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STILLWELL KENNETH

Disclosed activity across 1 company

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SEC CIK
0001680115

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Reported relationships

Latest disclosed role at each company.

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 04, 2019 Filed Mar 6, 2019 22:39 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 142 $0.00 $0.00
Disclosure

SEC source: 0001209191-19-017467 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,009

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 5% vesting on March 2, 2019, with a release date of March 4, 2019, the first business day following the vesting. The original grant was 2,841 restricted stock units, with 20% vesting on March 2, 2018, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

Read SEC document
March 01, 2019 Filed Mar 5, 2019 22:03 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,500 $66.00 $99,000.00
Disclosure

SEC source: 0001209191-19-016696 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,867

F1 · shares: Sold pursuant to a pre-arranged stock trading plan 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
February 22, 2019 Filed Feb 26, 2019 21:33 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 10,576 $0.00 Strike: $27.74 $0.00
Disclosure

SEC source: 0001209191-19-013556 · doc4.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 108,258

Underlying: Common Stock · 10,576 shares

Expires 2026-08-01

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 vested 20% on August 1, 2017, with the remaining 80% vesting in equal quarterly installments over the next four years.

Read SEC document
February 22, 2019 Filed Feb 26, 2019 21:33 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 6,356 $63.84 $405,767.04
Disclosure

SEC source: 0001209191-19-013556 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,367

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

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

Read SEC document
February 22, 2019 Filed Feb 26, 2019 21:33 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 10,576 $27.74 $293,378.24
Disclosure

SEC source: 0001209191-19-013556 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,723

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 01, 2019 Filed Feb 5, 2019 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 2,187 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001209191-19-007376 · doc4.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 21,866

Underlying: Common Stock · 2,187 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 5% vesting on February 1, 2019. The original grant was 43,732 restricted stock units, with 20% vesting on August 1, 2017, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

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

Read SEC document
February 01, 2019 Filed Feb 5, 2019 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 2,600 $56.59 $147,134.00
Disclosure

SEC source: 0001209191-19-007376 · doc4.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,147

F2 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

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

Read SEC document
February 01, 2019 Filed Feb 5, 2019 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 735 $56.29 $41,373.15
Disclosure

SEC source: 0001209191-19-007376 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,747

Read SEC document
February 01, 2019 Filed Feb 5, 2019 21:42 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 2,187 $0.00 $0.00
Disclosure

SEC source: 0001209191-19-007376 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,482

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 5% vesting on February 1, 2019. The original grant was 43,732 restricted stock units, with 20% vesting on August 1, 2017, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

Read SEC document
January 02, 2019 Filed Jan 4, 2019 22:29 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 400 $46.90 $18,760.00
Disclosure

SEC source: 0001209191-19-002140 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,295

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

Read SEC document
December 03, 2018 Filed Dec 6, 2018 22:54 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 142 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001209191-18-061371 · doc4.xml · derivative · entry 5

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,847

Underlying: Common Stock · 142 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.

F1 · shares: Represents 5% vesting on December 2, 2018, with a release date of December 3, 2018, the first business day following the vesting. The original grant was 2841 restricted stock units, with 20% vesting on March 2, 2018, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

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

Read SEC document
December 03, 2018 Filed Dec 6, 2018 22:54 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 200 $54.96 $10,992.00
Disclosure

SEC source: 0001209191-18-061371 · doc4.xml · nonDerivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,695

F2 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F4 · price: Represents the weighted average of the sale prices, ranging from $54.87 to $55.04. 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.

F5 · balance_after: Does not include shares of common stock subject to unvested restricted stock units and/or options awards.

Read SEC document
December 03, 2018 Filed Dec 6, 2018 22:54 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,300 $54.05 $70,265.00
Disclosure

SEC source: 0001209191-18-061371 · doc4.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,895

F2 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F3 · price: Represents the weighted average of the sale prices, ranging from $53.77 to $54.49. 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.

Read SEC document
December 03, 2018 Filed Dec 6, 2018 22:54 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 64 $53.99 $3,455.36
Disclosure

SEC source: 0001209191-18-061371 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,195

Read SEC document
December 03, 2018 Filed Dec 6, 2018 22:54 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 142 $0.00 $0.00
Disclosure

SEC source: 0001209191-18-061371 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,259

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 5% vesting on December 2, 2018, with a release date of December 3, 2018, the first business day following the vesting. The original grant was 2841 restricted stock units, with 20% vesting on March 2, 2018, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

Read SEC document
November 12, 2018 Filed Nov 14, 2018 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 10,576 $0.00 Strike: $27.74 $0.00
Disclosure

SEC source: 0001209191-18-058571 · doc4.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 118,834

Underlying: Common Stock · 10,576 shares

Expires 2026-08-01

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 vested 20% on August 1, 2018, and the remaining 80% vest in equal quarterly installments over the remaining four years.

Read SEC document
November 12, 2018 Filed Nov 14, 2018 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 7,852 $51.73 $406,183.96
Disclosure

SEC source: 0001209191-18-058571 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,117

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

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

Read SEC document
November 12, 2018 Filed Nov 14, 2018 22:13 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 10,576 $27.74 $293,378.24
Disclosure

SEC source: 0001209191-18-058571 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 19,969

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
November 01, 2018 Filed Nov 5, 2018 23:15 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 2,187 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001209191-18-057272 · doc4.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 24,053

Underlying: Common Stock · 2,187 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.

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

Read SEC document
November 01, 2018 Filed Nov 5, 2018 23:15 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,500 $53.40 $80,100.00
Disclosure

SEC source: 0001209191-18-057272 · doc4.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,393

F2 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

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

Read SEC document
November 01, 2018 Filed Nov 5, 2018 23:15 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 973 $53.52 $52,074.96
Disclosure

SEC source: 0001209191-18-057272 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,893

Read SEC document
November 01, 2018 Filed Nov 5, 2018 23:15 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 2,187 $0.00 $0.00
Disclosure

SEC source: 0001209191-18-057272 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,866

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 5% vesting on November 1, 2018. The original grant was 43,732 restricted stock units, with 20% vesting on August 1, 2017, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

Read SEC document
October 01, 2018 Filed Oct 3, 2018 21:05 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 100 $63.08 $6,308.00
Disclosure

SEC source: 0001209191-18-053930 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,679

F1 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

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

Read SEC document
October 01, 2018 Filed Oct 3, 2018 21:05 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,400 $61.62 $86,268.00
Disclosure

SEC source: 0001209191-18-053930 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,779

F1 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · price: Represents the weighted average of the sale prices, ranging from $61.24 to $61.91. 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.

Read SEC document
September 06, 2018 Filed Sep 6, 2018 22:31 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 142 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001209191-18-049953 · doc4.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 1,989

Underlying: Common Stock · 142 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.

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

Read SEC document
September 04, 2018 Filed Sep 6, 2018 22:31 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,500 $63.35 $95,025.00
Disclosure

SEC source: 0001209191-18-049953 · doc4.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,179

F2 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

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

Read SEC document
September 04, 2018 Filed Sep 6, 2018 22:31 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 64 $63.70 $4,076.80
Disclosure

SEC source: 0001209191-18-049953 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,679

Read SEC document
September 04, 2018 Filed Sep 6, 2018 22:31 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 142 $0.00 $0.00
Disclosure

SEC source: 0001209191-18-049953 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,743

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 5% vesting on September 2, 2018, with a release date of September 4, 2018, the first business day following the vesting. The original grant was 2,841 restricted stock units, with 20% vesting on March 2, 2018, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

Read SEC document
August 10, 2018 Filed Aug 14, 2018 20:50 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 10,576 $0.00 Strike: $27.74 $0.00
Disclosure

SEC source: 0001209191-18-046625 · doc4.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 129,410

Underlying: Common Stock · 10,576 shares

Expires 2026-08-01

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 vested 20% on August 1, 2017, with the remaining 80% vesting in equal quarterly installments over the next four years.

Read SEC document
August 10, 2018 Filed Aug 14, 2018 20:50 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 3,138 $59.55 $186,867.90
Disclosure

SEC source: 0001209191-18-046625 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,387

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

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

Read SEC document
August 10, 2018 Filed Aug 14, 2018 20:50 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 10,576 $27.74 $293,378.24
Disclosure

SEC source: 0001209191-18-046625 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 18,825

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
August 01, 2018 Filed Aug 3, 2018 20:59 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,000 $55.85 $55,850.00
Disclosure

SEC source: 0001209191-18-045325 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 8,249

F1 · shares: Sold pursuant to a pre-arranged stock trading plan 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 options awards.

Read SEC document
August 01, 2018 Filed Aug 17, 2018 21:24 UTC Amendment PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 2,186 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001209191-18-047477 · doc4a.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 26,240

Underlying: Common Stock · 2,186 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 5% vesting on August 1, 2018. The original grant was 43,732 restricted stock units, with 20% vesting on August 1, 2017, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

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

Read SEC document
August 01, 2018 Filed Aug 17, 2018 21:24 UTC Amendment PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,000 $55.85 $55,850.00
Disclosure

SEC source: 0001209191-18-047477 · doc4a.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,463

F3 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

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

Read SEC document
August 01, 2018 Filed Aug 17, 2018 21:24 UTC Amendment PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 972 $55.60 $54,043.20
Disclosure

SEC source: 0001209191-18-047477 · doc4a.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,463

Read SEC document
August 01, 2018 Filed Aug 17, 2018 21:24 UTC Amendment PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 2,186 $0.00 $0.00
Disclosure

SEC source: 0001209191-18-047477 · doc4a.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,435

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 5% vesting on August 1, 2018. The original grant was 43,732 restricted stock units, with 20% vesting on August 1, 2017, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

F2 · shares: The Form 4 filed on August 3, 2018 is amended by this Form 4A to include Mr. Stillwell's August 1, 2018 vesting, which was not reported on the original form.

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July 02, 2018 Filed Jul 3, 2018 20:37 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 3,500 $0.00 Strike: $27.74 $0.00
Disclosure

SEC source: 0001209191-18-041116 · doc4.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 139,986

Underlying: Common Stock · 3,500 shares

Expires 2026-08-01

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 · derivative.exercise_date: Options vested 20% on August 1, 2017, with the remaining 80% vesting in equal quarterly installments over the next four years.

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July 02, 2018 Filed Jul 3, 2018 20:37 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 1,949 $54.44 $106,103.56
Disclosure

SEC source: 0001209191-18-041116 · doc4.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 9,249

F2 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F3 · price: Represents the weighted average of the sale prices, ranging from $54.20 to $54.93. 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.

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

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July 02, 2018 Filed Jul 3, 2018 20:37 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 2,551 $54.20 $138,264.20
Disclosure

SEC source: 0001209191-18-041116 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,198

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

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July 02, 2018 Filed Jul 3, 2018 20:37 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 3,500 $27.74 $97,090.00
Disclosure

SEC source: 0001209191-18-041116 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 13,749

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
June 04, 2018 Filed Jun 6, 2018 22:28 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionRestricted Stock Units · Derivative 142 $0.00 Strike: $0.00 $0.00
Disclosure

SEC source: 0001209191-18-036146 · doc4.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 2,131

Underlying: Common Stock · 142 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 5% vesting on June 2, 2018, with a release date of June 4, 2018, the first business day following the vesting. The original grant was 2841 restricted stock units, with 20% vesting on March 2, 2018, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

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

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June 04, 2018 Filed Jun 6, 2018 22:28 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 64 $62.30 $3,987.20
Disclosure

SEC source: 0001209191-18-036146 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,249

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

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June 04, 2018 Filed Jun 6, 2018 22:28 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 142 $0.00 $0.00
Disclosure

SEC source: 0001209191-18-036146 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,313

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 5% vesting on June 2, 2018, with a release date of June 4, 2018, the first business day following the vesting. The original grant was 2841 restricted stock units, with 20% vesting on March 2, 2018, and the remaining 80% vesting in equal quarterly installments over the remaining 4 years.

Read SEC document
June 01, 2018 Filed Jun 5, 2018 21:15 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 3,500 $0.00 Strike: $27.74 $0.00
Disclosure

SEC source: 0001209191-18-035803 · doc4.xml · derivative · entry 4

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 139,986

Underlying: Common Stock · 3,500 shares

Expires 2026-08-01

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 · derivative.exercise_date: Options vested 20% on August 1, 2017, with the remaining 80% vesting in equal quarterly installments over the next four years.

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June 01, 2018 Filed Jun 5, 2018 21:15 UTC PEGASYSTEMS INC PEGA · Entity 309 SaleCommon Stock 2,075 $62.29 $129,251.75
Disclosure

SEC source: 0001209191-18-035803 · doc4.xml · nonDerivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 10,171

F1 · shares: Sold pursuant to a pre-arranged stock trading plan under rule 10b5-1 of the Securities Exchange Act of 1934, as amended.

F2 · price: Represents the weighted average of the sale prices, ranging from $62.10 to $62.63. 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 options awards.

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June 01, 2018 Filed Jun 5, 2018 21:15 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 2,425 $62.05 $150,471.25
Disclosure

SEC source: 0001209191-18-035803 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 12,246

Read SEC document
June 01, 2018 Filed Jun 5, 2018 21:15 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 3,500 $27.74 $97,090.00
Disclosure

SEC source: 0001209191-18-035803 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 14,671

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
May 14, 2018 Filed May 16, 2018 20:46 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionStock Options · Derivative 10,576 $0.00 Strike: $27.74 $0.00
Disclosure

SEC source: 0001209191-18-030538 · doc4.xml · derivative · entry 3

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 143,486

Underlying: Common Stock · 10,576 shares

Expires 2026-08-01

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 vest 20% on August 1, 2017, and the remaining 80% vest in equal quarterly installments over the remaining four years.

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May 14, 2018 Filed May 16, 2018 20:46 UTC PEGASYSTEMS INC PEGA · Entity 309 Tax withholdingCommon Stock 7,295 $62.85 $458,490.75
Disclosure

SEC source: 0001209191-18-030538 · doc4.xml · nonDerivative · entry 2

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 11,171

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 withholding by the Company of shares of equal value.

Read SEC document
May 14, 2018 Filed May 16, 2018 20:46 UTC PEGASYSTEMS INC PEGA · Entity 309 Exercise / conversionCommon Stock 10,576 $27.74 $293,378.24
Disclosure

SEC source: 0001209191-18-030538 · doc4.xml · nonDerivative · entry 1

STILLWELL KENNETH · CIK 0001680115 · CFO, SVP

10b5-1 filing: Not disclosed

Ownership: Direct

Disclosed balance after: 18,466

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

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