DigitalOcean (DOCN) affiliate reports May 2026 sales; 104.4M shares listed

Rhea-AI Filing Summary

DigitalOcean Holdings, Inc. affiliates submitted a Form 144 disclosing proposed sales of Common Stock, listing 104,364,181 shares and an aggregate offering price of $521,982,099.72 as shown in the excerpt dated 05/13/2026. The filing lists multiple earlier pre-IPO secondary purchases and shows recent sales by AI Droplet Holdings LLC of 210,659 and 181,147 shares on 05/07/2026 and 05/11/2026, respectively.

The disclosure enumerates many historical pre-IPO acquisitions (various dates in 2020) and preferred-stock purchases of DigitalOcean Holdings, Inc.; the excerpt presents transaction dates and share counts but does not state under which distribution methods the sales will be effected.

Insights

Corporate Finance Analyst

Form 144 lists a large resale quantity and recent May 2026 dispositions by an affiliate.

The excerpt shows a reported quantity of 104,364,181 shares tied to the filing and an aggregate offering price of $521,982,099.72. It also lists two specific sales: 210,659 and 181,147 shares on 05/07/2026 and 05/11/2026. These figures are presented as proposed/registered resale amounts in the notice.

Cash-flow treatment and the specific distribution methods are not stated in the provided excerpt. Subsequent filings or trade reports would be required to track executed volumes and timing; the excerpt does list numerous 2020 pre-IPO purchases as provenance for the holdings being resold.

Key Figures

Registered/offering amount: 104,364,181 shares Aggregate offering price: $521,982,099.72 Sale on 05/07/2026: 210,659 shares +2 more

5 metrics

Registered/offering amount 104,364,181 shares listed on Form 144 excerpt dated 05/13/2026

Aggregate offering price $521,982,099.72 aggregate amount shown on excerpt dated 05/13/2026

Sale on 05/07/2026 210,659 shares AI Droplet Holdings LLC sale reported 05/07/2026

Sale on 05/11/2026 181,147 shares AI Droplet Holdings LLC sale reported 05/11/2026

Preferred purchase (May 2020) 4,674,685 shares Series C Preferred Stock purchase dated 05/08/2020 (listed in excerpt)

Key Terms

Form 144, Pre-IPO Secondary Market Purchase, Affiliate of Issuer

3 terms

Form 144 regulatory

"Filer Information ... 144: Filer Information"

Form 144 is a document that investors must file with the government when they plan to sell a large number of shares of a company's stock. It helps ensure transparency so everyone knows how many shares are being sold and when, which can impact the stock's price.

Pre-IPO Secondary Market Purchase market

"Common Stock | 03/30/2020 | Pre-IPO Secondary Market Purchase"

Affiliate of Issuer legal

"Pre-IPO Secondary Market Purchase | Affiliate of Issuer"

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 Stock	Bank of America/Merrill Lynch One Bryant Park New York NY 10036	3278988	521982099.72	104364181	05/13/2026	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 Stock	03/30/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			104894	03/30/2020	Cash
Common Stock	04/03/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			1600	04/03/2020	Cash
Common Stock	04/17/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			29500	04/17/2020	Cash
Series C Preferred Stock	05/08/2020	Purchase of Preferred Stock	DigitalOcean Holdings, Inc.			4674685	05/01/2020	Cash
Common Stock	05/13/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			125000	05/13/2020	Cash
Common Stock	05/22/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			80000	05/22/2020	Cash
Common Stock	06/05/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			13226	06/05/2020	Cash
Common Stock	06/12/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			15000	06/12/2020	Cash
Common Stock	06/19/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			24375	06/19/2020	Cash
Common Stock	06/29/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			21254	06/29/2020	Cash
Common Stock	07/02/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			205948	07/02/2020	Cash
Common Stock	07/08/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			25675	07/08/2020	Cash
Common Stock	07/24/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			168000	07/24/2020	Cash
Common Stock	07/31/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			10000	07/31/2020	Cash
Common Stock	08/11/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			243983	08/11/2020	Cash
Common Stock	08/21/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			270507	08/21/2020	Cash
Common Stock	09/11/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			153486	09/11/2020	Cash
Common Stock	09/18/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			59489	09/18/2020	Cash
Common Stock	09/25/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			145240	09/25/2020	Cash
Series Seed Preferred Stock	10/02/2020	Purchase of Preferred Stock	DigitalOcean Holdings, Inc.			299670	10/02/2020	Cash
Common Stock	10/02/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			300000	10/02/2020	Cash
Common Stock	10/09/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			4000638	10/09/2020	Cash
Common Stock	10/16/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			100000	10/16/2020	Cash
Common Stock	10/30/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			100000	10/30/2020	Cash
Common Stock	12/01/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			35509	02/01/2020	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
AI Droplet Holdings LLC Access Industries, Inc. 40 West 57th St, 28th Floor New York NY 10019	Common Stock	05/07/2026	210659	31805556.10
AI Droplet Holdings LLC Access Industries, Inc. 40 West 57th St, 28th Floor New York NY 10019	Common Stock	05/11/2026	181147	28977235.31

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 disclose about shares being sold?

The filing discloses 104,364,181 shares of Common Stock and an aggregate offering price of $521,982,099.72. It lists specific recent sales of 210,659 and 181,147 shares in May 2026 and multiple historical pre-IPO purchases from 2020.

Who is reported as selling DOCN shares in this excerpt?

The excerpt identifies AI Droplet Holdings LLC (an affiliate) as reporting sales of 210,659 and 181,147 shares on 05/07/2026 and 05/11/2026. Other entries list affiliates and historical purchasers in 2020.

Does the excerpt state how the DOCN shares will be sold?

The provided excerpt does not specify the distribution methods. It lists proposed quantities, dates, and provenance from pre-IPO purchases but does not state brokerage, block trade, or other sale methods.

Are the share counts from 2020 relevant to the current Form 144 for DOCN?

Yes. The excerpt lists many 2020 pre-IPO secondary purchases and preferred-stock purchases as the origin of the holdings; these entries document how the resellers originally acquired the shares now reported for resale.