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WAY
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Waystar Holding Corp.

WAY · Healthcare · Waystar Holding Corp. develops a cloud-based software solution for healthcare payments

Waystar Holding Corp. (WAY), in the Healthcare sector, has 14 disclosed filings on Paydirt over the trailing twelve months from 5 corporate insiders: 1 purchase and 13 sales. Filers took a median of 2 days from execution to disclosure, and the most recent trade was executed Sep 2 and filed Sep 3. The most active filer was Matthew J. Hawkins with 12 filings.

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Filings, ttm
14
1 buy · 13 sells
Traders, ttm
5
5 insiders
Volume, ttmiDollar value disclosed in the window
$9.3M
estimated for Congress, as filed for insiders
Median delay
2d
execution to disclosure
Last traded
Sep 2
Filed Sep 3
ADViAverage daily dollar volume
$67.5M
market data
Share price · 12M
$25.07 (-33.5%)
$39.62$28.46$17.31Sep 22 2025Mar 16Sep 4

Adjusted for splits and dividends.

Volume by month
$1.1B$569.1M$0Oct 2024Apr 2025Oct 2025Apr 2026Dec 2024 · sells $563KFeb 2025 · sells $1.1BMar 2025 · sells $2.4MApr 2025 · sells $1.9MMay 2025 · sells $682.8MJun 2025 · sells $5.6MJul 2025 · sells $5.6MAug 2025 · sells $2.5MSep 2025 · sells $880.7MOct 2025 · sells $671KNov 2025 · sells $779KDec 2025 · sells $581KJan 2026 · sells $1.2MMar 2026 · buys $189KJul 2026 · sells $1.6MAug 2026 · sells $2.1MSep 2026 · sells $2.1M
Buys $189K Sells $2.7B

Estimated for Congress, as filed for insiders · by filing month · past 24 months

Who filed
MH Matthew J. Hawkins Chief Executive Officer 12 filings IS III Eric L. (Ric) Sinclair Chief Business Officer 12 filings CS Christopher L. Schremser Chief Technology Officer 10 filings MM Melissa F. (Missy) Miller Chief Marketing Officer 6 filings TB T. Craig Bridge Chief Transformation Officer 4 filings SO Steven M Oreskovich Chief Financial Officer 4 filings CI CPP Investment Board Private Holdings (4) Inc. Other 3 filings DL Derby LuxCo S.a r.l. 10% owner 3 filings
Recent filings
Matthew J. HawkinsSALE Chief Executive Officer $2.1M
82,500 sh × $25.97
Exec Sep 2
Filed Sep 3 · 1:15 PM ET
Matthew J. HawkinsSALE Chief Executive Officer $2.1M
82,500 sh across 2 lots
Exec Aug 11
Filed Aug 13 · 5:41 PM ET
Matthew J. HawkinsSALE Chief Executive Officer $1.6M
70,000 sh across 2 lots
Exec Jul 15
Filed Jul 17 · 5:21 PM ET
Heidi MillerPURCHASE Director $189K
7,200 sh × $26.25
Exec Mar 2
Filed Mar 3 · 4:12 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $1.2M
40,225 sh × $30.08
Exec Jan 20
Filed Jan 22 · 5:30 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $318K
9,701 sh × $32.82
Exec Dec 22 2025
Filed Dec 23 2025 · 5:30 PM ET
Christopher L. SchremserSALE Chief Technology Officer $262K
8,623 sh × $30.41
Exec Dec 10 2025
Filed Dec 11 2025 · 5:30 PM ET
Melissa F. (Missy) MillerSALE Chief Marketing Officer $126K
3,400 sh × $37.00
Exec Nov 25 2025
Filed Nov 26 2025 · 5:30 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $342K
9,701 sh × $35.27
Exec Nov 20 2025
Filed Nov 21 2025 · 5:30 PM ET
Christopher L. SchremserSALE Chief Technology Officer $311K
8,623 sh × $36.12
Exec Nov 10 2025
Filed Nov 12 2025 · 5:30 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $358K
9,701 sh × $36.94
Exec Oct 20 2025
Filed Oct 21 2025 · 5:30 PM ET
Christopher L. SchremserSALE Chief Technology Officer $312K
8,623 sh × $36.21
Exec Oct 10 2025
Filed Oct 14 2025 · 5:30 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $365K
9,701 sh × $37.63
Exec Sep 22 2025
Filed Sep 24 2025 · 5:30 PM ET
Matthew J. HawkinsSALE Chief Executive Officer $952K
25,000 sh across 2 lots
Exec Sep 22 2025
Filed Sep 24 2025 · 5:30 PM ET
CPP Investment Board Private Holdings (4) Inc.SALE 10% owner $232.9M
5,938,773 sh × $39.21
Exec Sep 12 2025
Filed Sep 16 2025 · 5:30 PM ET
Derby LuxCo S.a r.l.SALE 10% owner $304.5M
7,766,088 sh × $39.21
Exec Sep 12 2025
Filed Sep 16 2025 · 5:30 PM ET
Bain Capital Fund XI, L.P.SALE 10% owner $168.4M
4,295,139 sh × $39.21
Exec Sep 12 2025
Filed Sep 16 2025 · 5:30 PM ET
Paul G MoskowitzSALE Director $168.4M
4,295,139 sh × $39.21
Exec Sep 12 2025
Filed Sep 16 2025 · 5:30 PM ET
Steven M OreskovichSALE Chief Financial Officer $675K
16,666 sh × $40.49
Exec Sep 10 2025
Filed Sep 11 2025 · 5:30 PM ET
Christopher L. SchremserSALE Chief Technology Officer $349K
8,623 sh × $40.49
Exec Sep 10 2025
Filed Sep 11 2025 · 5:30 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $777K
19,404 sh × $40.03
Exec Sep 8 2025
Filed Sep 10 2025 · 5:30 PM ET
T. Craig BridgeSALE Chief Transformation Officer $3.4M
85,000 sh × $40.06
Exec Sep 8 2025
Filed Sep 10 2025 · 5:30 PM ET
Melissa F. (Missy) MillerSALE Chief Marketing Officer $133K
3,400 sh × $39.19
Exec May 15 2025
Filed Aug 28 2025 · 5:30 PM ET †
Melissa F. (Missy) MillerSALE Chief Marketing Officer $126K
3,400 sh × $37.01
Exec Aug 26 2025
Filed Aug 28 2025 · 5:30 PM ET
III Eric L. (Ric) SinclairSALE Chief Business Officer $341K
9,702 sh × $35.11
Exec Aug 20 2025
Filed Aug 20 2025 · 5:30 PM ET