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EdgarHawk

Oreskovich Steven M

Chief Financial Officer

Officer
4 filings analyzed · 1 company · Latest 2025-09-11

Companies

Company Buys Sells Direction
Waystar Holding Corp. WAY 0 10 Net selling

Activity

September 2025
medium
Sell
16,666 shares
$674,848
Significance 5/10

CFO Oreskovich sells 16,666 shares (16.7K) of WAY at $40.49; stock now $38.35; prior 5 WAY sales showed 0% well-timed outcomes at 90 days.

Oreskovich sold 16,666 shares at $40.49 on 2025-09-10, reducing his holdings by 4.5% to 354,512 shares, with a total transaction value of $674,848.01. The stock has since declined 15.4% from its 52-week high and trades at $38.35 today—below the sale price. However, timing cannot be reliably attributed: his prior 5 trades at WAY showed a 0% well-timed rate at the 90-day mark, meaning none of those sales preceded declines; in fact, average 90-day returns after his WAY sells were positive (ranging from +0.4% to +9.8%), indicating the stock generally rose after his exits. The broader technical context shows mixed signals: the stock surged 10.9% over 30 days but declined 1.5% over 90 days. The company's fundamentals remain tension-laden—strong Q revenue of $270.7M with 19.3% annual growth, but a P/E of 78.27 is elevated and the company was unprofitable on a full-year basis despite recent quarterly profitability.

June 2025
medium
Sell
16,396 shares
$667,489
Significance 5/10

WAY CFO Oreskovich sells 16,396 shares at $40.71; stock now $39.57 with mixed timing history at this ticker

Steven M Oreskovich, CFO of Waystar Holding Corp., sold 16,396 shares (16.4K shares) at $40.71 on 2025-06-11, reducing holdings from 384,946 to 368,550 shares (a -4.3% reduction). The company's financial metrics show revenue of $256,435,000.00 and net income of $29,269,000.00 for the latest quarter, with annual revenue growth of +19.3%, though the company was unprofitable over its most recent full fiscal year. At the transaction price of $40.71, the sale occurred when WAY was trading near its 52-week high of $45.35; the stock has since declined to $39.57 (-12.8% from the 52-week high). Reviewing his same-ticker history at WAY across 4 prior sells, the insider's timing has been uniformly poor: all four prior sales were followed by positive 90-day returns (ranging from +6.7% to +10.6%), with a 0 out of 4 well-timed rate. His cross-ticker track record shows an 0.00% well-timed rate across 4 prior sells, though with modest positive 30-day and 90-day average returns of +4.7% and +8.3% respectively.

March 2025
medium
Sell
16,666 shares
$617,344
Significance 4/10

WAY CFO Oreskovich sells 16,666 shares at blended $37.04; stock down 16.6% in 30 days, now at $36.47.

Steven M. Oreskovich, Chief Financial Officer at Waystar Holding Corp., executed 2 separate sales totaling 16,666 shares for $617,343.54 on 2025-03-12. The CFO's post-transaction holdings remain substantial at 173,642 shares. The broader context shows WAY stock has declined 16.6% over the past 30 days and trades at $36.47, down 19.6% from its 52-week high of $45.35. While the company posted 19.3% annual revenue growth and generated $240.1M in quarterly revenue, it was unprofitable over its most recent full fiscal year, and Oreskovich's prior two trades at this ticker (both 2024-12-12 sells) generated positive 30-day and 90-day returns, indicating his prior sales did not precede declining stock prices. This sale occurs against a backdrop of near-term stock weakness but without clear evidence that insider positioning has been predictive of subsequent moves at WAY.

December 2024
medium
Sell
16,666 shares
$564,857
Significance 4/10

CFO Steven Oreskovich sells 16,666 shares for $564,857.36; post-sale holding 173,642 shares (-8.8%)

Oreskovich executed 2 separate sales totaling 16,666 shares for $564,857.36 at blended average price $33.89 on 2024-12-12. The stock currently trades at $35.36, at its 52-week high, with strong recent momentum (+16.7% over 30 days, +31.2% over 90 days). The sale occurred near the upper end of the historical range and does not appear anomalous relative to the stock's strong directional trend. With 173,642 shares remaining post-transaction, Oreskovich retains a substantial position representing a meaningful stake in the company. The transaction size (-8.8% of prior holdings) is moderately sized but does not suggest a major shift in conviction given the stock's strength and his continued large ownership.

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