Matthew Kalish

CIK: 0001810190

Transaction Breakdown

Open Market Buys (P)0 (0.0%)

High conviction signal

Open Market Sales (S)16 (15.8%)

Position reduction

Option Exercises (M)41 (40.6%)

Derivative conversions

Awards (A)4 (4.0%)

Compensation grants

Other (G, F, J, C, D, …)40 (39.6%)

Gifts, tax withholding, conversions, dispositions to the issuer and other codes

Companies & Roles (1)

DKNG

DraftKings Inc.

Director

Discretionary Trading P&L

Holdings

Transaction History (101 total)

DKNG
DraftKings Inc.
Sep 2, 2026
Other(J)
Direct
864.9K shares-
DKNG
DraftKings Inc.
Aug 12, 2026
Exercise(M)
Direct
383.5K shares at avg. $4.70$1.8M
DKNG
DraftKings Inc.
Aug 4, 2026
Award(A)
Restricted Stock Units
Direct
10.6K shares-
DKNG
DraftKings Inc.
May 15, 2026
Other(J)
Forward Sale Contract (obligation to sell)
Direct
1.9M shares-
DKNG
DraftKings Inc.
Mar 9, 2026
Exercise(M)
Direct
273.5K shares at avg. $3.29$900K
DKNG
DraftKings Inc.
Mar 1, 2026
Exercise(M)
Direct
22.1K shares-
DKNG
DraftKings Inc.
Mar 1, 2026
Exercise(M)
Direct
9.6K shares-
DKNG
DraftKings Inc.
Mar 1, 2026
Tax Payment(F)
Direct
4.7K shares at avg. $23.84$111K
DKNG
DraftKings Inc.
Mar 1, 2026
Tax Payment(F)
Direct
3.8K shares at avg. $23.84$92K
DKNG
DraftKings Inc.
Mar 1, 2026
Exercise(M)
Direct
8K shares-
DKNG
DraftKings Inc.
Mar 1, 2026
Tax Payment(F)
Direct
10.7K shares at avg. $23.84$254K
DKNG
DraftKings Inc.
Feb 13, 2026
Tax Payment(F)
Direct
22.3K shares at avg. $21.76$485K
DKNG
DraftKings Inc.
Feb 13, 2026
Award(A)
Direct
51.5K shares-
DKNG
DraftKings Inc.
Feb 9, 2026
Exercise(M)
Direct
28.3K shares-
DKNG
DraftKings Inc.
Feb 9, 2026
Tax Payment(F)
Direct
8.7K shares at avg. $27.22$236K
DKNG
DraftKings Inc.
Dec 10, 2025
Exercise(M)
Direct
235.3K shares-
DKNG
DraftKings Inc.
Dec 10, 2025
Tax Payment(F)
Direct
1.3M shares at avg. $34.63$46.3M
DKNG
DraftKings Inc.
Dec 10, 2025
Exercise(M)
Direct
2.8M shares-
DKNG
DraftKings Inc.
Dec 10, 2025
Tax Payment(F)
Direct
113.8K shares at avg. $34.63$3.9M
DKNG
DraftKings Inc.
Dec 1, 2025
Exercise(M)
Direct
9.7K shares-
DKNG
DraftKings Inc.
Dec 1, 2025
Tax Payment(F)
Direct
10.7K shares at avg. $33.87$361K
DKNG
DraftKings Inc.
Dec 1, 2025
Tax Payment(F)
Direct
3.8K shares at avg. $33.87$130K
DKNG
DraftKings Inc.
Dec 1, 2025
Tax Payment(F)
Direct
4.7K shares at avg. $33.87$158K
DKNG
DraftKings Inc.
Dec 1, 2025
Exercise(M)
Direct
8K shares-
DKNG
DraftKings Inc.
Dec 1, 2025
Exercise(M)
Direct
22.1K shares-

		Type	Shares	Price		Ownership
Sep 2, 2026	DKNG DraftKings Inc.	Other(J)	864,880	-	$0	Direct
Aug 12, 2026	DKNG DraftKings Inc.	Exercise(M)	383,455	$4.70	$1,802,239	Direct
Aug 4, 2026	DKNG DraftKings Inc.	Award(A) Restricted Stock Units	10,588	-	-	Direct
May 15, 2026	DKNG DraftKings Inc.	Other(J) Forward Sale Contract (obligation to sell)	1,912,236	-	-	Direct
Mar 9, 2026	DKNG DraftKings Inc.	Exercise(M)	273,488	$3.29	$899,776	Direct
Mar 1, 2026	DKNG DraftKings Inc.	Exercise(M)	22,059	-	$0	Direct
Mar 1, 2026	DKNG DraftKings Inc.	Exercise(M)	9,649	-	$0	Direct
Mar 1, 2026	DKNG DraftKings Inc.	Tax Payment(F)	4,666	$23.84	$111,237	Direct
Mar 1, 2026	DKNG DraftKings Inc.	Tax Payment(F)	3,844	$23.84	$91,641	Direct
Mar 1, 2026	DKNG DraftKings Inc.	Exercise(M)	7,950	-	$0	Direct
Mar 1, 2026	DKNG DraftKings Inc.	Tax Payment(F)	10,666	$23.84	$254,277	Direct
Feb 13, 2026	DKNG DraftKings Inc.	Tax Payment(F)	22,273	$21.76	$484,660	Direct
Feb 13, 2026	DKNG DraftKings Inc.	Award(A)	51,464	-	$0	Direct
Feb 9, 2026	DKNG DraftKings Inc.	Exercise(M)	28,309	-	$0	Direct
Feb 9, 2026	DKNG DraftKings Inc.	Tax Payment(F)	8,663	$27.22	$235,807	Direct
Dec 10, 2025	DKNG DraftKings Inc.	Exercise(M)	235,294	-	-	Direct
Dec 10, 2025	DKNG DraftKings Inc.	Tax Payment(F)	1,336,219	$34.63	$46,273,264	Direct
Dec 10, 2025	DKNG DraftKings Inc.	Exercise(M)	2,763,636	-	-	Direct
Dec 10, 2025	DKNG DraftKings Inc.	Tax Payment(F)	113,765	$34.63	$3,939,682	Direct
Dec 1, 2025	DKNG DraftKings Inc.	Exercise(M)	9,650	-	-	Direct
Dec 1, 2025	DKNG DraftKings Inc.	Tax Payment(F)	10,666	$33.87	$361,257	Direct
Dec 1, 2025	DKNG DraftKings Inc.	Tax Payment(F)	3,845	$33.87	$130,230	Direct
Dec 1, 2025	DKNG DraftKings Inc.	Tax Payment(F)	4,666	$33.87	$158,037	Direct
Dec 1, 2025	DKNG DraftKings Inc.	Exercise(M)	7,951	-	-	Direct
Dec 1, 2025	DKNG DraftKings Inc.	Exercise(M)	22,059	-	-	Direct

1-25 of 101 transactions

About Kalish Matthew

Kalish Matthew (SEC CIK 0001810190) files insider reports with the SEC as Director of DraftKings Inc. (DKNG).

Signal8 holds 25 ownership filings by Kalish Matthew, all Form 4s, filed between Sep 4, 2024 and Sep 3, 2026. Those filings report 101 transactions, from Sep 1, 2024 to Sep 2, 2026. Signal8's Form 4 history starts in Sep 2024.

The business address on Kalish Matthew's filings is in BOSTON, MA.

Recent filings by Kalish Matthew

Sep 2, 2026: Other transaction of DKNG shares (Form 4, code J).
Aug 12, 2026: Option exercise of DKNG shares (Form 4, code M).
Aug 4, 2026: Grant or award of DKNG derivative securities (Form 4, code A).
May 15, 2026: Other transaction of DKNG derivative securities (Form 4, code J).
Mar 9, 2026: Option exercise of DKNG shares (Form 4, code M).

Other insiders filing for DraftKings Inc. (DKNG)

Dodge R Stanton, Chief Legal Officer
Ellingson Alan Wayne, Chief Financial Officer
Robins Jason
Liberman Paul
Moore Jocelyn, Director
Wendt Gregory Westin, Director

How to read Form 4 transaction codes