DDOG Form 144: Insider sales total 311,713 shares; new 32,923‑share sale planned

Rhea-AI Filing Summary

Datadog insider sales and planned transaction summary. An insider is proposing to sell 32,923 Class A common shares through Morgan Stanley Smith Barney on the NASDAQ with an aggregate market value of $4,480,161.84 based on the filing. The filer shows those shares were partly acquired by an exercise of stock options (21,728 shares) and partly held as founders shares (11,195 shares). The filing lists prior sales by the same person totaling 311,713 shares executed under multiple trades and several Rule 10b5-1 plans, producing multi‑million dollar gross proceeds in recent months. Outstanding shares are reported as 323,270,704, which provides context for the size of these transactions relative to the company’s share count.

Positive

• Transparent disclosure of acquisition method (option exercise and founders shares) and broker details for the proposed sale
• Use of Rule 10b5-1 plans for prior sales, indicating pre‑arranged trading plans and procedural compliance

Negative

• Substantial insider selling in recent months totaling 311,713 shares, producing multi‑million dollar proceeds
• Potential perception risk from repeated insider dispositions despite each sale appearing to follow Rule 144/10b5-1 procedures

Insights

Securities Analyst

TL;DR: Significant insider dispositions executed recently under 10b5-1 plans; current planned sale is modest relative to outstanding shares.

The filer reports a proposed sale of 32,923 Class A shares via Morgan Stanley with an aggregate market value of $4.48 million. The table shows 21,728 shares were acquired by option exercise and 11,195 are founders shares. Historical activity lists 311,713 shares sold across multiple dates and 10b5-1 plans, generating substantial gross proceeds. From a market-impact perspective, the current block is small versus 323.27 million shares outstanding, but the cumulative insider selling volume over recent months is material in absolute dollar terms. This is a compliance and liquidity event rather than a disclosed change in company fundamentals.

Corporate Governance Expert

TL;DR: Transactions appear to follow Rule 144 and 10b5-1 procedures; disclosure is consistent with required insider reporting.

The filing documents both the nature of acquisition (option exercise and founders shares) and multiple prior sales, many executed under 10b5-1 plans. The signer certifies absence of undisclosed material information as required by Rule 144. The public disclosure of acquisition dates, payment methods, and broker details aligns with standard insider reporting practices. There is no information in the filing indicating deviations from procedural or disclosure norms.

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

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	32923	4480161.84	323270704	09/08/2025	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 *
Common	09/08/2025	Exercise of Stock Options	Issuer			21728	09/08/2025	Cash
Common	07/08/2010	Founders Shares	Issuer			11195	07/08/2010	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
OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	09/02/2025	15357	2055491.45
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	08/27/2025	11195	1455350.00
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	08/11/2025	21728	2827234.32
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	08/11/2025	11195	1465101.96
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	07/28/2025	11195	1688462.37
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	07/08/2025	21728	3173448.28
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	07/08/2025	11196	1635065.71
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	06/25/2025	100754	13286953.90
10b5-1 Sales Plan for OLIVIER POMEL 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	06/09/2025	107365	13067743.08

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

Who is the filer and what securities are being sold in the DDOG Form 144?

The filing shows a proposed sale of 32,923 Class A common shares to be executed through Morgan Stanley Smith Barney on NASDAQ.

How were the shares being sold acquired according to the filing?

The filing states 21,728 shares were acquired by exercise of stock options and 11,195 shares are listed as founders shares.

How much insider selling has occurred recently for the person named in the filing?

The filing lists prior sales totaling 311,713 shares across multiple dates, with gross proceeds in the multi‑million dollar range.

What is the aggregate market value and how many shares are outstanding?

The proposed sale shows an aggregate market value of $4,480,161.84 and the filing reports 323,270,704 shares outstanding.

Were the prior sales conducted under prearranged plans?

Yes; several prior transactions are labeled as executed under 10b5-1 sales plans in the filing.