Waystar Holding Corp. (WAY) - Insider Trading & Ownership

Real time insider trading transaction history:

  • Insiders are prohibited from making short-swing profits by trading their shares within 6 months of the registration or acquiring the shares.
  • Shares are not adjusted for stock split.
"Insiders might sell their shares for any number of reasons, but they buy them for only one: they think the price will rise"
- Peter Lynch
What is insider trading>>
Time period
Insider Trading Transactions for Waystar Holding Corp.
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Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
2026-09-02
Sale
2026-09-03
1:15 pm
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
82,500$25.97$2,142,5834,937,572
(Indirect
Direct)
View
2026-08-11
Sale
2026-08-13
5:41 pm
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
82,500$25.02$2,064,0314,916,136
(Indirect
Direct)
View
2026-07-15
Sale
2026-07-17
5:21 pm
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
70,000$23.06$1,613,9765,548,071
(Indirect
Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
2026-06-03
Option Award(A)
2026-09-25
12:40 pm
N/A
N/A
Waystar Holding Corp.WAYDRISCOLL JOHN PATRICK
Chairperson
10,446$0101,203
(Direct)
View
2026-06-03
Option Award(A)
2026-09-25
12:37 pm
N/A
N/A
Waystar Holding Corp.WAYGupta Aashima
Director
10,446$015,580
(Direct)
View
2026-06-03
Option Award(A)
2026-09-25
12:37 pm
N/A
N/A
Waystar Holding Corp.WAYDeMichiei Robert
Director
10,446$047,342
(Direct)
View
2026-06-03
Option Award(A)
2026-09-25
12:37 pm
N/A
N/A
Waystar Holding Corp.WAYRiefberg Vivian E.
Director
10,446$024,275
(Direct)
View
2026-06-03
Option Award(A)
2026-09-25
12:37 pm
N/A
N/A
Waystar Holding Corp.WAYMILLER HEIDI
Director
10,446$042,060
(Direct)
View
2026-06-03
Option Award(A)
2026-09-25
12:37 pm
N/A
N/A
Waystar Holding Corp.WAYRoman Michael F
Director
10,446$015,580
(Direct)
View
2026-06-03
Option Award(A)
2026-09-25
12:37 pm
N/A
N/A
Waystar Holding Corp.WAYHung Priscilla
Director
10,446$024,275
(Direct)
View
2026-08-17
Option Award
2026-09-08
3:57 pm
N/A
N/A
Waystar Holding Corp.WAYKhanna Amit
Chief Prod. & Tech. Officer
390,625$0390,625
(Direct)
View
2026-09-01
Tax Withholding
2026-09-03
1:17 pm
N/A
N/A
Waystar Holding Corp.WAYPACKER GREGORY R
Chief Legal officer
6,754$25.73418,255
(Direct)
View
2026-09-01
Tax Withholding
2026-09-03
1:16 pm
N/A
N/A
Waystar Holding Corp.WAYBridge T. Craig
Chief Transformation Officer
30,792$25.73833,234
(Direct)
View
2026-09-02
Exercise
2026-09-03
1:15 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
82,500$4.144,937,572
(Direct)
View
2026-09-02
Exercise
2026-09-03
1:15 pm
N/A
2027-11-01
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
82,500$04,937,572
(Direct)
View
2026-09-01
Tax Withholding
2026-09-03
1:15 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
30,287$25.734,937,572
(Direct)
View
2026-07-24
Option Award
2026-08-14
2:32 pm
N/A
N/A
Waystar Holding Corp.WAYWegner Alpana
Chief Financial Officer
162,112$0162,112
(Direct)
View
2026-08-11
Exercise
2026-08-13
5:41 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
82,500$4.144,916,136
(Direct)
View
2026-08-11
Exercise
2026-08-13
5:41 pm
N/A
2027-11-01
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
82,500$04,916,136
(Direct)
View
2026-08-01
Option Award
2026-08-10
10:37 am
N/A
N/A
Waystar Holding Corp.WAYWoods Todd Charles
Chief Commercial Officer
90,827$0220,506
(Direct)
View

Ownership
2026-08-10
10:36 am
N/A
N/A
Waystar Holding Corp.WAYWoods Todd Charles
Chief Commercial Officer
0$0184,129
(Direct)
View
2026-04-06
Tax Withholding
2026-08-03
3:44 pm
N/A
N/A
Waystar Holding Corp.WAYPACKER GREGORY R
Chief Legal officer
4,016$23.69425,009
(Direct)
View
2026-08-01
Option Award
2026-08-03
3:44 pm
N/A
N/A
Waystar Holding Corp.WAYPACKER GREGORY R
Chief Legal officer
232,061$0425,009
(Direct)
View
2026-08-01
Option Award
2026-08-03
3:43 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
908,265$01,835,081
(Direct)
View
2026-08-01
Option Award
2026-08-03
3:42 pm
N/A
N/A
Waystar Holding Corp.WAYBridge T. Craig
Chief Transformation Officer
205,470$0864,026
(Direct)
View
2026-07-15
Exercise
2026-07-17
5:21 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
70,000$4.145,548,071
(Direct)
View
2026-07-15
Exercise
2026-07-17
5:21 pm
N/A
2027-11-01
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
70,000$05,548,071
(Direct)
View
2026-06-09
Tax Withholding
2026-06-09
4:59 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
47,754$19.23926,816
(Direct)
View
2026-06-09
Tax Withholding
2026-06-09
4:59 pm
N/A
N/A
Waystar Holding Corp.WAYWittman Kimberly S.
Chief People Officer
2,731$19.23270,233
(Direct)
View
2026-06-09
Tax Withholding
2026-06-09
4:59 pm
N/A
N/A
Waystar Holding Corp.WAYBridge T. Craig
Chief Transformation Officer
12,212$19.23658,556
(Direct)
View
2026-06-09
Tax Withholding
2026-06-09
4:59 pm
N/A
N/A
Waystar Holding Corp.WAYOreskovich Steven M
Chief Financial Officer
12,583$19.23424,200
(Direct)
View
2026-06-09
Tax Withholding
2026-06-09
4:59 pm
N/A
N/A
Waystar Holding Corp.WAYMiller Melissa F. (Missy)
Chief Marketing Officer
2,887$19.23252,077
(Direct)
View
2026-06-09
Tax Withholding
2026-06-09
4:59 pm
N/A
N/A
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
14,751$19.23495,033
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:24 pm
N/A
N/A
Waystar Holding Corp.WAYDeMichiei Robert
Director
9,303$046,199
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:24 pm
N/A
N/A
Waystar Holding Corp.WAYGupta Aashima
Director
9,303$014,437
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:24 pm
N/A
N/A
Waystar Holding Corp.WAYRoman Michael F
Director
9,303$014,437
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:24 pm
N/A
N/A
Waystar Holding Corp.WAYRiefberg Vivian E.
Director
9,303$023,132
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:24 pm
N/A
N/A
Waystar Holding Corp.WAYMILLER HEIDI
Director
9,303$040,917
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:23 pm
N/A
N/A
Waystar Holding Corp.WAYHung Priscilla
Director
9,303$023,132
(Direct)
View
2026-06-03
Option Award
2026-06-03
6:19 pm
N/A
N/A
Waystar Holding Corp.WAYDRISCOLL JOHN PATRICK
Chairperson
9,303$0100,060
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:45 pm
N/A
N/A
Waystar Holding Corp.WAYMiller Melissa F. (Missy)
Chief Marketing Officer
61,703$0254,964
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:44 pm
N/A
N/A
Waystar Holding Corp.WAYWittman Kimberly S.
Chief People Officer
61,703$0272,964
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:41 pm
N/A
N/A
Waystar Holding Corp.WAYPACKER GREGORY R
Chief Legal officer
65,817$0196,964
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:41 pm
N/A
N/A
Waystar Holding Corp.WAYChan William
Chief Product & AI Officer
82,271$01,580,812
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:40 pm
N/A
N/A
Waystar Holding Corp.WAYBridge T. Craig
Chief Transformation Officer
87,413$0670,768
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:38 pm
N/A
N/A
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
87,413$0509,784
(Direct)
View
(A) Indicate amendment filing.
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