Matthew Kalish serves as Executive at DraftKings Inc., where they oversee executive responsibilities. Since joining the company, Matthew Kalish has executed 228 insider transactions totaling $188.9M, demonstrating a bearish approach to their equity position. Their most recent transaction on Feb 9, 2026 involved exercising options for 28,309 shares valued at $0.
Matthew Kalish currently holds 5,793,109 shares of DraftKings Inc. (DKNG), valued at approximately $0. This represents their equity stake as Executive.
Based on SEC Form 4 filings, Matthew Kalish has been a net seller of DKNG stock. They have purchased $0 and sold $188.9M worth of shares.
Matthew Kalish's most recent insider trade was on Feb 9, 2026, when they sold 28,309 shares at $0.00 per share.
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| $27.22 |
| Discretionary |
| Feb 9, 2026 | DKNG | $0 | Option Exercise | 28,309 | $N/A | Discretionary |
| Dec 10, 2025 | DKNG | $0 | Option Exercise | 2,763,636 | $N/A | Discretionary |
| Dec 10, 2025 | DKNG | $3.9M | Payment | 113,765 | $34.63 | Discretionary |
| Dec 10, 2025 | DKNG | $0 | Option Exercise | 235,294 | $N/A | Discretionary |
| Dec 10, 2025 | DKNG | $46.3M | Payment | 1,336,219 | $34.63 | Discretionary |
| Dec 1, 2025 | DKNG | $130.2K | Payment | 3,845 | $33.87 | Discretionary |
| Dec 1, 2025 | DKNG | $0 | Option Exercise | 22,059 | $N/A | Discretionary |
| Dec 1, 2025 | DKNG | $361.3K | Payment | 10,666 | $33.87 | Discretionary |
| Dec 1, 2025 | DKNG | $0 | Option Exercise | 9,650 | $N/A | Discretionary |
| Dec 1, 2025 | DKNG | $158.0K | Payment | 4,666 | $33.87 | Discretionary |
| Dec 1, 2025 | DKNG | $0 | Option Exercise | 7,951 | $N/A | Discretionary |
| Nov 9, 2025 | DKNG | $0 | Option Exercise | 28,308 | $N/A | Discretionary |
| Nov 9, 2025 | DKNG | $416.1K | Payment | 13,687 | $30.40 | Discretionary |
| Sep 12, 2025 | DKNG | $0 | Gift | 21,302 | $N/A | Discretionary |
| Aug 12, 2025 | DKNG | $9.0M | Sale | 210,000 | $42.90 | Discretionary |
| Aug 12, 2025 | DKNG | $690.9K | Option Exercise | 210,000 | $3.29 | Discretionary |
| Aug 11, 2025 | DKNG | $690.9K | Option Exercise | 210,000 | $3.29 | Discretionary |
| Aug 11, 2025 | DKNG | $9.0M | Sale | 210,000 | $42.68 | Discretionary |
| Aug 9, 2025 | DKNG | $586.9K | Payment | 13,688 | $42.88 | Discretionary |
| Aug 9, 2025 | DKNG | $0 | Option Exercise | 28,309 | $N/A | Discretionary |
| Sep 1, 2024 | DKNG | $0 | Option Exercise | 22,059 | $N/A | Discretionary |
| Sep 1, 2024 | DKNG | $161.0K | Payment | 4,666 | $34.50 | Discretionary |
| Sep 1, 2024 | DKNG | $0 | Option Exercise | 9,649 | $N/A | Discretionary |
| Sep 1, 2024 | DKNG | $368.0K | Payment | 10,666 | $34.50 | Discretionary |
| Aug 22, 2024 | DKNG | $90.6K | Payment | 2,571 | $35.25 | Discretionary |
| Aug 22, 2024 | DKNG | $0 | Option Exercise | 5,317 | $N/A | Discretionary |
| Aug 12, 2024 | DKNG | $0 | Gift | 7,813 | $N/A | Discretionary |
| Aug 9, 2024 | DKNG | $0 | Option Exercise | 28,309 | $N/A | Discretionary |