WAY
Waystar Holding Corp.$18.66+0.20 (+1.08%)Prev Close$18.45·MCap$3.54B·P/E27.86·Vol1.00M·Yield—
▲
Buys (12M)
1
$189.0K
▼
Sells (12M)
12
$479.36M
◆
Net Activity
Net Seller
$479.17M
●
Active Insiders
7
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 12 insider sales totaling $479.36M. 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 $3.54B.
WAY Insider Trading Activity
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Mar 3, 2026 | MILLER HEIDI | director | Buy | 7,200 | $26.25 | $189.0K | 7,200 |
| Jan 22, 2026 | Sinclair III Eric L. (Ric) | officer: Chief Business Officer | Sell | 40,225 | $30.08 | $1.21M | 474,826 |
| Dec 22, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,701 | $32.82 | $318.4K | 0 |
| Nov 25, 2025 | Miller Melissa F. (Missy) | Chief Marketing Officer | Sell | 3,400 | $37.00 | $125.8K | 0 |
| Nov 10, 2025 | Schremser Christopher L. | Chief Technology Officer | Sell | 8,623 | $36.12 | $311.4K | 0 |
| Oct 15, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 200 | $38.00 | $7.6K | 0 |
| Sep 12, 2025 | Derby LuxCo S.a r.l. | 10% Owner | Sell | 7,766,088 | $39.21 | $304.51M4.1% OS | 0 |
| Sep 12, 2025 | Moskowitz Paul G | Director | Sell | 4,295,139 | $39.21 | $168.41M2.2% OS | 0 |
| Aug 20, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $35.11 | $340.6K | 0 |
| Aug 12, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $34.66 | $1.62M | 0 |
| Jul 21, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $37.10 | $359.9K | 0 |
| Jul 15, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $38.26 | $1.79M | 0 |
| Jun 20, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $37.79 | $366.6K | 0 |
| Jun 11, 2025 | Bridge T. Craig | Chief Transformation Officer | Sell | 15,946 | $40.71 | $649.2K | 0 |
| Jun 11, 2025 | Oreskovich Steven M | Chief Financial Officer | Sell | 16,396 | $40.71 | $667.5K | 0 |
| Jun 10, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 2,704 | $40.57 | $109.7K | 0 |
| Jun 6, 2025 | Bridge T. Craig | Chief Transformation Officer | Sell | 99,488 | $40.13 | $3.99M | 0 |
| Jun 6, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 71,657 | $39.69 | $2.84M | 0 |
| Jun 6, 2025 | Schremser Christopher L. | Chief Technology Officer | Sell | 24,296 | $40.53 | $984.7K | 0 |
| Jun 6, 2025 | Wittman Kimberly S. | Chief People Officer | Sell | 2,670 | $40.55 | $108.3K | 0 |
| May 30, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $40.00 | $388.1K | 0 |
| May 21, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $39.16 | $380.0K | 0 |
| May 16, 2025 | Derby LuxCo S.a r.l. | 10% Owner | Sell | 6,182,849 | $37.39 | $231.20M3.2% OS | 0 |
| May 16, 2025 | Moskowitz Paul G | Director | Sell | 3,464,090 | $37.39 | $129.52M1.8% OS | 0 |
| May 13, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $38.97 | $1.82M | 0 |
| Apr 10, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $36.36 | $1.70M | 0 |
| Mar 13, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,655 | $35.55 | $1.66M | 0 |
| Mar 7, 2025 | Schremser Christopher L. | Chief Technology Officer | Sell | 8,623 | $37.35 | $322.0K | 0 |
| Feb 24, 2025 | CANADA PENSION PLAN INVESTMENT BOARD | 10% Owner | Sell | 7,517,168 | $40.00 | $300.69M3.9% OS | 0 |
| Feb 24, 2025 | Moskowitz Paul G | Director | Sell | 5,652,689 | $38.60 | $218.19M2.9% OS | 0 |
| Feb 21, 2025 | Miller Melissa F. (Missy) | Chief Marketing Officer | Sell | 3,400 | $42.15 | $143.3K | 0 |
| Dec 16, 2024 | Oreskovich Steven M | Chief Financial Officer | Sell | 16,666 | $33.89 | $564.9K | 173,689 |
| Jun 12, 2024 | DRISCOLL JOHN PATRICK | Director | Buy | 6,000 | $21.50 | $129.0K | 85,623 |
WAY Insider Buying Activity
The following table shows recent insider purchases of Waystar Holding Corp. (WAY) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Mar 3, 2026 | MILLER HEIDI | director | Buy | 7,200 | $26.25 | $189.0K | 7,200 |
| Jun 12, 2024 | DRISCOLL JOHN PATRICK | Director | Buy | 6,000 | $21.50 | $129.0K | 85,623 |
WAY Insider Selling Activity
The following table shows recent insider sales of Waystar Holding Corp. (WAY) stock reported via SEC Form 4 filings.
| Date | Insider | Role | Type | Shares | Avg Price | Value | Shares After |
|---|---|---|---|---|---|---|---|
| Jan 22, 2026 | Sinclair III Eric L. (Ric) | officer: Chief Business Officer | Sell | 40,225 | $30.08 | $1.21M | 474,826 |
| Dec 22, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,701 | $32.82 | $318.4K | 0 |
| Nov 25, 2025 | Miller Melissa F. (Missy) | Chief Marketing Officer | Sell | 3,400 | $37.00 | $125.8K | 0 |
| Nov 10, 2025 | Schremser Christopher L. | Chief Technology Officer | Sell | 8,623 | $36.12 | $311.4K | 0 |
| Oct 15, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 200 | $38.00 | $7.6K | 0 |
| Sep 12, 2025 | Derby LuxCo S.a r.l. | 10% Owner | Sell | 7,766,088 | $39.21 | $304.51M4.1% OS | 0 |
| Sep 12, 2025 | Moskowitz Paul G | Director | Sell | 4,295,139 | $39.21 | $168.41M2.2% OS | 0 |
| Aug 20, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $35.11 | $340.6K | 0 |
| Aug 12, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $34.66 | $1.62M | 0 |
| Jul 21, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $37.10 | $359.9K | 0 |
| Jul 15, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $38.26 | $1.79M | 0 |
| Jun 20, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $37.79 | $366.6K | 0 |
| Jun 11, 2025 | Bridge T. Craig | Chief Transformation Officer | Sell | 15,946 | $40.71 | $649.2K | 0 |
| Jun 11, 2025 | Oreskovich Steven M | Chief Financial Officer | Sell | 16,396 | $40.71 | $667.5K | 0 |
| Jun 10, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 2,704 | $40.57 | $109.7K | 0 |
| Jun 6, 2025 | Bridge T. Craig | Chief Transformation Officer | Sell | 99,488 | $40.13 | $3.99M | 0 |
| Jun 6, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 71,657 | $39.69 | $2.84M | 0 |
| Jun 6, 2025 | Schremser Christopher L. | Chief Technology Officer | Sell | 24,296 | $40.53 | $984.7K | 0 |
| Jun 6, 2025 | Wittman Kimberly S. | Chief People Officer | Sell | 2,670 | $40.55 | $108.3K | 0 |
| May 30, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $40.00 | $388.1K | 0 |
| May 21, 2025 | Sinclair III Eric L. (Ric) | Chief Business Officer | Sell | 9,702 | $39.16 | $380.0K | 0 |
| May 16, 2025 | Derby LuxCo S.a r.l. | 10% Owner | Sell | 6,182,849 | $37.39 | $231.20M3.2% OS | 0 |
| May 16, 2025 | Moskowitz Paul G | Director | Sell | 3,464,090 | $37.39 | $129.52M1.8% OS | 0 |
| May 13, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $38.97 | $1.82M | 0 |
| Apr 10, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,667 | $36.36 | $1.70M | 0 |
| Mar 13, 2025 | Hawkins Matthew J. | Chief Executive Officer | Sell | 46,655 | $35.55 | $1.66M | 0 |
| Mar 7, 2025 | Schremser Christopher L. | Chief Technology Officer | Sell | 8,623 | $37.35 | $322.0K | 0 |
| Feb 24, 2025 | CANADA PENSION PLAN INVESTMENT BOARD | 10% Owner | Sell | 7,517,168 | $40.00 | $300.69M3.9% OS | 0 |
| Feb 24, 2025 | Moskowitz Paul G | Director | Sell | 5,652,689 | $38.60 | $218.19M2.9% OS | 0 |
| Feb 21, 2025 | Miller Melissa F. (Missy) | Chief Marketing Officer | Sell | 3,400 | $42.15 | $143.3K | 0 |
| Dec 16, 2024 | Oreskovich Steven M | Chief Financial Officer | Sell | 16,666 | $33.89 | $564.9K | 173,689 |
WAY Insiders
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