DKNG Form 144: Matthew Kalish Plans 210,000-Share Sale via Goldman Sachs

Rhea-AI Filing Summary

DraftKings insider sale notice. This Form 144 shows that Matthew Kalish intends to sell 210,000 common shares through Goldman Sachs & Co. LLC on 08/11/2025 on the NASD, with an aggregate market value reported at $8,973,300. The filing reports 496,470,071 shares outstanding for the issuer.

The shares were acquired on 05/03/2018 as compensation via stock options and the filing notes a cashless exercise / same-day sale payment method. The filer also disclosed two recent sales in May 2025: 210,000 shares on 05/13/2025 (gross proceeds $7,944,951.09) and 210,000 shares on 05/12/2025 (gross proceeds $7,951,654.66). The notice includes the required representation that the signer is not aware of undisclosed material adverse information.

Insights

Securities Analyst

TL;DR: Routine insider sale notice; size is modest relative to outstanding shares and follows recent May disposals.

The Form 144 discloses a planned sale of 210,000 DraftKings common shares via Goldman Sachs on 08/11/2025, with an aggregate market value stated as $8,973,300. The position was acquired in 2018 as compensation via stock options and was settled by cashless exercise/same-day sale. Two separate 210,000-share sales occurred on 05/12/2025 and 05/13/2025 with reported gross proceeds. From a market-impact perspective, the filing documents routine liquidity by an insider rather than a corporate event; the filing contains no new operational or financial disclosures about the issuer.

Corporate Governance Expert

TL;DR: Disclosure follows Rule 144 mechanics and includes standard insider certification about material nonpublic information.

The notice lists the relationship of the seller to the issuer through the acquisition description (compensation, stock options) and specifies the broker and execution method. The filing also includes the required representation that the signer does not possess undisclosed material adverse information. There are no statements here about governance changes, related-party transactions, or other corporate actions; the material content is limited to the insider's planned and recent sales.

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
Common	Goldman Sachs & Co. LLC 200 West Street New York NY 10282	210000	8973300	496470071	08/11/2025	NASD

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	05/03/2018	Acquired as compensation -- Stock Options	Issuer			210000	05/03/2018	Compensation -- Cashless exercise / same-day sale

* 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
Matthew Kalish 222 Berkeley Street 5th Floor Boston MA 02116	Common	05/13/2025	210000	7944951.09
Matthew Kalish 222 Berkeley Street 5th Floor Boston MA 02116	Common	05/12/2025	210000	7951654.66

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 DraftKings (DKNG) Form 144 filed by Matthew Kalish report?

The filing reports an intent to sell 210,000 common shares via Goldman Sachs on 08/11/2025, with aggregate market value $8,973,300.

When were the shares to be sold originally acquired according to the Form 144?

The shares were acquired on 05/03/2018 as compensation via stock options, with payment described as cashless exercise / same-day sale.

Does the Form 144 disclose any recent sales by the same person?

Yes. The filer disclosed sales of 210,000 shares on 05/12/2025 (gross proceeds $7,951,654.66) and 210,000 shares on 05/13/2025 (gross proceeds $7,944,951.09).

How many shares outstanding does the filing list for the issuer?

The filing lists 496,470,071 shares outstanding for the issuer.

What certification does the filer include in the Form 144?

The filer represents by signing the notice that they do not know any material adverse information about the issuer that has not been publicly disclosed.