InsiderFlow

Waystar Holding Corp.

$24.23-0.38 (-1.54%)

Prev Close

$24.61

Open

$24.54

High

$24.95

Low

$23.79

Volume

1.57M

Market Cap

$4.96B

P/E

39.72

Div Yield

Over the past 12 months, insider activity at Waystar Holding Corp. (WAY) has been dominated by selling, with 1 insider purchase totaling $189.0K and 25 insider sales totaling $853.73M. The most recent insider transaction was by MILLER HEIDI (director), who purchased $189.0K worth of shares on Mar 3, 2026. Waystar Holding Corp. operates in the Technology sector, within the Information Technology Services industry, with a market cap of $4.96B.

Buys (12M)

1

$189.0K

Sells (12M)

25

$853.73M

Net Activity

Net Seller

$853.54M

Active Insiders

10

last 12 mo

WAY Price Chart

WAY Insider Trading Activity

DateInsiderRoleTypeSharesAvg PriceValueShares After
Mar 3, 2026MILLER HEIDIdirectorBuy7,200$26.25$189.0K7,200
Jan 22, 2026Sinclair III Eric L. (Ric)officer: Chief Business OfficerSell40,225$30.08$1.21M474,826
Dec 22, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,701$32.82$318.4K0
Nov 25, 2025Miller Melissa F. (Missy)Chief Marketing OfficerSell3,400$37.00$125.8K0
Nov 10, 2025Schremser Christopher L.Chief Technology OfficerSell8,623$36.12$311.4K0
Oct 15, 2025Hawkins Matthew J.Chief Executive OfficerSell200$38.00$7.6K0
Sep 12, 2025Derby LuxCo S.a r.l.10% OwnerSell7,766,088$39.21$304.51M0
Sep 12, 2025Moskowitz Paul GDirectorSell4,295,139$39.21$168.41M0
Aug 20, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$35.11$340.6K0
Aug 12, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$34.66$1.62M0
Jul 21, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$37.10$359.9K0
Jul 15, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$38.26$1.79M0
Jun 20, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$37.79$366.6K0
Jun 11, 2025Bridge T. CraigChief Transformation OfficerSell15,946$40.71$649.2K0
Jun 11, 2025Oreskovich Steven MChief Financial OfficerSell16,396$40.71$667.5K0
Jun 10, 2025Hawkins Matthew J.Chief Executive OfficerSell2,704$40.57$109.7K0
Jun 6, 2025Bridge T. CraigChief Transformation OfficerSell99,488$40.13$3.99M0
Jun 6, 2025Hawkins Matthew J.Chief Executive OfficerSell71,657$39.69$2.84M0
Jun 6, 2025Schremser Christopher L.Chief Technology OfficerSell24,296$40.53$984.7K0
Jun 6, 2025Wittman Kimberly S.Chief People OfficerSell2,670$40.55$108.3K0
May 30, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$40.00$388.1K0
May 21, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$39.16$380.0K0
May 16, 2025Derby LuxCo S.a r.l.10% OwnerSell6,182,849$37.39$231.20M0
May 16, 2025Moskowitz Paul GDirectorSell3,464,090$37.39$129.52M0
May 13, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$38.97$1.82M0
Apr 10, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$36.36$1.70M0
Mar 13, 2025Hawkins Matthew J.Chief Executive OfficerSell46,655$35.55$1.66M0
Mar 7, 2025Schremser Christopher L.Chief Technology OfficerSell8,623$37.35$322.0K0
Feb 24, 2025CANADA PENSION PLAN INVESTMENT BOARD10% OwnerSell7,517,168$40.00$300.69M0
Feb 24, 2025Moskowitz Paul GDirectorSell5,652,689$38.60$218.19M0
Feb 21, 2025Miller Melissa F. (Missy)Chief Marketing OfficerSell3,400$42.15$143.3K0

WAY Insider Buying Activity

The following table shows recent insider purchases of Waystar Holding Corp. (WAY) stock reported via SEC Form 4 filings.

DateInsiderRoleTypeSharesAvg PriceValueShares After
Mar 3, 2026MILLER HEIDIdirectorBuy7,200$26.25$189.0K7,200

WAY Insider Selling Activity

The following table shows recent insider sales of Waystar Holding Corp. (WAY) stock reported via SEC Form 4 filings.

DateInsiderRoleTypeSharesAvg PriceValueShares After
Jan 22, 2026Sinclair III Eric L. (Ric)officer: Chief Business OfficerSell40,225$30.08$1.21M474,826
Dec 22, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,701$32.82$318.4K0
Nov 25, 2025Miller Melissa F. (Missy)Chief Marketing OfficerSell3,400$37.00$125.8K0
Nov 10, 2025Schremser Christopher L.Chief Technology OfficerSell8,623$36.12$311.4K0
Oct 15, 2025Hawkins Matthew J.Chief Executive OfficerSell200$38.00$7.6K0
Sep 12, 2025Derby LuxCo S.a r.l.10% OwnerSell7,766,088$39.21$304.51M0
Sep 12, 2025Moskowitz Paul GDirectorSell4,295,139$39.21$168.41M0
Aug 20, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$35.11$340.6K0
Aug 12, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$34.66$1.62M0
Jul 21, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$37.10$359.9K0
Jul 15, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$38.26$1.79M0
Jun 20, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$37.79$366.6K0
Jun 11, 2025Bridge T. CraigChief Transformation OfficerSell15,946$40.71$649.2K0
Jun 11, 2025Oreskovich Steven MChief Financial OfficerSell16,396$40.71$667.5K0
Jun 10, 2025Hawkins Matthew J.Chief Executive OfficerSell2,704$40.57$109.7K0
Jun 6, 2025Bridge T. CraigChief Transformation OfficerSell99,488$40.13$3.99M0
Jun 6, 2025Hawkins Matthew J.Chief Executive OfficerSell71,657$39.69$2.84M0
Jun 6, 2025Schremser Christopher L.Chief Technology OfficerSell24,296$40.53$984.7K0
Jun 6, 2025Wittman Kimberly S.Chief People OfficerSell2,670$40.55$108.3K0
May 30, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$40.00$388.1K0
May 21, 2025Sinclair III Eric L. (Ric)Chief Business OfficerSell9,702$39.16$380.0K0
May 16, 2025Derby LuxCo S.a r.l.10% OwnerSell6,182,849$37.39$231.20M0
May 16, 2025Moskowitz Paul GDirectorSell3,464,090$37.39$129.52M0
May 13, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$38.97$1.82M0
Apr 10, 2025Hawkins Matthew J.Chief Executive OfficerSell46,667$36.36$1.70M0
Mar 13, 2025Hawkins Matthew J.Chief Executive OfficerSell46,655$35.55$1.66M0
Mar 7, 2025Schremser Christopher L.Chief Technology OfficerSell8,623$37.35$322.0K0
Feb 24, 2025CANADA PENSION PLAN INVESTMENT BOARD10% OwnerSell7,517,168$40.00$300.69M0
Feb 24, 2025Moskowitz Paul GDirectorSell5,652,689$38.60$218.19M0
Feb 21, 2025Miller Melissa F. (Missy)Chief Marketing OfficerSell3,400$42.15$143.3K0

WAY Insiders

MILLER HEIDI

director

Bought $189.0K
1 tradesLast: Mar 2, 2026
Sinclair III Eric L. (Ric)

officer: Chief Business Officer

Sold $1.21M
1 tradesLast: Jan 20, 2026
Sinclair III Eric L. (Ric)

Chief Business Officer

Sold $2.15M
7 tradesLast: Dec 22, 2025
Miller Melissa F. (Missy)

Chief Marketing Officer

Sold $269.1K
3 tradesLast: Nov 25, 2025
Schremser Christopher L.

Chief Technology Officer

Sold $1.62M
9 tradesLast: Nov 10, 2025
Hawkins Matthew J.

Chief Executive Officer

Sold $11.54M
13 tradesLast: Oct 15, 2025
Derby LuxCo S.a r.l.

10% Owner

Sold $535.71M
3 tradesLast: Sep 12, 2025
Moskowitz Paul G

Director

Sold $516.13M
4 tradesLast: Sep 12, 2025
Bridge T. Craig

Chief Transformation Officer

Sold $4.64M
3 tradesLast: Sep 8, 2025
Oreskovich Steven M

Chief Financial Officer

Sold $667.5K
1 tradesLast: Jun 11, 2025
Wittman Kimberly S.

Chief People Officer

Sold $108.3K
1 tradesLast: Jun 6, 2025
CANADA PENSION PLAN INVESTMENT BOARD

10% Owner

Sold $300.69M
1 tradesLast: Feb 24, 2025