[144] DigitalOcean Holdings, Inc. SEC Filing

Rhea-AI Filing Summary

DigitalOcean Holdings, Inc. (DOCN) Form 144 reports a proposed sale of 7,900 common shares through Fidelity Brokerage Services on 08/22/2025 with an aggregate market value of $247,053.26. The filing shows the shares were acquired via options granted on 04/16/2018 and the proposed sale would be paid in cash. The filing also discloses four recent sales by Plato Partners LLC totaling 54,934 shares for aggregate gross proceeds of $1,708,538.75. The form affirms the seller does not possess undisclosed material adverse information.

Positive

• Clear compliance with Rule 144 disclosure requirements showing acquisition source, broker, sale date, and value
• Detailed recent-sales history is provided, giving transparency into recent monetization by Plato Partners LLC

Negative

• Substantial recent selling by Plato Partners LLC: 54,934 shares sold in the past three months for approximately $1,708,538.75, which may be material to investors monitoring insider or affiliate selling

Insights

Securities Analyst

TL;DR: Routine Rule 144 notice showing option exercise sale and recent third-party sales totaling ~55k shares ($1.71M).

The filing is a standard Rule 144 notice for an insider/affiliate sale of 7,900 shares via a broker on 08/22/2025 valued at $247k. Acquisition is listed as options granted in 2018, with cash payment on sale. Importantly, the filing lists four prior sales by Plato Partners LLC in the past three months totaling 54,934 shares and $1.71M proceeds, which may reflect ongoing monetization by related holders. No financial results, exemptions, or trading-plan details are provided in the form.

Corporate Governance Expert

TL;DR: Disclosure aligns with compliance obligations; significant recent sales by a related party are visible.

The document complies with Rule 144 disclosure requirements by itemizing the proposed sale, acquisition source (options granted 04/16/2018), payment method (cash), and recent sales history. The repeated sales by Plato Partners LLC totaling 54,934 shares over recent dates are notable from a governance perspective because they indicate concentrated selling by an affiliated holder. The filer attests no undisclosed material adverse information, but the form does not include any context on relationship to the issuer or whether a 10b5-1 plan applies.

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

144: Issuer Information

Name of Issuer

SEC File Number

Address of Issuer

Phone

Name of Person for Whose Account the Securities are To Be Sold

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

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	7900	247053.26	91037498	08/22/2025	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	08/22/2025	Options Granted - 04/16/2018	Issuer			7900	08/22/2025	Cash

* 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
Plato Partners Llc 105 Edgeview Drive Suite 425 Broomfield CO 80021	Common	06/09/2025	5417	157418.02
Plato Partners Llc 105 Edgeview Drive Suite 425 Broomfield CO 80021	Common	08/11/2025	16417	500423.16
Plato Partners Llc 105 Edgeview Drive Suite 425 Broomfield CO 80021	Common	08/13/2025	31000	984250.00
Plato Partners Llc 105 Edgeview Drive Suite 425 Broomfield CO 80021	Common	08/19/2025	2100	66447.57

144: Remarks and Signature

Remarks

Date of Notice

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

ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)

FAQ

What does the DOCN Form 144 report?

The Form 144 reports a proposed sale of 7,900 DOCN common shares through Fidelity on 08/22/2025 valued at $247,053.26.

Who sold shares in the recent transactions listed?

The recent sales listed were made by Plato Partners LLC from addresses shown, totaling 54,934 shares across four transactions.

How much did the recent sales raise?

Aggregate gross proceeds from the four listed sales equal approximately $1,708,538.75.

How were the 7,900 shares acquired?

The filing lists the acquisition as Options Granted (original grant dated 04/16/2018) with acquisition date shown as 08/22/2025.

Does the Form 144 state the seller has undisclosed material information?

No; by signing the notice the person represents they do not know any material adverse information about the issuer that has not been publicly disclosed.