DigitalOcean CAO sells 3,985 shares at $105.73

DigitalOcean’s chief accounting officer reported a Rule 10b5-1 sale and tax-related share withholding in early September 2026.

Rhea-AI Filing Summary

DigitalOcean Holdings, Inc. (DOCN) reported that its SVP and Chief Accounting Officer, Cherie Barrett, disposed of common stock in early September 2026. On September 3, 2026, she sold 3,985 shares of common stock at $105.73 per share in a market transaction effected under a Rule 10b5-1 trading plan. On September 1, 2026, 3,103 shares were withheld by DigitalOcean to satisfy Barrett’s tax withholding obligations related to the vesting and settlement of restricted stock units.

Insider Trade Summary 10b5-1

Net Seller: 3,985 shares

Net Sell 2 txns

Insider Barrett Cherie

Role SVP, Chief Accounting Officer

Sold 3,985 shs ($421K)

Type	Security	Shares	Price	Value
Sale	Common Stock F2	3,985	$105.73	$421K
Tax Withholding	Common Stock F1	3,103	$110.69	$343K

Holdings After Transaction: Common Stock — 58,399 shares (Direct)

Footnotes (2)

1. F1. The transaction reported represents the withholding of shares by the Issuer to satisfy the Reporting Person's tax withholding obligations in connection with the non-reportable vesting and settlement of restricted stock units.
2. F2. The sale reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan previously adopted by the Reporting Person.

Key Figures

Shares sold: 3,985 shares Sale price: $105.73 per share Shares withheld for taxes: 3,103 shares +3 more

6 metrics

Shares sold 3,985 shares Common stock sale reported for September 3, 2026

Sale price $105.73 per share Common stock sale of 3,985 shares on September 3, 2026

Shares withheld for taxes 3,103 shares Shares withheld to satisfy tax obligations on September 1, 2026

Value used for tax withholding $110.69 per share Per-share value for 3,103 shares withheld for tax obligations

Net shares sold (excluding tax withholding) 3,985 shares Net shares sold in market transaction, not counting tax-related withholding

Shares used for tax withholding events 3,103 shares Shares delivered or withheld to satisfy tax obligations from RSU vesting

Key Terms

Rule 10b5-1 trading plan, restricted stock units, tax withholding obligations

3 terms

Rule 10b5-1 trading plan regulatory

"The sale reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan"

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

restricted stock units financial

"in connection with the non-reportable vesting and settlement of restricted stock units"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

tax withholding obligations financial

"to satisfy the Reporting Person's tax withholding obligations in connection with the"

FAQ

AI-generated questions and answers. How Rhea-AI works. Not financial advice.

What insider transactions did DOCN report for Cherie Barrett in this Form 4?

DOCN reported that Cherie Barrett sold 3,985 shares of common stock on September 3, 2026, and had 3,103 shares withheld on September 1, 2026, to cover tax withholding obligations from vesting restricted stock units.

At what prices were the DOCN insider transactions reported?

The Form 4 reports a sale of 3,985 shares at $105.73 per share on September 3, 2026, and a tax-related withholding of 3,103 shares valued at $110.69 per share on September 1, 2026.

Was the DOCN insider sale made under a Rule 10b5-1 trading plan?

Yes. The Form 4 states that the 3,985-share sale on September 3, 2026 was effected pursuant to a previously adopted Rule 10b5-1 trading plan.

Why were 3,103 DOCN shares disposed of on September 1, 2026?

The 3,103 shares on September 1, 2026 represent shares withheld by DigitalOcean to satisfy Cherie Barrett’s tax withholding obligations in connection with the vesting and settlement of restricted stock units.

Does this DOCN Form 4 show Cherie Barrett’s remaining share holdings?

No. The Form 4 reports the 3,985-share sale and the 3,103-share tax withholding, but it does not state the total number of shares she owned after these transactions.

AI-generated analysis. How Rhea-AI works. Not financial advice.

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Available on EDGAR 09/03/2026 - 08:45 PM EDT Accepted by SEC EDGAR 09/03/2026 - 08:45 PM EDT Learn about SEC filing dates

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

X

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Barrett Cherie

(Last) (First) (Middle)

C/O DIGITALOCEAN HOLDINGS, INC.

105 EDGEVIEW DRIVE, SUITE 425

(Street)

BROOMFIELD COLORADO 80012

(City) (State) (Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
DigitalOcean Holdings, Inc. [ DOCN ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	SVP, Chief Accounting Officer

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
09/01/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Common Stock	09/01/2026		F(1)		3,103	D	$110.69	62,384	D
Common Stock	09/03/2026		S(2)		3,985	D	$105.73	58,399	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares

Explanation of Responses:

1. The transaction reported represents the withholding of shares by the Issuer to satisfy the Reporting Person's tax withholding obligations in connection with the non-reportable vesting and settlement of restricted stock units.

2. The sale reported in this Form 4 was effected pursuant to a Rule 10b5-1 trading plan previously adopted by the Reporting Person.

Remarks:

	/s/ Tiffany Hui, Attorney-in-Fact	09/03/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)