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Twilio Inc. Form 4 Filings

TWLO NYSE

Every Form 4 that Twilio Inc. (TWLO) has filed with the SEC in the last 12 months is listed below, newest first, and each one links through to the document itself with the summary and the scores our analysis gives it.

A Form 4 covers the transactions officers, directors and large holders report, so if you follow TWLO and want that one kind of document rather than the whole filing history, this is the page to keep. The company's other filings, of every form, are on the full TWLO filings page.

Rhea-AI Summary

Twilio Inc. Chief Financial Officer Aidan Viggiano reported a small, non-discretionary stock sale linked to tax withholding. On February 17, 2026, he sold 1,023 shares of Class A common stock in open-market transactions at prices around $110–$111 per share to cover statutory tax obligations from vesting restricted stock units. After these mandated sell-to-cover trades, he directly holds 111,213 Twilio Class A shares.

Rhea-AI Summary

Twilio Inc.’s chief executive officer and director Khozema Shipchandler reported open-market sales of the company’s Class A common stock. On January 6, 2026, he sold 2,181 shares at a weighted average price of $133.1823 per share, 11,123 shares at a weighted average price of $134.4954 per share, and 32 shares at $134.86 per share. After these transactions, he directly beneficially owned 193,781 Class A shares, a portion of which are restricted stock units that each represent a right to receive one share. The sales were executed under a pre-established Rule 10b5‑1 trading plan dated February 24, 2025.

Rhea-AI Summary

Twilio Inc.'s Chief Financial Officer Aidan Viggiano reported a planned sale of company stock. On January 5, 2026, the reporting person sold 7,213 shares of Twilio Class A common stock at a price of $135.97 per share. After this transaction, the filing shows 112,236 shares of Twilio Class A common stock beneficially owned.

The filing notes that the sale was executed under the reporting person's Rule 10b5-1 trading plan, dated June 6, 2025, which is a pre-arranged program for selling shares over time. It also explains that a portion of the remaining reported holdings consists of restricted stock units (RSUs), each of which represents a contingent right to receive one share of Twilio Class A common stock.

Rhea-AI Summary

Twilio Inc.'s Chief Financial Officer reported an automatic sale of Class A common stock tied to tax obligations. On 12/31/2025, the officer sold 8,109 shares in a mandated "sell-to-cover" transaction to satisfy minimum statutory tax withholding related to vesting of restricted stock units. The weighted average sale price was $143.3802 per share, with individual trades ranging from $142.82 to $143.73 per share. After this transaction, the officer beneficially owned 119,449 shares, a portion of which are restricted stock units that each represent a contingent right to receive one share of Class A common stock.

Rhea-AI Summary

Twilio Inc.’s Chief Executive Officer and director reported an automatic sale of company stock tied to tax withholding. On 12/31/2025, the insider sold 13,266 shares of Twilio Class A common stock at a weighted average price of $143.3701 per share. The filing explains that the shares were sold to cover statutory tax withholding obligations upon the vesting of Restricted Stock Units (RSUs), as required by Twilio’s equity incentive plans, and that the transaction was not a discretionary sale.

The shares were sold in multiple trades at prices ranging from $142.74 to $143.73 per share. After this transaction, the reporting person beneficially owned 207,117 shares of Class A common stock, a portion of which consists of RSUs, with each RSU representing a contingent right to receive one share of Twilio’s Class A common stock.

Rhea-AI Summary

Twilio Inc. director Andrew J. Stafman reported an equity award and updated holdings. On 12/15/2025, he received 641 restricted stock units (RSUs) of Twilio Class A common stock that vested immediately, with each RSU representing one share.

Following this grant, he beneficially owned 12,804 RSUs of Class A common stock, including 2,759 deferred RSUs. The filing is made jointly with Sachem Head Capital Management LP and related entities, which held 2,295,000 shares of Twilio Class A common stock through affiliated funds before the RSU grant.

Under an arrangement with Sachem Head, Stafman granted all rights and interests in the reported RSUs to Sachem Head for no consideration, so the economic benefit of these shares is assigned to the fund complex rather than to him personally.

Rhea-AI Summary

Twilio Inc. reported an insider equity award to a director, who received 635 restricted stock units (RSUs) of Class A common stock on 12/15/2025 at a price of $0 per share. Each RSU represents the right to receive one Class A share and vested immediately on the grant date.

Following this grant, the director beneficially owns 16,751 shares of Twilio Class A common stock, including RSUs the director has deferred.

Rhea-AI Summary

Twilio Inc reported that one of its directors completed equity transactions involving Class A common stock on December 15, 2025. The director received 639 restricted stock units (RSUs), each representing the right to receive one Class A share, and the RSUs vested immediately at a reported price of $0 per share.

On the same date, the director contributed 639 Class A shares to The Erika Rottenberg Revocable Trust, and the trust received the same number of shares at a reported price of $0. After these transactions, 35,609 Class A shares were beneficially owned indirectly through the trust.

Rhea-AI Summary

Twilio Inc. disclosed that a company director received 627 restricted stock units (RSUs) tied to its Class A common stock on 12/15/2025. Each RSU represents the right to receive one share, and the units vested immediately on the grant date. The award is reported at a price of $0 per unit, reflecting that the director did not pay cash for these shares.

After this grant, the reporting person beneficially owns 17,654 shares of Class A common stock, including RSUs that have been deferred by the director. The report is filed by a single reporting person in their capacity as a director of Twilio.

Rhea-AI Summary

A director of Twilio Inc. reported receiving 655 Restricted Stock Units (RSUs) of the company’s Class A common stock on 12/15/2025. The transaction is shown at a price of $0, consistent with an equity award rather than an open-market purchase.

Each RSU represents the right to receive one share of Twilio’s Class A common stock, and the RSUs vested immediately on the grant date. Following this grant, the director beneficially owns 33,411 shares of Class A common stock, held directly.

Rhea-AI Summary

Twilio Inc. disclosed that one of its directors received a grant of 885 Restricted Stock Units (RSUs) for Class A common stock on 12/15/2025. Each RSU represents the right to receive one share of Class A common stock, and the RSUs vested immediately on the grant date. Following this grant, the director beneficially owns 38,411 Class A shares directly, which include RSUs that have been deferred, and an additional 26,484 Class A shares held indirectly through the Epstein Family Revocable Trust.

Rhea-AI Summary

A director of Twilio Inc. reported equity transactions in the company’s Class A common stock. On 12/15/2025, the director received 627 shares through Restricted Stock Units ("RSUs"), with each RSU representing the right to receive one share of Class A common stock, and these RSUs vested immediately on the grant date at a price of $0.

That same day, 627 shares were contributed by the reporting person to the Shustek-Dubinsky Family Trust and the trust received 627 shares at a price of $0. Following these transactions, the Shustek-Dubinsky Family Trust held 21,297 shares of Twilio Class A common stock indirectly for the reporting person.

Rhea-AI Summary

Twilio Inc. director reported an equity grant of 641 shares of Class A common stock on 12/15/2025. These shares are in the form of restricted stock units (RSUs), with each RSU representing the right to receive one share, and the RSUs vested immediately on the grant date. After this grant, the director beneficially owns 17,133 Class A shares and RSUs held directly, which includes RSUs the director has chosen to defer.

Rhea-AI Summary

Twilio Inc. director Andrew J. Stafman and affiliated investment entities reported a large insider transaction involving the company’s Class A common stock. On 12/02/2025, they reported a sale of 1,000,000 shares of Class A common stock at a price of $129 per share, reported as an indirect disposition. Following this transaction, the reporting group shows 2,295,000 shares of Class A common stock held indirectly and 12,163 shares held directly.

The filing is made jointly by Sachem Head Capital Management LP, related general partner entities, and Scott D. Ferguson, reflecting their potential beneficial ownership of the securities held by affiliated funds. The explanation notes that Stafman serves on Twilio’s board and is a partner at Sachem Head, and that other reporting persons may be considered directors by deputization due to this relationship.

Rhea-AI Summary

Twilio Inc. reported an insider stock sale by its Chief Financial Officer. On 11/19/2025, the CFO sold 546 shares of Class A common stock at $120.7 per share in an open market transaction.

After this sale, the officer beneficially owned 127,558 shares of Twilio Class A common stock, some of which are in the form of restricted stock units that each convert into one share. The transaction was executed pursuant to a pre-arranged Rule 10b5-1 trading plan dated 6/6/2025, which is designed to allow insiders to sell shares according to a preset schedule.

Rhea-AI Summary

Twilio Inc. (TWLO) Chief Financial Officer Form 4 filing reports automatic sales of Class A common stock related to tax withholding on vested restricted stock units (RSUs). On 11/17/2025, the CFO sold 1,514 shares of Class A common stock in three transactions: 704 shares at a weighted average price of $122.6448, 740 shares at a weighted average price of $123.761, and 70 shares at $124.525 per share.

The company notes that these shares were sold to cover minimum statutory tax withholding obligations under Twilio’s equity incentive plans through a mandated “sell-to-cover” arrangement, and are not discretionary sales. Following these transactions, the CFO beneficially owned 128,104 shares of Twilio Class A common stock, a portion of which consists of RSUs, each representing a contingent right to receive one share.

Rhea-AI Summary

Twilio Inc. director reports charitable stock donation in Form 4. A reporting person serving as a director of Twilio Inc. (TWLO) donated 4,063 shares of Class A common stock on November 13, 2025 to a donor-advised fund, with the shares intended for charitable purposes. The transaction was reported at a price of $0, reflecting that this was a gift rather than a sale. After this transaction, the reporting person beneficially owns 20,670 shares indirectly through the Shustek-Dubinsky Family Trust, which includes deferred restricted stock units.

Rhea-AI Summary

Twilio Inc. (TWLO): CFO stock transaction disclosed. The company reported that its Chief Financial Officer sold 8,035 shares of Class A common stock on 10/09/2025 at $115 per share, coded “S.” The filing notes the sale was executed under a 10b5-1 trading plan dated 6/6/2025.

Following the transaction, the reporting person beneficially owned 129,618 shares on a direct basis. A portion of these shares represents Restricted Stock Units, each RSU corresponding to one share of Class A common stock.

Rhea-AI Summary

Twilio Inc Chief Executive Officer Khozema Shipchandler reported selling a total of 12,922 shares of Class A Common Stock on October 3, 2025, in open-market or private transactions at weighted average prices of $103.3009 and $104.3732 per share under a Rule 10b5-1 trading plan dated February 24, 2025. Following these sales, he directly holds 220,383 shares of Twilio Class A Common Stock.