X0508 4 2025-11-17 0 0001467623 DROPBOX, INC. DBX 0002060166 Alkarmi Ashraf 1800 OWENS STREET SUITE 200 SAN FRANCISCO CA 94158 0 1 0 0 General Manager, Core 1 Class A Common Stock 2025-11-17 4 F 0 13425 30.36 D 445908 D Class A Common Stock 2025-11-18 4 S 0 6300 28.9762 D 439608 D Class A Common Stock 2025-11-18 4 S 0 3798 29.5227 D 435810 D Represents shares that have been withheld by the Issuer to satisfy tax withholding and remittance obligations in connection with the vesting and net settlement of restricted stock units previously reported. Certain of these securities are restricted stock units. Each restricted stock unit represents the Reporting Person's right to receive one share of Class A Common Stock, subject to the applicable vesting schedule through November 15, 2028. In the event the Reporting Person ceases to be a Service Provider, the unvested restricted stock units will be cancelled by the Issuer. These shares were sold pursuant to a Rule 10b5-1 trading plan adopted by the Reporting Person on March 14, 2025. This transaction was executed in multiple trades at prices ranging from $28.39 to $29.38. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected. This transaction was executed in multiple trades at prices ranging from $29.42 to $29.65. The price reported above reflects the weighted average sale price. The Reporting Person hereby undertakes to provide upon request to the SEC staff, the issuer or a security holder of the issuer full information regarding the number of shares and prices at which the transaction was effected. /s/ Cara Angelmar, Attorney-in-Fact 2025-11-19