DDOG Form 144 — 12,607 Shares from RSU/PSU Vesting Listed for Sale

Rhea-AI Filing Summary

Datadog, Inc. (DDOG) filed a Form 144 reporting a proposed sale of 12,607 shares of Class A common stock via Morgan Stanley Smith Barney, with an aggregate market value of $1,723,124.76 and an approximate sale date of 09/02/2025. The filing states these shares were acquired 09/01/2025 as vested Restricted Stock Units and Performance Stock Units and were received as compensation. The filing also discloses multiple prior sales by the same person, David Obstler, on dates between 06/02/2025 and 07/03/2025.

Insights

Financial Analyst

TL;DR: Routine insider sale notice for vested equity; confirms compensation origin and planned brokered sale.

The Form 144 documents a planned broker-facilitated sale of 12,607 Class A shares valued at $1.72M, acquired the prior day through RSU/PSU vesting and marked as compensation. Because the shares originate from compensation rather than open-market purchases, this is a standard liquidity event for the insider. The filing lists multiple prior sales by David Obstler within the past month, which indicates ongoing disposition of holdings but does not, by itself, disclose company-operational issues.

Corporate Governance Expert

TL;DR: Compliance-focused disclosure showing timely notice and representation about material nonpublic information.

The filer declares no knowledge of undisclosed material adverse information and provides the required broker and sale timing details, satisfying Rule 144 procedural elements. The origin of the shares is explicitly compensation from RSU/PSU vesting on 09/01/2025, and the sale is routed through Morgan Stanley Smith Barney. From a governance perspective, the filing meets disclosure standards for insider transactions; the pattern of recent sales should be tracked but is presented transparently here.

09/02/2025 - 04:10 PM

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
Class A Common Stock	Morgan Stanley Smith Barney LLC Executive Services 200 W Civic Center Dr - 4th Floor Sandy UT 84070	12607	1723124.76	323270704	09/02/2025	NASDAQ

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 *
Class A Common Stock	09/01/2025	Restricted Stock Units and Performance Stock Units vesting	Issuer			12607	09/01/2025	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
David Obstler 620 8th Avenue, 45th floor New York NY 10018	Class A Common Stock	07/03/2025	15000	2211450
David Obstler 620 8th Avenue, 45th floor New York NY 10018	Class A Common Stock	06/30/2025	15000	2028750
David Obstler 620 8th Avenue, 45th floor New York NY 10018	Class A Common Stock	06/18/2025	15000	1953750
David Obstler 620 8th Avenue, 45th floor New York NY 10018	Class A Common Stock	06/17/2025	20000	2505000
David Obstler 620 8th Avenue, 45th floor New York NY 10018	Class A Common Stock	06/04/2025	20000	2405000
David Obstler 620 8th Avenue, 45th floor New York NY 10018	Class A Common Stock	06/02/2025	35016	4111048.21

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)