Insider Cluster (3 insiders) ·Filed Mar 2, 2026

DOCN

DigitalOcean Holdings, Inc.
BEARISH
Impact 6/10
Horizondays Processed7mo ago
Insider cluster: 2 insiders, $2.3M total
Actionable Insight ▼ Bearish

Monitor for further insider selling in coming weeks; assess whether this is routine post-vesting activity or a sign of weakening confidence. Consider pairing with upcoming earnings or guidance updates for context.

DirectionBearish
Confidencehigh
Horizondays
Final — all horizons settled through T+60d
DOCN ▲ +175.96% at T+60d
SHORT call ✗ call lost -175.96% · α vs SPY -166.63% · entry $58.24 → $160.72
Entry anchored
Feb 27, 03:59 PM ET
via exchange tick
T+1d
-4.88%
call +4.88% · α +3.96%
$55.40
settled 7mo ago
T+5d
-1.22%
call +1.22% · α +0.01%
$57.53
settled 7mo ago
T+20d
+34.48%
call -34.48% · α -42.42%
$78.32
settled 6mo ago
T+60d
+175.96%
call -175.96% · α -166.63%
$160.72
settled 4mo ago

Price Chart

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Executive Summary

Two C-suite executives at DigitalOcean (CFO and CEO) and the Chief Accounting Officer engaged in significant share sales and tax-related share surrenders over the past week. The open-market sales totaled $2.3M, with an additional $2.5M in non-cash tax withholding transactions, coinciding with a recent equity grant.

Key Financial Metrics

Direction
selling
Total Value
$2.3M
Insiders
3

Key Facts

  • CFO Matt Steinfort sold $1.1M in shares and surrendered $1.8M in shares for tax withholding.
  • SVP & Chief Accounting Officer Cherie Barrett sold $1.2M in shares and surrendered $170K for taxes.
  • CEO Padmanabhan surrendered $518K in shares for tax obligations.
  • All open-market sales occurred at prices between $54.77 and $55.40.
  • The sales coincide with a recent grant of 67,223 shares to the CFO and 5,704 to Barrett, suggesting vesting of equity awards.

Financial Impact

$2.3M in open-market selling by insiders, plus $2.5M in tax-related share dispositions

insider ownershipmarket sentimentshare supply

Risk Factors

  • Perception of insider pessimism given concentration of sales among top financial executives.
  • Potential for increased near-term share price pressure if more insiders follow suit.

Market Snapshot

Exchange
NYSE

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
CONTEXT: Insider Cluster Data (7 trades, 7d window)cluster-DOCN-1772585490605
14 reports for DOCN
Performance horizon
75% Hit rate 3 of 4 directional calls best @ T+60▲ +20.96%May 21, 2026
Filters
Rows
Reports for DOCN — sortable, filterable
TypeNow
Sep 4, 2026
28d ago
Insider Cluster
NEUTRAL ★ 2/10
$112.47 $120.21▲ +6.88%▲ +8.09%$140.07 (+24.54%)
Aug 19, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$116.66 $114.99▼ −1.43%▼ −1.04%$140.07 (+20.07%)
Aug 18, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$125.25 $112.57▼ −10.12%▼ −9.92%$140.07 (+11.83%)
Aug 4, 2026
8w ago
8-K
BULLISH ★ 8/10
$128.89 $120.86▼ −6.23%▼ −6.13%$140.07 (+8.67%)
Aug 3, 2026
8w ago
Court Ruling
NEUTRAL ★ 2/10
$127.17 $129.73▲ +2.01%▼ −0.01%$140.07 (+10.14%)
Jul 17, 2026
11w ago
424B5
MIXED ★ 6/10
$118.91 $131.15▲ +10.29%▲ +10.98%$140.07 (+17.79%)
Jul 15, 2026
11w ago
424B5
BULLISH ★ 7/10
$119.65 $142.68▲ +19.25%▲ +20.23%$140.07 (+17.07%)
Jul 14, 2026
11w ago
Court Ruling
NEUTRAL ★ 2/10
$126.30 $119.09▼ −5.71%▼ −4.41%$140.07 (+10.90%)
Jul 7, 2026
12w ago
8-K
BULLISH ★ 8/10
$137.04 $126.30▼ −7.84%▼ −8.39%$140.07 (+2.21%)
May 21, 2026
19w ago
Insider Cluster
BEARISH ★ 8/10
$158.46 $173.45▼ −9.46%▼ −7.80%$140.07 (+11.61%)
Showing 10 of 14

US Market Status

Market Closed — Opens Mon (65h 7m)

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Report published Mar 4, 2026