DigitalOcean officer plans sale of 3,985 shares

DigitalOcean Holdings, Inc. (DOCN) received a Rule 144 notice related to planned sales of its common stock by officer Cherie L. Barrett.

Rhea-AI Filing Summary

DigitalOcean Holdings, Inc. (DOCN) received a Rule 144 notice related to planned sales of its common stock by officer Cherie L. Barrett. The notice covers 3,985 shares of common stock with an aggregate market value of $421,334.05, with sales expected around September 3, 2026 on the NYSE. The shares are tied to restricted stock vesting on September 1, 2026, and are held at Fidelity Brokerage Services LLC.

The filing also reports that Barrett sold 4,456 shares of DOCN common stock during the prior three months for aggregate proceeds of $589,840.72. DigitalOcean’s common shares outstanding are reported as 117,579,550 shares, providing context for the relative size of the planned sale.

Key Figures

Shares proposed to be sold: 3,985 shares Aggregate market value of proposed sale: $421,334.05 Shares outstanding: 117,579,550 shares +4 more

7 metrics

Shares proposed to be sold 3,985 shares Common stock covered by the Rule 144 notice

Aggregate market value of proposed sale $421,334.05 Value of 3,985 DOCN shares in the Rule 144 notice

Shares outstanding 117,579,550 shares DigitalOcean common shares outstanding referenced in the notice

Prior 3‑month shares sold 4,456 shares Shares of DOCN sold on August 13, 2026

Proceeds from prior 3‑month sale $589,840.72 Aggregate proceeds from the August 13, 2026 DOCN sale

Restricted stock vesting date September 1, 2026 Vesting date tied to the 3,985 DOCN shares

Approximate sale date September 3, 2026 Expected date for Rule 144 sales on the NYSE

Key Terms

Rule 144, restricted stock vesting, attorney-in-fact, aggregate market value, +1 more

5 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

restricted stock vesting financial

"Common | 09/01/2026 | Restricted Stock Vesting | Issuer"

Restricted stock vesting is the timetable and conditions under which shares granted to employees or insiders become fully owned and can be sold, typically requiring continued work or meeting performance goals. It matters to investors because large blocks of shares can become tradable at once, which can change share supply and price, and because vesting aligns insiders’ incentives with the company’s long‑term performance—think of it like a timed unlock that both rewards and locks in key people.

attorney-in-fact regulatory

"as attorney-in-fact for Cherie Barrett"

An attorney-in-fact is the person or entity given legal authority through a power of attorney to act on behalf of another for specific tasks, such as signing documents, voting shares, or handling transactions. For investors, this matters because it lets a trusted representative make timely decisions or complete paperwork when the owner cannot, much like handing keys to someone to run errands on your behalf—so checks on scope and limits of that authority are important.

aggregate market value financial

"| 3985 | 421334.05 | 117579550 |"

Aggregate market value is the combined price you would pay to buy all outstanding shares of a company or all companies in a group at current market prices — essentially the sum of each stock’s market capitalization. It matters to investors because it shows the overall size and weight of an investment or sector (like the total cost to buy every piece of a puzzle), helps compare scale across companies or markets, and influences index composition and risk exposure.

compensation financial

"| 3985 | 09/01/2026 | Compensation"

FAQ

What does the Form 144 filing disclose for DigitalOcean Holdings, Inc. (DOCN)?

The filing discloses that officer Cherie L. Barrett has given notice under Rule 144 of an intended sale of 3,985 shares of DigitalOcean common stock, related to restricted stock vesting, with anticipated sales around September 3, 2026 on the NYSE.

How many DOCN shares are proposed to be sold under this Form 144?

The notice covers a proposed sale of 3,985 shares of DigitalOcean Holdings, Inc. common stock. The filing lists an aggregate market value of $421,334.05 for these shares at the time of the notice.

What is the context for the 3,985 DOCN shares being sold?

The 3,985 shares of DigitalOcean common stock are associated with restricted stock vesting on September 1, 2026. The source of the shares is identified as the issuer, and the transaction type is listed as compensation.

When are the DOCN shares expected to be sold under this Rule 144 notice?

The notice lists an approximate sale date of September 3, 2026, with the shares to be sold on the NYSE through Fidelity Brokerage Services LLC. This date is presented as an expected timing for the transaction.

How many DigitalOcean (DOCN) shares did Cherie L. Barrett sell in the past three months?

During the past three months, Cherie L. Barrett is reported to have sold 4,456 shares of DigitalOcean common stock on August 13, 2026, for $589,840.72 in aggregate proceeds.

What is DigitalOcean Holdings, Inc. (DOCN) common stock share count referenced in the filing?

The filing references 117,579,550 shares of DigitalOcean common stock as the number of shares outstanding. This figure serves as context for evaluating the relative size of the 3,985-share proposed sale.

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

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Available on EDGAR 09/03/2026 - 11:11 AM Accepted by SEC EDGAR 09/03/2026 - 11:11 AM Learn about SEC filing dates

Form 144 Filer Information	UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 Form 144 NOTICE OF PROPOSED SALE OF SECURITIES PURSUANT TO RULE 144 UNDER THE SECURITIES ACT OF 1933
FORM 144

144: Filer Information

Filer CIK	0002002093
Filer CCC	XXXXXXXX
Is this a LIVE or TEST Filing?	LIVE TEST
Submission Contact Information
Name
Phone
E-Mail Address

144: Issuer Information

Name of Issuer	DigitalOcean Holdings, Inc.
SEC File Number	001-40252
Address of Issuer	105 EDGEVIEW DRIVE SUITE 425 BROOMFIELD COLORADO 80021
Phone	6468274366
Name of Person for Whose Account the Securities are To Be Sold	Barrett Cherie
See the definition of "person" in paragraph (a) of Rule 144. Information is to be given not only as to the person for whose account the securities are to be sold but also as to all other persons included in that definition. In addition, information shall be given as to sales by all persons whose sales are required by paragraph (e) of Rule 144 to be aggregated with sales for the account of the person filing this notice.
Relationship to Issuer	Officer

144: Securities Information

Title of the Class of Securities To Be Sold	Name and Address of the Broker	Number of Shares or Other Units To Be Sold	Aggregate Market Value	Number of Shares or Other Units Outstanding	Approximate Date of Sale	Name the Securities Exchange
Common	Fidelity Brokerage Services LLC 900 Salem Street Smithfield RI 02917	3985	421334.05	117579550	09/03/2026	NYSE

Furnish the following information with respect to the acquisition of the securities to be sold and with respect to the payment of all or any part of the purchase price or other consideration therefor:

144: Securities To Be Sold

Title of the Class	Date you Acquired	Nature of Acquisition Transaction	Name of Person from Whom Acquired	Is this a Gift?	Date Donor Acquired	Amount of Securities Acquired	Date of Payment	Nature of Payment *
Common	09/01/2026	Restricted Stock Vesting	Issuer			3985	09/01/2026	Compensation

* If the securities were purchased and full payment therefor was not made in cash at the time of purchase, explain in the table or in a note thereto the nature of the consideration given. If the consideration consisted of any note or other obligation, or if payment was made in installments describe the arrangement and state when the note or other obligation was discharged in full or the last installment paid.

Furnish the following information as to all securities of the issuer sold during the past 3 months by the person for whose account the securities are to be sold.

144: Securities Sold During The Past 3 Months

Name and Address of Seller	Title of Securities Sold	Date of Sale	Amount of Securities Sold	Gross Proceeds
Cherie L. Barrett 105 Edgeview Drive Suite 425 Broomfield CO 80021	Common	08/13/2026	4456	589840.72

144: Remarks and Signature

Remarks
Date of Notice	09/03/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	05/13/2026
ATTENTION:
The person for whose account the securities to which this notice relates are to be sold hereby represents by signing this notice that he does not know any material adverse information in regard to the current and prospective operations of the Issuer of the securities to be sold which has not been publicly disclosed. If such person has adopted a written trading plan or given trading instructions to satisfy Rule 10b5-1 under the Exchange Act, by signing the form and indicating the date that the plan was adopted or the instruction given, that person makes such representation as of the plan adoption or instruction date.
Signature	/s/ Daniel Tucci, as a duly authorized representative of Fidelity Brokerage Services LLC, as attorney-in-fact for Cherie Barrett
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)