Waystar Holding Corp.

By person

24 insiders · 88 transactions

56.4×

Matthew J. Hawkins holds 56.4 times base salary in stock. $46.87M of shares against $830.00K in salary for 2025.

Salary from the company's own proxy. The shares are what Matthew J. Hawkins last reported holding, valued at $25.97, the price Common Stock was last bought or sold at on the open market here, on 2 Sep 2026.

Insider

Role

Bought

Sold

Net

Holding

Of company

Worth

Change

Derby LuxCo S.a r.l.

10% owner

—

$928.91M (4)

−$928.91M

24,879,437

12.98%

$646.14M

−48.9%

CANADA PENSION PLAN INVESTMENT BOARD

10% owner

—

$710.35M (4)

−$710.35M

19,025,452

9.92%

$494.10M

−48.9%

BAIN CAPITAL INVESTORS LLC entity

10% owner

—

$516.13M (4)

−$516.13M

13,243,539

6.91%

$343.94M

−52.7%

Moskowitz Paul G

Director

—

$516.13M (4)

−$516.13M

13,243,539

6.91%

$343.94M

−52.7%

Hawkins Matthew J.

Chief Executive Officer

—

$31.05M (21) scheduled

−$31.05M

1,804,794

0.9412%

$46.87M

—

Bridge T. Craig

Chief Transformation Officer

—

$14.92M (4) scheduled

−$14.92M

833,234

0.4345%

$21.64M

+1,508%

Sinclair III Eric L. (Ric)

Chief Business Officer

—

$5.60M (13) scheduled

−$5.60M

474,826

0.2476%

$12.33M

—

Schremser Christopher L.

Chief Technology Officer

—

$3.19M (16) scheduled

−$3.19M

495,033

0.2582%

$12.86M

—

Oreskovich Steven M

Chief Financial Officer

—

$2.52M (6) scheduled

−$2.52M

424,200

0.2212%

$11.02M

+1,876%

Miller Melissa F. (Missy)

Chief Marketing Officer

—

$775.39K (7) scheduled

−$775.39K

252,077

0.1315%

$6.55M

+7,314%

MILLER HEIDI

Director

$188.99K (1)

—

+$188.99K

48,117

0.0251%

$1.25M

+170.5%

DRISCOLL JOHN PATRICK

Director

$129.00K (1)

—

+$129.00K

100,060

0.0522%

$2.60M

+41.1%

Chan William

Chief Product & AI Officer

—

1,580,812

0.8244%

$41.05M

+5.5%

PACKER GREGORY R

Chief Legal officer

—

418,255

0.2181%

$10.86M

—

Khanna Amit

Chief Prod. & Tech. Officer

—

390,625

0.2037%

$10.14M

—

Wittman Kimberly S.

Chief People Officer

—

270,233

0.1409%

$7.02M

—

Woods Todd Charles

Chief Commercial Officer

—

220,506

0.1150%

$5.73M

+70.0%

Wegner Alpana

Chief Financial Officer

—

162,112

0.0845%

$4.21M

—

Heiman Matthew R. A.

See Remarks

—

86,956

0.0453%

$2.26M

—

DeMichiei Robert

Director

—

46,199

0.0241%

$1.20M

+100.3%

Hung Priscilla

Director

—

23,132

0.0121%

$600.75K

—

Riefberg Vivian E.

Director

—

23,132

0.0121%

$600.75K

—

Roman Michael F

Director

—

14,437

0.0075%

$374.94K

—

Gupta Aashima

Director

—

14,437

0.0075%

$374.94K

—

Individual transactions

Insider

Date

Role

Action

Price

Amount

Hawkins Matthew J.

2 Sep 2026

Chief Executive Officer

Sold after exercise

82,500

$25.97

$2.14M

Hawkins Matthew J.

13 Aug 2026

Chief Executive Officer

Sold after exercise

60,038

$25.01

$1.50M

Hawkins Matthew J.

11 Aug 2026

Chief Executive Officer

Sold after exercise

22,462

$25.04

$562.35K

Hawkins Matthew J.

16 Jul 2026

Chief Executive Officer

Sold after exercise

36,901

$23.09

$851.94K

Hawkins Matthew J.

15 Jul 2026

Chief Executive Officer

Sold after exercise

33,099

$23.02

$762.03K

MILLER HEIDI

2 Mar 2026

Director

Buy indirect

7,200

$26.25

$188.99K

Sinclair III Eric L. (Ric)

20 Jan 2026

Chief Business Officer

Sold after exercise

40,225

$30.08

$1.21M

Sinclair III Eric L. (Ric)

22 Dec 2025

Chief Business Officer

Sold after exercise

9,701

$32.82

$318.40K

Schremser Christopher L.

10 Dec 2025

Chief Technology Officer

Sold after exercise

8,623

$30.41

$262.23K

Miller Melissa F. (Missy)

25 Nov 2025

Chief Marketing Officer

Sold after exercise

3,400

$37.00

$125.80K

Sinclair III Eric L. (Ric)

20 Nov 2025

Chief Business Officer

Sold after exercise

9,701

$35.27

$342.18K

Schremser Christopher L.

10 Nov 2025

Chief Technology Officer

Sold after exercise

8,623

$36.12

$311.43K

Sinclair III Eric L. (Ric)

20 Oct 2025

Chief Business Officer

Sold after exercise

9,701

$36.94

$358.33K

Hawkins Matthew J.

15 Oct 2025

Chief Executive Officer

Sold after exercise

200

$38.00

$7.60K

Schremser Christopher L.

10 Oct 2025

Chief Technology Officer

Sold after exercise

8,623

$36.21

$312.21K

Hawkins Matthew J.

23 Sep 2025

Chief Executive Officer

Sold after exercise

12,800

$38.08

$487.41K

Sinclair III Eric L. (Ric)

22 Sep 2025

Chief Business Officer

Sold after exercise

9,701

$37.63

$365.09K

Hawkins Matthew J.

22 Sep 2025

Chief Executive Officer

Sold after exercise

12,200

$38.08

$464.57K

CANADA PENSION PLAN INVESTMENT BOARD

12 Sep 2025

10% owner

Sell indirect

5,938,773

$39.21

$232.86M

Derby LuxCo S.a r.l.

12 Sep 2025

10% owner

Sell indirect

7,766,088

$39.21

$304.51M

BAIN CAPITAL INVESTORS LLC

12 Sep 2025

10% owner

Sell indirect

4,295,139

$39.21

$168.41M

Moskowitz Paul G

12 Sep 2025

Director

Sell indirect

4,295,139

$39.21

$168.41M

Oreskovich Steven M

10 Sep 2025

Chief Financial Officer

Sold after exercise

16,666

$40.49

$674.85K

Schremser Christopher L.

10 Sep 2025

Chief Technology Officer

Sold after exercise

8,623

$40.49

$349.16K

Sinclair III Eric L. (Ric)

8 Sep 2025

Chief Business Officer

Sold after exercise

19,404

$40.03

$776.71K

Bridge T. Craig

8 Sep 2025

Chief Transformation Officer

Sold on a plan

85,000

$40.06

$3.41M

Wittman Kimberly S.

4 Sep 2025

Chief People Officer

Exercised, kept

18,000

$21.50

$387.00K

Miller Melissa F. (Missy)

26 Aug 2025

Chief Marketing Officer

Sold after exercise

3,400

$37.01

$125.83K

Sinclair III Eric L. (Ric)

20 Aug 2025

Chief Business Officer

Sold after exercise

9,702

$35.11

$340.65K

Hawkins Matthew J.

12 Aug 2025

Chief Executive Officer

Sold after exercise

46,667

$34.66

$1.62M

Schremser Christopher L.

11 Aug 2025

Chief Technology Officer

Sold after exercise

8,623

$34.49

$297.39K

Bridge T. Craig

21 Jul 2025

Chief Transformation Officer

Sold on a plan

85,000

$37.09

$3.15M

Sinclair III Eric L. (Ric)

21 Jul 2025

Chief Business Officer

Sold after exercise

9,702

$37.10

$359.94K

Hawkins Matthew J.

15 Jul 2025

Chief Executive Officer

Sold after exercise

46,667

$38.26

$1.79M

Schremser Christopher L.

10 Jul 2025

Chief Technology Officer

Sold after exercise

8,623

$37.63

$324.46K

Sinclair III Eric L. (Ric)

25 Jun 2025

Chief Business Officer

Sold after exercise

9,702

$40.22

$390.26K

Sinclair III Eric L. (Ric)

20 Jun 2025

Chief Business Officer

Sold after exercise

9,702

$37.79

$366.62K

Bridge T. Craig

11 Jun 2025

Chief Transformation Officer

Sold on a plan

15,946

$40.71

$649.18K

Miller Melissa F. (Missy)

11 Jun 2025

Chief Marketing Officer

Sold on a plan

6,072

$40.71

$247.20K

Oreskovich Steven M

11 Jun 2025

Chief Financial Officer

Sold on a plan

16,396

$40.71

$667.49K

Hawkins Matthew J.

10 Jun 2025

Chief Executive Officer

Sold after exercise

2,704

$40.57

$109.71K

Schremser Christopher L.

10 Jun 2025

Chief Technology Officer

Sold after exercise

8,623

$40.58

$349.89K

Hawkins Matthew J.

5 Jun 2025

Chief Executive Officer

Sold after exercise

59,836

$40.18

$2.40M

Sinclair III Eric L. (Ric)

30 May 2025

Chief Business Officer

Sold after exercise

9,702

$40.00

$388.08K

Hawkins Matthew J.

27 May 2025

Chief Executive Officer

Sold after exercise

140,164

$39.03

$5.47M

Hawkins Matthew J.

23 May 2025

Chief Executive Officer

Sold after exercise

197,847

$38.53

$7.62M

Hawkins Matthew J.

22 May 2025

Chief Executive Officer

Sold after exercise

2,153

$39.15

$84.30K

Sinclair III Eric L. (Ric)

21 May 2025

Chief Business Officer

Sold after exercise

100

$39.55

$3.96K

Sinclair III Eric L. (Ric)

21 May 2025

Chief Business Officer

Sold after exercise

9,602

$39.16

$376.02K

Derby LuxCo S.a r.l.

20 May 2025

10% owner

Sell indirect

806,459

$37.39

$30.16M

CANADA PENSION PLAN INVESTMENT BOARD

20 May 2025

10% owner

Sell indirect

616,704

$37.39

$23.06M

Moskowitz Paul G

20 May 2025

Director

Sell indirect

451,837

$37.39

$16.89M

BAIN CAPITAL INVESTORS LLC

20 May 2025

10% owner

Sell indirect

451,837

$37.39

$16.89M

Derby LuxCo S.a r.l.

16 May 2025

10% owner

Sell indirect

5,376,390

$37.39

$201.04M

CANADA PENSION PLAN INVESTMENT BOARD

16 May 2025

10% owner

Sell indirect

4,111,357

$37.39

$153.74M

Moskowitz Paul G

16 May 2025

Director

Sell indirect

3,012,253

$37.39

$112.63M

BAIN CAPITAL INVESTORS LLC

16 May 2025

10% owner

Sell indirect

3,012,253

$37.39

$112.63M

Miller Melissa F. (Missy)

15 May 2025

Chief Marketing Officer

Sold on a plan

100

$40.06

$4.01K

Miller Melissa F. (Missy)

15 May 2025

Chief Marketing Officer

Sold on a plan

3,300

$39.16

$129.23K

Hawkins Matthew J.

13 May 2025

Chief Executive Officer

Sold after exercise

2,704

$39.46

$106.70K

Hawkins Matthew J.

13 May 2025

Chief Executive Officer

Sold after exercise

43,963

$38.94

$1.71M

Schremser Christopher L.

9 May 2025

Chief Technology Officer

Sold after exercise

8,623

$40.17

$346.35K

Hawkins Matthew J.

10 Apr 2025

Chief Executive Officer

Sold after exercise

20,121

$36.72

$738.75K

Hawkins Matthew J.

10 Apr 2025

Chief Executive Officer

Sold after exercise

26,546

$36.09

$957.98K

Schremser Christopher L.

10 Apr 2025

Chief Technology Officer

Sold after exercise

2,513

$36.80

$92.48K

Schremser Christopher L.

10 Apr 2025

Chief Technology Officer

Sold after exercise

6,110

$36.18

$221.06K

Hawkins Matthew J.

13 Mar 2025

Chief Executive Officer

Sold after exercise

500

$36.36

$18.18K

Hawkins Matthew J.

13 Mar 2025

Chief Executive Officer

Sold after exercise

46,155

$35.54

$1.64M

Oreskovich Steven M

12 Mar 2025

Chief Financial Officer

Sold after exercise

700

$38.07

$26.65K

Oreskovich Steven M

12 Mar 2025

Chief Financial Officer

Sold after exercise

15,966

$37.00

$590.69K

Schremser Christopher L.

7 Mar 2025

Chief Technology Officer

Sold after exercise

100

$40.55

$4.06K

Schremser Christopher L.

7 Mar 2025

Chief Technology Officer

Sold after exercise

900

$40.11

$36.10K

Schremser Christopher L.

7 Mar 2025

Chief Technology Officer

Sold after exercise

300

$38.70

$11.61K

Schremser Christopher L.

7 Mar 2025

Chief Technology Officer

Sold after exercise

3,572

$37.41

$133.62K

Schremser Christopher L.

7 Mar 2025

Chief Technology Officer

Sold after exercise

2,187

$36.96

$80.84K

Schremser Christopher L.

7 Mar 2025

Chief Technology Officer

Sold after exercise

1,564

$35.68

$55.81K

Bridge T. Craig

26 Feb 2025

Chief Transformation Officer

Sold after exercise

182,914

$42.15

$7.71M

Derby LuxCo S.a r.l.

24 Feb 2025

10% owner

Sell indirect

9,830,143

$40.00

$393.21M

CANADA PENSION PLAN INVESTMENT BOARD

24 Feb 2025

10% owner

Sell indirect

7,517,168

$40.00

$300.69M

BAIN CAPITAL INVESTORS LLC

24 Feb 2025

10% owner

Sell indirect

5,652,689

$38.60

$218.19M

Moskowitz Paul G

24 Feb 2025

Director

Sell indirect

5,652,689

$38.60

$218.19M

Miller Melissa F. (Missy)

21 Feb 2025

Chief Marketing Officer

Sold after exercise

3,200

$42.22

$135.10K

Miller Melissa F. (Missy)

21 Feb 2025

Chief Marketing Officer

Sold after exercise

200

$41.14

$8.23K

Oreskovich Steven M

12 Dec 2024

Chief Financial Officer

Sold after exercise

$34.21

$1.61K

Oreskovich Steven M

12 Dec 2024

Chief Financial Officer

Sold after exercise

16,619

$33.89

$563.25K

Bridge T. Craig

18 Jul 2024

Chief Transformation Officer

Exercised, kept

160,218

$4.14

$663.30K

Bridge T. Craig

18 Jul 2024

Chief Transformation Officer

Exercised, kept

207,267

$4.14

$858.09K

DRISCOLL JOHN PATRICK

10 Jun 2024

Director

Buy

6,000

$21.50

$129.00K

By person

Individual transactions

What was left out