DraftKings (DKNG) director Matthew Kalish exercises 383,455 options, boosts direct stake
Rhea-AI Filing Summary
DraftKings Inc. director Matthew Kalish exercised stock options for 383,455 shares of Class A Common Stock on 2026-08-12 at an exercise price of $4.70 per share, paying both the aggregate exercise price and tax withholding in cash. The derivative option position for these shares, originally granted on June 4, 2019 and now fully vested, was removed, and the same number of common shares was acquired. Following this exercise, Kalish directly holds 6,499,725 Class A shares, with additional indirect holdings of 196,309 shares held by Kalish Family 2020 Irrevocable Trusts and 2,938 shares held by the Matthew P. Kalish 2020 Trust.
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Insights
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Insider Trade Summary
Net Buyer: 383,455 shares
Net Buy
4 txns
Insider
Kalish Matthew
Role
Director
| Type | Security | Shares | Price | Value |
|---|---|---|---|---|
| Exercise | Stock Option F2 | 383,455 | $0.00 | $0.00 |
| Exercise | Class A Common Stock F1 | 383,455 | $4.70 | $1.80M |
| holding | Class A Common Stock | -- | -- | -- |
| holding | Class A Common Stock | -- | -- | -- |
Holdings After Transaction:
Stock Option — 300,583 shares (Direct);
Class A Common Stock — 6,499,725 shares (Direct);
Class A Common Stock — 196,309 shares (Indirect, Held by Kalish Family 2020 Irrevocable Trusts);
Class A Common Stock — 2,938 shares (Indirect, Held by Matthew P. Kalish 2020 Trust)
Footnotes (2)
- F1. The Reporting Person acquired shares of Class A Common Stock of the Issuer after the exercise of stock options and paid the aggregate exercise price and the tax withholding in cash.
- F2. These stock options were granted on June 4, 2019. As of the date hereof, all such remaining stock options have vested.
Key Figures
Options exercised: 383,455 shares
Exercise price: $4.70 per share
Direct holdings after transaction: 6,499,725 shares
+4 more
7 metrics
Options exercised
383,455 shares
Stock options converted into Class A Common Stock on 2026-08-12
Exercise price
$4.70 per share
Exercise price for the 383,455 stock options
Direct holdings after transaction
6,499,725 shares
Class A Common Stock directly held by Matthew Kalish after the exercise
Indirect trust holdings (family trusts)
196,309 shares
Held by Kalish Family 2020 Irrevocable Trusts
Indirect trust holdings (personal trust)
2,938 shares
Held by Matthew P. Kalish 2020 Trust
Option grant date
June 4, 2019
Grant date of the exercised stock options, now fully vested
Option expiration date
2029-06-04
Expiration date of the exercised stock option award
Key Terms
Stock Option, Class A Common Stock, exercise price, Irrevocable Trusts
4 terms
Stock Option financial
"security_title is listed as Stock Option for the derivative transaction"
A stock option is a contract that gives you the right to buy or sell a company's stock at a specific price within a certain time frame. People use them to potentially make money if the stock's price moves favorably or to protect against losses. It's like holding a coupon that can be used to buy or sell stock at a set price later on.
Class A Common Stock financial
"underlying_security_title and acquired shares are Class A Common Stock"
Class A common stock is a category of a company’s shares that carries a specific set of ownership rights—most commonly defined voting power and claims on dividends—set out in the company’s charter. For investors it matters because the class determines how much influence you have over corporate decisions, the share’s likely dividend and trading behavior, and how it compares in value to other share classes, like choosing a particular seat with different privileges at the company’s decision-making table.
exercise price financial
"paid the aggregate exercise price and the tax withholding in cash"
The exercise price is the fixed amount at which you can buy or sell an asset, like a stock, when using an options contract. It matters because it helps determine whether exercising the option will be profitable or not, depending on the current market price. Think of it as the set price you agree on today to buy or sell later.
Irrevocable Trusts financial
"Held by Kalish Family 2020 Irrevocable Trusts"
FAQ
What did DraftKings (DKNG) director Matthew Kalish report in this Form 4?
Matthew Kalish reported an exercise of stock options for 383,455 shares of DraftKings Class A Common Stock on 2026-08-12, with the options exercised at $4.70 per share and paid entirely in cash, including related tax withholding.
What are Matthew Kalish’s direct DraftKings (DKNG) holdings after this transaction?
After the transaction, Kalish directly holds 6,499,725 shares of DraftKings Class A Common Stock. This reflects the addition of 383,455 exercised shares and the removal of the corresponding stock option position reported as a derivative disposition.
What were the key terms of the DraftKings (DKNG) stock options Matthew Kalish exercised?
The stock options covered 383,455 underlying shares of Class A Common Stock at an exercise price of $4.70 per share. They were originally granted on June 4, 2019, and by the transaction date, all remaining stock options under this grant had fully vested.
AI-generated analysis. How Rhea-AI works. Not financial advice.
