Insider Cluster (2 insiders) ·Filed Jul 2, 2026

TWLO

TWILIO INC
NEUTRAL
Impact 2/10
Horizondays Processed3mo ago
Insider cluster: 2 insiders, $1.1M total
Actionable Insight • Neutral

CEO and CFO sold ~$4.6M in a single day, but at 0.015% of market cap this is routine diversification, not a bearish signal. The cluster is 100% selling by the two top C-suite executives, yet the dollar amount is immaterial relative to TWLO's $31.8B market cap. Per the asymmetry rule, cluster sells are not amplified beyond the proportionality band. Monitor for any upcoming 8-K or earnings pre-announcement, but this filing alone does not warrant action.

DirectionNeutral
Confidencehigh
Horizondays
Latest settled — T+60d
TWLO ▲ +43.17% at T+60d
NEUTRAL call ✓ call won +43.17% · α vs SPY +40.16% · entry $209.31 → $299.66
Next anchor: T+1d due 3mo ago
Entry anchored
Jul 1, 03:59 PM ET
via exchange tick
T+1d
—
call — · α —
—
due 3mo ago
T+5d
+4.44%
call +4.44% · α +3.51%
$218.60
settled 3mo ago
T+20d
-8.78%
call -8.78% · α -8.36%
$190.94
settled 2mo ago
T+60d
+43.17%
call +43.17% · α +40.16%
$299.66
settled 7d ago

Price Chart

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Executive Summary

CEO Khozema Shipchandler and CFO Aidan Viggiano collectively sold $1.13M in open-market TWLO shares on June 30, 2026, all at prices between $199 and $204. The cluster is 100% selling by the two top C-suite executives on a single day, with no insider buying to offset. At $31.8B market cap, the $1.13M represents ~0.0035% of market cap — well below the 0.1% materiality threshold — making this a routine liquidity-driven event despite the C-suite participation.

Key Financial Metrics

Direction
selling
Total Value
$4.6M
Insiders
2

Key Facts

  • CEO Khozema Shipchandler sold 14,581 shares for ~$2.79M on June 30, 2026
  • CFO Aidan Viggiano sold 9,093 shares for ~$1.83M on June 30, 2026
  • Total cluster value: ~$4.62M, representing ~0.015% of $31.8B market cap
  • All 11 trades were open-market sales on a single day (June 30, 2026)
  • No insider purchases in the cluster window
  • No 10b5-1 plan designation noted in the filing data

Financial Impact

Total insider sales of ~$4.62M represent ~0.015% of TWLO's $31.8B market cap — well below the 0.1% materiality threshold

insider ownershipfloat

Risk Factors

  • CEO and CFO both selling on the same day could be misinterpreted by the market as a negative signal
  • No 10b5-1 plan designation noted — sales may be opportunistic rather than scheduled
  • Historical calibration shows score-2 reports on TWLO have been net positive at T+20 (+10.96% avg), suggesting the market may not react negatively to routine insider sales

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 1 SEC document filed with EDGAR.

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-TWLO-1783060592059
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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Report published Jul 3, 2026