David Obstler to sell 75,000 Class A shares of Datadog (NASDAQ: DDOG)

Rhea-AI Filing Summary

David Obstler submitted a Form 144 notice proposing the sale of 75,000 shares of Class A Common Stock with an aggregate value listed as $17,558,250.00. The filing lists shares outstanding of 330,825,798 as of 06/08/2026. The excerpt also shows prior reported sales of 16,323 shares on 06/02/2026 for $4,360,761.27, and identifies 55,752 RSUs (09/01/2021) and 19,248 PSUs (03/01/2024) in the securities table.

Insights

Securities Counsel

Form 144 records a planned sale of 75,000 Class A shares and prior small sale.

The notice lists 75,000 shares with an aggregate amount of $17,558,250.00 and shows 16,323 shares sold on 06/02/2026 for $4,360,761.27. This is a declaration of intent to sell under Rule 144 reporting mechanics.

Timing and specific distribution methods are not provided in the excerpt; subsequent Form 4/144 amendments or broker reports would record actual transfers and purchasers.

Corporate Finance Analyst

Filing quantifies potential near-term share supply relative to outstanding shares.

The cover shows shares outstanding of 330,825,798 as of 06/08/2026, with a proposed sale of 75,000 shares. The listed RSUs (55,752) and PSUs (19,248) appear in the securities table as granted/issuer-held awards.

Cash‑flow treatment and whether proceeds go to the issuer or selling holder are not specified in the excerpt; follow-up filings will clarify execution and settlement.

Key Figures

Proposed shares to sell: 75,000 shares Aggregate value listed: $17,558,250.00 Shares outstanding: 330,825,798 +4 more

7 metrics

Proposed shares to sell 75,000 shares listed on Form 144 cover line

Aggregate value listed <money>$17,558,250.00</money> aggregate value associated with 75,000 shares

Shares outstanding 330,825,798 as of <date>06/08/2026</date>

Prior sale reported 16,323 shares sold on <date>06/02/2026</date>

Proceeds from prior sale <money>$4,360,761.27</money> proceeds reported for 16,323 shares on <date>06/02/2026</date>

RSUs shown 55,752 RSUs dated <date>09/01/2021</date>

PSUs shown 19,248 PSUs dated <date>03/01/2024</date>

Key Terms

Form 144, Restricted Stock Units, Performance Stock Units, Aggregate value

4 terms

Form 144 regulatory

"Class A Common | Morgan Stanley ... | 75000 | 17558250.00"

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.

Restricted Stock Units financial

"Class A Common | 09/01/2021 | Restricted Stock Units"

Restricted stock units are a type of company reward where employees are promised shares of stock, but they only fully own these shares after meeting certain conditions, like staying with the company for a set time. They matter because they can become valuable assets and are often used to motivate employees to help the company succeed.

Performance Stock Units financial

"Class A Common | 03/01/2024 | Performance Stock Units"

Performance stock units are a type of company award that grants employees shares of stock only if certain performance goals are met. They motivate employees to work toward specific company achievements, aligning their interests with those of shareholders. For investors, they can influence a company's future stock supply and reflect management’s confidence in reaching key targets.

Aggregate value financial

"75000 | 17558250.00 | 330825798"

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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	Morgan Stanley Smith Barney LLC Executive Financial Services 1 New York Plaza 8th Floor New York NY 10004	75000	17558250.00	330825798	06/08/2026	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	09/01/2021	Restricted Stock Units	Issuer			55752	09/01/2021	N/A
Class A Common	03/01/2024	Performance Stock Units	Issuer			19248	03/01/2024	N/A

* 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	06/02/2026	16323	4360761.27

144: Remarks and Signature

Remarks

Date of Notice

Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1

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 Form 144 filed by David Obstler for DDOG report?

The Form 144 reports a proposed sale of 75,000 Class A shares with an aggregate value of $17,558,250.00. It also notes a prior sale of 16,323 shares on 06/02/2026 for $4,360,761.27.

How many shares outstanding does the filing show for DDOG?

The excerpt lists 330,825,798 shares outstanding as of 06/08/2026. This number is presented on the securities cover line in the provided excerpt and serves as a baseline figure in the filing text.

Does the filing list equity awards related to the sale?

Yes. The securities table shows 55,752 Restricted Stock Units dated 09/01/2021 and 19,248 Performance Stock Units dated 03/01/2024, both listed under Class A Common in the excerpt.

Were any sales already executed before this Form 144 filing?

The excerpt records a sale by David Obstler of 16,323 shares on 06/02/2026 with proceeds of $4,360,761.27. That transaction appears in the "Securities Sold During The Past 3 Months" section.