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STILLWELL KENNETH

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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
May 01, 2024 Filed May 3, 2024 21:06 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 250 $61.09 $15,272.50
Disclosure

SEC source: 0001013857-24-000106 · wk-form4_1714770370.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 23,034

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F3 · price: Represents the weighted average of sale prices, ranging from $60.86 to $61.20. 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.

Read SEC document
May 01, 2024 Filed May 3, 2024 21:06 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 1,600 $60.12 $96,192.00
Disclosure

SEC source: 0001013857-24-000106 · wk-form4_1714770370.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 23,284

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · price: Represents the weighted average of sale prices, ranging from $59.75 to $60.71. 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.

Read SEC document
April 01, 2024 Filed Apr 3, 2024 20:58 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 1,175 $64.15 $75,376.25
Disclosure

SEC source: 0001013857-24-000077 · wk-form4_1712177890.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 24,884

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F3 · price: Represents the weighted average of sale prices, ranging from $63.61 to $64.20. 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.

Read SEC document
April 01, 2024 Filed Apr 3, 2024 20:58 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 825 $63.07 $52,032.75
Disclosure

SEC source: 0001013857-24-000077 · wk-form4_1712177890.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 26,059

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · price: Represents the weighted average of sale prices, ranging from $62.55 to $63.47. 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.

Read SEC document
March 07, 2024 Filed Mar 11, 2024 21:48 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 10,442 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000071 · wk-form4_1710193687.xml · derivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 31,326

Underlying: Common stock · 10,442 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.

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

F3 · shares: Represents a 25% vesting on March 7, 2024. The original grant was 41,768 restricted stock units, with the remaining 75% vesting in equal quarterly installments over the remaining three years.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 07, 2024 Filed Mar 11, 2024 21:48 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 4,631 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000071 · wk-form4_1710193687.xml · derivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common stock · 4,631 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.

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

F1 · shares: Represents 100% vesting on March 7, 2024. The original grant was 4,631 restricted stock units, which were granted on March 7, 2023. As part of the Company's 2023 Corporate Incentive Compensation Plan (CICP), Mr. Stillwell elected to receive half of his annual bonus in RSUs.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 07, 2024 Filed Mar 11, 2024 21:48 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 4,109 $63.37 $260,387.33
Disclosure

SEC source: 0001013857-24-000071 · wk-form4_1710193687.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,884

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

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

Read SEC document
March 07, 2024 Filed Mar 11, 2024 21:48 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 10,442 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000071 · wk-form4_1710193687.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 30,993

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 25% vesting on March 7, 2024. The original grant was 41,768 restricted stock units, with the remaining 75% vesting in equal quarterly installments over the remaining three years.

Read SEC document
March 07, 2024 Filed Mar 11, 2024 21:48 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 1,823 $63.37 $115,523.51
Disclosure

SEC source: 0001013857-24-000071 · wk-form4_1710193687.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 20,551

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 07, 2024 Filed Mar 11, 2024 21:48 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 4,631 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000071 · wk-form4_1710193687.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,374

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 100% vesting on March 7, 2024. The original grant was 4,631 restricted stock units, which were granted on March 7, 2023. As part of the Company's 2023 Corporate Incentive Compensation Plan (CICP), Mr. Stillwell elected to receive half of his annual bonus in RSUs.

Read SEC document
March 06, 2024 Filed Mar 7, 2024 23:21 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 429 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000056 · wk-form4_1709853687.xml · derivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 0

Underlying: Common stock · 429 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 March 6, 2024. The original grant was 8,586 restricted stock units, with 20% vesting on March 6, 2020, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 06, 2024 Filed Mar 7, 2024 23:21 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 169 $62.10 $10,494.90
Disclosure

SEC source: 0001013857-24-000056 · wk-form4_1709853687.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,743

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
March 06, 2024 Filed Mar 7, 2024 23:21 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 429 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000056 · wk-form4_1709853687.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 17,912

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 6, 2024. The original grant was 8,586 restricted stock units, with 20% vesting on March 6, 2020, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

Read SEC document
March 05, 2024 Filed Mar 7, 2024 23:21 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 70,436 $0.00 Strike: $62.10 $0.00
Disclosure

SEC source: 0001013857-24-000056 · wk-form4_1709853687.xml · derivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 70,436

Underlying: Common stock · 70,436 shares

Expires 2034-03-05

F8 · shares: Options will vest 25% on March 5, 2025, with the remaining 75% vesting in equal quarterly installments over the remaining three years.

Read SEC document
March 05, 2024 Filed Mar 7, 2024 23:21 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantRestricted Stock Units · Derivative 3,522 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000056 · wk-form4_1709853687.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,522

Underlying: Common stock · 3,522 shares

Expires not disclosed

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

F7 · shares: Represents election by the individual, as part of the Company's Corporate Incentive Plan (CICP), to receive half of their annual bonus in RSUs, based upon the Company's stock price as of March 5, 2024. All RSUs vest 100% on March 5, 2025, subject to attainment of the CICP performance threshold funding for the year ending December 31, 2024.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 05, 2024 Filed Mar 7, 2024 23:21 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantRestricted Stock Units · Derivative 35,218 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000056 · wk-form4_1709853687.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 35,218

Underlying: Common stock · 35,218 shares

Expires not disclosed

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

F5 · shares: RSUs will vest 25% on March 5, 2025, with the remaining 75% vesting in equal quarterly amounts over the remaining three years.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 04, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 697 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · derivative · entry 12

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 2,786

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.

F9 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F7 · shares: Represents a 5% vesting on March 3, 2024, with a release date of March 4, 2024, the first business day following vesting. 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.

F10 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 04, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 576 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · derivative · entry 11

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 4,611

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.

F9 · security: Each restricted stock unit represents the right to receive, following vesting, one share of the issuer's common stock.

F6 · shares: Represents a 5% vesting on March 2, 2024, with a release date of March 4, 2024, 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.

F10 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 04, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 275 $66.61 $18,317.75
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 9

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 17,483

F5 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

F8 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
March 04, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 697 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 8

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 17,758

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 · shares: Represents a 5% vesting on March 3, 2024, with a release date of March 4, 2024, the first business day following vesting. 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 04, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 227 $66.61 $15,120.47
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 17,061

F5 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

Read SEC document
March 04, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 576 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 17,288

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: Represents a 5% vesting on March 2, 2024, with a release date of March 4, 2024, 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 01, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 1,175 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · derivative · entry 10

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 14,105

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.

F9 · 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 March 1, 2024. 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.

F10 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
March 01, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 463 $65.04 $30,113.52
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,712

F5 · shares: Tendered to issuer to satisfy tax withholding obligations of the reporting person, exempted pursuant to Rule 16b-3(e).

Read SEC document
March 01, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 1,175 $0.00 $0.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 17,175

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 March 1, 2024. 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
March 01, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 811 $66.92 $54,272.12
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,000

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F3 · price: Represents the weighted average of sale prices, ranging from $66.78 to $67.28. 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.

Read SEC document
March 01, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 989 $66.42 $65,689.38
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 16,811

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · price: Represents the weighted average of sale prices, ranging from $65.78 to $66.77. 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.

Read SEC document
March 01, 2024 Filed Mar 5, 2024 23:25 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 200 $64.50 $12,900.00
Disclosure

SEC source: 0001013857-24-000044 · wk-form4_1709681087.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: Plan reported

Ownership: Direct

Disclosed balance after: 17,800

F1 · shares: Sold pursuant to a pre-arranged trading plan adopted by Mr. Stillwell November 8, 2023 under Rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

Read SEC document
February 22, 2024 Filed Feb 26, 2024 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 6,535 $63.66 $416,018.10
Disclosure

SEC source: 0001013857-24-000033 · wk-form4_1708985620.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 18,000

F1 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
February 16, 2024 Filed Feb 21, 2024 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 64,804 $0.00 Strike: $33.90 $0.00
Disclosure

SEC source: 0001013857-24-000027 · wk-form4_1708551710.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 142,560

Underlying: Common stock · 64,804 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
February 16, 2024 Filed Feb 21, 2024 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 20,606 $63.17 $1,301,681.02
Disclosure

SEC source: 0001013857-24-000027 · wk-form4_1708551710.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,535

F2 · price: Represents the weighted average of sale prices, ranging from $63.01 to $63.67. 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.

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

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February 16, 2024 Filed Feb 21, 2024 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 44,198 $63.48 $2,805,689.04
Disclosure

SEC source: 0001013857-24-000027 · wk-form4_1708551710.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 45,141

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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February 16, 2024 Filed Feb 21, 2024 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 64,804 $33.90 $2,196,855.60
Disclosure

SEC source: 0001013857-24-000027 · wk-form4_1708551710.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 89,339

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, 2024 Filed Feb 16, 2024 22:19 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 10,000 $0.00 Strike: $47.27 $0.00
Disclosure

SEC source: 0001013857-24-000021 · wk-form4_1708121962.xml · derivative · entry 3

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 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, 2023 were met in full, resulting in vesting of the option as to 10,000 shares.

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February 14, 2024 Filed Feb 16, 2024 22:19 UTC PEGASYSTEMS INC PEGA · Entity 309 GrantStock Options · Derivative 10,442 $0.00 Strike: $47.27 $0.00
Disclosure

SEC source: 0001013857-24-000021 · wk-form4_1708121962.xml · derivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 10,442

Underlying: Common stock · 10,442 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, 2023 were met in full, resulting in vesting of the option as to 10,442 shares.

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December 06, 2023 Filed Dec 8, 2023 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 430 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000223 · wk-form4_1702073605.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 429

Underlying: Common stock · 430 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 6, 2023. The original grant was 8,586 restricted stock units, with 20% vesting on March 6, 2020, 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 06, 2023 Filed Dec 8, 2023 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 170 $52.63 $8,947.10
Disclosure

SEC source: 0001013857-23-000223 · wk-form4_1702073605.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,535

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 06, 2023 Filed Dec 8, 2023 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 430 $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000223 · wk-form4_1702073605.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,705

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 6, 2023. The original grant was 8,586 restricted stock units, with 20% vesting on March 6, 2020, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

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December 04, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 696 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · derivative · entry 9

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 3,483

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.

F5 · 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 December 3, 2023, with a release date of December 4, 2023, the first business day following vesting. 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.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

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December 04, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 577 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · derivative · entry 8

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 5,187

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.

F5 · 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 2, 2023, with a release date of December 4, 2023, 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.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
December 04, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 204 $53.30 $10,873.20
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · nonDerivative · entry 6

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,275

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

Read SEC document
December 04, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 696 $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · nonDerivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 24,479

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 December 3, 2023, with a release date of December 4, 2023, the first business day following vesting. 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 04, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 141 $53.30 $7,515.30
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,783

Read SEC document
December 04, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 577 $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,924

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 2, 2023, with a release date of December 4, 2023, 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
December 01, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 1,176 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · derivative · entry 7

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 15,280

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.

F5 · 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 1, 2023. 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.

F6 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
December 01, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 287 $51.98 $14,918.26
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,347

Read SEC document
December 01, 2023 Filed Dec 5, 2023 23:26 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon stock 1,176 $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000213 · wk-form4_1701818785.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 23,634

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 1, 2023. 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
November 24, 2023 Filed Nov 28, 2023 21:51 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon stock 4,500 $51.85 $233,325.00
Disclosure

SEC source: 0001013857-23-000205 · wk-form4_1701208277.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 22,458

F1 · price: Represents the weighted average of sale prices, ranging from $51.79 to $51.87. 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.

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

Read SEC document
September 06, 2023 Filed Sep 8, 2023 21:19 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 429 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001013857-23-000183 · wk-form4_1694207943.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 859

Underlying: Common stock · 0 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.

F3 · 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 September 6, 2023. The original grant was 8,586 restricted stock units, with 20% vesting on March 6, 2020, and the remaining 80% vesting in equal quarterly installments over the remaining four years.

F4 · derivative.expiration_date: Once vested, the shares of common stock are not subject to expiration.

Read SEC document
September 06, 2023 Filed Sep 8, 2023 21:19 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon stock 105 $49.41 $5,188.05
Disclosure

SEC source: 0001013857-23-000183 · wk-form4_1694207943.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · COO, CFO

10b5-1 filing: No plan indicated

Ownership: Direct

Disclosed balance after: 26,958

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

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.