Matthew Kalish

CIK 1810190 · View on SEC EDGAR ↗

Insider

First SEC filing: Sept. 12, 2025 · Latest: Sept. 12, 2025

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Insider at

Insider transactions

0 buys (P) 0 sells (S) Net: $0 + 84 non-open-market transactions below last 12 months, based on the transactions shown below

Price change vs current quote, split-adjusted for corporate actions since the filing — not benchmarked, not annualized, not size-weighted

84 other filings hidden
Date Ticker Code Shares Price Value Owned after Δ own A/D vs now
Aug. 12, 2025 DKNG S 10b5-1 210,000 $42.90 $9,009,000 4,190,233 Direct -4.77% Disposed -39.2% (price as of 2026-08-20)
Aug. 11, 2025 DKNG S 10b5-1 210,000 $42.68 $8,962,800 4,190,233 Direct -4.77% Disposed -38.9% (price as of 2026-08-20)
May 13, 2025 DKNG S 10b5-1 210,000 $37.83 $7,944,300 4,155,130 Direct -4.81% Disposed -31.0% (price as of 2026-08-20)
May 12, 2025 DKNG S 10b5-1 10,067 $38.55 $388,083 4,155,130 Direct -0.24% Disposed -32.3% (price as of 2026-08-20)
May 12, 2025 DKNG S 10b5-1 199,933 $37.83 $7,563,465 4,165,197 Direct -4.58% Disposed -31.0% (price as of 2026-08-20)
March 4, 2025 DKNG S 10b5-1 1,228 $42.28 $51,920 4,140,509 Direct -0.03% Disposed -38.3% (price as of 2026-08-20)
March 4, 2025 DKNG S 10b5-1 65,570 $41.53 $2,723,122 4,141,737 Direct -1.56% Disposed -37.2% (price as of 2026-08-20)
March 4, 2025 DKNG S 10b5-1 50,530 $40.91 $2,067,182 4,207,307 Direct -1.19% Disposed -36.2% (price as of 2026-08-20)
March 4, 2025 DKNG S 10b5-1 92,672 $39.77 $3,685,565 4,257,837 Direct -2.13% Disposed -34.4% (price as of 2026-08-20)
March 3, 2025 DKNG S 10b5-1 116,322 $44.05 $5,123,984 4,138,049 Direct -2.73% Disposed -40.8% (price as of 2026-08-20)
March 3, 2025 DKNG S 10b5-1 43,146 $43.10 $1,859,593 4,254,371 Direct -1.00% Disposed -39.5% (price as of 2026-08-20)
March 3, 2025 DKNG S 10b5-1 50,532 $41.84 $2,114,259 4,297,517 Direct -1.16% Disposed -37.7% (price as of 2026-08-20)
Feb. 21, 2025 DKNG S 10b5-1 58,089 $48.99 $2,845,780 4,118,927 Direct -1.39% Disposed -46.8% (price as of 2026-08-20)
Feb. 21, 2025 DKNG S 10b5-1 181,698 $47.86 $8,696,066 4,177,016 Direct -4.17% Disposed -45.5% (price as of 2026-08-20)
Feb. 21, 2025 DKNG S 10b5-1 116,529 $47.10 $5,488,516 4,358,714 Direct -2.60% Disposed -44.6% (price as of 2026-08-20)
Feb. 21, 2025 DKNG S 10b5-1 231,269 $45.90 $10,615,247 4,475,243 Direct -4.91% Disposed -43.2% (price as of 2026-08-20)

Showing latest 100 of 267 transactions

P = Open-market purchase · S = Sale · A = Grant/award · M = Option exercise · G = Gift · F = Tax withholding

Insider transactions are not a recommendation; sales are often driven by liquidity or tax reasons.

Derivative holdings (Form 4 Table II)

Options, RSUs and convertible securities reported on Form 4 Table II.

Date Ticker Security Underlying Exercise price Expiration Shares A/D
Aug. 12, 2026 DKNG Stock Option Class A Common Stock (383,455) $4.70 June 4, 2029 383,455 Disposed
Aug. 4, 2026 DKNG Restricted Stock Units Class A Common Stock (10,588) — — 10,588 Acquired
Sept. 1, 2025 DKNG Restricted Stock Units Class A Common Stock (7,951) — — 7,951 Disposed
Sept. 1, 2025 DKNG Restricted Stock Units Class A Common Stock (9,649) — — 9,649 Disposed
Sept. 1, 2025 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
Aug. 12, 2025 DKNG Stock option Class A Common Stock (210,000) $3.29 May 3, 2028 210,000 Disposed
Aug. 11, 2025 DKNG Stock option Class A Common Stock (210,000) $3.29 May 3, 2028 210,000 Disposed
Aug. 9, 2025 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
June 1, 2025 DKNG Restricted Stock Units Class A Common Stock (7,950) — — 7,950 Disposed
June 1, 2025 DKNG Restricted Stock Units Class A Common Stock (9,650) — — 9,650 Disposed
June 1, 2025 DKNG Restricted Stock Units Class A Common Stock (22,058) — — 22,058 Disposed
May 13, 2025 DKNG Stock option Class A Common Stock (210,000) $3.29 May 3, 2028 210,000 Disposed
May 12, 2025 DKNG Stock option Class A Common Stock (210,000) $3.29 May 3, 2028 210,000 Disposed
May 9, 2025 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
March 4, 2025 DKNG Stock Option Class A Common Stock (20,073) $3.29 May 3, 2028 20,073 Disposed
March 4, 2025 DKNG Stock Option Class A Common Stock (189,927) $3.29 April 18, 2028 189,927 Disposed
March 3, 2025 DKNG Warrant for Common Stock Class A Common Stock (3,883) — April 23, 2025 3,883 Disposed
March 3, 2025 DKNG Warrant for Common Stock Class A Common Stock (40) — April 23, 2025 40 Disposed
March 3, 2025 DKNG Warrant for Common Stock Class A Common Stock (3,251) — April 23, 2025 3,251 Disposed
March 3, 2025 DKNG Stock Option Class A Common Stock (52,174) $3.29 April 18, 2028 52,174 Disposed
March 3, 2025 DKNG Stock Option Class A Common Stock (157,826) $3.82 May 3, 2027 157,826 Disposed
March 1, 2025 DKNG Restricted Stock Units Class A Common Stock (9,649) — — 9,649 Disposed
March 1, 2025 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
Feb. 22, 2025 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
Feb. 10, 2025 DKNG Restricted Stock Units Class A Common Stock (127,211) — — 127,211 Acquired
Feb. 9, 2025 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
Dec. 1, 2024 DKNG Restricted Stock Units Class A Common Stock (9,650) — — 9,650 Disposed
Dec. 1, 2024 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
Nov. 22, 2024 DKNG Restricted Stock Units Class A Common Stock (5,318) — — 5,318 Disposed
Nov. 14, 2024 DKNG Forward Sale Contract (obligation to sell) Class A Common Stock (785,000) — — 785,000 Acquired
Nov. 9, 2024 DKNG Restricted Stock Units Class A Common Stock (28,308) — — 28,308 Disposed
Sept. 1, 2024 DKNG Restricted Stock Units Class A Common Stock (9,649) — — 9,649 Disposed
Sept. 1, 2024 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
Aug. 22, 2024 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
Aug. 9, 2024 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
June 1, 2024 DKNG Restricted Stock Units Class A Common Stock (9,650) — — 9,650 Disposed
June 1, 2024 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
May 22, 2024 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
May 9, 2024 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
May 8, 2024 DKNG Stock Option Class A Common Stock (21,302) $4.70 June 4, 2029 21,302 Disposed
April 23, 2024 DKNG Restricted Stock Units Class A Common Stock (6,239) — — 6,239 Disposed
March 19, 2024 DKNG Restricted Stock Units Class A Common Stock (23,520) — — 23,520 Disposed
March 19, 2024 DKNG Restricted Stock Units Class A Common Stock (23,520) — — 23,520 Acquired
March 1, 2024 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
Feb. 28, 2024 DKNG Forward Sale Contract (obligation to sell) Class A Common Stock (1,150,000) — — 1,150,000 Acquired
Feb. 22, 2024 DKNG Restricted Stock Units Class A Common Stock (5,318) — — 5,318 Disposed
Feb. 12, 2024 DKNG Restricted Stock Units Class A Common Stock (154,392) — — 154,392 Acquired
Feb. 9, 2024 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
Jan. 23, 2024 DKNG Restricted Stock Units Class A Common Stock (6,239) — — 6,239 Disposed
Dec. 1, 2023 DKNG Restricted Stock Units Class A Common Stock (22,058) — — 22,058 Disposed
Nov. 22, 2023 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
Nov. 9, 2023 DKNG Restricted Stock Units Class A Common Stock (28,308) — — 28,308 Disposed
Nov. 6, 2023 DKNG Stock Option Class A Common Stock (105,660) $3.29 May 3, 2028 105,660 Disposed
Nov. 3, 2023 DKNG Stock Option Class A Common Stock (3,202) $3.29 May 3, 2028 3,202 Disposed
Oct. 23, 2023 DKNG Restricted Stock Units Class A Common Stock (6,240) — — 6,240 Disposed
Sept. 12, 2023 DKNG Forward Sale Contract (obligation to sell) Class A Common Stock (875,000) — — 875,000 Acquired
Sept. 1, 2023 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
Aug. 22, 2023 DKNG Restricted Stock Units Class A Common Stock (5,318) — — 5,318 Disposed
Aug. 9, 2023 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
Aug. 8, 2023 DKNG Stock Option Class A Common Stock (269,420) $3.29 May 3, 2028 269,420 Disposed
Aug. 4, 2023 DKNG Stock Option Class A Common Stock (311,207) $3.29 April 18, 2028 311,207 Disposed
July 23, 2023 DKNG Restricted Stock Units Class A Common Stock (6,239) — — 6,239 Disposed
June 1, 2023 DKNG Restricted Stock Units Class A Common Stock (22,059) — — 22,059 Disposed
May 22, 2023 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
May 9, 2023 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
April 23, 2023 DKNG Restricted Stock Units Class A Common Stock (6,239) — — 6,239 Disposed
Feb. 28, 2023 DKNG Restricted Stock Units Class A Common Stock (13,751) — — 13,751 Disposed
Feb. 28, 2023 DKNG Restricted Stock Units Class A Common Stock (13,751) — — 13,751 Acquired
Feb. 22, 2023 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
Feb. 13, 2023 DKNG Restricted Stock Units Class A Common Stock (352,941) — — 352,941 Disposed
Feb. 9, 2023 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
Jan. 23, 2023 DKNG Restricted Stock Units Class A Common Stock (6,239) — — 6,239 Disposed
Dec. 31, 2022 DKNG Stock Option Class A Common Stock (1,914) $4.70 June 4, 2029 1,914 Disposed
Dec. 31, 2022 DKNG Stock Option Class A Common Stock (93,649) $0.63 Aug. 27, 2025 93,649 Disposed
Dec. 31, 2022 DKNG Stock Option Class A Common Stock (27,745) $3.29 April 18, 2028 27,745 Disposed
Nov. 22, 2022 DKNG Restricted Stock Units Class A Common Stock (5,318) — — 5,318 Disposed
Nov. 9, 2022 DKNG Restricted Stock Units Class A Common Stock (28,308) — — 28,308 Disposed
Oct. 23, 2022 DKNG Restricted Stock Units Class A Common Stock (6,240) — — 6,240 Disposed
Aug. 22, 2022 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
Aug. 9, 2022 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
July 23, 2022 DKNG Restricted Stock Units Class A Common Stock (6,239) — — 6,239 Disposed
May 22, 2022 DKNG Restricted Stock Units Class A Common Stock (5,317) — — 5,317 Disposed
May 12, 2022 DKNG Restricted Stock Units Class A Common Stock (28,309) — — 28,309 Disposed
May 5, 2022 DKNG Warrant for Common Stock Class A Common Stock (3,883) — April 23, 2025 3,883 Acquired
May 5, 2022 DKNG Warrant for Common Stock Class A Common Stock (40) — April 23, 2025 40 Acquired
May 5, 2022 DKNG Warrant for Common Stock Class A Common Stock (3,251) — April 23, 2025 3,251 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (300,583) $4.70 June 4, 2029 300,583 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (300,583) $4.70 June 4, 2029 300,583 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (106,088) $4.70 June 4, 2029 106,088 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (1,511,843) $3.29 May 3, 2028 1,511,843 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (157,826) $3.82 May 3, 2027 157,826 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (93,649) $0.63 Aug. 27, 2025 93,649 Acquired
May 5, 2022 DKNG Stock Option Class A Common Stock (581,053) $3.29 April 18, 2028 581,053 Acquired
May 5, 2022 DKNG Restricted Stock Units Class A Common Stock (452,940) — — 452,940 Acquired
May 5, 2022 DKNG Restricted Stock Units Class A Common Stock (63,808) — — 63,808 Acquired
May 5, 2022 DKNG Restricted Stock Units Class A Common Stock (49,914) — — 49,914 Acquired

Exercise/conversion price is blank when not applicable (e.g. RSUs).

Compensation (DEF 14A)

Matched by name from proxy statements (DEF 14A) — verify against the filing.

DKNG

President, DraftKings, North America(5)
Fiscal year Salary Bonus Stock awards Option awards Non-equity incentive Pension change Other Total
2024 $1 — $11,221,725 — — — $912,146 $12,133,872
2023 $1 — $9,494,113 — $1,062,500 — $421,223 $10,977,837
2022 $1 — $39,984,506 — $776,156 — $104,169 $40,864,832

Figures from the Summary Compensation Table of the company's proxy statement (DEF 14A). Compensation is not a recommendation.