Insider Trading activities at Waystar Holding Corp. (WAY)

Insider trading activities (stock purchases, sales, and option exercises) reported by insiders of Waystar Holding Corp. (WAY) since 2024 are shown in Table 1 and Table 2. Table 1 shows the monthly insider trading data of Waystar Holding Corp.. Table 2 shows the detailed insider transactions. This company's CIK number is 1990354.

Total stock buying since 2024: $129,000.
Total stock sales since 2024: $1,605,847,576.
Total stock option exercises since 2024: $6,932,373.


11 insiders reported insider trading activities at Waystar Holding Corp. (WAY):
Insider trading activities of Cpp Investment Board Private Holdings (4) Inc.
Insider trading activities of Bcpe Derby (de) Spv (gp), Llc
Insider trading activities of Eqt Fund Management S.a R.l.
Insider trading activities of Hawkins Matthew J.
Insider trading activities of Schremser Christopher L.
Insider trading activities of Bridge T. Craig
Insider trading activities of Miller Melissa F. (missy)
Insider trading activities of Sinclair Iii Eric L. (ric)
Insider trading activities of Driscoll John Patrick
Insider trading activities of Oreskovich Steven M
Insider trading activities of Moskowitz Paul G

Table 1. Yearly summary of insider stock purchases, sales, and option exercises at Waystar Holding Corp. (WAY).
Insider Buying Insider Sales Option Exercises
Year Shares Value Shares Value Shares Value
2025 0 $0 41,318,563 $1,605,280,083 874,961 $5,341,989
2024 6,000 $129,000 16,666 $567,493 384,151 $1,590,384

Table 2. Monthly summary of insider trading at Waystar Holding Corp. (WAY).
Trading Period Insider Buying Insider Sales Option Exercises
year-month Shares Value Shares Value Shares Value
2025-08 0 $0 68,392 $2,381,441 68,392 $330,912
2025-07 0 $0 149,992 $5,622,746 64,992 $269,066
2025-06 0 $0 69,145 $2,780,338 74,694 $309,232
2025-05 0 $0 12,064,797 $451,717,041 405,156 $1,677,343
2025-04 0 $0 55,290 $2,013,386 55,290 $228,900
2025-03 0 $0 71,944 $2,632,654 71,954 $297,889
2025-02 0 $0 28,839,003 $1,138,132,477 134,483 $2,228,647
2024-12 0 $0 16,666 $567,493 16,666 $68,997
2024-07 0 $0 0 $0 367,485 $1,521,387
2024-06 6,000 $129,000 0 $0 0 $0

Table 3. Detailed insider trading at Waystar Holding Corp. (WAY)
  Trade Date   Insider Name Trade Type     Shares       Price ($)   Value ($)
2025-08-26 Miller Melissa F. (missy) (Chief Marketing Officer) Sale 3,400 37.01 125,834
2025-08-26 Miller Melissa F. (missy) (Chief Marketing Officer) Option Ex 3,400 18.19 61,846
2025-08-20 Sinclair Iii Eric L. (ric) (Chief Business Officer) Sale 9,702 35.11 340,646
2025-08-20 Sinclair Iii Eric L. (ric) (Chief Business Officer) Option Ex 9,702 4.14 40,166
2025-08-12 Hawkins Matthew J. (Chief Executive Officer) Sale 46,667 34.66 1,617,571
2025-08-12 Hawkins Matthew J. (Chief Executive Officer) Option Ex 46,667 4.14 193,201
2025-08-11 Schremser Christopher L. (Chief Technology Officer) Sale 8,623 34.49 297,390
2025-08-11 Schremser Christopher L. (Chief Technology Officer) Option Ex 8,623 4.14 35,699
2025-07-21 Bridge T. Craig (Chief Transformation Officer) Sale 85,000 37.09 3,152,820
2025-07-21 Sinclair Iii Eric L. (ric) (Chief Business Officer) Sale 9,702 37.10 359,934
2025-07-21 Sinclair Iii Eric L. (ric) (Chief Business Officer) Option Ex 9,702 4.14 40,166
2025-07-15 Hawkins Matthew J. (Chief Executive Officer) Sale 46,667 38.26 1,785,526
2025-07-15 Hawkins Matthew J. (Chief Executive Officer) Option Ex 46,667 4.14 193,201
2025-07-10 Schremser Christopher L. (Chief Technology Officer) Sale 8,623 37.63 324,466
2025-07-10 Schremser Christopher L. (Chief Technology Officer) Option Ex 8,623 4.14 35,699
2025-06-25 Sinclair Iii Eric L. (ric) (Chief Business Officer) Sale 9,702 40.22 390,253
2025-06-25 Sinclair Iii Eric L. (ric) (Chief Business Officer) Option Ex 9,702 4.14 40,166
2025-06-20 Sinclair Iii Eric L. (ric) (Chief Business Officer) Sale 9,702 37.79 366,619
2025-06-20 Sinclair Iii Eric L. (ric) (Chief Business Officer) Option Ex 9,702 4.14 40,166
2025-06-11 Bridge T. Craig (Chief Transformation Officer) Sale 15,946 40.71 649,177
2025-06-11 Miller Melissa F. (missy) (Chief Marketing Officer) Sale 6,072 40.71 247,197
2025-06-11 Oreskovich Steven M (Chief Financial Officer) Sale 16,396 40.71 667,497
2025-06-10 Schremser Christopher L. (Chief Technology Officer) Sale 8,623 40.58 349,886
2025-06-10 Schremser Christopher L. (Chief Technology Officer) Option Ex 8,623 4.14 35,699
2025-06-10 Hawkins Matthew J. (Chief Executive Officer) Sale 2,704 40.57 109,709
2025-06-10 Hawkins Matthew J. (Chief Executive Officer) Option Ex 46,667 4.14 193,201
2025-05-27 Hawkins Matthew J. (Chief Executive Officer) Sale 140,164 39.03 5,471,301
2025-05-27 Hawkins Matthew J. (Chief Executive Officer) Option Ex 140,164 4.14 580,278
2025-05-23 Hawkins Matthew J. (Chief Executive Officer) Sale 197,847 38.53 7,623,440
2025-05-23 Hawkins Matthew J. (Chief Executive Officer) Option Ex 197,847 4.14 819,086
2025-05-22 Hawkins Matthew J. (Chief Executive Officer) Sale 2,153 39.16 84,300
2025-05-22 Hawkins Matthew J. (Chief Executive Officer) Option Ex 2,153 4.14 8,913
2025-05-21 Sinclair Iii Eric L. (ric) (Chief Business Officer) Sale 9,702 39.35 381,822
2025-05-21 Sinclair Iii Eric L. (ric) (Chief Business Officer) Option Ex 9,702 4.14 40,166
2025-05-20 Bcpe Derby (de) Spv (gp), Llc Sale 451,837 37.39 16,894,185
2025-05-20 Moskowitz Paul G Sale 451,837 37.39 16,894,185
2025-05-20 Cpp Investment Board Private Holdings (4) Inc. Sale 616,704 37.39 23,061,029
2025-05-16 Bcpe Derby (de) Spv (gp), Llc Sale 3,012,253 37.39 112,628,139
2025-05-16 Moskowitz Paul G Sale 3,012,253 37.39 112,628,139
2025-05-16 Cpp Investment Board Private Holdings (4) Inc. Sale 4,111,357 37.39 153,740,083
2025-05-15 Miller Melissa F. (missy) (Chief Marketing Officer) Sale 3,400 39.61 134,674
2025-05-13 Hawkins Matthew J. (Chief Executive Officer) Sale 46,667 39.20 1,829,393
2025-05-13 Hawkins Matthew J. (Chief Executive Officer) Option Ex 46,667 4.14 193,201
2025-05-09 Schremser Christopher L. (Chief Technology Officer) Sale 8,623 40.17 346,351
2025-05-09 Schremser Christopher L. (Chief Technology Officer) Option Ex 8,623 4.14 35,699
2025-04-10 Schremser Christopher L. (Chief Technology Officer) Sale 8,623 36.49 314,661
2025-04-10 Schremser Christopher L. (Chief Technology Officer) Option Ex 8,623 4.14 35,699
2025-04-10 Hawkins Matthew J. (Chief Executive Officer) Sale 46,667 36.40 1,698,725
2025-04-10 Hawkins Matthew J. (Chief Executive Officer) Option Ex 46,667 4.14 193,201
2025-03-13 Hawkins Matthew J. (Chief Executive Officer) Sale 46,655 35.95 1,677,387
2025-03-13 Hawkins Matthew J. (Chief Executive Officer) Option Ex 46,665 4.14 193,193
2025-03-12 Oreskovich Steven M (Chief Financial Officer) Sale 16,666 37.53 625,558
2025-03-12 Oreskovich Steven M (Chief Financial Officer) Option Ex 16,666 4.14 68,997
2025-03-07 Schremser Christopher L. (Chief Technology Officer) Sale 8,623 38.24 329,709
2025-03-07 Schremser Christopher L. (Chief Technology Officer) Option Ex 8,623 4.14 35,699
2025-02-26 Bridge T. Craig (Chief Transformation Officer) Sale 182,914 42.16 7,710,739
2025-02-26 Bridge T. Craig (Chief Transformation Officer) Option Ex 131,083 16.53 2,166,801
2025-02-24 Bcpe Derby (de) Spv (gp), Llc Sale 5,652,689 38.60 218,193,795
2025-02-24 Moskowitz Paul G Sale 5,652,689 38.60 218,193,795
2025-02-24 Cpp Investment Board Private Holdings (4) Inc. Sale 7,517,168 40.00 300,686,720
2025-02-24 Eqt Fund Management S.a R.l. Sale 9,830,143 40.00 393,205,720
2025-02-21 Miller Melissa F. (missy) (Chief Marketing Officer) Sale 3,400 41.68 141,708
2025-02-21 Miller Melissa F. (missy) (Chief Marketing Officer) Option Ex 3,400 18.19 61,846
2024-12-12 Oreskovich Steven M (Chief Financial Officer) Sale 16,666 34.05 567,493
2024-12-12 Oreskovich Steven M (Chief Financial Officer) Option Ex 16,666 4.14 68,997
2024-07-18 Bridge T. Craig (Chief Transformation Officer) Option Ex 367,485 4.14 1,521,387
2024-06-10 Driscoll John Patrick Buy 6,000 21.50 129,000

Insider trading activities including stock purchases, stock sales, and option exercises of WAY listed in the above tables cannot be completely guaranteed as to their accuracy. For more insider trading information of Waystar Holding Corp. (symbol WAY, CIK number 1990354) see the Securities and Exchange Commission (SEC) website.



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