TWILIO INC Insider Trading Activity
Every SEC Form 4 insider transaction reported for TWILIO INC (TWLO), sourced directly from SEC EDGAR and updated as new filings are accepted.
By Trabud · Insider-trading data from SEC EDGAR
Latest filing:
Compiled automatically from SEC EDGAR Form 4 filings and refreshed daily. Figures count purchases (code P) and sales (code S) only — not grants, option exercises, or gifts. How this page is built. Not investment advice.
Quick Answer
Are TWLO insiders buying or selling?
In the last 12 months, TWILIO INC insiders reported 0 open-market purchases ($0) and 30 sales ($616.0M) — net selling of $616.0M. Since January 2018, Trabud has recorded 477 Form 4 filings for TWLO: 4 buys ($12.3M) and 473 sells ($1.4B).
Source: SEC EDGAR Form 4
What stands out
- No TWILIO INC insider made an open-market purchase in the last 12 months; the 30 reported open-market sales totaled $616.0M.
Key Statistics (January 2018 – Oct 7, 2026)
Total Form 4 filings
477
SEC EDGAR
Insider filers
19
Insider buys (4)
$12.3M
Insider sells (473)
$1.4B
Insider sentiment
Net sellingNet insider flow of $1.4B in net selling since January 2018, and $616.0M in net selling over the last 12 months.
Recent TWLO insider transactions
| Date | Insider | Role | Type | Shares | Price | Value | Filing |
|---|---|---|---|---|---|---|---|
| Oct 7, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 14.4K | $291.03 | $4.2M | SEC ↗ |
| Oct 2, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 9.1K | $294.65 | $2.7M | SEC ↗ |
| Oct 2, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 13.9K | $294.08 | $4.1M | SEC ↗ |
| Aug 19, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 1.4K | $234.48 | $326.9K | SEC ↗ |
| Aug 13, 2026 | Andrew Stafman | Director | Sale | 500.0K | $247.08 | $123.5M | SEC ↗ |
| Aug 12, 2026 | Erika Rottenberg | Director | Sale | 3.5K | $251.82 | $881.4K | SEC ↗ |
| Jul 8, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 14.5K | $210.43 | $3.0M | SEC ↗ |
| Jul 7, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 8.5K | $205.43 | $1.8M | SEC ↗ |
| Jul 2, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 9.1K | $201.25 | $1.8M | SEC ↗ |
| Jul 2, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 13.9K | $201.26 | $2.8M | SEC ↗ |
| Jun 8, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 44.2K | $235.88 | $10.4M | SEC ↗ |
| Jun 3, 2026 | Erika Rottenberg | Director | Sale | 2.0K | $199.01 | $398.0K | SEC ↗ |
| May 28, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 32.2K | $185.70 | $6.0M | SEC ↗ |
| May 27, 2026 | Andrew Stafman | Director | Sale | 1.0M | $184.14 | $184.1M | SEC ↗ |
| May 21, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 1.8K | $200.00 | $365.6K | SEC ↗ |
| May 19, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 1.4K | $197.44 | $271.7K | SEC ↗ |
| May 13, 2026 | Andrew Stafman | Director | Sale | 675.0K | $193.54 | $130.6M | SEC ↗ |
| May 6, 2026 | Erika Rottenberg | Director | Sale | 1.5K | $185.32 | $278.0K | SEC ↗ |
| Apr 23, 2026 | Erika Rottenberg | Director | Sale | 1.8K | $149.02 | $268.2K | SEC ↗ |
| Apr 8, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 15.7K | $133.39 | $2.1M | SEC ↗ |
| Apr 6, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 9.4K | $127.51 | $1.2M | SEC ↗ |
| Apr 2, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 8.2K | $122.79 | $1.0M | SEC ↗ |
| Apr 2, 2026 | Khozema Shipchandler | Chief Executive Officer | Sale | 12.6K | $122.81 | $1.6M | SEC ↗ |
| Mar 4, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 806 | $125.00 | $100.8K | SEC ↗ |
| Feb 19, 2026 | Aidan Viggiano | Chief Financial Officer | Sale | 1.0K | $110.66 | $113.2K | SEC ↗ |
Showing the 25 most recent of 477 Form 4 filings for TWILIO INC.
Most active TWLO insiders
- Khozema Shipchandler84 filings
- George Hu79 filings
- Karyn Smith70 filings
- Aidan Viggiano54 filings
- Jeff Lawson43 filings
Ask anything about TWLO insider activity
Use Trabud's AI agent to query TWILIO INC's Form 4 history in plain English — "Show me TWLO CEO purchases this year" or compare it against any other ticker.
Open the AI agentTWLO insider trading FAQ
Are TWILIO INC insiders buying or selling?
In the last 12 months, TWILIO INC insiders reported 0 open-market purchases ($0) and 30 sales ($616.0M) — net selling of $616.0M. Since January 2018, Trabud has recorded 477 Form 4 filings for TWLO: 4 buys ($12.3M) and 473 sells ($1.4B). Over the full record that is net selling of $1.4B.
How many insiders trade TWLO stock?
19 distinct insider filers — officers, directors, 10%+ owners, and investment groups filing jointly — have reported Form 4 transactions for TWILIO INC. The most recent filing was accepted on Oct 7, 2026.
Where does Trabud get TWLO insider trading data?
All TWLO insider trading data comes directly from official SEC EDGAR Form 4 filings, which corporate insiders must submit within two business days of a transaction under Section 16(a) of the Securities Exchange Act of 1934.