Waystar Holding (WAY) stock: insider trades, news & valuation
Net sellingShare price and insider trades
Waystar Holding insider trading at a glance (Oct 9, 2026): in the past 12 months, 1 insider bought $189K and 4 sold $11.2M of WAY stock on the open market.
Get emailed when insiders cluster-buy stocks like WAY
Free alerts the day a new cluster buy is filed, plus the Monday report of the week's biggest insider trades.
Free · unsubscribe anytime · not investment advice · see a sample issue
WAY insider buying and selling by quarter
Open-market purchases (green, above the line) and sales (red, below), by trade date.
| Quarter | Bought | Purchases | Sold | Sales |
|---|---|---|---|---|
| Q4 2026 | — | 0 | $2.2M | 1 |
| Q3 2026 | — | 0 | $5.8M | 5 |
| Q2 2026 | — | 0 | — | 0 |
| Q1 2026 | $189K | 1 | $1.2M | 1 |
| Q4 2025 | — | 0 | $2.0M | 8 |
Valuation, profit and volume
Summary
Over the past 12 months, 1 Waystar Holding Corp. insider reported open-market purchases totaling $189K, while 4 insiders reported sales totaling $11.2M. 15 of 15 recorded sales were made under pre-scheduled Rule 10b5-1 trading plans, which are usually less informative than discretionary sales.
Insider transactions
Open-market purchases and sales.
| Filed | Insider | Type | Shares | Price | Value | Since | Score |
|---|---|---|---|---|---|---|---|
| Oct 7SEC | Matthew J. HawkinsCEO | Sell Plan | 82,5001,804,794 held (−4%) | $26.23 | $2.2M | +1.7% | — |
| Sep 3SEC | Matthew J. HawkinsCEO | Sell Plan | 82,5001,804,794 held (−4%) | $25.97 | $2.1M | +2.7% | — |
| Aug 13SEC | Matthew J. HawkinsCEO | Sell Plan | 60,0381,835,081 held (−3%) | $25.01 | $1.5M | +6.7% | — |
| Aug 13SEC | Matthew J. HawkinsCEO | Sell Plan | 22,4621,835,081 held (−1%) | $25.04 | $562K | +6.5% | — |
| Jul 17SEC | Matthew J. HawkinsCEO | Sell Plan | 36,901926,816 held (−4%) | $23.09 | $852K | +15.5% | — |
| Jul 17SEC | Matthew J. HawkinsCEO | Sell Plan | 33,099926,816 held (−3%) | $23.02 | $762K | +15.9% | — |
| Mar 3SEC | Heidi MillerDirector | Buy | 7,200new position | $26.25 | $189K | +1.6% | — |
| Jan 22SEC | Iii Eric L. (ric) SinclairChief Business Officer | Sell Plan | 40,225474,826 held (−8%) | $30.08 | $1.2M | -11.3% | — |
| Dec 23SEC | Iii Eric L. (ric) SinclairChief Business Officer | Sell Plan | 9,701474,826 held (−2%) | $32.82 | $318K | -18.7% | — |
| Dec 11SEC | Christopher L. SchremserCTO | Sell Plan | 8,623422,371 held (−2%) | $30.41 | $262K | -12.3% | — |
| Nov 26SEC | Melissa F. (missy) MillerChief Marketing Officer | Sell Plan | 3,400193,261 held (−2%) | $37.00 | $126K | -27.9% | — |
| Nov 21SEC | Iii Eric L. (ric) SinclairChief Business Officer | Sell Plan | 9,701474,826 held (−2%) | $35.27 | $342K | -24.4% | — |
| Nov 12SEC | Christopher L. SchremserCTO | Sell Plan | 8,623422,371 held (−2%) | $36.12 | $311K | -26.1% | — |
| Oct 21SEC | Iii Eric L. (ric) SinclairChief Business Officer | Sell Plan | 9,701474,826 held (−2%) | $36.94 | $358K | -27.8% | — |
| Oct 20SEC | Matthew J. HawkinsCEO | Sell Plan | 200717,474 held (−0%) | $38.00 | $8K | -29.8% | — |
| Oct 14SEC | Christopher L. SchremserCTO | Sell Plan | 8,623422,371 held (−2%) | $36.21 | $312K | -26.3% | — |
Insiders at Waystar Holding Corp.
| Insider | Bought | Sold | Last filing | Score |
|---|---|---|---|---|
| Matthew J. HawkinsCEO | — | $8.0M | Oct 7, 2026 | — |
| Iii Eric L. (ric) SinclairChief Business Officer | — | $2.2M | Jan 22, 2026 | — |
| Christopher L. SchremserCTO | — | $886K | Dec 11, 2025 | — |
| Heidi MillerDirector | $189K | — | Mar 3, 2026 | — |
| Melissa F. (missy) MillerChief Marketing Officer | — | $126K | Nov 26, 2025 | — |
WAY stock: common questions
Are Waystar Holding Corp. insiders buying WAY stock?
In the past 12 months, 1 insiders reported open-market purchases of WAY worth $189K. The latest was Director Heidi Miller bought $189K of WAY at $26.25 — first open-market purchase in our records; opens a new position.
Are Waystar Holding Corp. insiders selling WAY stock?
4 insiders reported sales worth $11.2M over the same period.
Where does this data come from?
Every transaction comes from Form 4 filings that insiders must submit to the SEC within two business days of a trade. We pull them from SEC EDGAR every night.
What is WAY's 52-week range?
Over the past year WAY has traded between $17.31 and $39.62. It last closed at $26.68 on Oct 9, 2026.