Tourmaline files Form 144 to sell DOCN shares

Tourmaline Partners, LLC filed a Form 144 to report proposed sales of Common Stock of DigitalOcean Holdings, Inc. The filing lists a sequence of historical pre-IPO secondary market purchases by an affiliate, with multiple dated lot sizes.

Rhea-AI Filing Summary

Tourmaline Partners, LLC filed a Form 144 to report proposed sales of Common Stock of DigitalOcean Holdings, Inc. The filing lists a sequence of historical pre-IPO secondary market purchases by an affiliate, with multiple dated lot sizes. Examples include purchases of 724,074 shares on 01/08/2020 and 745,303 shares on 02/19/2020

Insights

Securities Compliance Counsel

Form 144 notifies market regulators of an affiliate's intent to sell previously acquired Common Stock.

The filing lists many dated acquisitions described as Pre-IPO Secondary Market Purchase, showing the provenance and lot sizes of the shares being registered for sale. The listing documents purchase dates and share counts for numerous lots dated between 2015 and 2020.

Cash‑flow treatment is not specified in the excerpt; subsequent public disclosures or broker records will show timing and method of actual sales.

Key Figures

Filing date shown: 05/07/2026 Example lot: 724,074 shares Example lot: 745,303 shares +1 more

4 metrics

Filing date shown 05/07/2026 Date header in the excerpt

Example lot 724,074 shares Purchase date 01/08/2020

Example lot 745,303 shares Purchase date 02/19/2020

Example lot 302,452 shares Purchase date 09/13/2019

Key Terms

Form 144, Pre-IPO Secondary Market Purchase, Series B Preferred Stock

3 terms

Form 144 regulatory

"144: Securities To Be Sold"

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

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

Series B Preferred Stock financial

"Series B Preferred Stock | 06/29/2015 | Purchase of Preferred Stock"

Series B preferred stock is a type of ownership share issued by a company that offers certain advantages over common stock, such as priority in receiving dividends or assets if the company is sold or liquidated. It is typically issued after an initial round of funding, making it a way for investors to support a company's growth while gaining some protections and benefits. This stock matters to investors because it often provides a more secure investment position with potential for future growth.

FAQ

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

What does Tourmaline's Form 144 for DOCN mean?

It notifies regulators of an intent to sell previously acquired shares. The Form 144 lists historical pre-IPO purchases and signals that affiliated holdings may be offered for sale, subject to applicable resale rules and any broker handling the transaction.

How many shares are referenced in the filing for DOCN?

The excerpt shows multiple lot sizes rather than a single aggregate. Examples include 724,074 shares on 01/08/2020 and 745,303 shares on 02/19/2020; the filing lists many additional dated purchases.

Who is the selling party in the Form 144 for DOCN?

The filer is Tourmaline Partners, LLC, and the transactions list an Affiliate of Issuer as the purchaser for many lots. The filing therefore reflects affiliated holdings tied to DigitalOcean Holdings, Inc.

Does Form 144 mean shares have already been sold?

No. Form 144 is a notice of proposed sale under resale rules. It reports share provenance and intent to sell; actual execution, timing, and sale proceeds are not shown in the provided excerpt.

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

See more from StockTitan in Google Search and AI answers. Adds StockTitan as a preferred source · opens Google

Add on Google Not now

Accepted by SEC EDGAR 05/07/2026 - 06:40 PM 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	0001849909
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	646-827-4366
Name of Person for Whose Account the Securities are To Be Sold	AI Droplet Holdings LLC
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	10% Stockholder

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	Tourmaline Partners, LLC 680 Washington Boulevard 10th Floor Stamford CT 06901	210659	31689433.37	104364181	05/07/2026	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 *
Series B Preferred Stock	06/29/2015	Purchase of Preferred Stock	DigitalOcean Holdings, Inc.			2158411	06/01/2015	Cash
Common Stock	01/07/2016	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			12000	01/07/2016	Cash
Common Stock	11/02/2016	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			5000	11/02/2016	Cash
Common Stock	01/04/2017	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			6562	01/04/2017	Cash
Common Stock	01/26/2017	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			104218	01/26/2017	Cash
Common Stock	03/24/2017	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			11416	03/24/2017	Cash
Common Stock	03/27/2017	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			10000	03/27/2017	Cash
Common Stock	06/14/2017	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			50000	06/14/2017	Cash
Common Stock	08/16/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			43478	08/16/2018	Cash
Common Stock	09/06/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			36691	09/06/2018	Cash
Common Stock	09/13/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			6373	09/13/2018	Cash
Common Stock	09/18/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			13217	09/18/2018	Cash
Common Stock	09/27/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			40000	09/27/2018	Cash
Common Stock	10/03/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			10000	10/03/2018	Cash
Common Stock	10/27/2018	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			1248	10/27/2018	Cash
Common Stock	02/15/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			30500	02/15/2019	Cash
Common Stock	02/22/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			31111	02/22/2019	Cash
Common Stock	02/27/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			8500	02/27/2019	Cash
Common Stock	06/07/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			14166	06/07/2019	Cash
Common Stock	07/10/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			85295	07/10/2019	Cash
Common Stock	08/02/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			192778	08/02/2019	Cash
Common Stock	09/13/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			302452	09/13/2019	Cash
Common Stock	09/18/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			3791	09/18/2019	Cash
Common Stock	09/27/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			4281	09/27/2019	Cash
Common Stock	10/10/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			16529	10/10/2019	Cash
Common Stock	10/28/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			100000	10/28/2019	Cash
Common Stock	11/12/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			23958	11/12/2019	Cash
Common Stock	12/23/2019	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			10000	12/23/2019	Cash
Common Stock	01/08/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			724074	01/08/2020	Cash
Common Stock	01/09/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			14062	01/09/2020	Cash
Common Stock	01/13/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			116645	01/13/2020	Cash
Common Stock	01/15/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			17825	01/15/2020	Cash
Common Stock	01/28/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			20000	01/28/2020	Cash
Common Stock	02/07/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			138616	02/07/2020	Cash
Common Stock	02/14/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			10000	02/14/2020	Cash
Common Stock	02/19/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			745303	02/19/2020	Cash
Common Stock	02/21/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			107157	02/21/2020	Cash
Common Stock	03/04/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			142503	03/04/2020	Cash
Common Stock	03/13/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			35655	03/13/2020	Cash
Common Stock	03/20/2020	Pre-IPO Secondary Market Purchase	Affiliate of Issuer			47810	03/20/2020	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

Nothing to Report

144: Remarks and Signature

Remarks	Form 1 of 2.
Date of Notice	05/07/2026
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	Langhorne S. Perrow
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)