Datadog officer plans $8.8M sale of 40,000 shares

Datadog officer David Obstler filed a Rule 144 notice to sell 40,000 Class A shares, with prior three-month sales totaling 16,524 shares.

Rhea-AI Filing Summary

Datadog, Inc. (DDOG) is the issuer for a planned sale of Class A Common Stock under Rule 144 by officer David Obstler. The notice covers the proposed sale of 40,000 Class A shares through Morgan Stanley Smith Barney LLC, with an aggregate value of $8,848,400.00 and a reference to trading on NASDAQ.

The securities to be sold were acquired upon vesting of 18,959 restricted stock units on September 1, 2023 and 21,041 performance stock units on December 1, 2023 from the issuer. The filing also notes that in the past three months, 16,524 Class A shares were sold for $3,518,027.35. The RSU and PSU shares were registered on Form S-8.

Key Figures

Planned shares to be sold: 40,000 shares Aggregate value of planned sale: $8,848,400.00 Restricted stock units vested: 18,959 units +3 more

6 metrics

Planned shares to be sold 40,000 shares Class A Common Stock covered by the Rule 144 notice

Aggregate value of planned sale $8,848,400.00 Value associated with 40,000 Class A shares in the securities information section

Restricted stock units vested 18,959 units RSUs vested on September 1, 2023 from the issuer

Performance stock units vested 21,041 units PSUs vested on December 1, 2023 from the issuer

Recent shares sold 16,524 shares Class A Common shares sold on September 2, 2026 in the past three months

Proceeds from recent sale $3,518,027.35 Total consideration for 16,524 shares sold on September 2, 2026

Key Terms

Rule 144, Restricted Stock Units, Performance Stock Units, Form S-8

4 terms

Rule 144 regulatory

"See the definition of "person" in paragraph (a) of Rule 144."

Rule 144 is a U.S. securities regulation that sets conditions under which restricted or insider-held shares can be legally resold to the public, such as required holding periods, availability of public information, limits on how much can be sold at once, and certain filing requirements. For investors it matters because it determines when previously locked-up shares can enter the market — like a release valve that can increase supply, affect share price, and signal insider intent.

Restricted Stock Units financial

"Class A Common | 09/01/2023 | Restricted Stock Units | Issuer"

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 | 12/01/2023 | Performance Stock Units | Issuer"

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.

Form S-8 regulatory

"Securities to be sold, acquired through RSU/PSU or upon option exercise, were registered on Form S-8."

A Form S-8 is a U.S. Securities and Exchange Commission registration that lets a public company set aside shares for employee benefit plans and stock-based compensation. Think of it as opening a dedicated account that authorizes the company to issue or reserve stock for workers and directors; it matters to investors because it enables share dilution when those awards are granted or exercised and signals how management is compensated and incentivized.

FAQ

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

What does the Form 144 filing disclose for Datadog, Inc. (DDOG)?

The filing discloses that officer David Obstler has filed a Rule 144 notice to sell 40,000 Class A Common shares of Datadog, Inc., with an indicated aggregate value of $8,848,400.00, to be sold through Morgan Stanley Smith Barney LLC on NASDAQ.

How many Datadog (DDOG) shares are planned to be sold under this Form 144?

The notice covers a proposed sale of 40,000 Class A Common shares of Datadog, Inc. The shares are listed under the securities information section as Class A Common with a total value of $8,848,400.00 in the planned transaction.

What Datadog (DDOG) equity awards are related to the shares in this Form 144?

The securities to be sold were acquired via Datadog equity awards, including 18,959 restricted stock units that vested on September 1, 2023 and 21,041 performance stock units that vested on December 1, 2023, all granted by the issuer and registered on Form S-8.

What Datadog (DDOG) stock sales by David Obstler occurred in the past three months?

The Form 144 states that in the past three months 16,524 Class A Common shares of Datadog, Inc. were sold on September 2, 2026 for total proceeds of $3,518,027.35. This history is reported in the "Securities Sold During The Past 3 Months" section.

Where will the Datadog (DDOG) shares covered by this Form 144 be sold?

The filing lists the broker as Morgan Stanley Smith Barney LLC Executive Financial Services, located in New York, with the securities identified as Class A Common of Datadog, Inc., and references trading on NASDAQ in connection with the planned sale of the 40,000 shares.

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

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Available on EDGAR 09/14/2026 - 05:11 PM Accepted by SEC EDGAR 09/14/2026 - 04:45 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	0001120741
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	Datadog, Inc.
SEC File Number	001-39051
Address of Issuer	620 8th Avenue, 45th Floor New York NEW YORK 10018
Phone	8663294466
Name of Person for Whose Account the Securities are To Be Sold	DAVID OBSTLER
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	Officer

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	40000	8848400.00	334904614	09/14/2026	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	09/01/2023	Restricted Stock Units	Issuer			18959	09/01/2023	N/A
Class A Common	12/01/2023	Performance Stock Units	Issuer			21041	12/01/2023	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	09/02/2026	16524	3518027.35

144: Remarks and Signature

Remarks	The securities to be sold were acquired upon the vesting of restricted stock units during the period of 09/01/2023 through 09/01/2025 and the vesting of performance stock units during the period of 12/01/2023 through 09/01/2025. Securities to be sold, acquired through RSU/PSU or upon option exercise, were registered on Form S-8.
Date of Notice	09/14/2026
Date of Plan Adoption or Giving of Instruction, If Relying on Rule 10b5-1	06/13/2026
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	/s/ David Obstler
ATTENTION: Intentional misstatements or omission of facts constitute Federal Criminal Violations (See 18 U.S.C. 1001)