Datadog (NASDAQ: DDOG) insider sale notice — 40,057 shares reported

Rhea-AI Filing Summary

Form 144 filing reports a proposed sale of 40,057 shares of Class A Common Stock by David Obstler, submitted via Morgan Stanley Smith Barney LLC Executive Services. The filing shows a sale date of 03/02/2026 and an indicated value of $4,427,736.55. The excerpt also lists Restricted Stock Units and Performance Stock Units vesting on 06/01/2026 recorded as compensation, and a Class A outstanding figure of 330,825,798 shares as of 06/02/2026.

Insights

Securities Compliance Specialist

Routine Section 144 notice of proposed insider sale; compliance timing matters.

The filing lists a proposed disposition of 40,057 shares with a reported value of $4,427,736.55 on 03/02/2026. As a Form 144, this is a notice required for certain insider sales and does not itself confirm execution.

Timing and mechanics hinge on broker handling and Rule 144 conditions; subsequent confirmations or Form 4 filings will show actual execution and resulting holdings.

Equity Capital Markets Analyst

Transaction size is modest relative to reported outstanding shares.

The reported sale of 40,057 shares represents a small fraction of the listed 330,825,798 shares outstanding as of 06/02/2026. This suggests limited direct dilution or market impact from a single insider sale.

Compensation-related vesting (RSUs/PSUs on 06/01/2026) may supply shares for planned dispositions; actual market effect depends on whether shares are sold after vesting and on execution method.

Key Figures

Proposed shares to be sold: 40,057 shares Indicated value: $4,427,736.55 Shares outstanding: 330,825,798 shares +1 more

4 metrics

Proposed shares to be sold 40,057 shares sale date 03/02/2026

Indicated value $4,427,736.55 sale dated 03/02/2026

Shares outstanding 330,825,798 shares as of 06/02/2026

Vesting event RSUs and PSUs vesting 06/01/2026 (compensation)

Key Terms

Form 144, Restricted Stock Units, Performance Stock Units

3 terms

Form 144 regulatory

"Form 144 filing reporting proposed sale of Class A Common Stock"

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

"Restricted Stock Units and Performance Stock Units vesting on 06/01/2026"

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

"Restricted Stock Units and Performance Stock Units vesting on 06/01/2026"

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.

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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 Stock	Morgan Stanley Smith Barney LLC Executive Services 200 W Civic Center Dr - 4th Floor Sandy UT 84070	16031	3767285	330825798	06/02/2026	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 Stock	06/01/2026	Restricted Stock Units and Performance Stock Units vesting	Issuer			16031	06/01/2026	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	03/02/2026	40057	4427736.55

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 DDOG Form 144 disclose?

The filing discloses a proposed sale of 40,057 shares by David Obstler with an indicated value of $4,427,736.55, dated 03/02/2026. It also notes RSUs and PSUs vesting on 06/01/2026.

Does Form 144 confirm the shares were sold for DDOG?

No. Form 144 is a notice of intent to sell restricted or control securities; it does not confirm execution. A subsequent Form 4 or broker confirmation would show whether the sale was completed.

How large is the reported sale relative to DDOG's shares outstanding?

The filing shows 330,825,798 shares outstanding as of 06/02/2026; the proposed sale of 40,057 shares is a small fraction of that total and unlikely to materially affect outstanding share count.

What is the relevance of RSUs and PSUs vesting listed in the filing?

The entry lists Restricted Stock Units and Performance Stock Units vesting on 06/01/2026 as compensation. These vesting events can create shares that insiders may later sell, but vesting alone does not indicate sale timing.

Who is the broker or intermediary on the Form 144?

The filing identifies Morgan Stanley Smith Barney LLC Executive Services at the Sandy, UT address as the broker/intermediary associated with the submission in the excerpt.