144 ·Filed May 19, 2026

DOCN

DigitalOcean Holdings, Inc.
NEUTRAL
Impact 2/10
Horizondays Processed4mo ago SEC0001959173-26-003761
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

This is a routine, small-scale Form 144 filing by a director. The proposed sale is immaterial relative to total holdings and market cap. No actionable signal for traders — monitor for any subsequent Form 4 filings to confirm execution, but this alone does not warrant a position change.

DirectionNeutral
Confidencehigh
Horizondays
Final — all horizons settled through T+60d
DOCN ▼ -11.82% at T+60d
NEUTRAL call ✗ call lost -11.82% · α vs SPY -18.11% · entry $150.02 → $132.29
Entry anchored
May 19, 01:51 PM ET
via exchange tick
T+1d
+6.73%
call +6.73% · α +5.69%
$160.11
settled 5mo ago
T+5d
+1.70%
call +1.70% · α -0.55%
$152.57
settled 4mo ago
T+20d
+18.52%
call +18.52% · α +17.54%
$177.81
settled 4mo ago
T+60d
-11.82%
call -11.82% · α -18.11%
$132.29
settled 7w ago

Price Chart

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Executive Summary

Director Warren Jenson filed a Form 144 on May 19, 2026, indicating intent to sell 20,000 shares of DigitalOcean common stock, with an approximate market value of $2.95M based on the filing date. This represents a small fraction of his total beneficial ownership (~$104.4M) and is a routine diversification sale by a director, not a CEO/CFO. The filing itself signals intent, not a completed transaction, and carries limited standalone signal.

Key Facts

  • Director Warren Jenson filed Form 144 to sell 20,000 shares of DOCN common stock.
  • Estimated aggregate market value of proposed sale: $2,952,300.26.
  • Jenson's total beneficial ownership reported on the filing: $104,364,181.
  • Sale is intended to be executed through Fidelity Brokerage Services LLC on the NYSE.
  • Shares were acquired via an option granted on 12/16/2020.
  • Filing date: May 19, 2026.

Financial Impact

Proposed sale of 20,000 shares valued at ~$2.95M, representing ~2.8% of the insider's reported holdings.

insider ownership

Risk Factors

  • Insider selling could be misinterpreted as negative signal by the market, though the scale here is trivial.
  • If multiple directors file similar notices in the coming weeks, it could indicate a broader insider sentiment shift.

Market Snapshot

Exchange
NYSE
Sector
Services-Computer Programming, Data Processing, Etc.
Analyst Consensus
76% bullish (21 analysts)

Investment Themes

Software & IT

Documents Analyzed

This report is based on 3 SEC documents filed with EDGAR.

DocumentAccession Number
144 Filing (Primary)0001959173-26-003761
Document: 0001959173-26-003761-index.html0001959173-26-003761
Document: 0001959173-26-003761.txt0001959173-26-003761
14 reports for DOCN
Performance horizon
80% Hit rate 4 of 5 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%$140.09 (+24.56%)
Aug 19, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$116.66 $114.99▼ −1.43%▼ −1.04%$140.09 (+20.08%)
Aug 18, 2026
6w ago
Insider Cluster
NEUTRAL ★ 2/10
$125.25 $112.57▼ −10.12%▼ −9.92%$140.09 (+11.85%)
Aug 4, 2026
8w ago
8-K
BULLISH ★ 8/10
$128.89 $120.86▼ −6.23%▼ −6.13%$140.09 (+8.69%)
Aug 3, 2026
8w ago
Court Ruling
NEUTRAL ★ 2/10
$127.17 $129.73▲ +2.01%▼ −0.01%$140.09 (+10.16%)
Jul 17, 2026
11w ago
424B5
MIXED ★ 6/10
$118.91 $131.15▲ +10.29%▲ +10.98%$140.09 (+17.81%)
Jul 15, 2026
11w ago
424B5
BULLISH ★ 7/10
$119.65 $142.68▲ +19.25%▲ +20.23%$140.09 (+17.08%)
Jul 14, 2026
11w ago
Court Ruling
NEUTRAL ★ 2/10
$126.30 $119.09▼ −5.71%▼ −4.41%$140.09 (+10.92%)
Jul 7, 2026
12w ago
8-K
BULLISH ★ 8/10
$137.04 $126.30▼ −7.84%▼ −8.39%$140.09 (+2.23%)
May 21, 2026
19w ago
Insider Cluster
BEARISH ★ 8/10
$158.46 $173.45▼ −9.46%▼ −7.80%$140.09 (+11.59%)
Showing 10 of 14

US Market Status

Market Closed — Opens Mon (65h 22m)

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