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This Form 144 notice relates to the planned sale of 1,500 shares of common stock of DBX for the account of Timothy Regan. The shares are to be sold through Morgan Stanley Smith Barney LLC Executive Financial Services on NASDAQ, with an aggregate market value of $38,745.00 and an approximate sale date of 01/30/2026.
The securities were acquired as restricted stock units from the issuer on 05/15/2025. The filing notes 182,734,460 shares of common stock outstanding. It also lists several recent sales under a Rule 10b5-1 sales plan for Timothy Regan, each for 1,500 common shares on dates from 11/14/2025 to 01/15/2026, with gross proceeds between $40,260.00 and $45,373.95.
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.
Dropbox insider Timothy Regan has filed a Form 144 indicating a planned sale of 1,500 shares of Dropbox common stock. The shares are to be sold through Morgan Stanley Smith Barney LLC on NASDAQ, with an aggregate market value of $40,260.00 based on the price used in the notice. These shares were acquired as restricted stock units from the issuer on 05/15/2025, with 1,500 securities acquired on that date.
The filing also lists recent activity under a Rule 10b5-1 sales plan for Timothy Regan, showing multiple prior sales of 1,500 Dropbox common shares on various dates from October through December 2025, each generating gross proceeds in the low- to mid-$40,000 range.
A shareholder of DBX, identified as Sarah Schubach, has filed a Form 144 notice to sell 1,168 common shares through Morgan Stanley Smith Barney LLC, with an aggregate market value of 31,349.12. The shares relate to a planned sale on 01/15/2026 on the NASDAQ, and the filing notes that 182,734,460 common shares are outstanding.
The 1,168 common shares to be sold were acquired on 11/15/2025 as restricted stock units from the issuer. The filing also lists recent activity under a Rule 10b5-1 trading plan, including sales of 1,168 common shares on 12/29/2025 for 32,563.84 and 1,066 common shares on 10/30/2025 for 30,274.40, along with several other 10b5-1 sales during the prior three months.
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.
Dropbox common stock is the subject of a planned insider sale under Rule 144. A filing for The Andrew Houston Revocable Trust indicates an intention to sell 23,818 shares of common stock through Morgan Stanley Smith Barney LLC on or about January 12, 2026 on the NASDAQ, with an aggregate market value of $649,755.04. Shares of the issuer outstanding were 182,734,460, providing context for the size of the planned sale.
The notice also lists recent sales during the past three months by the same trust under a Rule 10b5-1 trading plan, including blocks such as 36,182 shares sold on January 9, 2026 for $996,325.64, and other common stock sales in November and December 2025 with disclosed gross proceeds. By signing, the seller represents they are not aware of undisclosed material adverse information about the company.
DBX filed a Form 144 notice covering a planned sale of 36,182 common shares. The shares are to be sold through Morgan Stanley Smith Barney LLC on the NASDAQ, with an aggregate market value of $993,557.72. The filing notes that 182,734,460 common shares of the issuer are outstanding.
The securities to be sold are common shares acquired on 06/25/2007 as founder shares from the issuer, with 36,182 shares acquired on that date for non-cash consideration labeled as N/A. The notice is for sales made for the account of a person whose prior transactions must be aggregated under Rule 144.
Over the past three months, the Form 144 lists 10b5-1 sales for The Andrew Houston Revocable Trust, including 92,668 shares on 01/02/2026 for gross proceeds of $2,493,373.72, 9,167 shares on 12/03/2025 for $275,010.00, 92,000 shares on 12/01/2025 for $2,716,922.00, and 101,167 shares on 11/14/2025 for $3,058,267.14.
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.
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.
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.