$WAY insider trading
Over the last 12 months, Waystar Holding insiders reported 1 buy totaling $189K and 22 sales totaling $889.8M across SEC Form 4 filings. 78% of those filings were made under pre-arranged 10b5-1 trading plans.
- Bought · 12m
- $189K 1 event
- Sold · 12m
- $889.8M 22 events
- Events · 12m
- 23 Form 4 filings, grouped
- Insiders · 12m
- 11 distinct reporters
- 10b5-1 share
- 78% of events, not dollars
All insider trades
Scroll the table sideways for price, value and marks.
| Date | Insider | Type | Shares | Avg price | Value | Δ stake | Marks |
|---|---|---|---|---|---|---|---|
| Sep 2, 2026 | Hawkins Matthew J.Chief Executive Officer · O·D | ▼ Sale | 82,500 | $25.97 | $2.1M | -4.4% | plan |
| Aug 13, 2026 | Hawkins Matthew J.Chief Executive Officer · O·D | ▼ Sale | 82,500 | $25.02 | $2.1M | -4.3% | plan · 2 tranches |
| Jul 16, 2026 | Hawkins Matthew J.Chief Executive Officer · O·D | ▼ Sale | 70,000 | $23.06 | $1.6M | -7% | plan · 2 tranches |
| Mar 2, 2026 | MILLER HEIDID | ▲ Buy | 7,200 | $26.25 | $189K | — | indirect |
| Jan 20, 2026 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 40,225 | $30.08 | $1.2M | -7.8% | plan |
| Dec 22, 2025 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 9,701 | $32.82 | $318K | -2% | plan |
| Dec 10, 2025 | Schremser Christopher L.Chief Technology Officer · O | ▼ Sale | 8,623 | $30.41 | $262K | -2% | plan |
| Nov 25, 2025 | Miller Melissa F. (Missy)Chief Marketing Officer · O | ▼ Sale | 3,400 | $37 | $126K | -1.7% | plan |
| Nov 20, 2025 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 9,701 | $35.27 | $342K | -2% | plan |
| Nov 10, 2025 | Schremser Christopher L.Chief Technology Officer · O | ▼ Sale | 8,623 | $36.12 | $311K | -2% | plan |
| Oct 20, 2025 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 9,701 | $36.94 | $358K | -2% | plan |
| Oct 15, 2025 | Hawkins Matthew J.Chief Executive Officer · O·D | ▼ Sale | 200 | $38 | $8K | — | plan |
| Oct 10, 2025 | Schremser Christopher L.Chief Technology Officer · O | ▼ Sale | 8,623 | $36.21 | $312K | -2% | plan |
| Sep 23, 2025 | Hawkins Matthew J.Chief Executive Officer · O·D | ▼ Sale | 25,000 | $38.08 | $952K | -3.4% | plan · 2 tranches |
| Sep 22, 2025 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 9,701 | $37.63 | $365K | -2% | plan |
| Sep 12, 2025 | BAIN CAPITAL INVESTORS LLC10% | ▼ Sale | 4,295,139 | $39.21 | $168.4M | -23.8% | indirect |
| Sep 12, 2025 | Derby LuxCo S.a r.l.10% | ▼ Sale | 7,766,088 | $39.21 | $304.5M | -23.8% | indirect |
| Sep 12, 2025 | CANADA PENSION PLAN INVESTMENT BOARD10% | ▼ Sale | 5,938,773 | $39.21 | $232.9M | -23.8% | indirect |
| Sep 12, 2025 | Moskowitz Paul GD·10% | ▼ Sale | 4,295,139 | $39.21 | $168.4M | -23.8% | indirect |
| Sep 10, 2025 | Schremser Christopher L.Chief Technology Officer · O | ▼ Sale | 8,623 | $40.49 | $349K | -2% | plan |
| Sep 10, 2025 | Oreskovich Steven MChief Financial Officer · O | ▼ Sale | 16,666 | $40.49 | $675K | -4.5% | plan |
| Sep 8, 2025 | Bridge T. CraigChief Transformation Officer · O | ▼ Sale | 85,000 | $40.06 | $3.4M | -12.7% | plan |
| Sep 8, 2025 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 19,404 | $40.03 | $777K | -3.9% | plan |
| Aug 26, 2025 | Miller Melissa F. (Missy)Chief Marketing Officer · O | ▼ Sale | 3,400 | $37.01 | $126K | -1.7% | plan |
| Aug 20, 2025 | Sinclair III Eric L. (Ric)Chief Business Officer · O | ▼ Sale | 9,702 | $35.11 | $341K | -1.9% | plan |
| Aug 12, 2025 | Hawkins Matthew J.Chief Executive Officer · O·D | ▼ Sale | 46,667 | $34.66 | $1.6M | -5.8% | plan |
| Aug 11, 2025 | Schremser Christopher L.Chief Technology Officer · O | ▼ Sale | 8,623 | $34.49 | $297K | -1.9% | plan |
Every $WAY filing on this page is one API call away
The same Form 4 data over REST or MCP, already grouped into events with the plan flag and the dollar value read. A free key does 100 calls a day and needs no card. Prefer email? Waystar Holding filings can reach your inbox instead.
Corporate insiders — officers, directors and 10%+ owners — must report their trades to the SEC on Form 4 within two business days. This page shows open-market activity: purchases (code P), sales (S) and dispositions back to the issuer (D). Scheduled compensation events such as stock grants and option exercises are also filed on Form 4 but carry no trading signal, so they are not shown and counts here can be lower than the raw EDGAR filing total. We group each filing's transactions into one economic event (a laddered 10b5-1 sale is one event, not 25 rows), flag pre-arranged plans and late filings, and link every event to its AI-scored article in the $WAY feed.