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EdgarHawk

Richard Todd Schwartz

Chief Executive Officer

Director Officer

Latest: CEO selling · May 2026

24 filings analyzed · 1 company · Latest 2026-06-03

Companies

Company Buys Sells Direction
Rush Street Interactive, Inc. RSI 0 87 Net selling

Activity

June 2026
medium
Sell
158,334 shares
$4,049,804
Significance 6/10

CEO Richard Todd Schwartz sells 158,334 shares for $4,049,803.73 via scheduled 10b5-1 plan; retains 6,417,855 derivative holdings

Richard Todd Schwartz executed 3 separate sales totaling 158,334 shares for $4,049,803.73 at $25.58 on 2026-06-01 under a pre-arranged 10b5-1 trading plan, which is scheduled and not discretionary. The CEO's non-derivative common stock position moves to 0 shares post-transaction, but he retains 6,417,855 Class A Common Units across three ownership vehicles. The current stock price of $25.42 sits -13.1% from the 52-week high of $29.24 and -8.4% over the 30-day period. His prior trades at Rush Street Interactive show mixed results: the most recent sales on 2026-05-06 and 2026-05-05 generated 30-day and 90-day returns of +1.9%, while an earlier sale on 2026-05-01 produced a 30-day return of -9.9% and 90-day return of -9.6%, indicating varied outcomes on this specific ticker.

May 2026
medium
Sell
816,500 shares
$20,379,840
Significance 4/10

CEO Richard Schwartz divests over $20M in RSI shares via dual transactions while stock remains well below 52-week highs.

Richard Schwartz, CEO of Rush Street Interactive, executed a pair of substantial sales on May 5–6, 2026, liquidating over $20 million in company stock across consecutive trading days. This marks his 48th through 51st open-market sale in the past three years—a striking pattern of pure divestiture with zero open-market purchases in that same window. The timing is notable: the stock has climbed sharply in the short term but remains below its 52-week high, and Schwartz's prior five sales at this company were all poorly timed, with the stock rising afterward in each case. As CEO, Schwartz has direct operational insight into Rush Street Interactive's trajectory, and his persistent selling contrasts with the company's solid fundamentals—it is profitable, growing revenue, and trading at a reasonable market valuation. The scale and frequency of these liquidations, combined with their consistent poor timing in hindsight, suggest a pattern driven more by portfolio management or capital needs than by conviction about the company's near-term direction.

Sell
158,335 shares
$4,454,423
Significance 7/10

RSI CEO Richard Todd Schwartz sold 158,335 shares for $4,454,422.72 (100% of holdings) at $28.13 on 2026-05-01

Richard Todd Schwartz, Chief Executive Officer of Rush Street Interactive, completed 3 separate sales totaling 158,335 shares for $4,454,422.72 at a blended average price of $28.13 on 2026-05-01, reducing his holdings from 158,335 shares to 0 shares post-transaction. However, a derivative-conversion flag indicates the insider holds derivative securities (Table II) not yet populated in the database; the zero common-share balance does not necessarily reflect his total economic position. The timing of these sales deserves scrutiny: the stock has appreciated +29.1% over the preceding 30 days and +60.3% over the preceding 90 days, reaching the 52-week high of $28.33, suggesting the CEO executed near market peaks. His prior sales at RSI (5 trades since February 2026) showed positive 30-day returns (ranging from +10.6% to +28.5%), indicating the stock has consistently risen after his sales; at the 90-day level, measurable outcomes are not yet available for those earlier trades.

April 2026
medium
Sell
61,765 shares
$1,395,660
Significance 5/10

CEO Richard Todd Schwartz sells 61.8K RSI shares at $22.60 on 2026-04-16; stock now at $22.89 (52-week high). Fourth sale in 16 days.

Richard Todd Schwartz, CEO of Rush Street Interactive, sold 61,765 shares at $22.60 on 2026-04-16, reducing his holdings by 14.2% to 374,036 shares for proceeds of $1,395,660.47. This is the fourth discrete sale within a 16-day window (following sales on 2026-04-01, 2026-03-02, and earlier dates), representing elevated selling activity. The current stock price of $22.89 is at the 52-week high, and the stock has risen 11.8% in the past 30 days and 18.6% over 90 days. Across his cross-ticker track record, Schwartz's prior sells have posted an average 90-day return of 9.6% with a 31.25% well-timed rate; at this specific ticker, his earlier measurable sale (2026-01-09) yielded -8.1% at 30 days but +11.4% at 90 days, indicating the stock rose after his sale. The concentrated selling during a period of strong stock appreciation warrants investor scrutiny of the company's operating trajectory and forward guidance relative to the elevated valuation (P/E 76.30).

medium
Sell
90,482 shares
$1,994,504
Significance 6/10

RSI CEO Richard Todd Schwartz sold 90.5K shares at $22.04; stock at 52-week high

Chief Executive Officer Richard Todd Schwartz executed a sale of 90,482 shares at $22.04, reducing his holdings by 17.2% from 526,283 shares to 435,801 shares. The sale occurred as Rush Street Interactive's stock trades at $22.68, matching its 52-week high, having risen 13.5% over 30 days and 17.4% over 90 days. At Schwartz's cross-ticker trade history, his 20 prior open-market sells averaged a 90-day return of 13.1% with a well-timed rate of 35.71%, but at RSI specifically, his prior 5 trades show no yet-measurable 90-day outcomes (all sales occurred within the last 90 days), leaving no established pattern at this ticker. The company's valuation—P/E of 75.60 against $277.9M quarterly revenue and 22.8% annual growth—remains elevated, warranting attention to whether continued stock momentum can sustain the current multiples.

March 2026
medium
Sell
247,113 shares
$4,901,215
Significance 6/10

CEO Schwartz sells 247.1K RSI shares at $19.83 for $4.9M, reducing stake 35.2%; stock +13.9% in 30 days post-sale.

Richard Todd Schwartz, CEO of Rush Street Interactive, sold 247,113 shares on 2026-03-02 at $19.83, bringing his holdings to 454,821 shares from 701,934 shares. The transaction value of $4,901,214.53 represents a substantial reduction in his ownership position. At his cross-ticker track record, Schwartz's 20 prior sells averaged +3.7% return over 30 days and +17.2% over 90 days, with a 90-day well-timed rate of 38.46%, suggesting his prior sales have underperformed as contrarian signals. At RSI specifically, his 5 prior trades show three sales on 2026-01-09 each posting -8.1% returns in the 30-day period, while two more recent sales on 2026-02-04 and 2026-02-17 remain unmeasurable. The stock has since rallied +13.9% over 30 days from the transaction price, and is trading at $20.38 (current), only -9.5% from its 52-week high of $22.53, suggesting the market has continued to rise after this insider sale.

February 2026
Sell
247,114 shares
$4,155,247
Significance 6/10

RSI CEO Schwartz sold 247.1K shares at $16.82 on 2026-02-17; current price $18.66, cross-ticker well-timed rate 35.71%

Richard Todd Schwartz, Chief Executive Officer of Rush Street Interactive, sold 247,114 shares at $16.82 on 2026-02-17, reducing his holding by 26.0% to 701,934 shares post-transaction and netting $4,155,246.62. The sale price was 10.0% below the current price of $18.66 and represents the second sale in less than two weeks, following a sale on 2026-02-04; prior RSI trades show Schwartz sold 3 tranches on 2026-01-09 all down 8.1% at 30 days. His cross-ticker track record spanning 20 prior sells shows a well-timed rate of 35.71% at the 90-day mark with an average 90d return of 19.1%, though outcomes at RSI specifically remain limited and not yet measurable beyond 30 days. The company's fundamentals include $277.9M in quarterly revenue, 22.8% annual growth, and a P/E of 62.20, indicating valuation expectations that are elevated relative to current profitability of $6.1M net income.

medium
Sell
247,114 shares
$4,352,518
Significance 6/10

RSI CEO Richard Schwartz sold 247,114 shares ($4.4M) at $17.61; stock down 11.8% in 30 days, trades 22.6% below 52-week high.

Richard Schwartz, Chief Executive Officer of Rush Street Interactive, sold 247,114 shares (247.1K shares) for $4,352,517.73 ($4.4M) on 2026-02-04 at $17.61, reducing his holdings by 20.7% from 1.20M to 949.0K shares. The stock currently trades at $17.44, down 11.8% over the past 30 days and 22.6% below its 52-week high of $22.53. While Schwartz's cross-ticker track record shows a 90-day well-timed rate of 38.46%, his prior RSI trades show more recent mixed results, with two recent January 2026 sales still in early phases with unmeasurable 90-day outcomes. The company's fundamentals show healthy revenue of $277.9M with 33.7% annual growth and $6.1M net income, though a P/E of 116.27 reflects premium valuation relative to earnings. The concentration of sales activity at this ticker in recent weeks, combined with the stock's recent downward momentum, merits monitoring of whether further insider activity or business developments follow.

January 2026
Sell
158,335 shares
$3,043,420
Significance 6/10

RSI CEO Schwartz sells entire 158.3K-share position for $3.0M at $19.22; derivative conversion transaction—check Table II for real holdings.

CEO Richard Todd Schwartz executed 3 separate sales totaling 158,335 shares for $3,043,420.37 on 2026-01-09, all at $19.22 per share, leaving zero shares in Table I holdings. However, a derivative-conversion flag indicates the insider's full position resides in Form 4 Table II derivative securities, which remain unpopulated in our database—the apparent 100% exit in Table I does not necessarily reflect the insider's total economic exposure. The stock trades at $19.26 (current), down 14.5% from its 52-week high of $22.53. Schwartz's same-ticker sales history shows mixed near-term outcomes: recent December and November sells posted 30-day gains of 0.8%–9.5%, though his October 2025 sale yielded a 90-day loss of -1.4%. At cross-ticker level, his broader track record (20 prior sells) achieved a 43.75% well-timed rate on the 90-day horizon, suggesting moderate precision in past sell timing. Absent visibility into Table II derivatives, the full scope of this transaction and its strategic motivation remains opaque to investors.

December 2025
Sell
193,905 shares
$3,589,169
Significance 6/10

RSI CEO Schwartz sells 193,905 shares in 2 transactions for $3,589,168.55 (12/8–12/9)

Richard Todd Schwartz, Chief Executive Officer of Rush Street Interactive, executed 2 separate sales on consecutive business days (12/8 and 12/9), totaling 193,905 shares for $3,589,168.55 at a blended average price of $18.51. This represents a -29.9% reduction in his shareholdings from 648,726 to 454,821 shares. The company's fundamentals show strong growth (annual revenue growth +33.7%) and substantial profitability ($6.1M net income on $277.9M revenue), though the P/E of 127.87 reflects elevated valuation expectations. At his same ticker (RSI), Schwartz's prior 5 sales show mixed near-term outcomes: recent sells on 11/11 and 11/10 lack measurable returns, earlier sells on 10/09 and 10/08 showed 30-day declines of -8.2% and -5.3% respectively, and a 9/09 sale was well-timed with a -12.5% 90-day return. The current stock price of $19.18 sits 14.9% below the 52-week high, though up +11.2% over the last 30 days. The filing contains a derivative conversion flag, meaning the Table I shares do not represent the insider's full position; the complete holding picture requires inspection of derivative securities in Table II.

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