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TWLO

Twilio Inc.

TechnologyRussell 2000

Twilio Inc. insider trading

Twilio Inc. files with the SEC as a Services-Prepackaged Software company headquartered in San Francisco, CA. Every time one of its executives or directors buys or sells the stock, the filing appears here the moment it reaches the SEC — with grants and option exercises set apart from the trades that cost the insider their own money.

From SEC filings

Recent TWLO insider transactions

4 insiders traded TWLO on the open market between Jun 30, 2026 and Aug 17, 2026 — 24 sales worth $131.8M, of which 13 were pre-scheduled under a 10b5-1 plan.

Bought
—
Sold
$131.8M

13 of 24 on a 10b5-1 plan

Net
−$131.8M
Insiders
4

Open-market purchases (code P) and sales (code S) from Twilio Inc.'s own SEC Form 4 filings. Grants and option exercises are excluded — they are compensation, not decisions. Share counts are derived from the reported value and price. Verify any figure against the original filing before acting on it; this is monitoring, not advice.

Filing history last read from EDGAR on Sep 22, 2026. The live dashboard shows new filings the moment they clear.

Every TWLO Form 4 on SEC.gov

SEC Form 4 data, Q3 2024 to Q2 2026

TWLO insider trading by quarter

Between Jul 01, 2024 and Jun 30, 2026, 7 insiders traded TWLO on the open market: 0 purchases and 130 sales worth $502.5M, 71 of the sales pre-scheduled under a 10b5-1 plan. In the last four quarters alone: 0 purchases and 64 sales ($481.1M), by 6 insiders.

QuarterBoughtSold
Q2 2026—−$336M24 sales · 20 on a plan
Q1 2026—−$5.5M15 sales · 5 on a plan
Q4 2025—−$134.6M10 sales · 4 on a plan
Q3 2025—−$5M15 sales · 6 on a plan
Q2 2025—−$6.6M18 sales · 15 on a plan
Q1 2025—−$4.3M14 sales · 5 on a plan
Q4 2024—−$6.4M19 sales · 11 on a plan
Q3 2024—−$4.1M15 sales · 5 on a plan
Largest sale
−$184.1M of TWLO by Sachem Head GP LLC (See Footnotes) on May 27, 2026.

Open-market transactions through Jun 30, 2026most recent first

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$10.4M

    Jun 04, 2026

    44,158 sh · $235.88

  • Rottenberg Erika10b5-1

    Director

    −$398K

    Jun 01, 2026

    2,000 sh · $199.01

  • Sachem Head GP LLC

    See Footnotes

    −$184.1M

    May 27, 2026

    1,000,000 sh · $184.14

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$1.6M

    May 26, 2026

    8,772 sh · $187.19

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$880.3K

    May 26, 2026

    4,719 sh · $186.55

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$840.2K

    May 26, 2026

    4,469 sh · $188.00

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$837.6K

    May 26, 2026

    4,524 sh · $185.15

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$735.6K

    May 26, 2026

    3,986 sh · $184.55

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$489.2K

    May 26, 2026

    2,677 sh · $182.75

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$379.2K

    May 26, 2026

    2,084 sh · $181.96

  • Shipchandler Khozema10b5-1

    Chief Executive Officer · Director

    −$167.5K

    May 26, 2026

    927 sh · $180.70

  • Viggiano Aidan10b5-1

    Chief Financial Officer

    −$365.6K

    May 19, 2026

    1,828 sh · $200.00

  • Viggiano Aidan

    Chief Financial Officer

    −$178K

    May 15, 2026

    900 sh · $197.80

  • Viggiano Aidan

    Chief Financial Officer

    −$93.7K

    May 15, 2026

    476 sh · $196.76

  • Uncas GP LLC

    See Footnotes

    −$130.6M

    May 12, 2026

    675,000 sh · $193.54

From SEC's quarterly Form 3, 4 and 5 data sets: code P purchases and code S sales of common stock, by the date the trade happened. Where a fund and the people who control it each report the same block, it is counted once. Trades made in the last days of Q2 2026 but filed after it closed arrive with SEC's next quarterly release.

Twilio Inc. company record

SEC industry classification
Services-Prepackaged Software
Headquarters
San Francisco, CA
Incorporated in
DE
Listed on
NYSE
SEC Central Index Key
0001447669

Sourced from this company's own SEC submissions record. The industry label is SEC's Standard Industrial Classification, which is more specific than the Technology sector shown above.

After insiders bought TWLO

What the stock actually did in the 90 days following each open-market purchase

Don't check TWLO — let it ping you

Get told the moment an insider moves on TWLO

Pro watches Twilio Inc. for you and sends a Telegram ping within moments of a Form 4 clearing EDGAR — a C-suite open-market buy, a cluster, a 10b5-1 regime break — long before it reaches the press. Add TWLO to a watchlist, see each mover's benchmark-measured track record and which legendary funds hold it, and read the full filing history instead of the last 72 hours.

Track TWLO on the live dashboardFilings on SEC.gov

The live dashboard is free to open. Alerts, watchlists, full filing history and each mover's benchmark-measured track record are Pro. Monitoring, not advice.

How to read TWLO insider activity

Open-market purchase (code P)
An insider spending their own money at market price. This is the only buy code that reliably carries signal — it is a decision, not compensation.
Grants and option exercises (codes A, M)
Scheduled compensation. Most "insider buying" headlines are really this, which is why InsiderPulse weights it at a fraction of a real purchase.
Cluster buy
Two or more different insiders buying on the open market in the same window. One executive buying can mean anything; three is much harder to explain away.

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This week on the tape: who actually chose to sellThe weekly split of scheduled 10b5-1 selling vs deliberate sales, with the deciders named.

Questions

Are TWLO insiders buying or selling?
Between Jun 30, 2026 and Aug 17, 2026, 4 Twilio Inc. insiders made no open-market purchases and 24 sales worth $131.8M, a net sale of $131.8M. 13 of the sales were pre-scheduled under a Rule 10b5-1 plan.
How much TWLO stock have insiders bought and sold in the last two years?
Between Jul 01, 2024 and Jun 30, 2026, 7 Twilio Inc. insiders made no open-market purchases and 130 sales worth $502.5M. 71 of the sales were pre-scheduled under a Rule 10b5-1 plan. In the four quarters to Jun 30, 2026: no purchases and 64 sales ($481.1M). The largest sale was Sachem Head GP LLC selling $184.1M on May 27, 2026.
What was the largest recent TWLO insider trade?
Stafman Andrew (Director) sold $123.5M of TWLO stock on Aug 12, 2026 at about $247.08 a share.
When did an insider last buy TWLO shares?
No open-market purchase by a Twilio Inc. insider appears in the filings from Jun 30, 2026 to Aug 17, 2026 — every recorded open-market transaction in that period was a sale.
Where does TWLO insider trading data come from?
From the Form 4 filings Twilio Inc.'s officers, directors and 10% owners must send the SEC within two business days of a trade. Each row on this page links to its original filing on SEC EDGAR. Share grants and option exercises are kept apart from open-market purchases and sales, because only the latter cost the insider their own money.

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