Matthew Kalish Draft Kings Inc. (DKNG) insider trading activity

Matthew Kalish is Director of DraftKings Inc.. Currently has a direct ownership of 5.77 Million shares of DKNG, which is worth approximately $171 Million. The most recent transaction as insider was on Dec 10, 2025, when has been sold 1,449,984 shares (Class A Common Stock) at a price of $34.63 per share, resulting in proceeds of $50,212,945. This information was disclosed in a Form 4 filing with the Securities and Exchange Commission (SEC).

Shares Held (Direct Ownership) 5.77M

37.81% 3M change

63.51% 12M change

Total Value Held $171 Million

Matthew Kalish Transaction History

Date	Transaction	Value	Shares Traded	Shares Held
Dec 10 2025	SELL Payment of exercise price or tax liability	$50,212,945 $34.63 p/Share	1,449,984 Reduced 20.07%	5,773,463 Class A Common Stock
Dec 10 2025	BUY Exercise of conversion of derivative security	-	2,998,930 Added 33.75%	5,887,228 Class A Common Stock
Dec 01 2025	SELL Payment of exercise price or tax liability	$649,524 $33.87 p/Share	19,177 Reduced 0.45%	4,224,517 Class A Common Stock
Dec 01 2025	BUY Exercise of conversion of derivative security	-	39,660 Added 0.93%	4,228,362 Class A Common Stock
Nov 09 2025	SELL Payment of exercise price or tax liability	$416,084 $30.4 p/Share	13,687 Reduced 0.32%	4,204,034 Class A Common Stock
Nov 09 2025	BUY Exercise of conversion of derivative security	-	28,308 Added 0.67%	4,217,721 Class A Common Stock
Sep 12 2025	SELL Bona fide gift	-	21,302 Reduced 0.51%	4,189,413 Class A Common Stock

Sep 01 2025	SELL Payment of exercise price or tax liability	$920,112 $47.98 p/Share	19,177 Reduced 0.45%	4,210,715 Class A Common Stock
Sep 01 2025	BUY Exercise of conversion of derivative security	-	39,659 Added 0.93%	4,214,560 Class A Common Stock
Aug 12 2025	SELL Open market or private sale	$9,009,000 $42.9 p/Share	210,000 Reduced 4.77%	4,190,233 Class A Common Stock
Aug 12 2025	BUY Exercise of conversion of derivative security	$690,900 $3.29 p/Share	210,000 Added 4.56%	4,400,233 Class A Common Stock
Aug 11 2025	SELL Open market or private sale	$8,962,800 $42.68 p/Share	210,000 Reduced 4.77%	4,190,233 Class A Common Stock
Aug 11 2025	BUY Exercise of conversion of derivative security	$690,900 $3.29 p/Share	210,000 Added 4.56%	4,400,233 Class A Common Stock
Aug 09 2025	SELL Payment of exercise price or tax liability	$586,941 $42.88 p/Share	13,688 Reduced 0.33%	4,190,233 Class A Common Stock
Aug 09 2025	BUY Exercise of conversion of derivative security	-	28,309 Added 0.67%	4,203,921 Class A Common Stock
Jun 01 2025	SELL Payment of exercise price or tax liability	$688,034 $35.88 p/Share	19,176 Reduced 0.46%	4,175,612 Class A Common Stock
Jun 01 2025	BUY Exercise of conversion of derivative security	-	39,658 Added 0.94%	4,179,456 Class A Common Stock
May 13 2025	SELL Open market or private sale	$7,944,300 $37.83 p/Share	210,000 Reduced 4.81%	4,155,130 Class A Common Stock
May 13 2025	BUY Exercise of conversion of derivative security	$690,900 $3.29 p/Share	210,000 Added 4.59%	4,365,130 Class A Common Stock
May 12 2025	SELL Open market or private sale	$8,019,899 $38.19 p/Share	210,000 Reduced 4.81%	4,155,130 Class A Common Stock
May 12 2025	BUY Exercise of conversion of derivative security	$690,900 $3.29 p/Share	210,000 Added 4.59%	4,365,130 Class A Common Stock
May 09 2025	SELL Payment of exercise price or tax liability	$495,916 $36.23 p/Share	13,688 Reduced 0.33%	4,155,130 Class A Common Stock
May 09 2025	BUY Exercise of conversion of derivative security	-	28,309 Added 0.67%	4,168,818 Class A Common Stock
Mar 04 2025	SELL Open market or private sale	$8,635,200 $41.12 p/Share	210,000 Reduced 4.83%	4,140,509 Class A Common Stock
Mar 04 2025	BUY Exercise of conversion of derivative security	$690,900 $3.29 p/Share	210,000 Added 4.6%	4,350,509 Class A Common Stock

Matthew Kalish

Director

Boston, MA

Institutional Portfolio Updates

Receive a notification when an Institution or Guru buys or sells DKNG shares.

Notify only if

Value

Insider Trading

Get notified when an Draft Kings Inc. insider buys or sells DKNG shares.

Notify only if

Operation

Value

Type

News

Receive news related to DraftKings Inc.

Track Activities on DKNG

Account