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sellWeak cluster of 210b5-1 plan

Khozema Shipchandler sold $4.2M of TWLO

Chief Executive Officer at TWILIO INC. 14,442 shares at an average of $291.03, traded Oct 5, 2026, filed Oct 7, 2026.

Warning score
38
Value
$4.2M
14,442 shares
Holdings after
178,863
-7% from before
From 52-week low
+183%
low $106.23, close $300.91
From 52-week high
-0%
high $301.27, as of Oct 5, 2026

Score components

  • Role
    CEO
    +25
  • Trade size
    $4.2M at market
    +25
  • Share of holdings sold
    Sold 7.5% 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.

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 Oct 7, 2026: +6.0%SPY +0.1% · excess +5.9%

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 0001447669-26-000098, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-1,934$288.02$557k191,3717 d ago
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-1,900$289.13$549k189,4717 d ago
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-5,156$290.24$1.5M184,3157 d ago
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-501$291.47$146k183,8147 d ago
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-800$292.33$234k183,0147 d ago
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-1,600$293.14$469k181,4147 d ago
Oct 5, 2026SOpen-market sale
Class A Common Stock10b5-1
-2,551$294.53$751k178,8637 d ago

Related signals

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

ScoreCompanyInsiderValueHoldingsFiled
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%
35Weak
TWLOsell 310b5-1
TWILIO INC
Khozema Shipchandler
Chief Executive Officer
$10M
44,158 shares
-16%

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 $4.2M of TWLO | InsiderTell