Dropbox, Inc. filings document the public-company disclosures of a Nasdaq-listed cloud storage and content collaboration software business. Its Form 8-K reports record quarterly and annual operating results, Regulation FD investor materials, and material corporate events tied to financing, capital structure, and executive officer appointments.
Dropbox proxy materials cover board matters, shareholder voting items, executive compensation, equity awards, and governance practices. Other filings describe secured credit facilities, delayed draw term loans, letter of credit capacity, convertible senior notes, share repurchase authorization, risk-related disclosures, and the company’s Class A common stock capital structure.
Dropbox-related insider filing: proposed resale by Timothy Regan. The Form 144 lists a proposed sale of 1,500 restricted stock units dated 05/15/2025. The filing also lists multiple 10b5-1 plan sales by Timothy Regan of 1,500 shares on 11/28/2025, 12/15/2025, 12/30/2025, 01/15/2026, and 01/30/2026 with reported amounts 44460.00, 42525.00, 41865.00, 40260.00, and 38685.00 respectively.
Dropbox, Inc. files its annual report describing a subscription-based content collaboration platform, key risks, and strategic priorities. The company reports 18.08 million paying users and about 575,000 paying Business teams as of December 31, 2025, with more than 700 million registered users overall.
Dropbox emphasizes a self-serve, viral adoption model that generates over 90% of revenue, an AI-focused product roadmap (including tools like Dropbox Dash and Reclaim), and a Virtual First remote-work strategy. Major risks center on slowing or negative growth, intense competition, cybersecurity and privacy incidents, and uncertainties around the long-term impact of its distributed workforce and office lease commitments.
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.
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.
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.
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.
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.
Dropbox reported 2025 results showing stronger profitability but slightly lower revenue. Full-year revenue was $2.521 billion, down 1.1%, though excluding FormSwift it inched up 0.2%. Fourth-quarter revenue was $636.2 million, also down 1.1%.
Margins improved meaningfully. Fiscal 2025 GAAP operating margin rose to 27.3% from 19.1%, and non-GAAP operating margin increased to 40.6% from 36.4%. GAAP net income grew to $508.4 million, while non-GAAP net income was $775.4 million. The quarter delivered a 25.5% GAAP operating margin and 38.2% non-GAAP margin.
Cash generation remained strong. Net cash provided by operating activities reached $951.8 million for the year, with unlevered free cash flow of $1.016 billion. Dropbox repurchased about 60.4 million shares for $1.7 billion in 2025, funded alongside higher term-loan borrowings and existing cash resources.
Dropbox, Inc. (DBX) reported proposed insider resale transactions under Form 144 by an affiliated person, Sarah Schubach, covering multiple 10b5-1 sales recorded between 12/01/2025 and 01/30/2026.
The entries show individual sale dates, share counts and dollar amounts for planned 10b5-1 dispositions; the filing lists a separate line for Restricted Stock Units dated 02/15/2026.