144 ·Filed Jun 1, 2026

TWLO

TWILIO INC
NEUTRAL
Impact 2/10
Horizondays Processed3mo ago SEC0001921094-26-000582
Form 144 — notice of proposed sale of securities
Actionable Insight • Neutral

This is a routine, small-scale Form 144 filing by a director following two prior sales in the same pattern. No material signal for the stock. Monitor for any acceleration in insider selling volume, but this filing alone does not warrant action.

DirectionNeutral
Confidencehigh
Horizondays
Final — all horizons settled through T+60d
TWLO ▲ +0.02% at T+60d
NEUTRAL call ✓ call won +0.02% · α vs SPY -0.84% · entry $228.41 → $228.46
Entry anchored
Jun 1, 04:08 PM ET
via exchange tick
T+1d
-0.67%
call -0.67% · α +0.06%
$226.89
settled 4mo ago
T+5d
-10.39%
call -10.39% · α -7.42%
$204.69
settled 4mo ago
T+20d
-8.38%
call -8.38% · α -6.56%
$209.28
settled 3mo ago
T+60d
+0.02%
call +0.02% · α -0.84%
$228.46
settled 5w ago

Price Chart

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Executive Summary

Twilio director Erika Rottenberg filed a Form 144 notice of intent to sell 2,000 shares of common stock, with an approximate market value of $398,015 based on the filing date. The shares were acquired via restricted stock lapses in 2018 and 2022, and the sale is planned through Charles Schwab & Co., Inc. on the NYSE. This is a relatively small proposed sale relative to Rottenberg's total holdings and Twilio's $35.9B market cap, and it follows two recent sales by Rottenberg in April and May 2026.

Key Facts

  • Director Erika Rottenberg filed Form 144 to sell 2,000 shares of Twilio common stock.
  • Estimated sale value: $398,015 (based on filing date).
  • Shares acquired via restricted stock lapses on 08/15/2018 (1,876 shares) and 09/15/2022 (124 shares).
  • Rottenberg sold 1,800 shares on 04/21/2026 and 1,500 shares on 05/04/2026, per the filing.
  • The proposed sale represents a small fraction of Rottenberg's total holdings (151,773,860 shares outstanding reference).
  • No material insider cluster or unusual timing relative to earnings or catalysts.

Financial Impact

Proposed sale of ~$398K worth of shares, immaterial relative to $35.9B market cap.

dilution

Risk Factors

  • Insider selling pattern could accelerate if additional large filings emerge.
  • Form 144 is an intent to sell; actual sale may not occur.

Market Snapshot

Exchange
NYSE
Sector
Services-Prepackaged Software
Analyst Consensus
81% bullish (36 analysts)

Investment Themes

Software & IT

Documents Analyzed

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

DocumentAccession Number
144 Filing (Primary)0001921094-26-000582
Document: 0001921094-26-000582-index.html0001921094-26-000582
Document: 0001921094-26-000582.txt0001921094-26-000582
14 reports for TWLO
Performance horizon
100% Hit rate 3 of 3 directional calls best @ T+5▲ +12.22%Jun 3, 2026
Filters
Rows
Reports for TWLO — sortable, filterable
TypeNow
Aug 19, 2026
6w ago
Insider Cluster
NEUTRAL ★ 4/10
$221.87 $246.24▲ +10.98%▲ +12.94%$294.86 (+32.90%)
Aug 10, 2026
7w ago
144
NEUTRAL ★ 2/10
$255.95 $227.19▼ −11.24%▼ −10.18%$294.86 (+15.20%)
Jul 8, 2026
12w ago
Insider Cluster
NEUTRAL ★ 2/10
$215.50 $193.22▼ −10.34%▼ −13.61%$294.86 (+36.82%)
Jul 7, 2026
12w ago
Insider Cluster
NEUTRAL ★ 2/10
$211.97 $196.59▼ −7.26%▼ −8.59%$294.86 (+39.10%)
Jul 2, 2026
13w ago
Insider Cluster
NEUTRAL ★ 2/10
$209.31 $190.94▼ −8.78%▼ −8.36%$294.86 (+40.87%)
Jun 17, 2026
15w ago
8-K
NEUTRAL ★ 2/10
$186.17 $206.70▲ +11.03%▲ +10.49%$294.86 (+58.38%)
Jun 11, 2026
16w ago
Institutional Cluster
NEUTRAL ★ 3/10
$206.62 $218.60▲ +5.80%▲ +3.91%$294.86 (+42.70%)
Jun 3, 2026
17w ago
Insider Cluster
BEARISH ★ 5/10
$235.39 $209.31▲ +11.08%▲ +9.45%$294.86 (−25.26%)
Jun 1, 2026
17w ago
144
NEUTRAL ★ 2/10
$228.41 $209.28▼ −8.38%▼ −6.56%$294.86 (+29.09%)
May 21, 2026
19w ago
Insider Cluster
BEARISH ★ 4/10
$187.86 $183.64▲ +2.25%▲ +2.08%$294.86 (−56.95%)
Showing 10 of 14

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