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[Form 4] Waystar Holding Corp. Insider Trading Activity

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4
Rhea-AI Filing Summary

Eric L. Sinclair III (Ric), Chief Business Officer of Waystar Holding Corp (WAY), executed planned transactions under Rule 10b5-1(c) on June 20, 2025:

  • Exercised 9,702 stock options at $4.14 per share
  • Immediately sold 9,702 shares at weighted average price of $37.7877 (range: $37.65-$38.09)
  • Post-transaction holdings: 490,870 shares (direct ownership, including unvested RSUs) and 126,118 stock options

These transactions were executed automatically according to a trading plan established on February 19, 2025. The significant spread between exercise price ($4.14) and sale price ($37.7877) resulted in substantial gains. The executive maintains a considerable equity position in the company following the transaction.

Eric L. Sinclair III (Ric), Chief Business Officer di Waystar Holding Corp (WAY), ha eseguito transazioni programmate ai sensi della Regola 10b5-1(c) il 20 giugno 2025:

  • Ha esercitato 9.702 stock option al prezzo di $4,14 per azione
  • Ha venduto immediatamente 9.702 azioni a un prezzo medio ponderato di $37,7877 (intervallo: $37,65-$38,09)
  • Detiene dopo la transazione: 490.870 azioni (propriet脿 diretta, comprese RSU non maturate) e 126.118 stock option

Queste operazioni sono state eseguite automaticamente secondo un piano di trading stabilito il 19 febbraio 2025. La differenza significativa tra il prezzo di esercizio ($4,14) e il prezzo di vendita ($37,7877) ha generato guadagni sostanziali. L'esecutivo mantiene una posizione azionaria considerevole nella societ脿 dopo la transazione.

Eric L. Sinclair III (Ric), Director Comercial de Waystar Holding Corp (WAY), realiz贸 transacciones planificadas bajo la Norma 10b5-1(c) el 20 de junio de 2025:

  • 贰箩别谤肠颈贸 9,702 opciones sobre acciones a $4.14 por acci贸n
  • Vendi贸 inmediatamente 9,702 acciones a un precio promedio ponderado de $37.7877 (rango: $37.65-$38.09)
  • Posiciones tras la transacci贸n: 490,870 acciones (propiedad directa, incluyendo RSU no adquiridas) y 126,118 opciones sobre acciones

Estas transacciones se ejecutaron autom谩ticamente seg煤n un plan de trading establecido el 19 de febrero de 2025. La diferencia significativa entre el precio de ejercicio ($4.14) y el precio de venta ($37.7877) result贸 en ganancias sustanciales. El ejecutivo mantiene una posici贸n accionarial considerable en la empresa tras la transacci贸n.

鞐愲Ν L. 鞁表伌霠堨柎 3靹� (毽�), Waystar Holding Corp (WAY)鞚� 斓滉碃 牍勳雼堨姢 毂呾瀯鞛愲姅 2025雲� 6鞗� 20鞚� 攴滌箼 10b5-1(c)鞐� 霐半澕 瓿勴殟霅� 瓯半灅毳� 鞁ろ枆頄堨姷雼堧嫟:

  • 欤茧嫻 $4.14鞐� 9,702欤� 鞀ろ啞鞓奠厴 頄夓偓
  • 歃夓嫓 9,702欤�毳� 臧�欷� 韽夑窢 臧�瓴� $37.7877 (氩旍渼: $37.65-$38.09)鞐� 毵る弰
  • 瓯半灅 頉� 氤挫湢: 490,870欤� (歆侅爲 靻岇湢, 氙疙檿鞝� RSU 韽暔) 氚� 126,118 鞀ろ啞鞓奠厴

鞚� 瓯半灅霌れ潃 2025雲� 2鞗� 19鞚检棎 靹れ爼霅� 瓯半灅 瓿勴殟鞐� 霐半澕 鞛愲彊鞙茧 鞁ろ枆霅橃棃鞀惦媹雼�. 頄夓偓 臧�瓴�($4.14)瓿� 韺愲Г 臧�瓴�($37.7877) 臧勳潣 韥� 彀澊搿� 鞚疙暣 靸侂嫻頃� 鞚挫澋鞚� 氚滌儩頄堨姷雼堧嫟. 鞛勳洂鞚� 瓯半灅 頉勳棎霃� 須岇偓 雮� 靸侂嫻頃� 歆�攵勳潉 鞙犾頃橁碃 鞛堨姷雼堧嫟.

Eric L. Sinclair III (Ric), Directeur Commercial de Waystar Holding Corp (WAY), a r茅alis茅 des transactions planifi茅es conform茅ment 脿 la r猫gle 10b5-1(c) le 20 juin 2025 :

  • Exercice de 9 702 options d'achat d'actions au prix de 4,14 $ par action
  • Vente imm茅diate de 9 702 actions au prix moyen pond茅r茅 de 37,7877 $ (fourchette : 37,65 $ - 38,09 $)
  • D茅tention apr猫s transaction : 490 870 actions (possession directe, y compris les RSU non acquises) et 126 118 options d'achat d'actions

Ces transactions ont 茅t茅 ex茅cut茅es automatiquement selon un plan de trading 茅tabli le 19 f茅vrier 2025. L'茅cart important entre le prix d'exercice (4,14 $) et le prix de vente (37,7877 $) a g茅n茅r茅 des gains substantiels. Le dirigeant conserve une position significative dans l'entreprise apr猫s la transaction.

Eric L. Sinclair III (Ric), Chief Business Officer von Waystar Holding Corp (WAY), f眉hrte am 20. Juni 2025 geplante Transaktionen gem盲脽 Regel 10b5-1(c) durch:

  • Aus眉bung von 9.702 Aktienoptionen zu je 4,14 $
  • Unmittelbarer Verkauf von 9.702 Aktien zum gewichteten Durchschnittspreis von 37,7877 $ (Spanne: 37,65 $鈥�38,09 $)
  • Bestand nach der Transaktion: 490.870 Aktien (direkter Besitz, einschlie脽lich nicht unverfallener RSUs) und 126.118 Aktienoptionen

Diese Transaktionen wurden automatisch gem盲脽 einem am 19. Februar 2025 festgelegten Handelsplan ausgef眉hrt. Die erhebliche Differenz zwischen Aus眉bungspreis (4,14 $) und Verkaufspreis (37,7877 $) f眉hrte zu betr盲chtlichen Gewinnen. Der Manager h盲lt nach der Transaktion weiterhin eine bedeutende Beteiligung am Unternehmen.

Positive
  • None.
Negative
  • None.

Eric L. Sinclair III (Ric), Chief Business Officer di Waystar Holding Corp (WAY), ha eseguito transazioni programmate ai sensi della Regola 10b5-1(c) il 20 giugno 2025:

  • Ha esercitato 9.702 stock option al prezzo di $4,14 per azione
  • Ha venduto immediatamente 9.702 azioni a un prezzo medio ponderato di $37,7877 (intervallo: $37,65-$38,09)
  • Detiene dopo la transazione: 490.870 azioni (propriet脿 diretta, comprese RSU non maturate) e 126.118 stock option

Queste operazioni sono state eseguite automaticamente secondo un piano di trading stabilito il 19 febbraio 2025. La differenza significativa tra il prezzo di esercizio ($4,14) e il prezzo di vendita ($37,7877) ha generato guadagni sostanziali. L'esecutivo mantiene una posizione azionaria considerevole nella societ脿 dopo la transazione.

Eric L. Sinclair III (Ric), Director Comercial de Waystar Holding Corp (WAY), realiz贸 transacciones planificadas bajo la Norma 10b5-1(c) el 20 de junio de 2025:

  • 贰箩别谤肠颈贸 9,702 opciones sobre acciones a $4.14 por acci贸n
  • Vendi贸 inmediatamente 9,702 acciones a un precio promedio ponderado de $37.7877 (rango: $37.65-$38.09)
  • Posiciones tras la transacci贸n: 490,870 acciones (propiedad directa, incluyendo RSU no adquiridas) y 126,118 opciones sobre acciones

Estas transacciones se ejecutaron autom谩ticamente seg煤n un plan de trading establecido el 19 de febrero de 2025. La diferencia significativa entre el precio de ejercicio ($4.14) y el precio de venta ($37.7877) result贸 en ganancias sustanciales. El ejecutivo mantiene una posici贸n accionarial considerable en la empresa tras la transacci贸n.

鞐愲Ν L. 鞁表伌霠堨柎 3靹� (毽�), Waystar Holding Corp (WAY)鞚� 斓滉碃 牍勳雼堨姢 毂呾瀯鞛愲姅 2025雲� 6鞗� 20鞚� 攴滌箼 10b5-1(c)鞐� 霐半澕 瓿勴殟霅� 瓯半灅毳� 鞁ろ枆頄堨姷雼堧嫟:

  • 欤茧嫻 $4.14鞐� 9,702欤� 鞀ろ啞鞓奠厴 頄夓偓
  • 歃夓嫓 9,702欤�毳� 臧�欷� 韽夑窢 臧�瓴� $37.7877 (氩旍渼: $37.65-$38.09)鞐� 毵る弰
  • 瓯半灅 頉� 氤挫湢: 490,870欤� (歆侅爲 靻岇湢, 氙疙檿鞝� RSU 韽暔) 氚� 126,118 鞀ろ啞鞓奠厴

鞚� 瓯半灅霌れ潃 2025雲� 2鞗� 19鞚检棎 靹れ爼霅� 瓯半灅 瓿勴殟鞐� 霐半澕 鞛愲彊鞙茧 鞁ろ枆霅橃棃鞀惦媹雼�. 頄夓偓 臧�瓴�($4.14)瓿� 韺愲Г 臧�瓴�($37.7877) 臧勳潣 韥� 彀澊搿� 鞚疙暣 靸侂嫻頃� 鞚挫澋鞚� 氚滌儩頄堨姷雼堧嫟. 鞛勳洂鞚� 瓯半灅 頉勳棎霃� 須岇偓 雮� 靸侂嫻頃� 歆�攵勳潉 鞙犾頃橁碃 鞛堨姷雼堧嫟.

Eric L. Sinclair III (Ric), Directeur Commercial de Waystar Holding Corp (WAY), a r茅alis茅 des transactions planifi茅es conform茅ment 脿 la r猫gle 10b5-1(c) le 20 juin 2025 :

  • Exercice de 9 702 options d'achat d'actions au prix de 4,14 $ par action
  • Vente imm茅diate de 9 702 actions au prix moyen pond茅r茅 de 37,7877 $ (fourchette : 37,65 $ - 38,09 $)
  • D茅tention apr猫s transaction : 490 870 actions (possession directe, y compris les RSU non acquises) et 126 118 options d'achat d'actions

Ces transactions ont 茅t茅 ex茅cut茅es automatiquement selon un plan de trading 茅tabli le 19 f茅vrier 2025. L'茅cart important entre le prix d'exercice (4,14 $) et le prix de vente (37,7877 $) a g茅n茅r茅 des gains substantiels. Le dirigeant conserve une position significative dans l'entreprise apr猫s la transaction.

Eric L. Sinclair III (Ric), Chief Business Officer von Waystar Holding Corp (WAY), f眉hrte am 20. Juni 2025 geplante Transaktionen gem盲脽 Regel 10b5-1(c) durch:

  • Aus眉bung von 9.702 Aktienoptionen zu je 4,14 $
  • Unmittelbarer Verkauf von 9.702 Aktien zum gewichteten Durchschnittspreis von 37,7877 $ (Spanne: 37,65 $鈥�38,09 $)
  • Bestand nach der Transaktion: 490.870 Aktien (direkter Besitz, einschlie脽lich nicht unverfallener RSUs) und 126.118 Aktienoptionen

Diese Transaktionen wurden automatisch gem盲脽 einem am 19. Februar 2025 festgelegten Handelsplan ausgef眉hrt. Die erhebliche Differenz zwischen Aus眉bungspreis (4,14 $) und Verkaufspreis (37,7877 $) f眉hrte zu betr盲chtlichen Gewinnen. Der Manager h盲lt nach der Transaktion weiterhin eine bedeutende Beteiligung am Unternehmen.

SEC Form 4
FORM 4 UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940
OMB APPROVAL
OMB Number: 3235-0287
Estimated average burden
hours per response: 0.5
Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).
X
 Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.
1. Name and Address of Reporting Person*
Sinclair III Eric L. (Ric)
(Last) (First) (Middle)
1550 DIGITAL DRIVE, #300
(Street)
LEHI UT 84043
(City) (State) (Zip)
2. Issuer Name and Ticker or Trading Symbol
Waystar Holding Corp. [ WAY ] 		5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)
Director 10% Owner
X Officer (give title below) Other (specify below)
Chief Business Officer
3. Date of Earliest Transaction (Month/Day/Year)
06/20/2025
4. If Amendment, Date of Original Filed (Month/Day/Year)
 6. Individual or Joint/Group Filing (Check Applicable Line)
X Form filed by One Reporting Person
Form filed by More than One Reporting Person
Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3) 2. Transaction Date (Month/Day/Year) 2A. Deemed Execution Date, if any (Month/Day/Year) 3. Transaction Code (Instr. 8) 4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5) 5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4) 6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Common Stock 06/20/2025 M 9,702 A $4.14 500,572(1)(2) D
Common Stock 06/20/2025 S 9,702 D $37.7877(3) 490,870(1)(2) D
Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned
(e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3) 2. Conversion or Exercise Price of Derivative Security 3. Transaction Date (Month/Day/Year) 3A. Deemed Execution Date, if any (Month/Day/Year) 4. Transaction Code (Instr. 8) 5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5) 6. Date Exercisable and Expiration Date (Month/Day/Year) 7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4) 8. Price of Derivative Security (Instr. 5) 9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Stock Options (right to buy) $4.14 06/20/2025 M 9,702 (4) 11/01/2027 Common Stock 9,702 $0 126,118 D
Explanation of Responses:
1. These transactions occurred automatically pursuant to a plan adopted by the Reporting Person on February 19, 2025 that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c).
2. Includes unvested RSUs.
3. The price reported in Column 4 is a weighted average price. These shares of common stock, par value $0.01 per share ("Common Stock") of Waystar Holding Corp. (the "Issuer") were sold in multiple transactions ranging from $37.65 to $38.09, inclusive. The Reporting Person undertakes to provide to the Issuer, any security holder of the Issuer, or the staff of the Securities and Exchange Commission, upon request, full information regarding the number of shares of Common Stock sold at each separate price in the range set forth in this footnote.
4. These options are currently vested.
/s/ Gregory R. Packer, as Attorney-in-Fact 06/23/2025
** Signature of Reporting Person Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.

Source:

FAQ

What insider trading activity occurred at WAY on June 20, 2025?

On June 20, 2025, Eric L. Sinclair III (Chief Business Officer) exercised 9,702 stock options at $4.14 per share and subsequently sold the same number of shares at an average price of $37.7877 per share. After these transactions, he owned 490,870 shares directly.

How many WAY shares does Eric Sinclair own after his June 2025 transactions?

Following the reported transactions, Eric Sinclair (CBO) owns 490,870 shares directly, which includes unvested RSUs. He also maintains 126,118 stock options with an exercise price of $4.14 that expire on November 1, 2027.

Was WAY insider Sinclair's stock sale planned or spontaneous?

The transactions were pre-planned, occurring automatically pursuant to a Rule 10b5-1 trading plan that Sinclair adopted on February 19, 2025. This type of plan provides an affirmative defense against insider trading allegations by establishing the trade parameters in advance.

What was the price range for WAY shares sold by Eric Sinclair?

Eric Sinclair sold WAY shares in multiple transactions at prices ranging from $37.65 to $38.09 per share, with a weighted average sale price of $37.7877 per share.

How many stock options does WAY's CBO still have after the June 2025 transaction?

After exercising 9,702 options, WAY's Chief Business Officer Eric Sinclair still holds 126,118 vested stock options with an exercise price of $4.14 that expire on November 1, 2027.
Stock WAY logo
Waystar Holding Corp.

NASDAQ:WAY

WAY Rankings

#1212 Ranked by Market Cap
N/A Ranked by Dividends

WAY Latest News

Aug 12, 2025
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Jul 9, 2025
Waystar to Announce Second Quarter 2025 Financial Results on July 30, 2025
Jun 23, 2025
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WAY Latest SEC Filings

Aug 14, 2025
[SCHEDULE 13G/A] Waystar Holding Corp. SEC Filing
Aug 14, 2025
[SCHEDULE 13G/A] Waystar Holding Corp. SEC Filing
Aug 12, 2025
[Form 4] Waystar Holding Corp. Insider Trading Activity
Aug 12, 2025
[Form 4] Waystar Holding Corp. Insider Trading Activity
Aug 12, 2025
[8-K] Waystar Holding Corp. Reports Material Event

WAY Stock Data

6.16B
117.74M
1.31%
104.04%
2.78%
Health Information Services
Services-computer Integrated Systems Design
United States
LEHI