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Pegasystems Inc. planned insider sales

In the twelve months since 9 October 2025 insiders at Pegasystems Inc. filed 38 Form 144 notices of planned sales, 1.0 million shares worth $47.7 million at the time of filing, from 9 sellers. The latest, filed 1 October 2026: Dianne Ledingham Family Legacy Trust U/A DTD 3/12/2025 (affiliate of the director), 1,000 shares worth $34,150, planned for around 1 October 2026 through Merrill Lynch.

FiledSellerRelationshipSharesValuePlanned saleBrokerHow acquiredFiling
1 October 2026Dianne Ledingham Family Legacy Trust U/A DTD 3/12/2025Affiliate of the Director1,000$34,1501 October 2026Merrill LynchRSU VestForm 144
16 September 2026Efstathios A KouninisOfficer982$36,67816 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock Vesting Under a Registered PlanForm 144
15 September 2026Dianne Ledingham Family Legacy Trust U/A DTD 3/12/2025Affiliate of the Director1,000$38,00015 September 2026Merrill LynchRSU VestForm 144
11 September 2026Rifat Kerim AkgonulOfficer7,000$252,21011 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesPreviously Exercised OptionsForm 144
11 September 2026Kenneth Stillwell Jr.Officer39,627$1.4 million11 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesPreviously Exercised Options; Restricted Stock Vesting Under a Registered Plan; Shares Purchased Through Employee Stock Purchase PlanForm 144
3 September 2026Efstathios A KouninisOfficer1,063$41,1913 September 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of Options Under a Registered PlanForm 144
31 August 2026Efstathios A KouninisOfficer1,012$36,93831 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of Options Under a Registered PlanForm 144
25 August 2026Rifat Kerim AkgonulOfficer3,000$101,96625 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesPreviously Exercised OptionsForm 144
10 August 2026Efstathios A KouninisOfficer860$28,46610 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock Vesting Under a Registered PlanForm 144
7 August 2026Efstathios A KouninisOfficer860$27,7787 August 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock Vesting Under a Registered PlanForm 144
16 June 2026Efstathios A KouninisOfficer750$24,23516 June 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock Vesting Under a Registered PlanForm 144
15 June 2026Trefler AlanOfficer, 10% Stockholder50,000$1.6 million15 June 2026Wells Fargo Clearing ServicesGiftForm 144
1 June 2026Efstathios A KouninisOfficer750$27,7421 June 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted stock vesting under a registered planForm 144
29 May 2026Efstathios A KouninisOfficer750$26,06229 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted stock vesting under a registered planForm 144
19 May 2026Rifat Kerim AkgonulOfficer4,545$151,57619 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted stock vesting under a registered planForm 144
5 May 2026Kenneth Stillwell Jr.Officer8,383$305,5605 May 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
1 April 2026Kenneth StillwellOfficer1,000$42,5601 April 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
17 March 2026Efstathios A KouninisOfficer1,000$42,88017 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted stock vesting under a registered planForm 144
16 March 2026Rifat Kerim AkgonulOfficer7,594$329,46616 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
11 March 2026Rifat Kerim AkgonulOfficer8,088$352,35411 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
10 March 2026Leon TreflerOfficer6,700$299,85810 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
10 March 2026Kenneth Stillwell Jr.Officer44,000$2.0 million10 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
2 March 2026Kenneth StillwellOfficer1,000$43,7302 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
2 March 2026Rifat Kerim AkgonulOfficer7,000$306,9042 March 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
17 February 2026Trefler AlanOfficer, Director, 10% Stockholder50,000$2.2 million17 February 2026Wells Fargo Clearing ServicesGiftForm 144
17 February 2026Alan TreflerOfficer500,000$22.2 million17 February 2026Goldman Sachs & Co. LLCFounders SharesForm 144
13 February 2026Rifat Kerim AkgonulOfficer7,000$302,15513 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
2 February 2026Kenneth StillwellOfficer1,000$43,6902 February 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
2 January 2026Kenneth StillwellOfficer4,000$238,8802 January 2026Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
17 December 2025Alan TreflerOfficer180,000$10.3 million17 December 2025Goldman Sachs & Co. LLCFounders SharesForm 144
8 December 2025Rifat Kerim AkgonulOfficer4,000$240,4408 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesRestricted Stock UnitsForm 144
5 December 2025Kenneth Stillwell Jr.Officer14,405$833,6025 December 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered plan; Restricted stock vesting under a registered planForm 144
12 November 2025Jones Richard HDirector5,000$298,58411 November 2025TD SECURITIES (USA) LLCCHARITABLE DONATION FROM RICHARD H. JONESForm 144
3 November 2025Kenneth Stillwell Jr.Officer11,442$711,4363 November 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
27 October 2025Efstathios A KouninisOfficer4,425$297,58127 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
24 October 2025Kenneth Stillwell Jr.Officer17,171$1.1 million24 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
23 October 2025Efstathios A KouninisOfficer3,993$261,54223 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
23 October 2025Leon TreflerOfficer14,865$942,46623 October 2025Morgan Stanley Smith Barney LLC Executive Financial ServicesExercise of options under a registered planForm 144
A Form 144 is the notice an insider files with the SEC before selling restricted or control shares over the Rule 144 thresholds; it says what may be sold, not what was.
Read moreValue is the filer's own aggregate market value. Whether the sale happened shows up later on Form 4, on the insiders page.

Source

Form 144 filings on EDGAR for Pegasystems Inc.: the company's filing index, each notice read from its own XML.

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