WAY SEC Filing News — Waystar Holding Corp.

Latest SEC filings for Waystar Holding Corp. (WAY) explained in plain English. Covers insider buying and selling (Form 4), proposed insider sales (Form 144), material company events (8-K), and quarterly & annual reports (10-Q / 10-K). StrongBuyAnalytics provides navigation and brief excerpts or summaries; original filings remain at the SEC/source links and were authored by their filers, not StrongBuyAnalytics. Filing dates shown are source dates. Coverage and detection can be delayed or incomplete because of SEC availability, amendments, parsing, caching, or outages. Latest source filing date shown: 2026-10-07.

Waystar Holding Corp. develops a cloud-based software solution for healthcare payments. Its platform offers financial clearance, patient financial care, claim and payer payment management, denials prevention and recovery, clinical integrity and revenue capture, and analytics and reporting solutions. It primarily serves healthcare industry. The company was founded in 2017 and is headquartered in Lehi, Utah.
Sector: Healthcare Industry: Health Information Services Market Cap: $5.4B
20
Total Filings
0
Bullish Classifications
4
Bearish Classifications
12
Insider Transactions
1
Material Events (8-K)
1
Periodic Reports
Rule-based classifications for WAY currently lean bearish. Of the 20 filing records displayed, 4 carry bearish classifications (such as insider sales or negative 8-K disclosures) versus 0 bullish. This does not necessarily signal fundamental deterioration — insiders sell for many reasons — but it is worth monitoring alongside the company's core financial metrics.
WAY Filing Activity Snapshot 2026-07-29 — 2026-10-07
Insider Transactions (Form 4)
0 buys vs 3 sells
Net insider selling in this period — insiders sell for many reasons beyond conviction.
Largest Form 144 Filing
$12.98M
CHRIS LAWRENCE SCHREMSER · 2026-08-14
518,237 shares · Form 144
Form 144 Notices
6
Proposed insider sales filed — Form 144 is a notice of intent, not a confirmed transaction. Actual sales are confirmed via Form 4.
Insider Transactions 12 · Forms 3, 4 and 5

A Form 4 is filed within two business days of a company insider — an officer, a director, or a holder of more than ten percent of the stock — changing their position in the shares. All 12 filings in this group are Form 4s for Waystar Holding Corp.

The difficulty with reading these filings as a group is that a single form type covers transactions that mean entirely different things. An executive spending their own money to buy stock and an executive having shares withheld to pay tax on a vesting grant both appear as a Form 4. Every filing below is therefore tagged with the nature of the underlying transaction, taken from the transaction code reported on the form itself.

Across the 12 insider filings shown, the breakdown is 6 compensation award, 3 open-market sale and 3 tax withholding. 3 of them involved a discretionary open-market trade; the rest are compensation and administrative mechanics.

What each transaction type means

Compensation award ×6
Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.
Open-market sale ×3
The insider sold shares on the open market. Sales may be discretionary or executed automatically under a pre-arranged Rule 10b5-1 trading plan, and a Form 4 does not always make clear which applies.
Tax withholding ×3
Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.
Form 4 Open-market sale Insider Selling 2026-10-07

WAY insider Hawkins Matthew J. (Director, Chief Executive Officer) sold 82,500 shares (~$2.16M)

Hawkins Matthew J., listed as Director, Chief Executive Officer at Waystar Holding Corp., reported an open-market sale of 82,500 WAY shares in a Form 4 filing. This is a confirmed insider sale, not just a proposed sale notice.

The insider sold shares on the open market. Sales may be discretionary or executed automatically under a pre-arranged Rule 10b5-1 trading plan, and a Form 4 does not always make clear which applies.

Transactions reported on this filing
Code Nature Shares Price Value
M Option exercise 82,500 $4.14 $341.6K
S Open-market sale 82,500 $26.23 $2.16M
M Option exercise derivative · Stock Options (right to buy) 82,500 — —
Filing: Form 4 (Insider Transaction) Insider: Hawkins Matthew J. (Director, Chief Executive Officer) Shares: 82,500 Est. Value: $2.16M
View on SEC EDGAR → Open Filing Document →
Form 4 Tax withholding Tax / Compensation Filing 2026-10-06

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Chan William (Chief Product & AI Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.

Transactions reported on this filing
Code Nature Shares Price Value
F Tax withholding on vested shares 9,560 $26.07 $249.2K
Filing: Form 4 (Insider Transaction) Insider: Chan William (Chief Product & AI Officer) Shares: 9,560
View on SEC EDGAR → Open Filing Document →
Form 4 Compensation award Tax / Compensation Filing 2026-09-08

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Khanna Amit (Chief Prod. & Tech. Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.

Transactions reported on this filing
Code Nature Shares Price Value
A Compensation award 390,625 — —
Filing: Form 4 (Insider Transaction) Insider: Khanna Amit (Chief Prod. & Tech. Officer) Shares: 390,625
View on SEC EDGAR → Open Filing Document →
Form 4 Tax withholding Tax / Compensation Filing 2026-09-03

WAY insider Form 4 filed for equity award, exercise, or tax withholding

PACKER GREGORY R (Chief Legal officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.

Transactions reported on this filing
Code Nature Shares Price Value
F Tax withholding on vested shares 6,754 $25.73 $173.8K
Filing: Form 4 (Insider Transaction) Insider: PACKER GREGORY R (Chief Legal officer) Shares: 6,754
View on SEC EDGAR → Open Filing Document →
Form 4 Tax withholding Tax / Compensation Filing 2026-09-03

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Bridge T. Craig (Chief Transformation Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were withheld by the company to settle tax due when equity vested. This is an automatic administrative step and not a decision to sell.

Transactions reported on this filing
Code Nature Shares Price Value
F Tax withholding on vested shares 30,792 $25.73 $792.3K
Filing: Form 4 (Insider Transaction) Insider: Bridge T. Craig (Chief Transformation Officer) Shares: 30,792
View on SEC EDGAR → Open Filing Document →
Form 4 Open-market sale Insider Selling 2026-09-03

WAY insider Hawkins Matthew J. (Director, Chief Executive Officer) sold 82,500 shares (~$2.14M)

Hawkins Matthew J., listed as Director, Chief Executive Officer at Waystar Holding Corp., reported an open-market sale of 82,500 WAY shares in a Form 4 filing. This is a confirmed insider sale, not just a proposed sale notice.

The insider sold shares on the open market. Sales may be discretionary or executed automatically under a pre-arranged Rule 10b5-1 trading plan, and a Form 4 does not always make clear which applies.

Transactions reported on this filing
Code Nature Shares Price Value
F Tax withholding on vested shares 30,287 $25.73 $779.3K
M Option exercise 82,500 $4.14 $341.6K
S Open-market sale 82,500 $25.97 $2.14M
M Option exercise derivative · Stock Options (right to buy) 82,500 — —
Filing: Form 4 (Insider Transaction) Insider: Hawkins Matthew J. (Director, Chief Executive Officer) Shares: 82,500 Est. Value: $2.14M
View on SEC EDGAR → Open Filing Document →
Form 4 Compensation award Tax / Compensation Filing 2026-08-14

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Wegner Alpana (Chief Financial Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.

Transactions reported on this filing
Code Nature Shares Price Value
A Compensation award 162,112 — —
Filing: Form 4 (Insider Transaction) Insider: Wegner Alpana (Chief Financial Officer) Shares: 162,112
View on SEC EDGAR → Open Filing Document →
Form 4 Open-market sale Insider Selling 2026-08-13

WAY insider Hawkins Matthew J. (Director, Chief Executive Officer) sold 82,500 shares (~$2.06M)

Hawkins Matthew J., listed as Director, Chief Executive Officer at Waystar Holding Corp., reported an open-market sale of 82,500 WAY shares in a Form 4 filing. This is a confirmed insider sale, not just a proposed sale notice.

The insider sold shares on the open market. Sales may be discretionary or executed automatically under a pre-arranged Rule 10b5-1 trading plan, and a Form 4 does not always make clear which applies.

Transactions reported on this filing
Code Nature Shares Price Value
M Option exercise 22,462 $4.14 $93.0K
S Open-market sale 22,462 $25.04 $562.4K
M Option exercise 60,038 $4.14 $248.6K
S Open-market sale 60,038 $25.01 $1.50M
M Option exercise derivative · Stock Options (right to buy) 22,462 — —
M Option exercise derivative · Stock Options (right to buy) 60,038 — —
Filing: Form 4 (Insider Transaction) Insider: Hawkins Matthew J. (Director, Chief Executive Officer) Shares: 82,500 Est. Value: $2.06M
View on SEC EDGAR → Open Filing Document →
Form 4 Compensation award Tax / Compensation Filing 2026-08-10

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Woods Todd Charles (Chief Commercial Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.

Transactions reported on this filing
Code Nature Shares Price Value
A Compensation award 90,827 — —
Filing: Form 4 (Insider Transaction) Insider: Woods Todd Charles (Chief Commercial Officer) Shares: 90,827
View on SEC EDGAR → Open Filing Document →
Form 4 Compensation award Tax / Compensation Filing 2026-08-03

WAY insider Form 4 filed for equity award, exercise, or tax withholding

PACKER GREGORY R (Chief Legal officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.

Transactions reported on this filing
Code Nature Shares Price Value
F Tax withholding on vested shares 4,016 $23.69 $95.1K
A Compensation award 232,061 — —
Filing: Form 4 (Insider Transaction) Insider: PACKER GREGORY R (Chief Legal officer) Shares: 236,077
View on SEC EDGAR → Open Filing Document →
Form 4 Compensation award Tax / Compensation Filing 2026-08-03

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Hawkins Matthew J. (Director, Chief Executive Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.

Transactions reported on this filing
Code Nature Shares Price Value
A Compensation award 908,265 — —
Filing: Form 4 (Insider Transaction) Insider: Hawkins Matthew J. (Director, Chief Executive Officer) Shares: 908,265
View on SEC EDGAR → Open Filing Document →
Form 4 Compensation award Tax / Compensation Filing 2026-08-03

WAY insider Form 4 filed for equity award, exercise, or tax withholding

Bridge T. Craig (Chief Transformation Officer) filed a Form 4 covering compensation-related activity such as stock awards, option exercises, conversions, or tax withholding. These filings are usually neutral.

Shares were granted as compensation rather than purchased. No cash changed hands, so the filing reflects a pay decision by the company, not a judgement about the price.

Transactions reported on this filing
Code Nature Shares Price Value
A Compensation award 205,470 — —
Filing: Form 4 (Insider Transaction) Insider: Bridge T. Craig (Chief Transformation Officer) Shares: 205,470
View on SEC EDGAR → Open Filing Document →
Proposed Insider Sales 6 · Form 144

A Form 144 is a notice of intent to sell restricted or control securities. It is not a record that anything was sold. Waystar Holding Corp. has 6 such notices in this period.

The distinction matters because a Form 144 is frequently reported as though it were a completed insider sale. The filer may sell all of the shares covered, some of them, or none at all, and there is no obligation to update the notice either way. A sale that is actually executed by an officer or director shows up separately on a Form 4, which is the filing to check before treating a proposed sale as a real one.

Form 144 Proposed Insider Sale 2026-10-06

WAY Form 144 filed for proposed insider sale by MATTHEW HAWKINS (82,500 shares) ~$2.18M

MATTHEW HAWKINS filed a Form 144 with the SEC indicating intent to sell WAY (Waystar Holding Corp.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: MATTHEW HAWKINS Shares: 82,500 Est. Value: $2.18M
View on SEC EDGAR → Open Filing Document →
Form 144 Proposed Insider Sale 2026-09-02

WAY Form 144 filed for proposed insider sale by MATTHEW HAWKINS (82,500 shares) ~$2.13M

MATTHEW HAWKINS filed a Form 144 with the SEC indicating intent to sell WAY (Waystar Holding Corp.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: MATTHEW HAWKINS Shares: 82,500 Est. Value: $2.13M
View on SEC EDGAR → Open Filing Document →
Form 144 Large Proposed Insider Sale 2026-08-14

WAY Form 144 filed for proposed insider sale by CHRIS LAWRENCE SCHREMSER (518,237 shares) ~$12.98M

CHRIS LAWRENCE SCHREMSER filed a Form 144 with the SEC indicating intent to sell WAY (Waystar Holding Corp.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4. The proposed dollar value is large enough to merit attention.

Filing: Form 144 (Proposed Sale Notice) Insider: CHRIS LAWRENCE SCHREMSER Shares: 518,237 Est. Value: $12.98M
View on SEC EDGAR → Open Filing Document →
Form 144 Proposed Insider Sale 2026-08-13

WAY Form 144 filed for proposed insider sale by MATTHEW HAWKINS (60,038 shares) ~$1.47M

MATTHEW HAWKINS filed a Form 144 with the SEC indicating intent to sell WAY (Waystar Holding Corp.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: MATTHEW HAWKINS Shares: 60,038 Est. Value: $1.47M
View on SEC EDGAR → Open Filing Document →
Form 144 Proposed Insider Sale 2026-08-13

WAY Form 144 filed for proposed insider sale by MELISSA MILLER (51,360 shares) ~$1.29M

MELISSA MILLER filed a Form 144 with the SEC indicating intent to sell WAY (Waystar Holding Corp.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: MELISSA MILLER Shares: 51,360 Est. Value: $1.29M
View on SEC EDGAR → Open Filing Document →
Form 144 Proposed Insider Sale 2026-08-11

WAY Form 144 filed for proposed insider sale by MATTHEW HAWKINS (22,462 shares) ~$554.8K

MATTHEW HAWKINS filed a Form 144 with the SEC indicating intent to sell WAY (Waystar Holding Corp.) shares. Form 144 reflects a proposed sale, not a completed transaction. The actual execution, if any, would typically appear later in a Form 4.

Filing: Form 144 (Proposed Sale Notice) Insider: MATTHEW HAWKINS Shares: 22,462 Est. Value: $554.8K
View on SEC EDGAR → Open Filing Document →
Material Events 1 · Form 8-K

An 8-K reports a material event in the window between scheduled reports. There is 1 in this period for Waystar Holding Corp. Each 8-K names the item number it is filed under, and that number is the fastest way to tell a routine disclosure from a consequential one.

Item 2.02 is an earnings release, Item 5.02 is a change of directors or officers, and Item 1.01 or 2.01 covers a material agreement or a completed acquisition. Item 7.01 and Item 8.01 are the general-purpose disclosure items and carry no fixed meaning on their own.

Form 8-K Material Company Update 2026-07-29

WAY filed 8-K — material company event

Waystar Holding Corp. filed an 8-K with the SEC reporting a material event. Summary unavailable — view the original SEC filing for the full text.

Filing: 8-K (Material Event)
View on SEC EDGAR → Open Filing Document →
Periodic Reports 1 · Forms 10-K and 10-Q

The periodic reports are where the audited and reviewed financial statements live. This period contains 1 quarterly report (10-Q) for Waystar Holding Corp.

The two are not equivalent in weight. A 10-K is audited by an external firm and includes the full risk factor disclosure, business description and management discussion; a 10-Q is unaudited, reviewed rather than examined, and much shorter. When a figure in a quarterly report is later revised, the annual report is usually where the correction appears.

An amended report — 10-K/A or 10-Q/A — restates or corrects something in the original filing, and is worth reading against the version it replaces.

Form 10-Q Quarterly Report 2026-07-29

WAY filed Quarterly Report (10-Q)

Waystar Holding Corp. filed its quarterly report with the SEC. This report includes unaudited financial statements and management discussion for the quarter.

Filing: 10-Q (Quarterly Report)
View on SEC EDGAR → Open Filing Document →

How we classify Waystar Holding Corp.'s filings

Straight from EDGAR

Each displayed record links to an original source document. StrongBuyAnalytics provides navigation and brief excerpts or summaries, not the filing itself. Parsing may omit context or contain errors, so read the original document in full.

Transaction codes, not guesswork

The nature shown on each insider filing comes from the transaction code the filer entered on the form itself — P for an open-market purchase, A for a compensation award, F for shares withheld to pay tax, M for an option exercise. Where one filing contains several codes, the transaction table lists them line by line.

Why the distinction matters

Insider activity is routinely summarised as buying or selling, which flattens together decisions that mean very different things. Shares withheld for tax on a vesting grant are an automatic administrative step; shares bought on the open market are someone committing their own money at the current price.

What this page does not tell you

A filing records what happened, not why. Form 4 does not always disclose whether a sale was executed under a pre-arranged Rule 10b5-1 plan, and no single filing is a basis for a decision on WAY. Read these alongside the fundamentals rather than in isolation.

Frequently Asked Questions — WAY SEC Filings

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Publisher, sources & limitations — September 15, 2026. StrongBuyAnalytics provides navigation and brief excerpts or summaries for educational use. Original filings remain at SEC EDGAR or other displayed source links; StrongBuyAnalytics does not author them. Filing dates are source dates, not publication dates for this page. Coverage can be delayed, incomplete, amended, or unavailable because of SEC/source availability, parsing, caching, or outages. Verify every material statement in the original filing.
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