WAY Waystar Holding Corp.

NASDAQ
$23.47

Waystar Holding Corp. (WAY) Insider Activity

What the officers, directors and large holders did with their own shares. Only open-market purchases and sales count toward the totals — grants, option exercises and shares withheld for tax are compensation mechanics, not decisions, and they're listed separately below.

Insider signal In line Selling ran in line with WAY's own trailing one-year pace, with 87% of sale value under a prearranged plan.
Cluster activity 0 buyers in the last 30 days 0 buyers in the last 90 days 1 seller in the last 90 days
Insiders buying
1
1 transaction
Insiders selling
4
16 transactions
Purchases
$189.0K
7,200 shares
Sales
$8.2M
285,998 shares
Net activity
-$8.1M
purchases less sales

How much of that selling was preplanned? 87% planned / 13% discretionary

10b5-1 plan sales $7.2M 13 transactions · 255,952 shares
Discretionary sales $1.1M 3 transactions · 30,046 shares

Largest single sale: $1.5M.

Where they traded

Buy Sell Dot area is proportional to transaction value.

Last open-market purchase: March 2, 2026 , by MILLER HEIDI .

Recent open-market activity

Date Insider Role Action Shares Price Value Held after
Hawkins Matthew J. Chief Executive Officer Sell 10b5-1 60,038 $25.01 $1.5M 1,835,081 −3.2% of holding
Hawkins Matthew J. Chief Executive Officer Sell 10b5-1 22,462 $25.04 $562.4K 1,835,081 −1.2% of holding
Hawkins Matthew J. Chief Executive Officer Sell 10b5-1 36,901 $23.09 $851.9K 926,816 −3.8% of holding
Hawkins Matthew J. Chief Executive Officer Sell 10b5-1 33,099 $23.02 $762.0K 926,816 −3.4% of holding
MILLER HEIDI Director Buy 7,200 $26.25 $189.0K 7,200
Sinclair III Eric L. (Ric) Chief Business Officer Sell 10b5-1 40,225 $30.08 $1.2M 474,826 −7.8% of holding
Sinclair III Eric L. (Ric) Chief Business Officer Sell 10b5-1 9,701 $32.82 $318.4K 474,826 −2% of holding
Schremser Christopher L. Chief Technology Officer Sell 8,623 $30.41 $262.2K 422,371 −2% of holding
Miller Melissa F. (Missy) Chief Marketing Officer Sell 10b5-1 3,400 $37.00 $125.8K 193,261 −1.7% of holding
Sinclair III Eric L. (Ric) Chief Business Officer Sell 10b5-1 9,701 $35.27 $342.2K 474,826 −2% of holding
Schremser Christopher L. Chief Technology Officer Sell 10b5-1 8,623 $36.12 $311.4K 422,371 −2% of holding
Sinclair III Eric L. (Ric) Chief Business Officer Sell 10b5-1 9,701 $36.94 $358.3K 474,826 −2% of holding
Hawkins Matthew J. Chief Executive Officer Sell 10b5-1 200 $38.00 $7.6K 717,474 −0% of holding
Schremser Christopher L. Chief Technology Officer Sell 8,623 $36.21 $312.2K 422,371 −2% of holding
Hawkins Matthew J. Chief Executive Officer Sell 12,800 $38.08 $487.4K 717,474 −1.8% of holding
Hawkins Matthew J. Chief Executive Officer Sell 10b5-1 12,200 $38.08 $464.6K 717,474 −1.7% of holding
Sinclair III Eric L. (Ric) Chief Business Officer Sell 10b5-1 9,701 $37.63 $365.1K 474,826 −2% of holding

Form 4s are due within two business days of a transaction, so this is close to real time — unlike the quarterly 13F data on the Institutional tab. A single large sale often reflects a prearranged 10b5-1 plan rather than a fresh view, so read a pattern of sales rather than any one of them.