InsiderFlow

WAY

Waystar Holding Corp.$25.46-0.24 (-0.93%)
Prev Close$25.70·MCap$4.87B·P/E41.85·Vol1.19M·Yield

Buys (12M)

1

$189.0K

Sells (12M)

24

$852.03M

Net Activity

Net Seller

$851.84M

Active Insiders

10

last 12 mo

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 24 insider sales totaling $852.03M. 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 $4.87B.

WAY Insider Trading Activity

DateInsiderTypeValue
Mar 3, 2026 MILLER HEIDIBuy$189.0K
Jan 22, 2026 Sinclair III Eric L. (Ric)Sell$1.21M
Dec 22, 2025 Sinclair III Eric L. (Ric)Sell$318.4K
Nov 25, 2025 Miller Melissa F. (Missy)Sell$125.8K
Nov 10, 2025 Schremser Christopher L.Sell$311.4K
Oct 15, 2025 Hawkins Matthew J.Sell$7.6K
Sep 12, 2025 Derby LuxCo S.a r.l.Sell$304.51M4.1% OS
Sep 12, 2025 Moskowitz Paul GSell$168.41M2.2% OS
Aug 20, 2025 Sinclair III Eric L. (Ric)Sell$340.6K
Aug 12, 2025 Hawkins Matthew J.Sell$1.62M
Jul 21, 2025 Sinclair III Eric L. (Ric)Sell$359.9K
Jul 15, 2025 Hawkins Matthew J.Sell$1.79M
Jun 20, 2025 Sinclair III Eric L. (Ric)Sell$366.6K
Jun 11, 2025 Bridge T. CraigSell$649.2K
Jun 11, 2025 Oreskovich Steven MSell$667.5K
Jun 10, 2025 Hawkins Matthew J.Sell$109.7K
Jun 6, 2025 Bridge T. CraigSell$3.99M
Jun 6, 2025 Hawkins Matthew J.Sell$2.84M
Jun 6, 2025 Schremser Christopher L.Sell$984.7K
Jun 6, 2025 Wittman Kimberly S.Sell$108.3K
May 30, 2025 Sinclair III Eric L. (Ric)Sell$388.1K
May 21, 2025 Sinclair III Eric L. (Ric)Sell$380.0K
May 16, 2025 Derby LuxCo S.a r.l.Sell$231.20M3.2% OS
May 16, 2025 Moskowitz Paul GSell$129.52M1.8% OS
May 13, 2025 Hawkins Matthew J.Sell$1.82M
Apr 10, 2025 Hawkins Matthew J.Sell$1.70M
Mar 13, 2025 Hawkins Matthew J.Sell$1.66M
Mar 7, 2025 Schremser Christopher L.Sell$322.0K
Feb 24, 2025 CANADA PENSION PLAN INVESTMENT BOARDSell$300.69M3.9% OS
Feb 24, 2025 Moskowitz Paul GSell$218.19M2.9% OS
Feb 21, 2025 Miller Melissa F. (Missy)Sell$143.3K
Dec 16, 2024 Oreskovich Steven MSell$564.9K
Jun 12, 2024 DRISCOLL JOHN PATRICKBuy$129.0K

WAY Insider Buying Activity

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

DateInsiderTypeValue
Mar 3, 2026 MILLER HEIDIBuy$189.0K
Jun 12, 2024 DRISCOLL JOHN PATRICKBuy$129.0K

WAY Insider Selling Activity

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

DateInsiderTypeValue
Jan 22, 2026 Sinclair III Eric L. (Ric)Sell$1.21M
Dec 22, 2025 Sinclair III Eric L. (Ric)Sell$318.4K
Nov 25, 2025 Miller Melissa F. (Missy)Sell$125.8K
Nov 10, 2025 Schremser Christopher L.Sell$311.4K
Oct 15, 2025 Hawkins Matthew J.Sell$7.6K
Sep 12, 2025 Derby LuxCo S.a r.l.Sell$304.51M4.1% OS
Sep 12, 2025 Moskowitz Paul GSell$168.41M2.2% OS
Aug 20, 2025 Sinclair III Eric L. (Ric)Sell$340.6K
Aug 12, 2025 Hawkins Matthew J.Sell$1.62M
Jul 21, 2025 Sinclair III Eric L. (Ric)Sell$359.9K
Jul 15, 2025 Hawkins Matthew J.Sell$1.79M
Jun 20, 2025 Sinclair III Eric L. (Ric)Sell$366.6K
Jun 11, 2025 Bridge T. CraigSell$649.2K
Jun 11, 2025 Oreskovich Steven MSell$667.5K
Jun 10, 2025 Hawkins Matthew J.Sell$109.7K
Jun 6, 2025 Bridge T. CraigSell$3.99M
Jun 6, 2025 Hawkins Matthew J.Sell$2.84M
Jun 6, 2025 Schremser Christopher L.Sell$984.7K
Jun 6, 2025 Wittman Kimberly S.Sell$108.3K
May 30, 2025 Sinclair III Eric L. (Ric)Sell$388.1K
May 21, 2025 Sinclair III Eric L. (Ric)Sell$380.0K
May 16, 2025 Derby LuxCo S.a r.l.Sell$231.20M3.2% OS
May 16, 2025 Moskowitz Paul GSell$129.52M1.8% OS
May 13, 2025 Hawkins Matthew J.Sell$1.82M
Apr 10, 2025 Hawkins Matthew J.Sell$1.70M
Mar 13, 2025 Hawkins Matthew J.Sell$1.66M
Mar 7, 2025 Schremser Christopher L.Sell$322.0K
Feb 24, 2025 CANADA PENSION PLAN INVESTMENT BOARDSell$300.69M3.9% OS
Feb 24, 2025 Moskowitz Paul GSell$218.19M2.9% OS
Feb 21, 2025 Miller Melissa F. (Missy)Sell$143.3K
Dec 16, 2024 Oreskovich Steven MSell$564.9K

WAY Insiders

MILLER HEIDI

director

Bought $189.0K
1 tradesLast: Mar 3, 2026
Sinclair III Eric L. (Ric)

officer: Chief Business Officer

Sold $3.36M
7 tradesLast: Jan 22, 2026
Miller Melissa F. (Missy)

Chief Marketing Officer

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

Chief Technology Officer

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

Chief Executive Officer

Sold $11.54M
8 tradesLast: Oct 15, 2025
Moskowitz Paul G

Director

Sold $516.13M
3 tradesLast: Sep 12, 2025
Derby LuxCo S.a r.l.

10% Owner

Sold $535.71M
2 tradesLast: Sep 12, 2025
Bridge T. Craig

Chief Transformation Officer

Sold $4.64M
2 tradesLast: Jun 11, 2025
Oreskovich Steven M

Chief Financial Officer

Sold $1.23M
2 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
DRISCOLL JOHN PATRICK

Director

Bought $129.0K
1 tradesLast: Jun 12, 2024