Massivemarkets

SEC Form 4

Twilio Inc. (TWLO) insider trading

In the 12 months to Oct 23, 2026, 5 TWLO insiders reported open-market sales of $601.1M across 20 filings; no open-market purchases were filed.

Latest filing · Last 12 months · Source: SEC EDGAR · How we count

Open-market sales
$601.1M
20 filings · 5 insiders
Open-market purchases
$0
0 filings
Pre-arranged sales (10b5-1)
16 of 20
$33.8M of $601.1M sold (6%)

Who traded TWLO, and when

  • Sale
  • Sale, pre-arranged (10b5-1)

TWLO daily close from Oct 23, 2025 to Oct 23, 2026, between $108.49 and $301.27, last $262.51. 20 sale and 0 purchase filings by 5 insiders, marked at their filing dates. Scott D. Ferguson, Other: sold $438.3M across 3 filings, first filed May 12, 2026, last Aug 12, 2026. Andrew Stafman, Director: sold $129.0M across 1 filing, first filed Dec 2, 2025, last Dec 2, 2025. Khozema Shipchandler, Chief Executive Officer: sold $27.5M across 6 filings, first filed Jan 8, 2026, last Oct 7, 2026. Aidan Viggiano, Chief Financial Officer: sold $4.5M across 6 filings, first filed Nov 21, 2025, last Jul 7, 2026. Erika Rottenberg, Director: sold $1.8M across 4 filings, first filed Apr 23, 2026, last Aug 12, 2026.

Largest mark · tap a row for others

Scott D. Ferguson · Other

Sale $184,140,000

1,000,000 shares at $184.14 avg

Filed May 27, 2026

Close on filing date $181.57

TWLO daily closelast $262.51

Scott D. Ferguson · Other

$438.3M sold

Andrew Stafman · Director

$129.0M sold

Khozema Shipchandler · Chief Executive Officer

$27.5M sold

Aidan Viggiano · Chief Financial Officer

$4.5M sold

Erika Rottenberg · Director

$1.8M sold
One row per insider; marks sit at the SEC filing date, sized by dollar value.

Has Twilio Inc.'s CEO sold stock?

Yes. Khozema Shipchandler (CEO) sold 134,267 shares ($27.5M) between Jan 2026 and Oct 2026, all under a pre-arranged 10b5-1 plan.

Open-market trades

20 filings in the last 12 months
InsiderRoleSoldBoughtFilingsPre-arranged (10b5-1)Last filed
Scott D. FergusonOther$438.3M—3—
Andrew StafmanDirector$129.0M—1—
Khozema ShipchandlerChief Executive Officer$27.5M—6100% of sales
Aidan ViggianoChief Financial Officer$4.5M—6100% of sales
Erika RottenbergDirector$1.8M—4100% of sales
Other insider activity (not market trades) · 102 records
  • Option exercises2 records
  • Tax withholding (sold to cover)46 records
  • Grants and awards37 records
  • Gifts17 records

Reported on Form 4 but not purchases or sales in the market, so not counted in the totals above.

Build this yourself

This page joins two Massive endpoints: Form 4 filings and daily prices. Ask an agent to watch for new filings:

Agent prompt

Using the Massive API (massive.com/docs/llms.txt), check Form 4 filings for TWLO every day with transaction_code=P and tell me when an insider files an open-market purchase, with their role, shares, price and the filing link.

How to read this page

Open-market purchase or sale
A buy or sell of the company's stock at market price. Grants, option exercises, shares withheld for tax, gifts and employee stock plan purchases are listed separately and not counted.
Pre-arranged (10b5-1)
The insider marked the filing as made under a trading plan set up in advance (SEC Rule 10b5-1). The mark covers the whole filing, and an unmarked filing may still be under a plan.
Filing date
Insiders have two business days to report a trade. Totals and the chart use the filing date, when the trade became public.
Counted once
When several owners (a fund and its partners, say) report the same trade, it's counted once. Corrected filings replace the originals.