Skip to content
sellNotable cluster of 8

Matthew J. Hawkins sold $13M of WAY

Chief Executive Officer at Waystar Holding Corp.. 340,164 shares at an average of $38.74, traded May 22, 2025, filed May 27, 2025.

Warning score
70
Value
$13M
340,164 shares
Holdings after
764,131
-433% from before
From 52-week low
+45%
low $26.39, close $38.20
From 52-week high
-16%
high $45.35, as of May 22, 2025

Score components

  • Role
    CEO
    +25
  • Trade size
    $13.2M at market
    +25
  • Share of holdings sold
    Sold 100% of holdings
    +20
  • Cluster
    8 insiders selling within 14 days
    +15
  • Exercise and sell
    Shares came from an option exercise in the same filing
    -15

What happened after comparable sells

Same side and tier, against the S&P 500, at 1, 3 and 6 months. Shown to Pro users; the whole table is on the backtest page.

Price around the trade, and since

From a quarter before the trade to today. The arrow is the trade, the circle the day the filing reached EDGAR, which is the first day anyone outside could act; the dotted line is the S&P 500 rebased to that day's close.

WAYOct 9, 2026 · close 26.68
Since filing May 27, 2025: -31.8%SPY +33.9% · excess -65.7%

Daily candles, adjusted for splits and dividends. Green arrows are insider buys, red are sells, sized by value; the dashed line is the close on the filing day, the dotted line SPY rebased to it.Charts by TradingView Lightweight Charts™

Rows in this filing

Every transaction in Form 4 0001104659-25-053111, as filed. Open on EDGAR

DateTransactionSharesPriceValueHoldings afterFiled
May 22, 2025MOption exercise
Common Stock
+2,153$4.14$8,913766,284May 27, 2025
May 22, 2025SOpen-market sale
Common Stock
-2,153$39.15$84k76,413May 27, 2025
May 23, 2025MOption exercise
Common Stock
+197,847$4.14$819k961,978May 27, 2025
May 23, 2025SOpen-market sale
Common Stock
-197,847$38.53$7.6M764,131May 27, 2025
May 27, 2025MOption exercise
Common Stock
+140,164$4.14$580k904,295May 27, 2025
May 27, 2025SOpen-market sale
Common Stock
-140,164$39.03$5.5M764,131May 27, 2025
May 22, 2025MOption exercise
Stock Options (right to buy)derivative
-2,153$0.00$01,670,728May 27, 2025
May 23, 2025MOption exercise
Stock Options (right to buy)derivative
-197,847$0.00$01,472,881May 27, 2025
May 27, 2025MOption exercise
Stock Options (right to buy)derivative
-140,164$0.00$01,332,717May 27, 2025

Related signals

Other insiders at Waystar Holding Corp. and this insider’s other filings.

ScoreCompanyInsiderValueHoldingsFiled
15Weak
WAYsell10b5-1
Waystar Holding Corp.
Matthew J. Hawkins
Chief Executive Officer
$2.2M
82,500 shares
-4%
15Weak
WAYsell10b5-1
Waystar Holding Corp.
Matthew J. Hawkins
Chief Executive Officer
$2.1M
82,500 shares
-4%
11Weak
WAYsell 410b5-1
Waystar Holding Corp.
Eric L. (Ric) Sinclair III
Chief Business Officer
$390k
9,702 shares
-2%
10Weak
WAYsell 610b5-1
Waystar Holding Corp.
Eric L. (Ric) Sinclair III
Chief Business Officer
$367k
9,702 shares
-2%
30Weak
WAYsell 610b5-1
Waystar Holding Corp.
T. Craig Bridge
Chief Transformation Officer
$649k
15,946 shares
-2%
23Weak
WAYsell 610b5-1
Waystar Holding Corp.
Melissa F. (Missy) Miller
Chief Marketing Officer
$247k
6,072 shares
-3%
37Weak
WAYsell 610b5-1
Waystar Holding Corp.
Steven M Oreskovich
Chief Financial Officer
$667k
16,396 shares
-4%
15Weak
WAYsell 610b5-1
Waystar Holding Corp.
Matthew J. Hawkins
Chief Executive Officer
$110k
2,704 shares
-0%
10Weak
WAYsell 610b5-1
Waystar Holding Corp.
Christopher L. Schremser
Chief Technology Officer
$350k
8,623 shares
-2%
50Moderate
WAYsell 6
Waystar Holding Corp.
Matthew J. Hawkins
Chief Executive Officer
$2.4M
59,836 shares
-7%

Not investment advice. Scores and forward returns are decision support built from public SEC filings and past prices; they describe what happened after comparable filings, not what will happen after this one. Do your own research and size your risk.

Matthew J. Hawkins sold $13M of WAY | InsiderTell