Skip to content

Insider · CIK 0001810190

Matthew Kalish

officerdirector

Files at DKNG (DraftKings Inc.). First filing Feb 24, 2025, latest Aug 12, 2025.

Track record
Not enough history
Fewer than three past buys with six months of prices.
Median 6-month excess
-
after past buys, n = 0
Hit rate
-
past buys that beat the index over 6 months
Open-market trades
0 / 4
$0 bought, $79M sold

Where the trades landed

Last year at the company this insider has traded most, with each buy and sell on the bar it happened.

DKNG: DraftKings Inc.

DKNGOct 9, 2026 · close 19.58

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value. Click a marked bar to open the signal.Charts by TradingView Lightweight Charts™

Signals

This insider’s open-market buys and sells, scored.

ScoreCompanyValueHoldingsPrice contextFiled
20Weak
DKNGsell 510b5-1
DraftKings Inc.
$18M
420,000 shares
-10%+35% from low-20% from high
20Weak
DKNGsell 310b5-1
DraftKings Inc.
$16M
420,000 shares
-10%+20% from low-29% from high
20Weak
DKNGsell 610b5-1
DraftKings Inc.
$18M
420,000 shares
-10%-
25Weak
DKNGsell 610b5-1
DraftKings Inc.
$28M
587,585 shares
-12%-

Transactions

Every row this insider has filed, newest first.

DateCompanyTransactionSharesPriceValueHoldings afterFiled
Sep 2, 2026DKNG
DraftKings Inc.
JOther
Class A Common Stock
-864,880--5,634,84539 d ago
Sep 2, 2026DKNG
DraftKings Inc.
JOther
Forward Sale Contract (obligation to sell)derivative
-875,000$0.00$0039 d ago
Mar 9, 2026DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+273,488$3.29$900k6,116,270Mar 10, 2026
Mar 9, 2026DKNG
DraftKings Inc.
MOption exercise
Stock Optionderivative
-273,488$0.00$00Mar 10, 2026
Mar 1, 2026DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+22,059--5,844,359Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-10,666$23.84$254k5,833,693Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+9,649--5,843,342Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-4,666$23.84$111k5,838,676Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+7,950--5,846,626Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-3,844$23.84$92k5,842,782Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-22,059$0.00$00Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-9,649$0.00$00Mar 3, 2026
Mar 1, 2026DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-7,950$0.00$00Mar 3, 2026
Feb 13, 2026DKNG
DraftKings Inc.
AGrant or award
Class A Common Stock
+51,464--5,844,573Feb 18, 2026
Feb 13, 2026DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-22,273$21.76$485k5,822,300Feb 18, 2026
Feb 9, 2026DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+28,309--5,801,772Feb 11, 2026
Feb 9, 2026DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-8,663$27.22$236k5,793,109Feb 11, 2026
Feb 9, 2026DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-28,309$0.00$00Feb 11, 2026
Dec 10, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+2,763,636$0.00$06,988,153Dec 11, 2025
Dec 10, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-1,336,219$34.63$46M5,651,934Dec 11, 2025
Dec 10, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+235,294$0.00$05,887,228Dec 11, 2025
Dec 10, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-113,765$34.63$3.9M5,773,463Dec 11, 2025
Dec 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+22,059--4,226,093Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-10,666$33.87$361k4,215,427Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+9,650--4,225,077Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-4,666$33.87$158k4,220,411Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+7,951--4,228,362Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-3,845$33.87$130k4,224,517Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-22,059$0.00$022,059Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-9,650$0.00$09,649Dec 2, 2025
Dec 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-7,951$0.00$07,950Dec 2, 2025
Nov 24, 2025DKNG
DraftKings Inc.
JOther
Forward Sale Contract (obligation to sell)derivative
+1,391,574--1,391,574Nov 24, 2025
Nov 9, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+28,308--4,217,721Nov 10, 2025
Nov 9, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-13,687$30.40$416k4,204,034Nov 10, 2025
Nov 6, 2025DKNG
DraftKings Inc.
DDisposition to issuer
Restricted Stock Unitsderivative
-88,235$0.00$044,118Nov 10, 2025
Nov 6, 2025DKNG
DraftKings Inc.
DDisposition to issuer
Restricted Stock Unitsderivative
-77,196$0.00$019,299Nov 10, 2025
Nov 6, 2025DKNG
DraftKings Inc.
DDisposition to issuer
Restricted Stock Unitsderivative
-95,409$0.00$015,901Nov 10, 2025
Nov 9, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-28,308$0.00$028,309Nov 10, 2025
Sep 12, 2025DKNG
DraftKings Inc.
GGift
Class A Common Stock
-21,302$0.00$04,189,413Sep 12, 2025
Sep 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+22,059--4,212,292Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-10,666$47.98$512k4,201,626Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+9,649--4,211,275Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-4,666$47.98$224k4,206,609Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+7,951--4,214,560Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-3,845$47.98$184k4,210,715Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-22,059$0.00$0132,353Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-9,649$0.00$096,495Sep 3, 2025
Sep 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-7,951$0.00$0111,310Sep 3, 2025
Aug 9, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+28,309--4,203,921Aug 12, 2025
Aug 9, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock10b5-1
-13,688$42.88$587k4,190,233Aug 12, 2025
Aug 11, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+210,000$3.29$691k4,400,233Aug 12, 2025
Aug 11, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-210,000$42.68$9.0M4,190,233Aug 12, 2025
Aug 12, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+210,000$3.29$691k4,400,233Aug 12, 2025
Aug 12, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-210,000$42.90$9.0M4,190,233Aug 12, 2025
Aug 9, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative10b5-1
-28,309$0.00$056,617Aug 12, 2025
Aug 11, 2025DKNG
DraftKings Inc.
MOption exercise
Stock optionderivative10b5-1
-210,000$0.00$0483,488Aug 12, 2025
Aug 12, 2025DKNG
DraftKings Inc.
MOption exercise
Stock optionderivative10b5-1
-210,000$0.00$0273,488Aug 12, 2025
Jun 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+22,058--4,177,188Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-10,666$35.88$383k4,166,522Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+9,650--4,176,172Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-4,666$35.88$167k4,171,506Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+7,950--4,179,456Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-3,844$35.88$138k4,175,612Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-22,058$0.00$0154,412Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-9,650$0.00$0106,144Jun 3, 2025
Jun 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-7,950$0.00$0119,261Jun 3, 2025
May 9, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+28,309--4,168,818May 13, 2025
May 9, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock10b5-1
-13,688$36.23$496k4,155,130May 13, 2025
May 12, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+210,000$3.29$691k4,365,130May 13, 2025
May 12, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-199,933$37.83$7.6M4,165,197May 13, 2025
May 12, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-10,067$38.55$388k4,155,130May 13, 2025
May 13, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+210,000$3.29$691k4,365,130May 13, 2025
May 13, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-210,000$37.83$7.9M4,155,130May 13, 2025
May 9, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative10b5-1
-28,309$0.00$084,926May 13, 2025
May 12, 2025DKNG
DraftKings Inc.
MOption exercise
Stock optionderivative10b5-1
-210,000$0.00$0903,488May 13, 2025
May 13, 2025DKNG
DraftKings Inc.
MOption exercise
Stock optionderivative10b5-1
-210,000$0.00$0693,488May 13, 2025
Mar 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+22,059--4,143,732Mar 4, 2025
Mar 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock10b5-1
-10,666$43.86$468k4,133,066Mar 4, 2025
Mar 1, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+9,649--4,142,715Mar 4, 2025
Mar 1, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock10b5-1
-4,666$43.86$205k4,138,049Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+157,826$3.82$603k4,295,875Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+52,174$3.29$172k4,348,049Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-50,532$41.84$2.1M4,297,517Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-43,146$43.10$1.9M4,254,371Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-116,322$44.05$5.1M4,138,049Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+3,251--4,141,300Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock10b5-1
-791$47.29$37k4,140,509Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stockindirect: Held by Kalish Family 2020 Irrevocable Trusts10b5-1
+40--196,319Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stockindirect: Held by Kalish Family 2020 Irrevocable Trusts10b5-1
-10$47.29$473196,309Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stockindirect: Held by Matthew P. Kalish 2020 Trust10b5-1
+3,883--3,883Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stockindirect: Held by Matthew P. Kalish 2020 Trust10b5-1
-945$47.29$45k2,938Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+189,927$3.29$625k4,330,436Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+20,073$3.29$66k4,350,509Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-92,672$39.77$3.7M4,257,837Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-50,530$40.91$2.1M4,207,307Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-65,570$41.53$2.7M4,141,737Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-1,228$42.28$52k4,140,509Mar 4, 2025
Mar 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative10b5-1
-22,059$0.00$0176,470Mar 4, 2025
Mar 1, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative10b5-1
-9,649$0.00$0115,794Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Stock Optionderivative10b5-1
-157,826$0.00$00Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Stock Optionderivative10b5-1
-52,174$0.00$0189,927Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Warrant for Common Stockderivative10b5-1
-3,251$0.00$00Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Warrant for Common Stockderivativeindirect: Held by Kalish Family 2020 Irrevocable Trusts10b5-1
-40$0.00$00Mar 4, 2025
Mar 3, 2025DKNG
DraftKings Inc.
MOption exercise
Warrant for Common Stockderivativeindirect: Held by Matthew P. Kalish 2020 Trust10b5-1
-3,883$0.00$00Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
MOption exercise
Stock Optionderivative10b5-1
-189,927$0.00$00Mar 4, 2025
Mar 4, 2025DKNG
DraftKings Inc.
MOption exercise
Stock Optionderivative10b5-1
-20,073$0.00$01,113,488Mar 4, 2025
Feb 20, 2025DKNG
DraftKings Inc.
AGrant or award
Class A Common Stock10b5-1
+1,156,506$0.00$04,706,512Feb 24, 2025
Feb 21, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-231,269$45.90$11M4,475,243Feb 24, 2025
Feb 21, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-116,529$47.10$5.5M4,358,714Feb 24, 2025
Feb 21, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-181,698$47.86$8.7M4,177,016Feb 24, 2025
Feb 21, 2025DKNG
DraftKings Inc.
SOpen-market sale
Class A Common Stock10b5-1
-58,089$48.99$2.8M4,118,927Feb 24, 2025
Feb 22, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock10b5-1
+5,317--4,124,244Feb 24, 2025
Feb 22, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock10b5-1
-2,571$45.57$117k4,121,673Feb 24, 2025
Feb 22, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative10b5-1
-5,317$0.00$00Feb 24, 2025
Feb 9, 2025DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+28,309--3,559,365Feb 11, 2025
Feb 9, 2025DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-9,359$42.28$396k3,550,006Feb 11, 2025
Feb 9, 2025DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-28,309$0.00$0113,235Feb 11, 2025
Feb 10, 2025DKNG
DraftKings Inc.
AGrant or award
Restricted Stock Unitsderivative
+127,211$0.00$0127,211Feb 11, 2025
Dec 1, 2024DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+22,059--3,536,738Dec 3, 2024
Dec 1, 2024DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-10,666$43.65$466k3,526,072Dec 3, 2024
Dec 1, 2024DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+9,650--3,535,722Dec 3, 2024
Dec 1, 2024DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-4,666$43.65$204k3,531,056Dec 3, 2024
Dec 1, 2024DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-22,059$0.00$0198,529Dec 3, 2024
Dec 1, 2024DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-9,650$0.00$0125,443Dec 3, 2024
Nov 22, 2024DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+5,318--3,517,251Nov 22, 2024
Nov 22, 2024DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-2,572$43.09$111k3,514,679Nov 22, 2024
Nov 22, 2024DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-5,318$0.00$05,317Nov 22, 2024
Nov 14, 2024DKNG
DraftKings Inc.
JOther
Forward Sale Contract (obligation to sell)derivative
+785,000--785,000Nov 15, 2024
Nov 9, 2024DKNG
DraftKings Inc.
MOption exercise
Class A Common Stock
+28,308--3,525,620Nov 13, 2024
Nov 9, 2024DKNG
DraftKings Inc.
FTax withholding
Class A Common Stock
-13,687$40.13$549k3,511,933Nov 13, 2024
Nov 9, 2024DKNG
DraftKings Inc.
MOption exercise
Restricted Stock Unitsderivative
-28,308$0.00$0141,544Nov 13, 2024

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Matthew Kalish: insider trades and track record | InsiderTell