NASDAQ:WAY

Waystar Holding Stock Insider Trading

*Your capital is at risk

$22.09

-0.180 (-0.81%)

At Close: Jul 20, 2026

Waystar Holding Stock Insider Power

Based on the 100 latest insides trades, we have calculated the insider power to be negative at -99.34. In total, the insiders bought 1.39M and sold 47.14M WAY shares in the last 100 trades. The insider score can be negative despite buy/sell ratio being positive. The score focuses on the quality of the trades.

Insider Power (Last 100 transactions)	-99.34
● Buy	1.39M shares
● Sell	47.14M shares
59% Buy Activity Negligible or No Correlation
Buy Signal Low Confidence Mar 09, 2026 Analysis Breakdown: Signal is highly questionable due to a strongly contradictory negative Insider Power Score of -99.34. Confidence increased due to high data reliability score of 100.

Historical Insider Trades

Date	Type	Person	Role	Amount
Sep 22, 2025 Buy	Common Stock M-Exempt	Sinclair Iii Eric L. (ric) Chief Business Officer	Officer	9 701 Value: $40.2K
Sep 22, 2025 Sell	Common Stock S-Sale	Hawkins Matthew J. Chief Executive Officer	CEO / President	12 200 Value: $464.6K
Sep 22, 2025 Buy	Common Stock M-Exempt	Hawkins Matthew J. Chief Executive Officer	CEO / President	12 200 Value: $50.5K
Sep 22, 2025 Buy	Stock Options (right to buy) M-Exempt	Hawkins Matthew J. Chief Executive Officer	CEO / President	12 200 Value: $50.5K
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share S-Sale	Moskowitz Paul G	Director	4 295 139 Value: $0.17B
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share J-Other	Moskowitz Paul G	Director	516 371 Value: $0
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share S-Sale	Bain Capital Investors Llc 10 Percent Owner	10% Owner	4 295 139 Value: $0.17B
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share J-Other	Bain Capital Investors Llc 10 Percent Owner	10% Owner	516 371 Value: $0
Sep 12, 2025 Sell	Common Stock S-Sale	Derby Luxco S.a R.l. 10 Percent Owner	10% Owner	7 766 088 Value: $0.30B
Sep 12, 2025 Sell	Common Stock S-Sale	Canada Pension Plan Investment Board 10 Percent Owner	10% Owner	5 938 773 Value: $0.23B
Sep 12, 2025 Sell	Common Stock S-Sale	Canada Pension Plan Investment Board 10 Percent Owner	10% Owner	5 938 773 Value: $0.23B
Sep 12, 2025 Sell	Common Stock S-Sale	Derby Luxco S.a R.l. 10 Percent Owner	10% Owner	7 766 088 Value: $0.30B
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share J-Other	Bain Capital Investors Llc 10 Percent Owner	10% Owner	516 371 Value: $0
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share S-Sale	Bain Capital Investors Llc 10 Percent Owner	10% Owner	4 295 139 Value: $0.17B
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share J-Other	Moskowitz Paul G	Director	516 371 Value: $0
Sep 12, 2025 Sell	Common Stock, par value $0.01 per share S-Sale	Moskowitz Paul G	Director	4 295 139 Value: $0.17B
Sep 10, 2025 Buy	Stock Options (right to buy) M-Exempt	Oreskovich Steven M Chief Financial Officer	C-Suite Officer	16 666 Value: $69.0K
Sep 10, 2025 Sell	Common Stock S-Sale	Oreskovich Steven M Chief Financial Officer	C-Suite Officer	16 666 Value: $674.8K
Sep 10, 2025 Buy	Common Stock M-Exempt	Oreskovich Steven M Chief Financial Officer	C-Suite Officer	16 666 Value: $69.0K
Sep 10, 2025 Buy	Stock Options (right to buy) M-Exempt	Schremser Christopher L. Chief Technology Officer	Officer	8 623 Value: $35.7K
Sep 10, 2025 Sell	Common Stock S-Sale	Schremser Christopher L. Chief Technology Officer	Officer	8 623 Value: $349.2K
Jun 06, 2025 Sell	Common Stock F-InKind	Hawkins Matthew J. Chief Executive Officer	CEO / President	46 657 Value: $1.89M
Jun 06, 2025 Sell	Common Stock F-InKind	Hawkins Matthew J. Chief Executive Officer	CEO / President	46 657 Value: $1.89M
Jun 06, 2025 Sell	Common Stock F-InKind	Oreskovich Steven M Chief Financial Officer	C-Suite Officer	14 038 Value: $569.2K
Jun 06, 2025 Sell	Common Stock F-InKind	Schremser Christopher L. Chief Technology Officer	Officer	15 673 Value: $635.5K

About Insider Power

Insider Power is a proprietary algorithm developed by StockInvest.us to evaluate the significance of insider transactions. The calculation considers the size, type, and timing of transactions, as well as the insider’s role within the company.

It is important to note that, in general, there is little to no correlation between insider transactions and short-term stock price movements. In one of our studies, only 0.22%^* of stocks with insider activity showed a measurable correlation — and even then, it was unclear whether the effect was caused by insider actions or simply by the stock’s broader trend.

While our algorithms are designed to highlight potentially meaningful signals, these cannot be regarded as statistically significant on their own. Insider trading activity should therefore be seen as informative rather than as direct trading guidance. The Insider Power metric was created to present this information in a clearer and more accessible way, helping investors better understand the possible context of insider activity.

* October 6th, 2025 - Tested on 5562 stocks