DigitalOcean SVP & Chief Accounting Officer Disposes Shares via 10b5-1 Plan and Tax Withholding

Insider Filing Analysis: DigitalOcean Holdings, Inc. ($DOCN)

Reporting Owner: Cherie Barrett
Title: SVP, Chief Accounting Officer
Filing Date: September 4, 2026

Summary of Transactions

1. Tax Withholding (Code F): On September 1, 2026, 3,103 shares of Common Stock were withheld at a price of $110.69 per share to satisfy tax withholding obligations triggered by RSU vesting.
2. Rule 10b5-1 Sale (Code S): On September 3, 2026, Cherie Barrett sold 3,985 shares of Common Stock at a price of $105.73 per share, generating gross proceeds of approximately $421,334.05.

Holdings Post-Transaction

Following these dispositions, Cherie Barrett directly owns 58,399 shares of DigitalOcean Common Stock.

Significance Assessment

• Trading Significance: Low
• Rationale: The transactions consist of routine tax withholding upon equity vesting and a planned sale executed under a pre-established Rule 10b5-1 trading plan. The insider retains a substantial direct equity position of over 58,000 shares.