Matthew J. Hawkins - 22 May 2025 Form 4 Insider Report for Waystar Holding Corp. (WAY)

Signature
/s/ Gregory R. Packer, as Attorney-in-Fact
Issuer symbol
WAY
Transactions as of
22 May 2025
Net transactions value
-$11,770,769
Form type
4
Filing time
27 May 2025, 18:17:42 UTC
Previous filing
14 May 2025
Next filing
06 Jun 2025

Reporting Owners (1)

Name Relationship Address Signature Signature date CIK
Hawkins Matthew J. Chief Executive Officer, Director 1550 DIGITAL DRIVE, #300, LEHI /s/ Gregory R. Packer, as Attorney-in-Fact 27 May 2025 0001998256

Transactions Table

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Ownership Footnotes
transaction WAY Common Stock Options Exercise $8,913 +2,153 +0.28% $4.14 766,284 22 May 2025 Direct
transaction WAY Common Stock Sale $84,300 -2,153 -2.7% $39.15 76,413 22 May 2025 Direct F1, F2
transaction WAY Common Stock Options Exercise $819,087 +197,847 +26% $4.14 961,978 23 May 2025 Direct
transaction WAY Common Stock Sale $7,623,460 -197,847 -21% $38.53 764,131 23 May 2025 Direct F2, F3
transaction WAY Common Stock Options Exercise $580,279 +140,164 +18% $4.14 904,295 27 May 2025 Direct
transaction WAY Common Stock Sale $5,471,288 -140,164 -15% $39.03 764,131 27 May 2025 Direct F1, F4

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type Sym Class Transaction Value $ Shares Change % * Price $ Shares After Date Underlying Class Amount Exercise Price Ownership Footnotes
transaction WAY Stock Options (right to buy) Options Exercise $0 -2,153 -0.13% $0.000000 1,670,728 22 May 2025 Common Stock 2,153 $4.14 Direct F5
transaction WAY Stock Options (right to buy) Options Exercise $0 -197,847 -12% $0.000000 1,472,881 23 May 2025 Common Stock 197,847 $4.14 Direct F5
transaction WAY Stock Options (right to buy) Options Exercise $0 -140,164 -9.5% $0.000000 1,332,717 27 May 2025 Common Stock 140,164 $4.14 Direct F5
holding WAY Stock Options (right to buy) 500,000 22 May 2025 Common Stock 500,000 $4.14 By 2024 grantor retained annuity trust F5
holding WAY Stock Options (right to buy) 250,000 22 May 2025 Common Stock 250,000 $4.14 By 2025 grantor retained annuity trust F5
* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id Content
F1 The price reported in Column 4 is a weighted average price. These shares of common stock, par value $0.01 per share ("Common Stock") of Waystar Holding Corp. (the "Issuer") were sold in multiple transactions ranging from $39.15 to $39.16, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
F2 These transactions occurred pursuant to broker sales conducted in accordance with Rule 144 under the Securities Act of 1933, as amended.
F3 The price reported in Column 4 is a weighted average price. These shares of Common Stock of Issuer were sold in multiple transactions ranging from $38.37 to $38.6150, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
F4 The price reported in Column 4 is a weighted average price. These shares of Common Stock of Issuer were sold in multiple transactions ranging from $38.7500 to $39.4800, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
F5 These options are currently vested.