97.28 $100,003.84
Disclosure

SEC source: 0001013857-24-000277 · wk-form4_1733870013.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,466

F2 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

F3 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

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December 09, 2024 Filed Dec 10, 2024 22:33 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 2,611 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000277 · wk-form4_1733870013.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 19,494

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: Represents a 5% vesting on December 7, 2024, with a release date of December 9, 2024, the first business day following vesting. The original grant was 41,768 restricted stock units, with a 25% vesting on March 7, 2024. The remaining 75% will vest in equal quarterly installments over the remaining three years.

Read SEC document
December 03, 2024 Filed Dec 4, 2024 22:05 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 696 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000265 · wk-form4_1733349919.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 697

Underlying: Common stock · 696 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.

F4 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F1 · shares: Represents a 5% vesting on December 3, 2024. The original grant was 13,931 restricted stock units, with 20% vesting on March 3, 2021, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

F5 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

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December 03, 2024 Filed Dec 4, 2024 22:05 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 274 $94.48 $25,887.52
Disclosure

SEC source: 0001013857-24-000265 · wk-form4_1733349919.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 16,883

F2 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

F3 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
December 03, 2024 Filed Dec 4, 2024 22:05 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 696 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000265 · wk-form4_1733349919.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,157

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: Represents a 5% vesting on December 3, 2024. The original grant was 13,931 restricted stock units, with 20% vesting on March 3, 2021, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 576 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · derivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 2,882

Underlying: Common stock · 576 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.

F6 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F4 · shares: Represents a 5% vesting on December 2, 2024. The original grant was 11,527 restricted stock units, with 20% vesting on March 2, 2022, with the remaining 80% vesting in equal quarterly installments over the remaining four years.

F7 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 1,175 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · derivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 10,579

Underlying: Common stock · 1,175 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.

F6 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F2 · shares: Represents a 5% vesting on December 1, 2024, with a release date of December 2, 2024, the first business day following vesting. The original grant was 23,508 restricted stock units, with 20% vesting on March 1, 2023 with the remaining 80% vesting in equal quarterly installments over the remaining four years.

F7 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 227 $94.97 $21,558.19
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · nonDerivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,461

F3 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

F5 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards. Includes shares acquired on September 30, 2024 pursuant to the company stock purchase plan.

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December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 576 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,688

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.

F4 · shares: Represents a 5% vesting on December 2, 2024. The original grant was 11,527 restricted stock units, with 20% vesting on March 2, 2022, with the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 463 $94.97 $43,971.11
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,112

F3 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

Read SEC document
December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 1,175 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,575

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 · shares: Represents a 5% vesting on December 1, 2024, with a release date of December 2, 2024, the first business day following vesting. The original grant was 23,508 restricted stock units, with 20% vesting on March 1, 2023 with the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
December 02, 2024 Filed Dec 3, 2024 22:25 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 2,000 $94.60 $189,200.00
Disclosure

SEC source: 0001013857-24-000253 · wk-form4_1733264739.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 15,400

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell August 29, 2024 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

Read SEC document
November 06, 2024 Filed Nov 8, 2024 22:10 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 12,960 $0.00 Strike: $33.90 $0.00
Disclosure

SEC source: 0001013857-24-000241 · wk-form4_1731103827.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 103,680

Underlying: Common stock · 12,960 shares

Expires 2032-11-02

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.

F4 · shares: Options will vest in equal quarterly installments over a four year period. The first vest occurred on February 2, 2023.

Read SEC document

Value uses the disclosed total when available, otherwise shares × reported transaction price. It is not an estimate of exercise cash cost or investment performance.