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EdgarHawk

Bridge T. Craig

Chief Transformation Officer

Officer
3 filings analyzed · 1 company · Latest 2025-09-10

Companies

Company Buys Sells Direction
Waystar Holding Corp. WAY 0 5 Net selling

Activity

September 2025
medium
Sell
85,000 shares
$3,405,253
Significance 5/10

CTO Bridge T. Craig sells 85,000 WAY shares at $40.06 (down 10.7% from 52-week high); holdings drop to 583.4K shares from 668.4K

Bridge T. Craig, Chief Transformation Officer, sold 85,000 shares on 2025-09-08 at $40.06, reducing his holdings by 12.7%. His prior trades at Waystar show a well-timed pattern: a 2025-02-26 sale preceded a 90-day decline of 7.2%, aligning with his cross-ticker track record where 100.00% of sells were well-timed. The current sale price sits 10.7% below the 52-week high of $45.35, and over 30 days the stock is up 17.5%, suggesting he sold into recent strength. Fundamentals remain mixed—the company posted $270.7M quarterly revenue (+19.3% annual growth) and $32.2M net income, but carried negative full-year net income with a steep P/E of 82.65—warranting close monitoring to assess whether the insider's historical sell-timing edge continues at this ticker.

July 2025
high
Sell
85,000 shares
$3,152,837
Significance 6/10

CTO Bridge T. Craig sells 85,000 WAY shares at $37.09; stock now -19.4% from 52-week high, -3.0% past month

Bridge T. Craig (Chief Transformation Officer) sold 85,000 shares at $37.09 on 2025-07-21, reducing holdings from 767,843 to 682,843 shares, an 11.1% reduction. The sale occurred when the stock was already -19.4% from its 52-week high of $45.35, and the current price of $36.57 is 1.4% below the transaction price. Craig's cross-ticker track record shows 1 prior sell with a 100.00% well-timed rate at the 90-day mark, and his same-ticker history at WAY shows one prior sale on 2025-02-26 that was well-timed (30d -10.3%, 90d -7.2%). However, the company's fundamentals present a mixed picture: recent quarterly revenue stands at $256.4M with +19.3% annual growth, but the company was unprofitable over its most recent full fiscal year, and the P/E ratio of 243.80 reflects a capital structure severely disconnected from earnings. A significant insider sale by a transformation officer during a period of depressed valuation and negative profitability, combined with a pattern of well-timed prior exits, warrants attention to whether operational headwinds are emerging.

February 2025
medium
Sell
182,914 shares
$7,710,685
Significance 5/10

CTO Bridge T. Craig sells 182,914 shares of WAY at $42.15; retains 519,658 shares post-sale.

Bridge T. Craig, Chief Transformation Officer, sold 182,914 shares (182.9K shares) for $7,710,684.80 ($7.7M) at $42.15 on 2025-02-26, reducing his holdings by 26.0% from 702,572 shares (702.6K shares) to 519,658 shares (519.7K shares). The sale occurred at a price 3.0% below the current price of $43.47 and within 1.9% of the 52-week high of $45.35, suggesting the transaction did not occur during a depressed valuation window. Waystar's recent momentum is notable—the stock has risen 6.8% over 30 days and 40.8% over 90 days—yet the company reported a negative full-year net income in its most recent fiscal year despite posting quarterly revenue of $240,112,000.00 ($240.1M) and annual revenue growth of 19.3%. The substantial reduction in holdings warrants attention given the disconnect between strong share price appreciation and underlying profitability challenges.

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