ROOSILEHT EINAR

RSI CIO sold 70,000 shares at $19.96; holds 876,150 post-transaction amid high P/E of 167.08

ROOSILEHT EINAR, Chief Information Officer of Rush Street Interactive, sold 70,000 shares at $19.96 on 2025-10-01 for $1,397,249.00, reducing holdings to 876,150 shares (-7.4% from prior position of 946,150 shares). This sale occurred as RSI trades at $20.05 (currently -11.0% from its 52-week high of $22.53) with a notably elevated valuation at P/E 167.08, though the company shows strong fundamentals with annual revenue growth of +33.7% and net income of $16,688,000.00 on quarterly revenue of $269,217,000.00. His prior sales at RSI produced positive 30-day and 90-day returns in measurable periods, suggesting his prior timing at this ticker did not precede declines—a pattern inconsistent with predictive insight. The FLAG note indicates derivative holdings exist in Form 4 Table II (not yet populated), so this sale represents only a partial disposition of a specific share batch, not a full position reduction.

CIO Einar Roosileht sells 70,000 RSI shares ($1.5M) at $21.47; stock +66.5% in 90d, currently -4.7% from 52-week high

Roosileht sold 70,000 shares for $1,503,138.00 on 2025-09-02 at $21.47, reducing his holdings by 7.4% to 876.2K shares post-transaction. This sale comes after RSI has rallied significantly: the stock is up 66.5% over 90 days and up 8.0% over the past 30 days, though it remains 4.7% below its 52-week high of $22.33. Roosileht's prior five sales at RSI show no pattern of well-timed exits at the 90-day mark—all three measurable prior sales (June, May, April 2025) posted positive 90-day returns of +78.8%, +39.2%, and +39.4% respectively, indicating he has consistently sold before subsequent gains. The fundamentals show RSI with $269.2M in latest-quarter revenue (+33.7% annual growth) and $16.7M net income, though the elevated P/E of 177.33 reflects sky-high valuation relative to earnings. The sale is framed as a conversion of derivative securities, meaning his full derivative position is not yet visible in this filing. This transaction should be contextualized as a specific batch sale rather than a position exit, and investors should monitor whether the stock's strong 90-day momentum continues post-sale.

CIO Roosileht sells 70,000 RSI shares at $18.95; price up +29.7% in 30 days but 0 of 3 prior same-ticker 90-day outcomes well-timed.

Einar Roosileht, Chief Information Officer, sold 70,000 shares on 2025-08-01 at $18.95, reducing holdings by 7.4% to 876,150 shares and raising $1,326,584.00. The stock has since appreciated +29.7% over 30 days and trades near its 52-week high. However, Roosileht's timing pattern at Rush Street Interactive merits caution: of 3 prior measurable 90-day outcomes on this ticker (sales on 2025-03-03, 2025-04-01, and 2025-05-01), none were well-timed, meaning the stock rose after each prior sale. His cross-ticker track record shows a 42.86% well-timed rate on 9 prior sells with a positive 11.2% average 90-day return—again indicating sells that preceded stock gains rather than declines. The current sale follows two recent sells in July and June, both of which posted strong 30-day gains (+36.5% and +19.7%, respectively), suggesting a pattern of selling into momentum rather than ahead of reversals.

CIO ROOSILEHT sells 70,000 RSI shares at $14.77; 7.4% reduction of holdings; stock up 47.2% in 90 days

Chief Information Officer EINAR ROOSILEHT sold 70,000 shares of Rush Street Interactive at $14.77 on 2025-07-01, reducing holdings from 946,150 to 876,150 shares (a 7.4% reduction). The trade occurs when RSI is trading at $15.04, down 9.9% from its 52-week high of $16.70 but significantly elevated from the 52-week low of $8.56. Over the prior 90 days, RSI has appreciated 47.2%, and the stock has rallied 19.5% in the 30 days since this transaction. At the same ticker (RSI), ROOSILEHT's prior three sales with measurable 90-day outcomes show mixed timing: two resulted in further gains (39.4% and 8.7%), while one preceded a decline (-19.1%), yielding a 33% well-timed rate at this ticker. The company is growing revenue at +33.7% annually and trades at a P/E of 376.00 on $262.4M quarterly revenue and $5.3M net income. The sale represents a discrete reduction of shares with an open derivative position that may hold additional upside or hedge exposure not fully captured in this Form 4 Table I snapshot.

CIO Einar Roosileht sold 70,000 RSI shares at $12.47; stock now $12.61, off 24.5% from 52-week high

Einar Roosileht, Chief Information Officer of Rush Street Interactive, sold 70,000 shares (70.0K shares) at $12.47 on 2025-06-02 for $872,830.00, reducing his holdings by 7.4% to 876,150 shares (876.2K shares). The transaction occurred at a price 1.1% below the current price of $12.61 and 24.5% below the 52-week high of $16.70. Among his five prior sales at RSI, the insider's same-ticker history shows mixed timing outcomes: two of three measurable 90-day periods resulted in negative returns (well-timed), while one showed positive returns. The company trades at a P/E of 315.25 on recent quarterly net income of $5,319,000.00 ($5.3M), suggesting the valuation is heavily dependent on growth; annualized revenue growth stands at +33.7%. The filing contains a derivative-conversion transaction, indicating the insider's full position extends beyond the shares shown in this Form 4 Table I sale.

RSI CIO ROOSILEHT sells 70,000 shares at $11.53; stock down 29.2% from 52-week high; his prior RSI sales all poorly timed at 90-day mark.

Einar Roosileht, Chief Information Officer of Rush Street Interactive, sold 70,000 shares (70.0K shares) at $11.53 on 2025-05-01, reducing his holdings from 946,150 shares to 876,150 shares. The stock is currently trading at $11.82, down 29.2% from its 52-week high of $16.70. However, his prior trades at RSI present a consistent pattern: across 5 prior sales at this ticker, 3 of 3 with measurable 90-day outcomes were poorly timed—each followed by further declines (90-day returns of -23.0%, -19.0%, and -19.1%)—while his cross-ticker track record shows a 75.00% well-timed rate. This divergence suggests his sell decisions at RSI have consistently preceded downward moves, contrary to his cross-ticker experience. The company's elevated P/E of 295.50, despite recent revenue growth of 33.7%, raises questions about valuation sustainability that warrant monitoring of future outcomes.

RSI CIO Einar Roosileht sold 60.0K shares at $10.69 on 2025-04-01; stock now down 24.4% in 90 days.

Einar Roosileht, Chief Information Officer of Rush Street Interactive, sold 60,000 shares at $10.69 on 2025-04-01, reducing his holdings by 5.9% to 956,150 shares. The stock has declined 24.4% over the past 90 days and currently trades at $10.78, down 35.4% from its 52-week high of $16.70. At RSI specifically, Roosileht's prior five trades show mixed timing outcomes: two of three measurable 90-day post-sale windows ended in stock declines (well-timed sells at the 90-day mark), while one saw the stock rise 51.9%. This April sale follows another RSI sale just 29 days prior on 2025-03-03, suggesting active position management amid a prolonged downtrend. The company's fundamentals show recent strength—revenue grew 33.7% year-over-year and reached $232.1M in the latest quarter—yet the elevated P/E of 119.78 and recent sharp price declines warrant investor attention to whether this activity signals divergence between reported performance and market sentiment.

RSI CIO ROOSILEHT sells 70.0K shares at $11.67; -30.1% from 52-week high amid 19.2% 30-day decline

Einar Roosileht, Chief Information Officer of Rush Street Interactive, sold 70,000 shares (70.0K shares) on 2025-03-03 at $11.67, a price that is -30.1% from the 52-week high of $16.70 and reflects a -19.2% decline over the prior 30 days. The sale reduced his holdings by 6.9%, from 1,016,150 shares (1.02M shares) to 946,150 shares (946.2K shares), for a total value of $817,173.00 ($817.2K). At the ticker level, Roosileht's prior four sales at RSI show mixed outcomes: his 2024-08-27 sale (the only one with a measurable 90-day window) yielded a +51.9% 90-day return, indicating the stock rose after he sold. His three more recent RSI sales in January and February 2025 are still early-stage, with the February sale showing a -19.0% 30-day return, matching current downward momentum. The company's fundamentals show strong revenue growth at +33.7% annually, though the stock trades at a P/E ratio of 129.67 with modest profitability (net income $1.2M on revenue of $232.1M), reflecting high valuation relative to earnings. The timing context—selling into weakness after recent sharp declines—is noteworthy for pattern tracking, though the FLAG indicates this transaction involves derivative conversion, so caution should be applied to interpreting the reported share count as the insider's total position.

Rush Street Interactive CIO sold 70,000 shares at $14.41; retains 946,150 shares post-transaction

ROOSILEHT EINAR, Chief Information Officer, sold 70,000 shares (70.0K shares) of Rush Street Interactive (RSI) at $14.41 on 2025-02-03, representing a 6.9% reduction in his pre-transaction holdings of 1,016,150 shares. The stock has since appreciated to $14.91 (current price), placing the sale at -2.9% from the 52-week high of $15.36 and within a trading range where the stock has gained 4.6% over the prior 30 days and 37.6% over 90 days. At the same ticker, ROOSILEHT's prior three trades show mixed outcomes: his 2024-08-27 sale achieved a 51.9% gain 90 days later, while his two most recent January 2025 sales (2025-01-03 and 2025-01-02) posted positive near-term returns of 4.2% and 3.8% respectively at the 30-day mark but lack 90-day outcome data. The fundamental backdrop shows the company generated $232.1M in quarterly revenue with 16.7% annual growth, though full-year net income was negative despite the latest quarter's $1.2M profit. With RSI trading at a $3.1B market cap and the CIO retaining 946.2K shares post-sale, this transaction represents a partial portfolio adjustment rather than a position exit, and the FLAG notation indicates derivative conversion activity that may affect the true underlying position.

CIO ROOSILEHT sells 70,000 RSI shares for $982.1K at $14.03 avg; retains 809.3K shares post-sale

ROOSILEHT, Chief Information Officer of Rush Street Interactive, executed two separate sales totaling 70,000 shares for $982,052.19 at a blended average price of $14.03 on 2025-01-02 and 2025-01-03. The CIO retained 809,260 shares post-transaction, representing an 8.0% reduction from prior holdings of 879,260 shares. At the current price of $14.25, the sale prices were slightly below current market levels. The company's recent financial backdrop shows $232,109,000 in quarterly revenue with an annual growth rate of 16.7%, though the organization reported negative full-year net income, indicating the company remains unprofitable on an annual basis. Given the FLAG notation regarding derivative-conversion holdings, this filing reflects a conversion-related transaction rather than a discretionary portfolio action, and the insider's complete position extends beyond the Table I shares shown here.