JEFFREY E. STIEFLER - 23 Jul 2025 Form 4 Insider Report for ONESPAWORLD HOLDINGS Ltd (OSW)

Role: Director
Signature: /s/ Inga Fyodorova, as Attorney-in-Fact for Jeffrey E. Stiefler
Issuer symbol: OSW
Transactions as of: 23 Jul 2025
Net transactions value: $0
Form type: 4
Filing time: 25 Jul 2025, 18:06:57 UTC
Previous filing: 25 Jul 2024
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
STIEFLER JEFFREY E	Director	770 SOUTH DIXIE HIGHWAY, SUITE 200, CORAL GABLES	/s/ Inga Fyodorova, as Attorney-in-Fact for Jeffrey E. Stiefler	25 Jul 2025	0001227965

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	OSW	Common Shares	Award	$0	+10,516	+9.6%	$0.000000	119,588	23 Jul 2025	Direct	F1
holding	OSW	Common Shares						73,928	23 Jul 2025	By Stiefler Trust U/T/D 5/31/07	F2

* An asterisk sign (*) next to the price indicates that the price is likely invalid.

Explanation of Responses:

Id	Content
F1	The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date. Vested Common Shares will be delivered to the reporting person on the earlier of the 60th day from separation from service and immediately prior to a change in control.
F2	The reporting person is the trustee of Stiefler Trust and has voting and dispositive power over the securities held by it. Accordingly, the reporting person may be deemed to have or share beneficial ownership of such securities. The reporting person disclaims beneficial ownership of the securities, except to the extent of his pecuniary interest therein, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.

Content

The reported transaction reflects a grant of the Issuer's restricted stock units ("RSUs"). Each RSU represents a contingent right to receive one common share, par value $0.0001 per share, of the Issuer (the "Common Shares"). The RSUs vest one year from the grant date. Vested Common Shares will be delivered to the reporting person on the earlier of the 60th day from separation from service and immediately prior to a change in control.

The reporting person is the trustee of Stiefler Trust and has voting and dispositive power over the securities held by it. Accordingly, the reporting person may be deemed to have or share beneficial ownership of such securities. The reporting person disclaims beneficial ownership of the securities, except to the extent of his pecuniary interest therein, and this report shall not be deemed an admission that the reporting person is the beneficial owner of the securities for purposes of Section 16 or for any other purpose.