TWLO
Twilio Inc.$206.88+1.48 (+0.72%)Prev Close$205.03·MCap$38.97B·P/E319.48·Vol889.4K·Yield—
▲
Buys (12M)
0
$0.00
▼
Sells (12M)
31
$618.63M
◆
Net Activity
Net Seller
$618.63M
●
Active Insiders
4
last 12 mo
Over the past 12 months, insider activity at Twilio Inc. (TWLO) has been exclusively selling, with 0 insider purchases totaling $0.00 and 31 insider sales totaling $618.63M. The most recent insider transaction was by Shipchandler Khozema (director, officer: Chief Executive Officer), who sold $4.20M worth of shares on Oct 7, 2026. Twilio Inc. operates in the Technology sector, within the Software - Infrastructure industry, with a market cap of $38.97B.
TWLO Insider Trading Activity
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Oct 7, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 14,442 | $291.03 | $4.20M | 191,371 |
| Oct 2, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 9,084 | $294.65 | $2.68M | 108,230 |
| Oct 2, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,898 | $294.08 | $4.09M | 206,943 |
| Aug 19, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 1,394 | $234.48 | $326.9K | 109,114 |
| Aug 12, 2026 | ROTTENBERG ERIKA | director | Sell | 3,500 | $251.82 | $881.4K | 30,906 |
| Aug 12, 2026 | Stafman Andrew | director | Sell | 500,000 | $247.08 | $123.54M | 120,000-81% |
| Jul 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 14,458 | $210.43 | $3.04M | 218,888 |
| Jul 7, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 8,528 | $205.43 | $1.75M | 109,724 |
| Jul 2, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,881 | $201.26 | $2.79M | 233,592 |
| Jul 2, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 9,093 | $201.25 | $1.83M | 126,005 |
| Jun 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 44,158 | $235.88 | $10.42M | 235,542 |
| May 28, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 32,158 | $185.70 | $5.97M | 266,773 |
| May 27, 2026 | Stafman Andrew | director | Sell | 1,000,000 | $184.14 | $184.14M0.7% OS | 620,000-62% |
| May 21, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 1,828 | $200.00 | $365.6K | 127,345 |
| May 19, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 1,376 | $197.44 | $271.7K | 129,865 |
| May 12, 2026 | Stafman Andrew | director | Sell | 675,000 | $193.54 | $130.64M | 1,620,000-29% |
| May 6, 2026 | ROTTENBERG ERIKA | director | Sell | 1,500 | $185.32 | $278.0K | 32,995 |
| Apr 23, 2026 | ROTTENBERG ERIKA | director | Sell | 1,800 | $149.02 | $268.2K | 34,710 |
| Apr 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 15,715 | $133.39 | $2.10M | 248,457 |
| Apr 6, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 9,389 | $127.51 | $1.20M | 135,388 |
| Apr 2, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 12,624 | $122.81 | $1.55M | 257,988 |
| Apr 2, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 8,231 | $122.79 | $1.01M | 142,269 |
| Feb 19, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 823 | $110.57 | $91.0K | 111,413 |
| Feb 17, 2026 | Viggiano Aidan | Chief Financial Officer | Sell | 1,023 | $110.66 | $113.2K | 0 |
| Jan 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,336 | $134.28 | $1.79M | 204,936 |
| Jan 7, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 7,213 | $135.97 | $980.8K | 112,236 |
| Jan 5, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,266 | $143.37 | $1.90M | 207,117 |
| Jan 5, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 8,109 | $143.38 | $1.16M | 119,449 |
| Dec 2, 2025 | Stafman Andrew | Director | Sell | 1,000,000 | $129.00 | $129.00M0.7% OS | 2,295,000-30% |
| Nov 21, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 546 | $120.70 | $65.9K | 127,558 |
| Nov 19, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,514 | $123.28 | $186.6K | 128,914 |
| Oct 14, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,035 | $115.00 | $924.0K | 129,618 |
| Oct 7, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 12,922 | $104.09 | $1.34M | 229,843 |
| Oct 2, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 13,681 | $100.59 | $1.38M | 245,225 |
| Oct 2, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,363 | $100.59 | $841.2K | 144,964 |
| Aug 19, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,807 | $105.94 | $191.4K | 147,322 |
| Jul 8, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 13,595 | $117.06 | $1.59M | 251,588 |
| Jul 8, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,297 | $117.05 | $971.2K | 150,515 |
| Jul 2, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 20,008 | $124.53 | $2.49M | 267,581 |
| Jul 2, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 7,964 | $124.33 | $990.1K | 156,120 |
| Jun 4, 2025 | ROTTENBERG ERIKA | Director | Sell | 4,100 | $120.03 | $492.1K | 33,488 |
| May 22, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 2,156 | $115.86 | $249.8K | 164,084 |
| May 19, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,924 | $112.75 | $216.9K | 166,240 |
| May 16, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 14,545 | $91.61 | $1.33M | 288,107 |
| May 16, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,735 | $91.61 | $800.2K | 172,495 |
| Apr 2, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 12,056 | $95.88 | $1.16M | 303,452 |
| Apr 2, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 7,524 | $95.88 | $721.4K | 181,299 |
| Feb 25, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 2,500 | $117.45 | $293.6K | 184,164 |
| Feb 20, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,391 | $124.51 | $173.2K | 152,984 |
| Jan 8, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 10,834 | $113.58 | $1.23M | 250,798 |
Showing 1–50 of 245
1 / 5
TWLO Insider Buying Activity
The following table shows recent insider purchases of Twilio Inc. (TWLO) stock reported via SEC Form 4 filings.
No insider buying activity found for TWLO in the last 12 months.
TWLO Insider Selling Activity
The following table shows recent insider sales of Twilio Inc. (TWLO) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Oct 7, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 14,442 | $291.03 | $4.20M | 191,371 |
| Oct 2, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 9,084 | $294.65 | $2.68M | 108,230 |
| Oct 2, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,898 | $294.08 | $4.09M | 206,943 |
| Aug 19, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 1,394 | $234.48 | $326.9K | 109,114 |
| Aug 12, 2026 | ROTTENBERG ERIKA | director | Sell | 3,500 | $251.82 | $881.4K | 30,906 |
| Aug 12, 2026 | Stafman Andrew | director | Sell | 500,000 | $247.08 | $123.54M | 120,000-81% |
| Jul 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 14,458 | $210.43 | $3.04M | 218,888 |
| Jul 7, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 8,528 | $205.43 | $1.75M | 109,724 |
| Jul 2, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,881 | $201.26 | $2.79M | 233,592 |
| Jul 2, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 9,093 | $201.25 | $1.83M | 126,005 |
| Jun 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 44,158 | $235.88 | $10.42M | 235,542 |
| May 28, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 32,158 | $185.70 | $5.97M | 266,773 |
| May 27, 2026 | Stafman Andrew | director | Sell | 1,000,000 | $184.14 | $184.14M0.7% OS | 620,000-62% |
| May 21, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 1,828 | $200.00 | $365.6K | 127,345 |
| May 19, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 1,376 | $197.44 | $271.7K | 129,865 |
| May 12, 2026 | Stafman Andrew | director | Sell | 675,000 | $193.54 | $130.64M | 1,620,000-29% |
| May 6, 2026 | ROTTENBERG ERIKA | director | Sell | 1,500 | $185.32 | $278.0K | 32,995 |
| Apr 23, 2026 | ROTTENBERG ERIKA | director | Sell | 1,800 | $149.02 | $268.2K | 34,710 |
| Apr 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 15,715 | $133.39 | $2.10M | 248,457 |
| Apr 6, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 9,389 | $127.51 | $1.20M | 135,388 |
| Apr 2, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 12,624 | $122.81 | $1.55M | 257,988 |
| Apr 2, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 8,231 | $122.79 | $1.01M | 142,269 |
| Feb 19, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 823 | $110.57 | $91.0K | 111,413 |
| Feb 17, 2026 | Viggiano Aidan | Chief Financial Officer | Sell | 1,023 | $110.66 | $113.2K | 0 |
| Jan 8, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,336 | $134.28 | $1.79M | 204,936 |
| Jan 7, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 7,213 | $135.97 | $980.8K | 112,236 |
| Jan 5, 2026 | Shipchandler Khozema | director, officer: Chief Executive Officer | Sell | 13,266 | $143.37 | $1.90M | 207,117 |
| Jan 5, 2026 | Viggiano Aidan | officer: Chief Financial Officer | Sell | 8,109 | $143.38 | $1.16M | 119,449 |
| Dec 2, 2025 | Stafman Andrew | Director | Sell | 1,000,000 | $129.00 | $129.00M0.7% OS | 2,295,000-30% |
| Nov 21, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 546 | $120.70 | $65.9K | 127,558 |
| Nov 19, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,514 | $123.28 | $186.6K | 128,914 |
| Oct 14, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,035 | $115.00 | $924.0K | 129,618 |
| Oct 7, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 12,922 | $104.09 | $1.34M | 229,843 |
| Oct 2, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 13,681 | $100.59 | $1.38M | 245,225 |
| Oct 2, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,363 | $100.59 | $841.2K | 144,964 |
| Aug 19, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,807 | $105.94 | $191.4K | 147,322 |
| Jul 8, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 13,595 | $117.06 | $1.59M | 251,588 |
| Jul 8, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,297 | $117.05 | $971.2K | 150,515 |
| Jul 2, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 20,008 | $124.53 | $2.49M | 267,581 |
| Jul 2, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 7,964 | $124.33 | $990.1K | 156,120 |
| Jun 4, 2025 | ROTTENBERG ERIKA | Director | Sell | 4,100 | $120.03 | $492.1K | 33,488 |
| May 22, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 2,156 | $115.86 | $249.8K | 164,084 |
| May 19, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,924 | $112.75 | $216.9K | 166,240 |
| May 16, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 14,545 | $91.61 | $1.33M | 288,107 |
| May 16, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 8,735 | $91.61 | $800.2K | 172,495 |
| Apr 2, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 12,056 | $95.88 | $1.16M | 303,452 |
| Apr 2, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 7,524 | $95.88 | $721.4K | 181,299 |
| Feb 25, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 2,500 | $117.45 | $293.6K | 184,164 |
| Feb 20, 2025 | Viggiano Aidan | Chief Financial Officer | Sell | 1,391 | $124.51 | $173.2K | 152,984 |
| Jan 8, 2025 | Shipchandler Khozema | Chief Executive Officer | Sell | 10,834 | $113.58 | $1.23M | 250,798 |
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