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.
Goto 0, 1, 2, 3, Next
Common stock purchase or sale:
Transaction
Date
Reported
DateTime
CompanySymbolInsider
Relationship
Shares
Traded
Average
Price
Total
Amount
Shares
Owned
Filing
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
2026-03-02
Purchase
2026-03-03
4:12 pm
Waystar Holding Corp.WAYMILLER HEIDI
Director
7,200$26.25$188,98638,814
(Indirect
Direct)
View
2026-01-20
Sale
2026-01-22
4:14 pm
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
40,225$30.08$1,210,077654,905
(Direct)
View
2025-12-22
Sale
2025-12-23
11:32 am
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$32.82$318,396513,630
(Direct)
View
2025-12-10
Sale
2025-12-11
11:09 am
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$30.41$262,225491,365
(Direct)
View
2025-11-25
Sale
2025-11-26
10:12 am
Waystar Holding Corp.WAYMiller Melissa F. (Missy)
Chief Marketing Officer
3,400$37$125,800222,011
(Direct)
View
2025-11-20
Sale
2025-11-21
11:01 am
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$35.27$342,181523,331
(Direct)
View
2025-11-10
Sale
2025-11-12
12:14 pm
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$36.12$311,429499,988
(Direct)
View
2025-10-20
Sale
2025-10-21
4:09 pm
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$36.94$358,334533,032
(Direct)
View
2025-10-15
Sale
2025-10-20
09:40 am
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
200$38$7,6002,575,154
(Indirect
Direct)
View
2025-10-10
Sale
2025-10-14
10:40 am
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$36.21$312,215508,611
(Direct)
View
2025-09-22
Sale
2025-09-24
1:04 pm
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
25,000$38.08$951,9763,852,899
(Indirect
Direct)
View
2025-09-22
Sale
2025-09-24
1:03 pm
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$37.63$365,090542,733
(Direct)
View

Stock options: Exercise, Award, Grant, Conversion
Transaction
Date
Reported
DateTime
Exercisable
Expiration
CompanySymnbolInsider
Relationship
Shares
Traded
Conversion
Price
Shares
Owned
Filing
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
2026-04-06
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
3:43 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
2027-11-01
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
70,000$05,548,071
(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
2026-06-09
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
2026-03-09
Option Award
2026-03-11
6:37 pm
N/A
N/A
Waystar Holding Corp.WAYOreskovich Steven M
Chief Financial Officer
82,271$0436,783
(Direct)
View
2026-03-09
Option Award
2026-03-11
6:36 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
257,096$0974,570
(Direct)
View
2026-01-20
Exercise
2026-01-22
4:14 pm
N/A
2030-08-09
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
40,225$0654,905
(Direct)
View
2026-01-20
Exercise
2026-01-22
4:14 pm
N/A
N/A
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
32,663$4.14654,905
(Direct)
View
2026-01-20
Exercise
2026-01-22
4:14 pm
N/A
N/A
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
7,562$18.19654,905
(Direct)
View
2025-12-22
Exercise
2025-12-23
11:32 am
N/A
2027-11-01
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$0513,630
(Direct)
View
2025-12-22
Exercise
2025-12-23
11:32 am
N/A
N/A
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$4.14513,630
(Direct)
View
2025-12-10
Exercise
2025-12-11
11:09 am
N/A
2027-11-01
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$0491,365
(Direct)
View
2025-12-10
Exercise
2025-12-11
11:09 am
N/A
N/A
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$4.14491,365
(Direct)
View
2025-11-25
Exercise
2025-11-26
10:12 am
N/A
2030-08-17
Waystar Holding Corp.WAYMiller Melissa F. (Missy)
Chief Marketing Officer
3,400$0222,011
(Direct)
View
2025-11-25
Exercise
2025-11-26
10:12 am
N/A
N/A
Waystar Holding Corp.WAYMiller Melissa F. (Missy)
Chief Marketing Officer
3,400$18.19222,011
(Direct)
View
2025-11-20
Exercise
2025-11-21
11:01 am
N/A
2027-11-01
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$0523,331
(Direct)
View
2025-11-20
Exercise
2025-11-21
11:01 am
N/A
N/A
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$4.14523,331
(Direct)
View
2025-11-10
Exercise
2025-11-12
12:14 pm
N/A
2027-11-01
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$0499,988
(Direct)
View
2025-11-10
Exercise
2025-11-12
12:14 pm
N/A
N/A
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$4.14499,988
(Direct)
View
2025-10-20
Exercise
2025-10-21
4:09 pm
N/A
2027-11-01
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$0533,032
(Direct)
View
2025-10-20
Exercise
2025-10-21
4:09 pm
N/A
N/A
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$4.14533,032
(Direct)
View
2025-10-15
Exercise
2025-10-20
09:40 am
N/A
2027-11-01
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
200$02,575,154
(Direct)
View
2025-10-15
Exercise
2025-10-20
09:40 am
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
200$4.142,575,154
(Direct)
View

Ownership
2025-10-15
11:41 am
N/A
N/A
Waystar Holding Corp.WAYChan William
Chief Product & AI Officer
0$01,498,541
(Direct)
View
2025-10-10
Exercise
2025-10-14
10:40 am
N/A
2027-11-01
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$0508,611
(Direct)
View
2025-10-10
Exercise
2025-10-14
10:40 am
N/A
N/A
Waystar Holding Corp.WAYSchremser Christopher L.
Chief Technology Officer
8,623$4.14508,611
(Direct)
View
2025-09-22
Exercise
2025-09-24
1:04 pm
N/A
2027-11-01
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
25,000$03,852,899
(Direct)
View
2025-09-22
Exercise
2025-09-24
1:04 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
25,000$4.143,852,899
(Direct)
View
2025-06-06
Tax Withholding
2025-09-24
1:04 pm
N/A
N/A
Waystar Holding Corp.WAYHawkins Matthew J.
Chief Executive Officer
46,657$40.553,852,899
(Direct)
View
2025-09-22
Exercise
2025-09-24
1:03 pm
N/A
2027-11-01
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$0542,733
(Direct)
View
2025-09-22
Exercise
2025-09-24
1:03 pm
N/A
N/A
Waystar Holding Corp.WAYSinclair III Eric L. (Ric)
Chief Business Officer
9,701$4.14542,733
(Direct)
View
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