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sellWeak cluster of 210b5-1 plan

Khozema Shipchandler sold $1.3M of TWLO

Chief Executive Officer at TWILIO INC. 14,545 shares at an average of $91.61, traded Apr 3, 2025, filed May 16, 2025.

Warning score
38
Value
$1.3M
14,545 shares
Holdings after
280,589
-5% from before
From 52-week low
+52%
low $58.94, close $89.53
From 52-week high
-40%
high $148.35, as of Apr 3, 2025

Score components

  • Role
    CEO
    +25
  • Trade size
    $1.3M at market
    +25
  • Share of holdings sold
    Sold 4.9% of holdings
    0
  • Cluster
    2 insiders selling within 14 days
    +8
  • 10b5-1 plan
    Pre-scheduled under a 10b5-1 plan
    -20

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

This signal so far: 1m -2.5%, 3m -9.2%, 6m +7.8%.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

TWLOOct 9, 2026 · close 289.47
Since filing May 16, 2025: +148.8%SPY +33.1% · excess +115.7%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001447669-25-000079, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Apr 3, 2025SOpen-market sale
Class A Common Stock10b5-1
-7,027$90.47$636k288,107May 16, 2025
Apr 3, 2025SOpen-market sale
Class A Common Stock10b5-1
-2,303$91.56$211k285,804May 16, 2025
Apr 3, 2025SOpen-market sale
Class A Common Stock10b5-1
-2,404$92.38$222k283,400May 16, 2025
Apr 3, 2025SOpen-market sale
Class A Common Stock10b5-1
-2,011$93.61$188k281,389May 16, 2025
Apr 3, 2025SOpen-market sale
Class A Common Stock10b5-1
-800$94.40$76k280,589May 16, 2025

Related signals

Other insiders at TWILIO INC and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
Pro nowfree Oct 14, 2026
TWLOsell 210b5-1
TWILIO INC
Khozema Shipchandler
Chief Executive Officer
$4.2M
14,442 shares
-7%
58Moderate
TWLOsell 2
TWILIO INC
Khozema Shipchandler
Chief Executive Officer
$4.1M
13,898 shares
-7%
55Moderate
TWLOsell 2
TWILIO INC
Aidan Viggiano
Chief Financial Officer
$2.7M
9,084 shares
-8%
52Moderate
TWLOsell 3
TWILIO INC
Aidan Viggiano
Chief Financial Officer
$327k
1,394 shares
-1%
75Notable
TWLOsell 3
TWILIO INC
Andrew Stafman
director
$124M
500,000 shares
-81%
38Weak
TWLOsell 310b5-1
TWILIO INC
Erika Rottenberg
director
$881k
3,500 shares
-11%
38Weak
TWLOsell 210b5-1
TWILIO INC
Khozema Shipchandler
Chief Executive Officer
$3.0M
14,458 shares
-7%
35Weak
TWLOsell 210b5-1
TWILIO INC
Aidan Viggiano
Chief Financial Officer
$1.8M
8,528 shares
-7%
58Moderate
TWLOsell 2
TWILIO INC
Khozema Shipchandler
Chief Executive Officer
$2.8M
13,881 shares
-6%
55Moderate
TWLOsell 2
TWILIO INC
Aidan Viggiano
Chief Financial Officer
$1.8M
9,093 shares
-7%

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Khozema Shipchandler sold $1.3M of TWLO | InsiderTell