Insider Transactions last 24 months for Waystar Holding Corp. - NSDQ: WAY
Transactions
All
Buy
Sell
Option Exercise
Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Oreskovich Steven M Chief Financial Officer 03/09/2026 AA Direct COM 82,271 $0.00 $0.00 436,783 Packer Gregory R Chief Legal officer 03/09/2026 AA Direct COM 65,817 $0.00 $0.00 196,964 Miller Melissa F. (Missy) Chief Marketing Officer 03/09/2026 AA Direct COM 61,703 $0.00 $0.00 254,964 Hawkins Matthew J. Chief Executive Officer 03/09/2026 AA Direct COM 257,096 $0.00 $0.00 974,570 Bridge T. Craig Chief Transformation Officer 03/09/2026 AA Direct COM 87,413 $0.00 $0.00 670,768 Schremser Christopher L. Chief Technology Officer 03/09/2026 AA Direct COM 87,413 $0.00 $0.00 509,784 Wittman Kimberly S. Chief People Officer 03/09/2026 AA Direct COM 61,703 $0.00 $0.00 272,964 Chan William Chief Product & AI Officer 03/09/2026 AA Direct COM 82,271 $0.00 $0.00 1,580,812 Miller Heidi Director 03/02/2026 AP Indirect COM 7,200 $26.25 $188,985.60 7,200 Sinclair Iii Eric L. (Ric) Chief Business Officer 01/20/2026 DS Direct COM 40,225 $30.08 $1,210,076.61 474,826 Sinclair Iii Eric L. (Ric) Chief Business Officer 01/20/2026 AM Direct COM 32,663 $4.14 $135,224.82 515,051 Sinclair Iii Eric L. (Ric) Chief Business Officer 01/20/2026 AM Direct COM 7,562 $18.19 $137,552.78 482,388 Sinclair Iii Eric L. (Ric) Chief Business Officer 12/22/2025 DS Direct COM 9,701 $32.82 $318,395.55 474,826 Sinclair Iii Eric L. (Ric) Chief Business Officer 12/22/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Schremser Christopher L. Chief Technology Officer 12/10/2025 DS Direct COM 8,623 $30.41 $262,225.43 422,371 Schremser Christopher L. Chief Technology Officer 12/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 430,994 Miller Melissa F. (Missy) Chief Marketing Officer 11/25/2025 DS Direct COM 3,400 $37.00 $125,800.00 193,261 Miller Melissa F. (Missy) Chief Marketing Officer 11/25/2025 AM Direct COM 3,400 $18.19 $61,846.00 196,661 Sinclair Iii Eric L. (Ric) Chief Business Officer 11/20/2025 DS Direct COM 9,701 $35.27 $342,181.43 474,826 Sinclair Iii Eric L. (Ric) Chief Business Officer 11/20/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Schremser Christopher L. Chief Technology Officer 11/10/2025 DS Direct COM 8,623 $36.12 $311,429.13 422,371 Schremser Christopher L. Chief Technology Officer 11/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 430,994 Sinclair Iii Eric L. (Ric) Chief Business Officer 10/20/2025 DS Direct COM 9,701 $36.94 $358,333.60 474,826 Sinclair Iii Eric L. (Ric) Chief Business Officer 10/20/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Hawkins Matthew J. Chief Executive Officer 10/15/2025 DS Direct COM 200 $38.00 $7,600.00 717,474
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Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Oreskovich Steven M Chief Financial Officer 03/09/2026 AA Direct COM 82,271 $0.00 $0.00 436,783 Packer Gregory R Chief Legal officer 03/09/2026 AA Direct COM 65,817 $0.00 $0.00 196,964 Miller Melissa F. (Missy) Chief Marketing Officer 03/09/2026 AA Direct COM 61,703 $0.00 $0.00 254,964 Hawkins Matthew J. Chief Executive Officer 03/09/2026 AA Direct COM 257,096 $0.00 $0.00 974,570 Bridge T. Craig Chief Transformation Officer 03/09/2026 AA Direct COM 87,413 $0.00 $0.00 670,768 Schremser Christopher L. Chief Technology Officer 03/09/2026 AA Direct COM 87,413 $0.00 $0.00 509,784 Wittman Kimberly S. Chief People Officer 03/09/2026 AA Direct COM 61,703 $0.00 $0.00 272,964 Chan William Chief Product & AI Officer 03/09/2026 AA Direct COM 82,271 $0.00 $0.00 1,580,812 Miller Heidi Director 03/02/2026 AP Indirect COM 7,200 $26.25 $188,985.60 7,200 Packer Gregory R Chief Legal officer 08/18/2025 AA Direct COM 78,321 $0.00 $0.00 131,147 Gupta Aashima Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 5,134 Driscoll John Patrick Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 90,757 Demichiei Robert Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 36,896 Roman Michael F Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 5,134 Riefberg Vivian E. Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 13,829 Miller Heidi Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 31,614 Hung Priscilla Director 06/16/2025 AA Direct COM 5,134 $0.00 $0.00 13,829 Hawkins Matthew J. Chief Executive Officer 05/09/2025 AA Direct COM 264,131 $0.00 $0.00 764,131 Oreskovich Steven M Chief Financial Officer 04/01/2025 AA Direct COM 211,304 $0.00 $0.00 384,946 Sinclair Iii Eric L. (Ric) Chief Business Officer 04/01/2025 AA Direct COM 316,957 $0.00 $0.00 490,870 Wittman Kimberly S. Chief People Officer 04/01/2025 AA Direct COM 158,478 $0.00 $0.00 201,956 Miller Melissa F. (Missy) Chief Marketing Officer 04/01/2025 AA Direct COM 158,478 $0.00 $0.00 201,956 Bridge T. Craig Chief Transformation Officer 04/01/2025 AA Direct COM 264,131 $0.00 $0.00 783,789 Schremser Christopher L. Chief Technology Officer 04/01/2025 AA Direct COM 264,131 $0.00 $0.00 438,044 Packer Gregory R Chief Legal Officer 04/01/2025 AA Direct COM 52,826 $0.00 $0.00 52,826
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Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Sinclair Iii Eric L. (Ric) Chief Business Officer 01/20/2026 DS Direct COM 40,225 $30.08 $1,210,076.61 474,826 Sinclair Iii Eric L. (Ric) Chief Business Officer 12/22/2025 DS Direct COM 9,701 $32.82 $318,395.55 474,826 Schremser Christopher L. Chief Technology Officer 12/10/2025 DS Direct COM 8,623 $30.41 $262,225.43 422,371 Miller Melissa F. (Missy) Chief Marketing Officer 11/25/2025 DS Direct COM 3,400 $37.00 $125,800.00 193,261 Sinclair Iii Eric L. (Ric) Chief Business Officer 11/20/2025 DS Direct COM 9,701 $35.27 $342,181.43 474,826 Schremser Christopher L. Chief Technology Officer 11/10/2025 DS Direct COM 8,623 $36.12 $311,429.13 422,371 Sinclair Iii Eric L. (Ric) Chief Business Officer 10/20/2025 DS Direct COM 9,701 $36.94 $358,333.60 474,826 Hawkins Matthew J. Chief Executive Officer 10/15/2025 DS Direct COM 200 $38.00 $7,600.00 717,474 Schremser Christopher L. Chief Technology Officer 10/10/2025 DS Direct COM 8,623 $36.21 $312,214.69 422,371 Hawkins Matthew J. Chief Executive Officer 09/23/2025 DS Direct COM 12,800 $38.08 $487,409.92 717,474 Sinclair Iii Eric L. (Ric) Chief Business Officer 09/22/2025 DS Direct COM 9,701 $37.63 $365,090.34 474,826 Hawkins Matthew J. Chief Executive Officer 09/22/2025 DS Direct COM 12,200 $38.08 $464,566.24 717,474 Moskowitz Paul G Director 09/12/2025 DJ Indirect COM 516,371 $0.00 $0.00 13,243,539 Moskowitz Paul G Director 09/12/2025 DS Indirect COM 4,295,139 $39.21 $168,412,400.19 13,759,910 Canada Pension Plan Investment Board Other 09/12/2025 DS Indirect COM 5,938,773 $39.21 $232,859,289.33 19,025,452 Derby Luxco S.A R.L. Other 09/12/2025 DS Indirect COM 7,766,088 $39.21 $304,508,310.48 24,879,437 Bain Capital Investors Llc Other 09/12/2025 DJ Indirect COM 516,371 $0.00 $0.00 13,243,539 Bain Capital Investors Llc Other 09/12/2025 DS Indirect COM 4,295,139 $39.21 $168,412,400.19 13,759,910 Oreskovich Steven M Chief Financial Officer 09/10/2025 DS Direct COM 16,666 $40.49 $674,848.01 354,512 Schremser Christopher L. Chief Technology Officer 09/10/2025 DS Direct COM 8,623 $40.49 $349,157.34 422,371 Sinclair Iii Eric L. (Ric) Chief Business Officer 09/08/2025 DS Direct COM 19,404 $40.03 $776,713.01 474,826 Bridge T. Craig Chief Transformation Officer 09/08/2025 DS Direct COM 85,000 $40.06 $3,405,253.00 583,355 Miller Melissa F. (Missy) Chief Marketing Officer 08/26/2025 DS Direct COM 3,400 $37.01 $125,832.30 193,261 Sinclair Iii Eric L. (Ric) Chief Business Officer 08/20/2025 DS Direct COM 9,702 $35.11 $340,646.92 490,870 Hawkins Matthew J. Chief Executive Officer 08/12/2025 DS Direct COM 46,667 $34.66 $1,617,580.89 764,131
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Filer's Name
Relationship/
Trans.
Trans. Type
Ownership Type
Security Type
Shares
Price
Trans.
Total Shares Owned
Sinclair Iii Eric L. (Ric) Chief Business Officer 01/20/2026 AM Direct COM 32,663 $4.14 $135,224.82 515,051 Sinclair Iii Eric L. (Ric) Chief Business Officer 01/20/2026 AM Direct COM 7,562 $18.19 $137,552.78 482,388 Sinclair Iii Eric L. (Ric) Chief Business Officer 12/22/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Schremser Christopher L. Chief Technology Officer 12/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 430,994 Miller Melissa F. (Missy) Chief Marketing Officer 11/25/2025 AM Direct COM 3,400 $18.19 $61,846.00 196,661 Sinclair Iii Eric L. (Ric) Chief Business Officer 11/20/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Schremser Christopher L. Chief Technology Officer 11/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 430,994 Sinclair Iii Eric L. (Ric) Chief Business Officer 10/20/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Hawkins Matthew J. Chief Executive Officer 10/15/2025 AM Direct COM 200 $4.14 $828.00 717,674 Schremser Christopher L. Chief Technology Officer 10/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 430,994 Hawkins Matthew J. Chief Executive Officer 09/23/2025 AM Direct COM 12,800 $4.14 $52,992.00 730,274 Sinclair Iii Eric L. (Ric) Chief Business Officer 09/22/2025 AM Direct COM 9,701 $4.14 $40,162.14 484,527 Hawkins Matthew J. Chief Executive Officer 09/22/2025 AM Direct COM 12,200 $4.14 $50,508.00 729,674 Oreskovich Steven M Chief Financial Officer 09/10/2025 AM Direct COM 16,666 $4.14 $68,997.24 371,178 Schremser Christopher L. Chief Technology Officer 09/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 430,994 Sinclair Iii Eric L. (Ric) Chief Business Officer 09/08/2025 AM Direct COM 19,404 $4.14 $80,332.56 494,230 Wittman Kimberly S. Chief People Officer 09/04/2025 AM Direct COM 18,000 $21.50 $387,000.00 211,261 Miller Melissa F. (Missy) Chief Marketing Officer 08/26/2025 AM Direct COM 3,400 $18.19 $61,846.00 196,661 Sinclair Iii Eric L. (Ric) Chief Business Officer 08/20/2025 AM Direct COM 9,702 $4.14 $40,166.28 500,572 Hawkins Matthew J. Chief Executive Officer 08/12/2025 AM Direct COM 46,667 $4.14 $193,201.38 810,798 Schremser Christopher L. Chief Technology Officer 08/11/2025 AM Direct COM 8,623 $4.14 $35,699.22 446,667 Sinclair Iii Eric L. (Ric) Chief Business Officer 07/21/2025 AM Direct COM 9,702 $4.14 $40,166.28 500,572 Hawkins Matthew J. Chief Executive Officer 07/15/2025 AM Direct COM 46,667 $4.14 $193,201.38 810,798 Schremser Christopher L. Chief Technology Officer 07/10/2025 AM Direct COM 8,623 $4.14 $35,699.22 446,667 Sinclair Iii Eric L. (Ric) Chief Business Officer 06/25/2025 AM Direct COM 9,702 $4.14 $40,166.28 500,572
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Transaction Type Key A = Acquired, D = Disposed A = Grant, award or other acquisition pursuant to Rule 16b-3(d)
C = Conversion of derivative security |
D = Disposition to the issuer of issuer equity securities pursuant to Rule 16b-3(e) |
E = Expiration of short derivative position |
F = Payment of exercise price or tax liability by delivering or withholding securities incident to the receipt, exercise or vesting of a security issued in accordance with Rule 16b-3. |
G = Gift |
H = Expiration (or cancellation) of long derivative position with value received |
I = Discretionary transaction in accordance with Rule 16b-3(f) |
J = Other |
L = Small acquisition under Rule 16a-6 |
M = Exercise or conversion of derivative security exempted pursuant to Rule 16b-3 |
O = Exercise of out-of-the-money derivative security |
P = Open market or private purchase |
S = Open market or private sale |
U = Disposition pursuant to a tender of shares in a change of control transaction |
W = Acquisition or disposition by will or the laws of descent and distribution |
X = Exercise of in-the-money or at-the-money derivative security |
Z = Deposit into or withdrawal from voting trust
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