DraftKings (NASDAQ: DKNG) insider Kalish settles RSUs, withholds shares for taxes

Rhea-AI Filing Summary

DraftKings Inc. director and officer Matthew Kalish reported vesting and settlement of restricted stock units (RSUs) into Class A common stock, along with share withholdings to cover taxes. On March 1, 2026, RSU conversions delivered 22,059, 9,649, and 7,950 shares of Class A common stock. In connection with these vestings, the issuer withheld 10,666, 4,666, and 3,844 shares, respectively, at $23.84 per share to satisfy tax obligations, rather than through open‑market sales. After these transactions, Kalish directly owned 5,842,782 Class A shares, with additional indirect holdings of 196,309 and 2,938 shares held by family trusts.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

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Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

Kalish Matthew

(Last) (First) (Middle)

C/O DRAFTKINGS INC.

222 BERKELEY STREET, 5TH FLOOR

(Street)

BOSTON MA 02116

(City) (State) (Zip)

2. Issuer Name and Ticker or Trading Symbol
DraftKings Inc. [ DKNG ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

X	Director		10% Owner
X	Officer (give title below)		Other (specify below)
	See Remarks

3. Date of Earliest Transaction (Month/Day/Year)
03/01/2026

4. If Amendment, Date of Original Filed (Month/Day/Year)

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
			Code	V	Amount	(A) or (D)	Price
Class A Common Stock	03/01/2026		M		22,059	A	(1)	5,844,359	D
Class A Common Stock	03/01/2026		F		10,666	D	$23.84	5,833,693	D
Class A Common Stock	03/01/2026		M		9,649	A	(2)	5,843,342	D
Class A Common Stock	03/01/2026		F		4,666	D	$23.84	5,838,676	D
Class A Common Stock	03/01/2026		M		7,950	A	(3)	5,846,626	D
Class A Common Stock	03/01/2026		F		3,844	D	$23.84	5,842,782	D
Class A Common Stock								196,309	I	Held by Kalish Family 2020 Irrevocable Trusts
Class A Common Stock								2,938	I	Held by Matthew P. Kalish 2020 Trust

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
				Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares
Restricted Stock Units	(1)	03/01/2026		M			22,059	(4)	(4)	Class A Common Stock	22,059	$0	0	D
Restricted Stock Units	(2)	03/01/2026		M			9,649	(5)	(5)	Class A Common Stock	9,649	$0	0	D
Restricted Stock Units	(3)	03/01/2026		M			7,950	(6)	(6)	Class A Common Stock	7,950	$0	0	D

Explanation of Responses:

1. No shares of Class A Common Stock were transferred or sold upon the vesting of the restricted stock units ("RSUs") other than to the Issuer to satisfy withholding taxes. The Reporting Person received the net of the 22,059 shares of Class A Common Stock underlying the RSUs listed in Table II, and 10,666 shares of Class A Common Stock withheld by the Issuer. Each RSU represents a contingent right to receive one share of the Issuer's Class A Common Stock.

2. No shares of Class A Common Stock were transferred or sold upon the vesting of the RSUs other than to the Issuer to satisfy withholding taxes. The Reporting Person received the net of the 9,649 shares of Class A Common Stock underlying the RSUs listed in Table II, and 4,666 shares of Class A Common Stock withheld by the Issuer. Each RSU represents a contingent right to receive one share of the Issuer's Class A Common Stock.

3. No shares of Class A Common Stock were transferred or sold upon the vesting of the RSUs other than to the Issuer to satisfy withholding taxes. The Reporting Person received the net of the 7,950 shares of Class A Common Stock underlying the RSUs listed in Table II, and 3,844 shares of Class A Common Stock withheld by the Issuer. Each RSU represents a contingent right to receive one share of the Issuer's Class A Common Stock.

4. On February 13, 2023, the Reporting Person was granted 352,941 RSUs vesting quarterly over four (4) years from March 1, 2023.

5. On February 12, 2024, the Reporting Person was granted 154,392 RSUs vesting quarterly over four (4) years from March 1, 2024.

6. On February 10, 2025, the Reporting Person was granted 127,211 RSUs vesting quarterly over four (4) years from March 1, 2025.

Remarks:

President, DraftKings North America

	/s/ Faisal Hasan, attorney-in-fact	03/03/2026
	** Signature of Reporting Person	Date
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FAQ

What did DraftKings (DKNG) insider Matthew Kalish report in this Form 4?

Matthew Kalish reported RSU vesting and settlement into DraftKings Class A common stock, plus share withholdings for taxes. Multiple RSU tranches converted on March 1, 2026, with a portion of the resulting shares delivered back to the issuer to cover withholding obligations.

How many DraftKings (DKNG) RSUs did Matthew Kalish have vest and convert?

Three RSU blocks vested and converted into Class A common stock: 22,059, 9,649, and 7,950 shares. Each RSU represents a contingent right to receive one share of Class A common stock, and these amounts were settled on March 1, 2026 as reported.

Were any DraftKings (DKNG) shares sold by Matthew Kalish on the open market?

No open‑market sales were reported. Shares were transferred back to DraftKings solely to satisfy withholding taxes: 10,666, 4,666, and 3,844 shares at $23.84 per share. Footnotes specify no other transfers or sales occurred upon the RSU vestings.

What is Matthew Kalish’s direct DraftKings (DKNG) share ownership after these transactions?

After the RSU vesting, conversion, and tax withholdings, Matthew Kalish directly owned 5,842,782 shares of DraftKings Class A common stock. This figure reflects the net impact of RSU settlements and shares delivered to the issuer for tax withholding on March 1, 2026.

Does Matthew Kalish have indirect DraftKings (DKNG) holdings through trusts?

Yes. The filing lists 196,309 shares held by Kalish Family 2020 Irrevocable Trusts and 2,938 shares held by the Matthew P. Kalish 2020 Trust. These positions are reported as indirect ownership interests separate from his large direct Class A shareholding.

At what price were DraftKings (DKNG) shares withheld for Matthew Kalish’s taxes?

Shares were withheld at $23.84 per share to satisfy tax obligations tied to RSU vesting. The issuer received 10,666, 4,666, and 3,844 shares at this price, instead of a cash payment, to cover the associated withholding liabilities.