DOCN DigitalOcean Holdings, Inc.

BEARISH Impact: 6/10 Insider Cluster (3 insiders)
Horizon days Filed Mar 2, 2026 Processed 3mo ago
Insider cluster: 2 insiders, $2.3M total
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
Last close $169.32 (close Jun 8) · -190.73% from $58.24 entry (call sign-flipped)
Entry anchored
Feb 27, 03:59 PM ET
via Databento tick
T+1d
-4.88%
call +4.88% · α +3.96%
$55.40
settled 3mo ago
T+5d
-1.22%
call +1.22% · α +0.01%
$57.53
settled 3mo ago
T+20d
+34.48%
call -34.48% · α -42.42%
$78.32
settled 3mo ago
T+60d
+175.96%
call -175.96% · α -166.63%
$160.72
settled 15d 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

Actionable Insight

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.

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

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
5 reports for DOCN
Performance horizon

Track record builds as more directional reports settle.

Filters
Rows
Reports for DOCN — sortable, filterable
Type Now
May 21, 2026
19d ago
Insider Cluster
BEARISH ★ 8/10
$158.46 $173.45▼ −9.46%▼ −7.80%$169.32 (−6.85%)
May 19, 2026
21d ago
144
NEUTRAL ★ 2/10
$150.02 $152.57▲ +1.70%▼ −0.55%$169.32 (+12.86%)
May 15, 2026
25d ago
144
NEUTRAL ★ 2/10
$154.87 $158.46▲ +2.32%▲ +1.35%$169.32 (+9.33%)
Apr 24, 2026
6w ago
DEFA14A
NEUTRAL ★ 2/10
$98.95 $108.81▲ +9.96%▲ +9.56%$169.32 (+71.12%)
Mar 2, 2026
14w ago
Insider Cluster
BEARISH ★ 6/10
$58.24 $57.53▲ +1.22%▲ +0.01%$169.32 (−190.73%)
Showing 5 of 5

US Market Status

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