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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.
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.
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.
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.
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.
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.
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.
Dropbox, Inc. reported Q3 2025 results showing stable top line and improved profitability. Revenue was $634.4 million, slightly lower than a year ago, while net income rose to $123.8 million from $106.7 million as operating expenses fell. Income from operations increased to $174.7 million, reflecting savings across research and development, sales and marketing, and general and administrative.
Year to date, operating cash flow reached $716.4 million, up from $680.3 million, supporting significant capital returns. The company spent $1,298.9 million on common stock repurchases in the first nine months of 2025. Cash and cash equivalents were $730.7 million and deferred revenue stood at $740.6 million, indicating continued subscription prepayments.
The capital structure includes $694.9 million of current convertible notes and a non‑current term loan balance, alongside non‑current convertible notes. As of November 3, 2025, Class A shares outstanding were 182,734,460 and Class B were 76,004,861.
Dropbox, Inc. reported that it issued a press release on November 6, 2025 announcing its financial results for the quarter ended September 30, 2025, and scheduled a conference call to discuss those results. The press release is included as an exhibit titled “Dropbox Announces Fiscal 2025 Third Quarter Results.”
Dropbox also posted supplemental investor materials on its investors.dropbox.com website and stated that it intends to use this site to disclose material non‑public information and satisfy its Regulation FD disclosure obligations. The information in this report and its exhibits is furnished rather than filed, which limits certain Exchange Act liability and incorporation-by-reference effects.
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.