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Insider Cluster (3 insiders) ·Filed Mar 10, 2026

PEGA

PEGASYSTEMS INC
BEARISH
Impact 7/10
Horizondays Processed7mo ago
Insider cluster: 2 insiders, $2.3M total
Actionable Insight ▼ Bearish

Traders should monitor for potential downward pressure on the stock, especially if no offsetting buy-side catalyst emerges. The timing and concentration of sales among top executives may signal reduced confidence in near-term performance or valuation.

DirectionBearish
Confidencehigh
Horizondays
Final — all horizons settled through T+60d
PEGA ▼ -21.38% at T+60d
SHORT call ✓ call won +21.38% · α vs SPY +33.06% · entry $44.66 → $35.11
Entry = T+0 close
Mar 9, 2026
via day close
T+1d
-2.46%
call +2.46% · α +2.36%
$43.56
settled 8mo ago
T+5d
-4.95%
call +4.95% · α +4.04%
$42.45
settled 8mo ago
T+20d
-7.74%
call +7.74% · α +7.59%
$41.20
settled 7mo ago
T+60d
-21.38%
call +21.38% · α +33.06%
$35.11
settled 5mo ago

Price Chart

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Executive Summary

Two C-suite executives at Pegasystems — the COO/CFO and Chief of Clients and Markets — sold shares in the open market, totaling $2.27 million, while several insiders also exercised stock options and had shares withheld for taxes. The open-market sales represent a material insider divestiture.

Key Financial Metrics

Direction
selling
Total Value
$2.3M
Insiders
3

Key Facts

  • COO/CFO Kenneth Stillwell sold 44,000 shares at $44.81, generating $1.97 million in open-market proceeds.
  • Chief of Clients and Markets Leon Trefler sold 6,700 shares at $44.755, realizing $299,858 in proceeds.
  • Total open-market sales by insiders: $2.27 million over two days.
  • Sales represent approximately 0.03% of Pegasystems' $7.4B market cap — notable for insider activity but not extreme.
  • Multiple insiders also exercised options and had shares withheld for tax purposes, which are non-cash, routine events.

Financial Impact

$2.27 million in open-market insider sales; non-cash option exercises and tax withholdings totaled $191,605

insider ownershipmarket sentimentshareholder dilution (minor from option exercises)

Risk Factors

  • Perception of insider pessimism, especially from CFO selling large block.
  • Potential for follow-on selling or negative sentiment if earnings or guidance disappoint.

Market Snapshot

Exchange
Nasdaq

Investment Themes

Software & IT

Documents Analyzed

This report is based on 1 SEC document filed with EDGAR.

DocumentAccession Number
CONTEXT: Insider Cluster Data (14 trades, 7d window)cluster-PEGA-1773346068329
13 reports for PEGA
Performance horizon

Track record builds as more directional reports settle.

Filters
Rows
Reports for PEGA — sortable, filterable
TypeNow
Oct 22, 2026
5d ago
Court Ruling
NEUTRAL ★ 4/10
$36.42awaiting T+20—$36.71 (+0.80%)
Oct 21, 2026
6d ago
Court Ruling
NEUTRAL ★ 4/10
$36.65awaiting T+20—$36.71 (+0.16%)
Oct 20, 2026
6d ago
8-K
BEARISH ★ 6/10
$35.18awaiting T+20—$36.71 (−4.35%)
Sep 17, 2026
5w ago
Insider Cluster
NEUTRAL ★ 4/10
$35.02 $34.54▼ −1.37%▼ −1.57%$36.71 (+4.83%)
Sep 15, 2026
5w ago
Insider Cluster
NEUTRAL ★ 2/10
$36.84 $33.83▼ −8.17%▼ −10.23%$36.71 (−0.35%)
Sep 15, 2026
6w ago
Insider Cluster
BEARISH ★ 5/10
$36.84 $33.83▲ +8.17%▲ +10.23%$36.71 (+0.35%)
Jun 8, 2026
20w ago
8-K
NEUTRAL ★ 4/10
$34.16 $32.21▼ −5.71%▼ −7.15%$36.71 (+7.46%)
Apr 24, 2026
26w ago
DEFA14A
NEUTRAL ★ 2/10
$36.77 $34.33▼ −6.64%▼ −11.59%$36.71 (−0.16%)
Apr 21, 2026
26w ago
8-K
BEARISH ★ 7/10
$37.48 $33.50▲ +10.62%▲ +13.78%$36.71 (+2.05%)
Mar 10, 2026
33w ago
Insider Cluster
NEUTRAL ★ 4/10
$44.66 $41.20▼ −7.74%▼ −7.59%$36.71 (−17.80%)
Showing 10 of 13

US Market Status

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Report published Mar 12, 2026