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Dropbox, Inc. Form 4 Filings

DBX NASDAQ

Every Form 4 that Dropbox, Inc. (DBX) 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 DBX 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 DBX filings page.

Rhea-AI Summary

Dropbox, Inc. CEO Andrew Houston reported a derivative conversion and related sale of shares held through trusts. On March 2, 2026, 109,498 shares of Class B Common Stock were converted into 109,498 shares of Class A Common Stock at his election, with no expiration date. The same 109,498 Class A shares, held by a trust for which he serves as trustee, were then sold in open-market transactions at a weighted average price of $24.9444, under a Rule 10b5-1 trading plan adopted on March 12, 2025. Following these transactions, Houston continues to hold 8,266,666 Class A shares directly, plus additional Class A and Class B shares through various trusts.

Rhea-AI Summary

Dropbox, Inc. reported that Chief Accounting Officer Sarah Elizabeth Schubach sold 1,415 shares of Class A Common Stock in an open-market transaction at a price of $24.76 per share on March 2, 2026. After this sale, she directly owned 84,904 shares.

The sale was executed under a Rule 10b5-1 trading plan adopted by Schubach on May 16, 2025, which allows pre-arranged trading of shares. A portion of her holdings consists of restricted stock units that vest on a schedule running through February 15, 2029, and any unvested units are cancelled if her service ends.

Rhea-AI Summary

Dropbox, Inc. Chief Technology Officer Ali Dasdan sold 7,306 shares of Class A common stock in an open-market transaction under a pre-arranged Rule 10b5-1 trading plan. The shares were sold at a weighted average price of $24.8913 per share, leaving him with 499,379 shares of Class A common stock held directly.

Rhea-AI Summary

Dropbox, Inc. General Manager, Core, Ashraf Alkarmi reported a tax-related share disposition. On the vesting of previously reported restricted stock units, 8,677 shares of Class A common stock were withheld by Dropbox at $24.53 per share to cover tax withholding and remittance obligations. After this withholding transaction, Alkarmi directly holds 427,133 shares of Class A common stock. Certain remaining holdings are in the form of restricted stock units that vest on an applicable schedule through November 15, 2028, and any unvested units will be cancelled if service with the company ends.

Rhea-AI Summary

Dropbox, Inc. Chief Technology Officer Ali Dasdan reported a tax-related share disposition involving Class A common stock. On February 17, 2026, 13,789 shares were withheld by Dropbox at a price of $24.53 per share to cover tax withholding and remittance obligations tied to vesting restricted stock units. After this tax-withholding disposition, Dasdan directly held 506,685 shares of Class A common stock. The filing notes that certain remaining holdings are restricted stock units scheduled to vest through February 15, 2029, which will be cancelled if he ceases to be a service provider.

Rhea-AI Summary

Dropbox, Inc. reported that Chief Legal Officer William T. Yoon had 7,498 shares of Class A common stock withheld by the company at $24.53 per share to cover tax withholding and remittance obligations tied to vesting restricted stock units. After this tax-withholding disposition, he beneficially owns 198,730 shares of Class A stock. Some of his holdings are restricted stock units that each convert into one Class A share on a vesting schedule running through February 15, 2029, and any unvested units are cancelled if his service ends.

Rhea-AI Summary

Dropbox CFO Ross Tennenbaum reported a tax-related share disposition. On the vesting of previously granted restricted stock units, 14,496 shares of Class A common stock were withheld by Dropbox at $24.53 per share to cover tax obligations. After this withholding, Tennenbaum directly holds 799,930 shares. Certain remaining holdings are in restricted stock units that vest on a set schedule through November 15, 2029, and any unvested units will be cancelled if his service ends.

Rhea-AI Summary

Dropbox, Inc. Chief Accounting Officer Sarah Elizabeth Schubach reported two transactions in Class A Common Stock. On February 17, 2026, 3,505 shares were disposed of at $24.53 per share to cover tax withholding and remittance obligations tied to vesting restricted stock units. On February 18, 2026, she executed an open-market sale of 1,416 shares at $24.49 per share under a Rule 10b5-1 trading plan adopted on May 16, 2025. After these transactions, she continued to hold tens of thousands of shares directly, and certain holdings remain in the form of restricted stock units scheduled to vest through February 15, 2029, subject to continued service.

Rhea-AI Summary

Dropbox, Inc. CEO Andrew Houston, through a revocable trust, converted and sold shares in a planned trade. On February 2, 2026, the Andrew Houston Revocable Trust converted 164,502 shares of Class B Common Stock into 164,502 shares of Class A Common Stock at no cost.

The trust then sold the same 164,502 Class A shares at a weighted average price of $25.6598, under a Rule 10b5-1 trading plan adopted on March 12, 2025. After these transactions, entities associated with Houston continued to hold substantial interests, including 66,617,123 Class B shares indirectly via the revocable trust and 8,266,666 restricted Class A shares held directly as long-term awards subject to vesting conditions.

Rhea-AI Summary

Dropbox, Inc. Chief Accounting Officer Sarah Elizabeth Schubach reported a sale of Class A common stock. On January 30, 2026, she sold 1,462 shares at $25.79 per share under a pre-arranged Rule 10b5-1 trading plan adopted on May 16, 2025.

After this transaction, she beneficially owned 91,240 shares of Dropbox Class A common stock, some of which are restricted stock units that vest on a schedule extending through February 15, 2029. Any unvested restricted stock units are subject to forfeiture if her service with the company ends.

Rhea-AI Summary

Dropbox, Inc.’s Chief Accounting Officer, Sarah Elizabeth Schubach, reported a small planned stock sale. On January 15, 2026, she sold 1,168 shares of Dropbox Class A common stock at $26.84 per share under a pre-established Rule 10b5-1 trading plan adopted on May 16, 2025. After this transaction, she beneficially owned 92,702 shares, which include restricted stock units that each convert into one share of Class A common stock if they vest according to their schedule through February 15, 2029. Any restricted stock units that remain unvested if she stops serving as a service provider to Dropbox will be cancelled.

Rhea-AI Summary

Dropbox, Inc. insider activity: Form 4 reports transactions by Chief Executive Officer, director, and 10% owner Andrew Houston through the Andrew Houston Revocable Trust. On January 9, 2026, 36,182 shares of Class B Common Stock were converted into 36,182 shares of Class A Common Stock at no cost and then sold at a weighted average price of $27.5365 per share. On January 12, 2026, 23,818 Class B shares were similarly converted into 23,818 Class A shares at no cost and sold at a weighted average price of $27.5057 per share.

The sales were made under a Rule 10b5-1 trading plan adopted on March 12, 2025. Following these transactions, Houston continues to hold large indirect positions in Dropbox through various family trusts and has 8,266,666 restricted stock awards of Class A Common Stock, which may vest through March 27, 2028 based on service, market, and liquidity performance conditions.

Rhea-AI Summary

Dropbox, Inc. insider activity: The company’s Chief Accounting Officer reported selling 1,168 shares of Class A Common Stock on 12/15/2025 at a price of $28.35 per share under a pre-arranged Rule 10b5-1 trading plan adopted on May 16, 2025. After this sale, the officer beneficially owns 95,038 shares of Class A Common Stock.

Certain of the remaining holdings consist of restricted stock units, each representing the right to receive one Class A share, vesting on a schedule that runs through February 15, 2029, and subject to forfeiture if service with Dropbox ends before vesting.

Rhea-AI Summary

Dropbox, Inc.'s Chief Financial Officer reports a small planned share sale. On 12/15/2025, the CFO sold 1,500 shares of Class A common stock at a price of $28.35 per share in an open-market transaction.

This transaction was executed under a pre-arranged Rule 10b5-1 trading plan adopted on June 10, 2025, which is designed to allow insiders to sell stock according to a preset schedule. Following this sale, the reporting person beneficially owns 437,647 shares of Class A common stock, including restricted stock awards and restricted stock units that vest on a schedule through February 15, 2029, contingent on continued service.

Rhea-AI Summary

Dropbox, Inc. (DBX) Chief Technology Officer reported a sale of Class A Common Stock in a routine insider transaction. On 11/24/2025, the executive sold 5,666 shares at $30 per share, coded as an open market sale and executed under a Rule 10b5-1 trading plan adopted on May 12, 2025. Following this trade, the officer beneficially owns 520,474 shares of Class A Common Stock.

The holdings include restricted stock units, each representing the right to receive one share of Class A Common Stock, subject to a vesting schedule through February 15, 2029. Any unvested restricted stock awards and restricted stock units will be cancelled if the officer ceases to be a service provider to Dropbox.

Rhea-AI Summary

Dropbox, Inc. (DBX) reported an insider transaction by its Chief Accounting Officer. On November 20, 2025, the officer sold 1,168 shares of Class A common stock at a price of $29.43 per share in an open-market sale coded as "S." The sale was made under a prearranged Rule 10b5-1 trading plan adopted on May 16, 2025.

After this transaction, the officer beneficially owns 97,374 shares of Class A common stock, some of which are restricted stock units (RSUs). Each RSU represents the right to receive one share of Class A common stock, subject to a vesting schedule that runs through February 15, 2029. Any RSUs that have not vested if the officer stops serving the company will be cancelled.

Rhea-AI Summary

Dropbox, Inc. (DBX) reported an insider equity transaction by its Chief Accounting Officer on a Form 4. On 11/17/2025, the officer had 5,049 shares of Class A common stock withheld by Dropbox at a price of $30.36 per share to cover tax withholding and remittance obligations related to the vesting and net settlement of previously reported restricted stock units (RSUs).

After this tax withholding transaction, the reporting person beneficially owns 98,542 shares of Dropbox Class A common stock in direct form. A portion of this balance consists of RSUs, each representing the right to receive one share of Class A common stock, subject to a vesting schedule that runs through February 15, 2029. Any unvested RSUs will be cancelled if the officer ceases to be a service provider.

Rhea-AI Summary

Dropbox, Inc. (DBX) reported a Form 4 for its Chief Legal Officer, who is an officer of the company. On November 17, 2025, 10,292 shares of Class A common stock were surrendered to Dropbox to cover tax withholding related to the vesting and net settlement of previously reported restricted stock units. On November 18, 2025, the officer sold 4,500 shares at a weighted average price of $28.9862 and 2,642 shares at a weighted average price of $29.5299, in each case under a Rule 10b5-1 trading plan adopted on June 8, 2025. After these transactions, the officer beneficially owned 206,228 shares of Dropbox Class A common stock, including restricted stock units scheduled to vest through February 15, 2029.

Rhea-AI Summary

Dropbox, Inc. (DBX) reported insider activity by its Chief Technology Officer on a Form 4. On 11/17/2025, 19,254 shares of Class A common stock were withheld by Dropbox to cover tax obligations related to vesting and net settlement of previously reported restricted stock units (RSUs) at a price of $30.36 per share.

On 11/18/2025, the CTO sold 3,966 Class A shares at a weighted average price of $29.044 and a further 1,700 shares at a weighted average price of $29.5459, both under a Rule 10b5-1 trading plan adopted on May 12, 2025. After these transactions, the reporting person beneficially owned 526,140 Class A shares, including RSUs that may vest through February 15, 2029, subject to continued service.

Rhea-AI Summary

Dropbox, Inc. (DBX) disclosed insider activity by its General Manager, Core, who filed a Form 4 for recent Class A common stock transactions. On 11/17/2025, 13,425 shares were withheld at $30.36 to cover taxes upon vesting of previously reported restricted stock units. On 11/18/2025, the officer sold 6,300 shares at a weighted average price of $28.9762 and 3,798 shares at a weighted average price of $29.5227.

After these transactions, the officer beneficially owned 435,810 shares, including restricted stock units that may vest through November 15, 2028. The sales on November 18, 2025 were made under a pre-arranged Rule 10b5-1 trading plan adopted on March 14, 2025.

Rhea-AI Summary

Dropbox, Inc. insider Andrew Houston, the company’s Chief Executive Officer, director, and 10% owner, reported a conversion and sale of shares on 11/14/2025. He converted 101,167 shares of Class B Common Stock into 101,167 shares of Class A Common Stock at no cost, then sold 101,167 Class A shares at a weighted average price of $30.2299 per share under a pre-arranged Rule 10b5-1 trading plan.

After these transactions, Houston continues to hold a substantial stake in Dropbox through a mix of restricted stock awards and multiple trusts. These include 8,266,666 restricted stock awards of Class A Common Stock, which may vest through March 27, 2028 based on service, market, and liquidity performance conditions, along with additional Class A and Class B shares held indirectly in various family trusts. The Class B shares are convertible into Class A on a one-for-one basis at his election and have no expiration date.

Rhea-AI Summary

Dropbox, Inc. (DBX) Chief Financial Officer reported routine equity transactions involving Class A common stock. On 11/14/2025, the officer sold 1,500 shares under a pre-established Rule 10b5-1 trading plan adopted on June 10, 2025, at a weighted average price of $30.2493 per share, with individual trades ranging from $30.07 to $30.37. On 11/17/2025, 26,474 shares were withheld by Dropbox to cover tax obligations related to the vesting and net settlement of previously reported restricted stock units and restricted stock awards. After these transactions, the officer beneficially owned 440,647 shares, including restricted stock awards and restricted stock units that each represent the right to receive one share of Class A common stock, subject to vesting schedules through February 15, 2029; any unvested awards are cancelled if service ends.

Rhea-AI Summary

Dropbox, Inc. (DBX) reported an insider transaction on Form 4. The company’s Chief Accounting Officer sold 1,066 shares of Class A common stock on 10/30/2025 at a price of $28.4 per share under a pre‑arranged Rule 10b5-1 trading plan adopted on May 16, 2025.

Following the sale, the reporting person beneficially owns 103,591 shares, held directly. The holdings include restricted stock units, each representing the right to receive one Class A share, subject to the vesting schedule through February 15, 2029. Unvested RSUs are subject to cancellation if service ends.

Rhea-AI Summary

Dropbox, Inc. (DBX) reported an insider transaction by its Chief Financial Officer. On 10/30/2025, the CFO sold 1,500 shares of Class A common stock at $28.4 per share under a Rule 10b5-1 trading plan adopted on June 10, 2025. Following the sale, the officer beneficially owned 468,621 shares, held directly.

The filing notes that certain holdings consist of restricted stock awards and restricted stock units, each representing one share of Class A common stock, with vesting scheduled through February 15, 2029. Unvested awards are subject to cancellation upon termination of service.

Rhea-AI Summary

Dropbox (DBX) CFO reported an insider trade on a Form 4. The filing discloses the sale of 1,500 shares of Class A Common Stock at $28.62 on October 15, 2025, executed under a Rule 10b5-1 trading plan adopted on June 10, 2025.

Following the transaction, the reporting person beneficially owns 470,121 shares directly. The holdings include restricted stock awards and restricted stock units that vest through February 15, 2029; any unvested portion is canceled if service ends.

Rhea-AI Summary

Dropbox (DBX) insider transaction: The company’s Chief Accounting Officer sold 1,066 shares of Class A common stock on 10/15/2025 at $28.62 per share under a pre‑arranged Rule 10b5-1 trading plan adopted on May 16, 2025.

Following the sale, the reporting person beneficially owns 104,657 shares, held directly. The holdings include restricted stock units that are scheduled to vest through February 15, 2029, each representing the right to receive one Class A share, subject to continued service.

Rhea-AI Summary

Andrew Houston, identified as Chief Executive Officer, Director, and a 10% owner of Dropbox, reported multiple transactions on 10/01/2025. He converted 101,167 shares of Class B common stock into 101,167 shares of Class A common stock. On the same date he sold 97,616 shares at a weighted average price of $29.6218 under a Rule 10b5-1 plan adopted on 3/12/2025, then sold the remaining 3,551 shares at a weighted average price of $30.2209, leaving no direct beneficial ownership from that specific lot. The filing notes large restricted stock awards vesting through March 27, 2028 and multiple trusts for which he serves as trustee hold additional shares. The Form 4 is signed by an attorney-in-fact on 10/03/2025.