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DKNG DraftKings Inc. Insider Trading

Latest: CLO Sold $1.9M of Shares · Jun 2026

Multiple insiders have been active at DraftKings Inc. (DKNG): 8 distinct insiders account for 3 buy filings and 32 sell filings as of Jun 2026. Its highest-significance filing in the last 90 days: CLO R Stanton Dodge sold $1.9M, transaction dated Jun 2026.

35 filings analyzed · Latest 2026-06-12

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Buys
3
Sells
32
Insiders
8
Direction
Net selling

DraftKings Inc. leadership

CEO
Jason D. Robins — Principal Executive Officer
CFO
Alan W. Ellingson — Principal Financial Officer
General Counsel
R. Stanton Dodge — Chief Legal Officer and Secretary
Chair
Jason D. Robins — Chief Executive Officer and Chairman of the Board

Historically, stocks have lagged the S&P 500 by a median ~3% over the 90 days after a low insider sell (n ≈ 1,162, 2024-2026). Past results don't predict the future. How we measure this ↗

June 2026
2026-06-12 10b5-1 Plan
low
Chief Legal Officer
62,500 shares
$1,855,202
@ $29.68
Significance 4

CLO R Stanton Dodge sells 62,500 shares at $29.64–$29.97 via scheduled 10b5-1 plan; retains 556,258 shares plus 1,273,243 option grants.

R Stanton Dodge, Chief Legal Officer, executed 2 separate sales totaling 62,500 shares for $1,855,202.37 on 2026-06-11 under a pre-arranged 10b5-1 trading plan adopted on 2026-03-03. This represents a -10.1% reduction in non-derivative holdings, though his total position remains substantial at 556,258 shares plus 1,273,243 unexercised stock options. The blended average price of $29.68 occurs as DKNG trades -40.6% below its 52-week high of $48.78 and near the lower end of the 52-week range, reflecting near-term volatility; the stock has recovered +15.9% over the prior 30 days. Scheduled dispositions under 10b5-1 plans are automatic exercises of pre-committed sell schedules rather than discretionary timing decisions. His prior trades at DKNG show mixed post-transaction performance, with January 2026 sales followed by steep 30-day and 90-day declines, but November and December trades preceded gains or modest reversals. The context provides no basis to infer conviction, strategy, or concern—only that a legally-mandated execution occurred as designed.

March 2026
2026-03-12 10b5-1 Plan
medium
See Remarks
484,417 shares
$12,187,932
@ $25.16
Significance 6

Liberman Paul sold 484,417 shares of DKNG for $12,187,931.72; stock down 28.0% in 90d, up -47.0% from 52-week high.

Liberman Paul executed 2 separate sales totaling 484,417 shares for $12,187,931.72 at $25.16 per share, reducing holdings by 69.4% to 213,597 shares. DKNG has declined 28.0% over 90 days and 47.0% from its 52-week high of $48.23, trading at $25.56 (near the transaction price). His prior 5 trades at DKNG, all sells executed on 2025-03-25, showed a 0 of 5 well-timed rate at the 90-day mark, with subsequent 90-day returns ranging from +2.5% to +7.3%—all positive, indicating those prior sells preceded gains. The company reports a negative P/E of 2556.00 with net income of $-256,788,000.00 against revenue of $1,144,019,000.00, though annual revenue growth stands at +27.0%. This sale occurs as the stock remains substantially depressed, with no evidence that recent insider sales at this ticker have correlated with adverse subsequent performance.

February 2026
2026-02-18
medium
100,000 shares
$2,185,000
@ $21.85
Significance 5

Director Harry Sloan buys 100,000 DKNG shares at $21.85 for $2.2M; stock now down 56.6% from 52-week high of $53.49

Director Harry Sloan purchased 100,000 shares of DraftKings at $21.85 on 2026-02-17, increasing his holdings by 40.0% to 350,219 shares total for $2,185,000. The purchase occurs in a context of significant price weakness: the stock is down 28.8% over 30 days and 56.6% from its 52-week high of $53.49, now trading at $23.21. However, Sloan's historical open-market buying record across all tickers shows an average 90-day return of +199.2% (5 prior buys with 20.00% 90-day win rate), which is substantially stronger than his same-ticker DKNG history where his prior buy on 2025-11-11 delivered a 90-day return of -10.2%. The company's fundamentals show $1.1B quarterly revenue with +27.0% annual growth, though profitability remains challenged with a $-256.8M net loss and an outlier P/E of 2321.00. The confluence of depressed share price, material position increase, and the insider's stronger cross-ticker timing record versus weaker DKNG-specific outcomes warrants observation of whether this accumulation precedes a recovery or continues a downward trend.

January 2026
2026-01-22 10b5-1 Plan
medium
Chief Legal Officer
52,777 shares
$1,689,238
@ $32.01
Significance 5

DraftKings CLO Stanton sold 52,777 shares in 2 transactions for $1,689,237.93; holds 500,000 shares post-sale.

Dodge R Stanton, Chief Legal Officer of DraftKings, executed 2 separate sales totaling 52,777 shares for $1,689,237.93 at blended average price $32.01 on 2026-01-20. The sale reduced his holdings by 9.5% to 500,000 shares. At the current price of $31.62, the stock has declined 8.4% over 30 days and sits 40.9% below its 52-week high of $53.49. Among Stanton's prior trades at DKNG, only 0 of 2 measurable 90-day outcomes on sells resulted in negative subsequent returns (the timing metric for sells). DraftKings remains unprofitable with negative net income of $-256,788,000.00 on recent quarterly revenue of $1,144,019,000.00, though the company posted annual revenue growth of +30.1% year-over-year. The transaction itself represents a substantial liquidation by a senior legal officer in a high-growth but unprofitable sports-betting platform.

December 2025
2025-12-02 10b5-1 Plan
medium
Chief Legal Officer
52,777 shares
$1,785,990
@ $33.84
Significance 5

CLO Dodge R Stanton sells 52,777 shares at $33.23–$34.05; retains 512.2K; stock down 37.2% YTD.

Chief Legal Officer Dodge R Stanton sold 52,777 shares across two separate transactions on 2025-12-01 for a blended average price of $33.84, reducing his stake by 9.3% while retaining 512.2K shares. The 30-day return on this stock is +9.9%, though the stock remains significantly depressed at -37.2% from its 52-week high of $53.49. Stanton's prior sales at DKNG were well-timed at the 90-day mark (with post-sale declines of -28.7% and -28.0%), and his cross-ticker track record shows a 58.82% well-timed rate on prior sells. The sale occurs as the company continues to report significant losses (net income of $-256.8M in the latest quarter) despite strong revenue growth of +30.1%, leaving the stock in negative territory for the 90-day period (-29.5%) relative to execution price.

November 2025
2025-11-12
high
25,000 shares
$757,500
@ $30.30
Significance 6

Director Harry Sloan buys 25,000 DKNG shares at $30.30; holdings rise 11.1% to 249.7K; stock down -41.1% from 52-week high

Director Harry Sloan purchased 25,000 shares of DraftKings at $30.30 on 2025-11-11, increasing his holdings by 11.1% to 249.7K shares. The buy occurs at a price 41.1% below the 52-week high of $53.49 and represents a discrete open-market acquisition totaling $757.5K in capital. Sloan's cross-ticker track record shows 4 prior buys with an average 90-day return of +1047.5% and a 100% win rate, though his single prior DKNG trade (a June 2024 sell that returned +1.2% over 90 days) was not well-timed. The company itself carries material headwinds: it reported a $-256.8M net loss in its most recent fiscal year despite revenue growth of +30.1%, signaling the acquisition occurs amid losses, not profitability gains.

2025-11-12
medium
10,000 shares
$302,700
@ $30.27
Significance 5

Director Wendt Gregory Westin purchases 10,000 DKNG shares at $30.27; current price $31.51, -41.1% from 52-week high.

Wendt Gregory Westin, a DKNG director, established an initial position of 10,000 shares at $30.27 on 2025-11-11, representing his first recorded shareholding in the company. The transaction occurred near mid-point of the 52-week range ($27.92–$53.49) and approximately 4.1% below the current price of $31.51, though the stock remains significantly depressed at -41.1% from its 52-week high and -27.8% over the trailing 90 days. The purchase is noteworthy given DraftKings' fundamental backdrop: the company reported $1.1B in latest-quarter revenue with strong +30.1% annual revenue growth, yet remains unprofitable with a -$256.8M net loss over its most recent full fiscal year. This marks a director's acquisition during a period of both operational momentum and ongoing losses, positioning the transaction in the context of volatile price action and mixed operational signals.

2025-11-07 10b5-1 Plan
medium
Chief Legal Officer
52,777 shares
$1,530,533
@ $29.00
Significance 5

CLO Dodge R Stanton sold 52,777 shares of DKNG at $29.00 on 2025-11-06; stock down 43.2% from 52-week high.

Dodge R Stanton, Chief Legal Officer, sold 52,777 shares at $29.00 on 2025-11-06, reducing his position by 9.5% to 500,454 shares post-transaction. The sale occurred as DraftKings trades 43.2% below its 52-week high and is down 29.1% over 90 days, suggesting a deteriorating price environment. His same-ticker DKNG history shows mixed timing: the most recent measurable sale (2025-08-05) achieved a well-timed 90-day outcome with -31.5% subsequent return, and the two early-September 2025 sales showed 30-day declines of 26.6% and 25.9%. The company remains unprofitable with net income of -$256,788,000.00 against $1,144,019,000.00 in quarterly revenue, though annual growth stands at 30.1%. Against his cross-ticker track record of modest timing success (90d well-timed rate 56.25%), this CLO's prior same-ticker sells have aligned with subsequent weakness, establishing a DKNG-specific execution pattern that investors should monitor.

October 2025
2025-10-22 10b5-1 Plan
medium
Chief Legal Officer
52,777 shares
$1,824,536
@ $34.57
Significance 6

CLO Dodge R Stanton sells 52,777 shares for $1,824,535.69 at DKNG; stock down 20.8% in 30 days post-sale

Dodge R Stanton, Chief Legal Officer of DraftKings, executed 2 separate sales totaling 52,777 shares on 2025-10-17 for an aggregate $1,824,535.69 (blended average $34.57). This represents a 9.5% reduction in his holdings to 500,000 shares. The timing is notable: the stock has declined 20.8% over 30 days and 21.2% over 90 days since the sale, and is currently 35.1% below its 52-week high of $53.49. At the same ticker, his prior 4 measurable trades show mixed outcomes (2 of 4 generated positive 30-day returns; the sole 90-day-measurable prior trade posted a -19.2% decline). While the stock's recent weakness suggests his sales preceded further deterioration, his same-ticker timing pattern does not clearly validate prescience; cross-ticker, his 53.33% well-timed rate across 20 prior sells is marginally above random. The company remains fundamentally strong on revenue growth (+30.1% YoY) and profitability ($157.9M net income in latest quarter), though it was unprofitable on a full-year basis, warranting attention to the gap between quarterly and annual performance.

September 2025
2025-09-03 10b5-1 Plan
medium
Chief Legal Officer
105,554 shares
$5,000,047
@ $47.37
Significance 5

DraftKings CLO Dodge Stanton sells 105,554 shares for $5.0M; fifth sale in four months at DKNG amid +41.4% 90-day stock run.

Dodge R Stanton, Chief Legal Officer, executed 2 separate sales totaling 105,554 shares for $5,000,046.52 at a blended average price of $47.37 on 2025-09-02, reducing his holdings from 617,735 to 512,181 shares (-17.1%). This marks his fifth open-market sale at DraftKings in four months (most recently 2025-08-05, 2025-07-18, 2025-06-18, and 2025-06-02), establishing a clear pattern of consistent liquidation. The timing context is notable: the stock has appreciated 41.4% over the past 90 days and currently sits at $47.68, just -10.9% from its 52-week high of $53.49. However, Stanton's prior sales at this ticker show minimal predictive value—only 1 prior sale is measurable at the 90-day horizon, yielding a +43.4% return (poorly timed for the seller), suggesting his prior liquidations have not preceded material declines. Against this backdrop, the recurring nature of the sales and the stock's strong recent momentum warrant attention to whether the pattern reflects portfolio rebalancing discipline or a shift in conviction regarding valuation.

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