Twilio Inc. planned insider sales
In the twelve months since 9 October 2025 insiders at Twilio Inc. filed 33 Form 144 notices of planned sales, 3.4 million shares worth $620.0 million at the time of filing, from 4 sellers. The latest, filed 5 October 2026: Shipchandler Khozema (officer, director), 14,442 shares worth $4.2 million, planned for around 5 October 2026 through Charles Schwab & Co., Inc..
| Filed | Seller | Relationship | Shares | Value | Planned sale | Broker | How acquired | Filing |
|---|---|---|---|---|---|---|---|---|
| 5 October 2026 | Shipchandler Khozema | Officer, Director | 14,442 | $4.2 million | 5 October 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 30 September 2026 | Viggiano Aidan | Officer | 9,084 | $2.7 million | 30 September 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 30 September 2026 | Shipchandler Khozema | Officer, Director | 13,898 | $4.1 million | 30 September 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 17 August 2026 | Viggiano Aidan | Officer | 1,394 | $326,863 | 17 August 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 12 August 2026 | Sachem Head Capital Management LP | Director, Affiliate of Director | 500,000 | $123.5 million | 12 August 2026 | Jones Trading Institutional Services LLC | Open market purchases | Form 144 |
| 10 August 2026 | Rottenberg Erika | Director | 3,500 | $881,378 | 10 August 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 6 July 2026 | Shipchandler Khozema | Officer, Director | 14,458 | $3.0 million | 6 July 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 2 July 2026 | Viggiano Aidan | Officer | 8,528 | $1.8 million | 2 July 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 30 June 2026 | Viggiano Aidan | Officer | 9,093 | $1.8 million | 30 June 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 30 June 2026 | Shipchandler Khozema | Officer, Director | 13,881 | $2.8 million | 30 June 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 4 June 2026 | Shipchandler Khozema | Officer, Director | 44,158 | $10.4 million | 4 June 2026 | Charles Schwab & Co., Inc. | Employee Stock Option Exercise | Form 144 |
| 1 June 2026 | Rottenberg Erika | Director | 2,000 | $398,015 | 1 June 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 27 May 2026 | Sachem Head Capital Management LP | Affiliate of Director | 1,000,000 | $184.1 million | 27 May 2026 | Goldman Sachs & Co. LLC | Open market purchases | Form 144 |
| 26 May 2026 | Shipchandler Khozema | Officer, Director | 32,158 | $6.0 million | 26 May 2026 | Charles Schwab & Co., Inc. | Employee Stock Option Exercise | Form 144 |
| 19 May 2026 | Viggiano Aidan | Officer | 1,828 | $365,600 | 19 May 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 15 May 2026 | Viggiano Aidan | Officer | 1,376 | $271,676 | 15 May 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 12 May 2026 | Sachem Head Capital Management LP | Director, Affiliate of Director | 675,000 | $130.6 million | 12 May 2026 | Cowen & Company LLC | Open market purchases | Form 144 |
| 4 May 2026 | Rottenberg Erika | Director | 1,500 | $277,974 | 4 May 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 21 April 2026 | Rottenberg Erika | Director | 1,800 | $268,239 | 21 April 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 6 April 2026 | Shipchandler Khozema | Officer, Director | 15,715 | $2.1 million | 6 April 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 2 April 2026 | Viggiano Aidan | Officer | 9,389 | $1.2 million | 2 April 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 31 March 2026 | Viggiano Aidan | Officer | 8,231 | $1.0 million | 31 March 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 31 March 2026 | Shipchandler Khozema | Officer, Director | 12,624 | $1.6 million | 31 March 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 2 March 2026 | Viggiano Aidan | Officer | 806 | $100,750 | 2 March 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 17 February 2026 | Viggiano Aidan | Officer | 1,023 | $113,205 | 17 February 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 6 January 2026 | Shipchandler Khozema | Officer, Director | 13,336 | $1.8 million | 6 January 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 5 January 2026 | Viggiano Aidan | Officer | 7,213 | $980,752 | 5 January 2026 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 31 December 2025 | Viggiano Aidan | Officer | 8,109 | $1.2 million | 31 December 2025 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 31 December 2025 | Shipchandler Khozema | Officer, Director | 13,266 | $1.9 million | 31 December 2025 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 2 December 2025 | Sachem Head Capital Management LP | Director, Affiliate of Director | 1,000,000 | $129.0 million | 2 December 2025 | Barclays Capital Inc. | Open market purchases | Form 144 |
| 19 November 2025 | Viggiano Aidan | Officer | 546 | $65,902 | 19 November 2025 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
| 17 November 2025 | Viggiano Aidan | Officer | 1,514 | $186,642 | 17 November 2025 | Charles Schwab & Co., Inc. | Restricted Stock Lapse - See Remarks | Form 144 |
| 9 October 2025 | Viggiano Aidan | Officer | 8,035 | $924,025 | 9 October 2025 | Charles Schwab & Co., Inc. | Restricted Stock Lapse | Form 144 |
A Form 144 is the notice an insider files with the SEC before selling restricted or control shares over the Rule 144 thresholds; it says what may be sold, not what was.
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Value is the filer's own aggregate market value. Whether the sale happened shows up later on Form 4, on the insiders page.Source
Form 144 filings on EDGAR for Twilio Inc.: the company's filing index, each notice read from its own XML.
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