Tourmaline (DOCN) files Form 144 listing prior pre-IPO purchases

Tourmaline Partners, LLC submitted a Form 144 notice reporting proposed sales of Common Stock and earlier purchases of preferred shares acquired in cash.

Rhea-AI Filing Summary

Tourmaline Partners, LLC submitted a Form 144 notice reporting proposed sales of Common Stock and earlier purchases of preferred shares acquired in cash. The filing lists multiple pre-IPO secondary market purchases dated between 02/01/2020 and 10/30/2020, with specific lot sizes shown for each transaction.

Key Figures

Common Stock lot (10/09/2020): 4,000,638 shares Series C Preferred purchase: 4,674,685 shares Series Seed Preferred purchase: 299,670 shares +2 more

5 metrics

Common Stock lot (10/09/2020) 4,000,638 shares pre-IPO secondary market purchase on 10/09/2020

Series C Preferred purchase 4,674,685 shares purchase of preferred stock, dated 05/01/2020

Series Seed Preferred purchase 299,670 shares purchase of preferred stock on 10/02/2020

Common Stock lot (08/11/2020) 243,983 shares pre-IPO secondary market purchase on 08/11/2020

Common Stock lot (07/02/2020) 205,948 shares pre-IPO secondary market purchase on 07/02/2020

Key Terms

Form 144, pre-IPO secondary market purchase, Series C 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 C Preferred Stock financial

"Series C Preferred Stock | Purchase of Preferred Stock"

A Series C preferred stock is a specific class of ownership issued during a later funding round that gives holders priority over common shareholders for getting paid and receiving dividends, like having a reserved lane in traffic when money is distributed. It often includes agreed rights such as a fixed payout, protection against dilution, and the option to convert into common shares, so investors treat it as a mix of safety and upside potential.

FAQ

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

What does DOCN Form 144 from Tourmaline Partners report?

It reports proposed sales of Common Stock by Tourmaline Partners, LLC. The notice lists multiple pre-IPO secondary market purchases and a Series C preferred purchase, each with dates and lot sizes shown in the filing.

How many shares were purchased on 10/09/2020 according to the filing?

The filing lists a purchase of 4,000,638 shares of Common Stock on 10/09/2020. This is one of several dated lot purchases disclosed in the Form 144 submission.

Does the Form 144 show purchases of preferred stock for DOCN?

Yes. The filing includes a Series C Preferred purchase of 4,674,685 shares with a date shown as 05/01/2020, and a Series Seed Preferred purchase of 299,670 on 10/02/2020.

Who is the selling/filing party named in the Form 144?

The filer is identified as Tourmaline Partners, LLC with an address at 680 Washington Boulevard, 10th Floor, Stamford, CT. The filing lists that entity as the affiliate conducting the disclosed transactions.

What time span do the listed transactions cover in the Form 144?

The disclosed lot purchases span from 02/01/2020 through 10/30/2020, showing multiple pre-IPO secondary market purchases and preferred stock purchases across that period.

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

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Accepted by SEC EDGAR 05/07/2026 - 06:42 PM EDT 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 *
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

Nothing to Report

144: Remarks and Signature

Remarks	Form 2 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)