TWLO insider buying and SEC filings, explained
Twilio Inc. · CIK 1447669
Tracked: Forms 3/4/5, 8-K, NT · All filings on sec.gov
Insider activity in the last 12 months
Bought
$0
Insiders who bought
0
Sold (not marked 10b5-1)
$585.2M
Planned sales (10b5-1)
$33.8M
Insider purchases and sales, last 12 months
| Traded | Type | What was filed | Source |
|---|---|---|---|
| Oct 5, 2026 | Planned (10b5-1) | Khozema Shipchandler (CEO and Director) sold 14,442 shares at about $291.03 ($4.2M), marked as a 10b5-1 plan trade. Holdings down 7% to 178,863 shares. | SEC filing Filed Oct 7, 2026, 4:18 PM ET |
| Sep 30, 2026 | Sale | Aidan Viggiano (CFO) sold 9,084 shares at about $294.65 ($2.7M). Holdings down 8% to 99,246 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Oct 2, 2026, 4:07 PM ET |
| Sep 30, 2026 | Sale | Khozema Shipchandler (CEO and Director) sold 13,898 shares at about $294.08 ($4.1M). Holdings down 7% to 193,305 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Oct 2, 2026, 4:04 PM ET |
| Aug 17, 2026 | Sale | Aidan Viggiano (CFO) sold 1,394 shares at about $234.48 ($327K). Holdings down 1% to 108,330 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Aug 19, 2026 |
| Aug 12, 2026 | Sale | Andrew Stafman (Director) sold 500,000 shares indirectly at $247.08 ($123.5M). Indirect holdings down 81% to 120,000 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 4 other reporting owners. | SEC filing Filed Aug 12, 2026 |
| Aug 10, 2026 | Planned (10b5-1) | Erika Rottenberg (Director) sold 3,500 shares indirectly (by trust) at about $251.82 ($881K), marked as a 10b5-1 plan trade. Holdings by trust down 11% to 27,893 shares. | SEC filing Filed Aug 12, 2026 |
| Jul 6, 2026 | Planned (10b5-1) | Khozema Shipchandler (CEO and Director) sold 14,458 shares at about $210.43 ($3.0M), marked as a 10b5-1 plan trade. Holdings down 7% to 207,203 shares. | SEC filing Filed Jul 8, 2026 |
| Jul 2, 2026 | Planned (10b5-1) | Aidan Viggiano (CFO) sold 8,528 shares at $205.43 ($1.8M), marked as a 10b5-1 plan trade. Holdings down 7% to 109,724 shares. | SEC filing Filed Jul 7, 2026 |
| Jun 30, 2026 | Sale | Aidan Viggiano (CFO) sold 9,093 shares at about $201.25 ($1.8M). Holdings down 7% to 118,252 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 2, 2026 |
| Jun 30, 2026 | Sale | Khozema Shipchandler (CEO and Director) sold 13,881 shares at about $201.26 ($2.8M). Holdings down 6% to 221,661 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jul 2, 2026 |
| Jun 4, 2026 | Planned (10b5-1) | Khozema Shipchandler (CEO and Director) sold 44,158 shares at about $235.88 ($10.4M), marked as a 10b5-1 plan trade. Holdings down 16% to 235,542 shares. | SEC filing Filed Jun 8, 2026 |
| Jun 1, 2026 | Planned (10b5-1) | Erika Rottenberg (Director) sold 2,000 shares indirectly (by trust) at about $199.01 ($398K), marked as a 10b5-1 plan trade. Holdings by trust down 6% to 30,995 shares. | SEC filing Filed Jun 3, 2026 |
| May 26, 2026 | Planned (10b5-1) | Khozema Shipchandler (CEO and Director) sold 32,158 shares at about $185.70 ($6.0M), marked as a 10b5-1 plan trade. Holdings down 12% to 235,542 shares. | SEC filing Filed May 28, 2026 |
| May 27, 2026 | Sale | Andrew Stafman (Director) sold 1,000,000 shares indirectly at $184.14 ($184.1M). Indirect holdings down 62% to 620,000 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 4 other reporting owners. | SEC filing Filed May 27, 2026 |
| May 19, 2026 | Planned (10b5-1) | Aidan Viggiano (CFO) sold 1,828 shares at $200.00 ($366K), marked as a 10b5-1 plan trade. Holdings down 1% to 127,345 shares. | SEC filing Filed May 21, 2026 |
| May 15, 2026 | Sale | Aidan Viggiano (CFO) sold 1,376 shares at about $197.44 ($272K). Holdings down 1% to 129,173 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed May 19, 2026 |
| May 12, 2026 | Sale | Andrew Stafman (Director) sold 675,000 shares indirectly at $193.54 ($130.6M). Indirect holdings down 29% to 1,620,000 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 4 other reporting owners. | SEC filing Filed May 12, 2026 |
| May 4, 2026 | Planned (10b5-1) | Erika Rottenberg (Director) sold 1,500 shares indirectly (by trust) at about $185.32 ($278K), marked as a 10b5-1 plan trade. Holdings by trust down 4% to 32,995 shares. | SEC filing Filed May 6, 2026 |
| Apr 21, 2026 | Planned (10b5-1) | Erika Rottenberg (Director) sold 1,800 shares indirectly (by trust) at about $149.02 ($268K), marked as a 10b5-1 plan trade. Holdings by trust down 5% to 34,495 shares. | SEC filing Filed Apr 23, 2026 |
| Apr 6, 2026 | Planned (10b5-1) | Khozema Shipchandler (CEO and Director) sold 15,715 shares at about $133.39 ($2.1M), marked as a 10b5-1 plan trade. Holdings down 6% to 235,542 shares. | SEC filing Filed Apr 8, 2026 |
| Apr 2, 2026 | Planned (10b5-1) | Aidan Viggiano (CFO) sold 9,389 shares at about $127.51 ($1.2M), marked as a 10b5-1 plan trade. Holdings down 7% to 130,341 shares. | SEC filing Filed Apr 6, 2026 |
| Mar 31, 2026 | Sale | Aidan Viggiano (CFO) sold 8,231 shares at about $122.78 ($1.0M). Holdings down 6% to 139,730 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Apr 2, 2026 |
| Mar 31, 2026 | Sale | Khozema Shipchandler (CEO and Director) sold 12,624 shares at about $122.81 ($1.6M). Holdings down 5% to 251,257 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Apr 2, 2026 |
| Mar 2, 2026 | Planned (10b5-1) | Aidan Viggiano (CFO) sold 806 shares at $125.00 ($101K), marked as a 10b5-1 plan trade. Holdings down 1% to 147,961 shares. | SEC filing Filed Mar 4, 2026 |
| Feb 17, 2026 | Sale | Aidan Viggiano (CFO) sold 1,023 shares at about $110.66 ($113K). Holdings down 1% to 111,213 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Feb 19, 2026 |
| Jan 6, 2026 | Planned (10b5-1) | Khozema Shipchandler (CEO and Director) sold 13,336 shares at about $134.28 ($1.8M), marked as a 10b5-1 plan trade. Holdings down 6% to 193,781 shares. | SEC filing Filed Jan 8, 2026 |
| Jan 5, 2026 | Planned (10b5-1) | Aidan Viggiano (CFO) sold 7,213 shares at $135.97 ($981K), marked as a 10b5-1 plan trade. Holdings down 6% to 112,236 shares. | SEC filing Filed Jan 7, 2026 |
| Dec 31, 2025 | Sale | Aidan Viggiano (CFO) sold 8,109 shares at about $143.38 ($1.2M). Holdings down 6% to 119,449 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jan 5, 2026 |
| Dec 31, 2025 | Sale | Khozema Shipchandler (CEO and Director) sold 13,266 shares at about $143.37 ($1.9M). Holdings down 6% to 207,117 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Jan 5, 2026 |
| Dec 2, 2025 | Sale | Andrew Stafman (Director) sold 1,000,000 shares indirectly at $129.00 ($129.0M). Indirect holdings down 30% to 2,295,000 shares. Not marked as a 10b5-1 plan trade. Filed jointly with 4 other reporting owners. | SEC filing Filed Dec 2, 2025 |
| Nov 19, 2025 | Planned (10b5-1) | Aidan Viggiano (CFO) sold 546 shares at $120.70 ($66K), marked as a 10b5-1 plan trade. Holdings down <1% to 127,558 shares. | SEC filing Filed Nov 21, 2025 |
| Nov 17, 2025 | Sale | Aidan Viggiano (CFO) sold 1,514 shares at about $123.27 ($187K). Holdings down 1% to 128,104 shares. Not marked as a 10b5-1 plan trade. | SEC filing Filed Nov 19, 2025 |
40 routine transactions (such as grants, option exercises or tax withholding) are not listed.
Cluster buys
No cluster buys in the last 12 months.
Red flags
No red flags in the last 12 months.
Key events
No key events in the last 12 months.
8-K filings, last 12 months
No 8-K filings in the last 12 months.
Red flags are objective triggers only: the item or form filed, never an opinion.
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