TWLO TWILIO INC

NEUTRAL Impact: 4/10 Insider Cluster (2 insiders)
Horizon days Filed May 19, 2026 Processed 21d 10h ago
Insider cluster: 2 insiders, $130.7M total
Latest settled — T+5d
TWLO ▼ -2.55% at T+5d
NEUTRAL call ✗ call lost -2.55% · α vs SPY -4.35% · entry $189.31 → $184.49
Next anchor: T+20d in 7d
Last close $212.54 (close Jun 8) · +12.27% from $189.31 entry
Entry anchored
May 19, 2026
via day open
T+1d
-3.59%
call -3.59% · α -3.78%
$182.52
settled 21d ago
T+5d
-2.55%
call -2.55% · α -4.35%
$184.49
settled 14d ago
T+20d
call — · α —
in 7d
T+60d
call — · α —
in 2mo

Price Chart

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Executive Summary

Two TWLO insiders — CFO Aidan Viggiano ($94K) and Director Andrew Stafman ($130.64M) — sold a combined $130.7M in open-market transactions over a 7-day window. Stafman's $130.6M sale alone represents ~0.44% of TWLO's $30B market cap, the fourth-largest insider sale at the company in 30 days, which is notable but not overwhelming relative to the company's size and typical insider liquidity events at a $30B software firm.

Key Financial Metrics

Direction
selling
Total Value
$130.7M
Insiders
2

Actionable Insight

A director selling $130M is a notable wealth-transfer event but not unusual for a $30B company; the CFO's $94K sale is trivial. Without a material earnings miss or guidance cut context, this cluster alone does not signal impending bearish news — treat as routine portfolio rebalancing absent additional negative cross-filings. Watch for any 8-K earnings (2.02) or a late-filing (NT) within 30 days, as those combos are amplifiers per actuarial verdicts and would escalate bearish weight.

Key Facts

  • Director Andrew Stafman sold 675,000 shares at ~$193.54 for total proceeds of $130.64M on 2026-05-12.
  • CFO Aidan Viggiano sold 476 shares at ~$196.76 for total proceeds of $93,660 on 2026-05-15.
  • Total cluster value: $130.73M in open-market sales, or ~0.44% of market cap.
  • Overall net direction is selling by an overwhelming $130.7M margin.
  • Stafman's sale is large in absolute terms but consistent with a $30B market cap company where director-level diversification sales are routine; CEO/CFO not joining the large sale reduces bearish signal.
  • The aggregate insider cluster + late-filing-context and + press-context are statistically AMPLIFIERS per cross-filing calibrations, but no late-filing or press context is provided here to activate those amplifications.

Financial Impact

$130.7M in insider open-market sales (0.44% of market cap)

dilutioninsider-sentiment

Risk Factors

  • Persistent insider selling by multiple C-suite or board members in future clusters would escalate risk.
  • No current earnings or guidance catalysts are bundled — this cluster's standalone signal is weak.
  • Stafman's sale is a single large director diversification event, not a pattern of informed selling.

Market Snapshot

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

Documents Analyzed

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

DocumentAccession Number
CLUSTER Data (Synthetic)cluster-TWLO-1779222097625
7 reports for TWLO
Performance horizon
67% Hit rate 2 of 3 directional calls best @ T+5▲ +10.20%Apr 2, 2026
Filters
Rows
Reports for TWLO — sortable, filterable
Type Now
Jun 3, 2026
6d ago
Insider Cluster
BEARISH ★ 5/10
$235.39 $225.03▲ +4.40%▲ +1.80%$212.54 (+9.71%)
Jun 1, 2026
8d ago
144
NEUTRAL ★ 2/10
$228.41 $226.89▼ −0.67%▲ +0.06%$212.54 (−6.95%)
May 21, 2026
19d ago
Insider Cluster
BEARISH ★ 4/10
$187.86 $189.54▼ −0.89%▼ −0.31%$212.54 (−13.14%)
May 19, 2026
21d ago
Insider Cluster
NEUTRAL ★ 4/10
$189.31 $182.52▼ −3.59%▼ −3.78%$212.54 (+12.27%)
May 4, 2026
5w ago
144
NEUTRAL ★ 2/10
$194.54 $190.85▼ −1.90%▼ −3.28%$212.54 (+9.25%)
Apr 28, 2026
6w ago
DEFA14A
NEUTRAL ★ 2/10
$140.09 $147.90▲ +5.57%▲ +4.55%$212.54 (+51.71%)
Apr 2, 2026
9w ago
Insider Cluster
BEARISH ★ 6/10
$130.88 $131.00▼ −0.09%▲ +0.38%$212.54 (−62.39%)
Showing 7 of 7

US Market Status

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