DROPBOX, INC. — Insider Transactions
Form 4 filings by directors, officers, and 10%+ shareholders
SEC rules require corporate insiders — including directors, executive officers, and any shareholder owning more than 10% of a company's shares — to report changes in their ownership within two business days of a transaction. These disclosures are filed as Form 4. Open-market purchases (code P) are generally considered the most meaningful signal, as insiders are spending their own money.
| Insider | Title | Type | Shares | Price | Value | Owns After | Date |
|---|---|---|---|---|---|---|---|
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,168 | $27.88 | $32,564 | 93,870 | Dec 29, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,168 | $28.35 | $33,113 | 95,038 | Dec 15, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 1,500 | $28.35 | $42,525 | 437,647 | Dec 15, 2025 |
| Houston Andrew | Chief Executive Officer | Sale | 9,167 | $30.00 | $275,010 | — | Dec 3, 2025 |
| Houston Andrew | Chief Executive Officer | C | 92,000 | — | — | 92,000 | Dec 1, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,168 | $29.60 | $34,573 | 96,206 | Dec 1, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 1,500 | $29.64 | $44,460 | 439,147 | Nov 28, 2025 |
| Dasdan Ali | Chief Technology Officer | Sale | 5,666 | $30.00 | $169,980 | 520,474 | Nov 24, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,168 | $29.43 | $34,374 | 97,374 | Nov 20, 2025 |
| Yoon William T | Chief Legal Officer | Sale | 4,500 | $28.99 | $130,455 | 208,870 | Nov 18, 2025 |
| Dasdan Ali | Chief Technology Officer | Sale | 3,966 | $29.04 | $115,173 | 527,840 | Nov 18, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Tax Withholding | 5,049 | $30.36 | $153,288 | 98,542 | Nov 17, 2025 |
| Alkarmi Ashraf | General Manager, Core | Sale | 6,300 | $28.98 | $182,574 | 439,608 | Nov 17, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 1,500 | $30.25 | $45,375 | 467,121 | Nov 17, 2025 |
| Houston Andrew | Chief Executive Officer | Sale | 101,167 | $30.23 | $3,058,278 | — | Nov 14, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,066 | $28.40 | $30,274 | 103,591 | Oct 30, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 1,500 | $28.40 | $42,600 | 468,621 | Oct 30, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 1,500 | $28.62 | $42,930 | 470,121 | Oct 15, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,066 | $28.62 | $30,509 | 104,657 | Oct 15, 2025 |
| Houston Andrew | Chief Executive Officer | C | 101,167 | — | — | 101,167 | Oct 1, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,066 | $30.71 | $32,737 | 105,723 | Sep 30, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 5,000 | $29.76 | $148,800 | 471,621 | Sep 30, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,066 | $30.87 | $32,907 | 106,789 | Sep 15, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 1,500 | $30.87 | $46,305 | 478,121 | Sep 15, 2025 |
| Peacock Karen | — | Sale | 2,000 | $30.00 | $60,000 | 23,295 | Sep 8, 2025 |
| Yoon William T | Chief Legal Officer | Sale | 11,430 | $30.16 | $344,729 | 223,662 | Sep 8, 2025 |
| Dasdan Ali | Chief Technology Officer | Sale | 12,812 | $30.00 | $384,360 | 551,060 | Sep 8, 2025 |
| Alkarmi Ashraf | General Manager, Core | Sale | 10,000 | $30.00 | $300,000 | 459,333 | Sep 8, 2025 |
| Houston Andrew | Chief Executive Officer | C | 45,835 | — | — | 45,835 | Sep 8, 2025 |
| Parasnis Abhay | — | Sale | 1,782 | $29.50 | $52,569 | 38,740 | Sep 5, 2025 |
| Houston Andrew | Chief Executive Officer | Sale | 92,000 | $28.52 | $2,623,840 | — | Sep 2, 2025 |
| Schubach Sarah Elizabeth | Chief Accounting Officer | Sale | 1,067 | $28.49 | $30,399 | 107,855 | Sep 2, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 2,500 | $29.01 | $72,525 | 479,621 | Aug 29, 2025 |
| Moore Andrew William | — | Sale | 14,105 | $28.78 | $405,942 | 8,443 | Aug 28, 2025 |
| Parasnis Abhay | — | Sale | 3,564 | $28.26 | $100,719 | 40,522 | Aug 20, 2025 |
| Dasdan Ali | Chief Technology Officer | Sale | 5,666 | $27.30 | $154,682 | 563,872 | Aug 18, 2025 |
| Yoon William T | Chief Legal Officer | Tax Withholding | 10,745 | $27.73 | $297,959 | 235,092 | Aug 15, 2025 |
| Alkarmi Ashraf | General Manager, Core | Sale | 10,098 | $27.30 | $275,675 | 469,333 | Aug 15, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 2,500 | $27.95 | $69,875 | 482,121 | Aug 15, 2025 |
| Dasdan Ali | Chief Technology Officer | Sale | 7,146 | $27.82 | $198,802 | 588,793 | Aug 15, 2025 |
| Houston Andrew | Chief Executive Officer | C | 92,000 | — | — | 92,000 | Aug 14, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 2,500 | $27.98 | $69,950 | 511,094 | Jul 29, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 2,500 | $26.83 | $67,075 | 513,594 | Jul 15, 2025 |
| Houston Andrew | Chief Executive Officer | Sale | 92,000 | $27.96 | $2,572,320 | — | Jul 1, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 10,000 | $27.94 | $279,400 | 516,094 | Jun 30, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 2,500 | $28.10 | $70,250 | 528,594 | Jun 13, 2025 |
| Alkarmi Ashraf | General Manager, Core | Sale | 10,098 | $28.10 | $283,754 | 492,856 | Jun 13, 2025 |
| Houston Andrew | Chief Executive Officer | C | 135,000 | — | — | 851,728 | Jun 11, 2025 |
| Regan Timothy | Chief Financial Officer | Sale | 2,500 | $28.78 | $71,950 | 531,094 | May 30, 2025 |
| Peacock Karen | — | Sale | 7,000 | $28.53 | $199,710 | 25,295 | May 27, 2025 |