Datadog (DDOG) Form 144 shows 112,500 shares sold on 06/12/2026

Rhea-AI Filing Summary

Datadog notice under Rule 144 reports proposed sales of Class A Common stock by holders associated with Michael Callahan and the Callahan-Thernstrom Family Trust. The excerpt lists executed 10b5-1 sales on 06/12/2026 (75,000 and 37,500 shares) and an earlier sale on 05/15/2026 (2,500 shares). Transaction amounts are shown in aggregate proceeds alongside each sale date.

Insights

Securities Counsel

Rule 144 notice documents planned/covered resale activity by insiders or affiliates.

The excerpt shows multiple resale entries for Class A Common with specified share counts and dollar proceeds tied to sale dates, including 10b5-1 planned sales on 06/12/2026. These entries serve as compliance notices rather than confirmations of open-market timing.

Cash‑flow treatment and any lockup or sale limitations are not stated in the excerpt; subsequent filings or broker confirmations would show execution details and actual settlement.

Key Figures

10b5-1 sale (1): 75,000 shares 10b5-1 sale (2): 37,500 shares Open-market sale (earlier): 2,500 shares +3 more

6 metrics

10b5-1 sale (1) 75,000 shares 10b5-1 sale on 06/12/2026

10b5-1 sale (2) 37,500 shares 10b5-1 sale on 06/12/2026

Open-market sale (earlier) 2,500 shares sale on 05/15/2026 by Michael Callahan

Gross proceeds example $17,348,985.00 aggregate dollar figure shown alongside 75,000-share entry

Gross proceeds example 2 $8,706,172.50 aggregate dollar figure shown alongside 37,500-share entry

Gross proceeds example 3 $527,387.50 amount shown alongside 2,500-share sale on 05/15/2026

Key Terms

Form 144, 10b5-1, Class A Common

3 terms

Form 144 regulatory

"Filer Information | 144: Filer Information"

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.

10b5-1 regulatory

"10b5-1 Sales for Callahan-Thernstrom Family Trust"

A 10b5-1 plan is a pre-set schedule that lets company insiders buy or sell shares according to written instructions made when they do not possess material, nonpublic information. Think of it as a timed automatic payment for stock trades: it helps insiders avoid accusations of trading on secret information and gives outside investors a clearer signal about whether sales are routine or potentially informative about the company’s prospects.

Class A Common financial

"Class A Common | Morgan Stanley Smith Barney LLC Executive Financial Services"

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Available on EDGAR 06/29/2026 - 04:43 PM Accepted by SEC EDGAR 06/29/2026 - 04:42 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
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	12500	2997125.00	330825798	06/29/2026	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	04/29/2011	Private Acquisition from Issuer or an Affiliate	Issuer			12500	04/29/2011	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
10b5-1 Sales for Callahan-Thernstrom Family Trust 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	06/12/2026	75000	17348985.00
10b5-1 Sales for Callahan-Thernstrom Family Trust 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	06/12/2026	37500	8706172.50
Michael Callahan 620 8th Avenue, 45th Floor New York NY 10018	Class A Common	05/15/2026	2500	527387.50

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 for DDOG report?

The Form 144 reports proposed resale of Class A Common shares by holders linked to Michael Callahan and the Callahan-Thernstrom Family Trust. It lists share counts and gross proceeds for specific sale dates including 06/12/2026 and 05/15/2026.

How many shares were listed as sold on 06/12/2026 in the filing?

The filing lists two 10b5-1 sale entries on 06/12/2026 for 75,000 shares and 37,500 shares respectively, each with an associated gross dollar amount shown alongside the share counts in the excerpt.

Who is the reporting person named in this Form 144?

The excerpt identifies Michael Callahan and the Callahan-Thernstrom Family Trust as the reporting holders associated with the listed Class A Common share sales and related 10b5-1 entries.

Do the amounts shown reflect net proceeds received by the holders?

The excerpt displays gross dollar figures next to each sale row; it does not state fees, taxes, or net proceeds. Net amounts after transaction costs are not provided in the displayed content.