Justin B. Stiefel - Aug 15, 2025 Form 4 Insider Report for Heritage Distilling Holding Company, Inc. (CASK)

Role: CEO & Treasurer, Director
Signature: /s/ Justin B. Stiefel
Stock symbol: CASK
Transactions as of: Aug 15, 2025
Transactions value $: $1,999,669
Form type: 4
Date filed: 8/19/2025, 04:15 PM
Previous filing: May 27, 2025
Next filing: Sep 22, 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Stiefel Justin B	CEO & Treasurer, Director	C/O HERITAGE DISTILLING HOLDING COMPANY, 9668 BUJACICH ROAD, GIG HARBOR	/s/ Justin B. Stiefel	2025-08-19	0002044207

Derivative Securities (e.g., puts, calls, warrants, options, convertible securities)

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Underlying Class	Amount	Exercise Price	Ownership	Footnotes
transaction	CASK	Pre-Funded Warrant to Purchase Common Stock	Purchase	$2M	+3.31M		$0.60	3.31M	Aug 15, 2025	Common Stock	3.31M	$0.00	By LLC	F1, F2

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

Explanation of Responses:

Id	Content
F1	The securities reported herein were issued to the reporting person by Heritage Distilling Holding Company, Inc. (the "Issuer") in connection with that certain subscription agreement by and between the reporting person and the Issuer, dated August 11, 2025, as amended on August 15, 2025 (the "Subscription Agreement"), pursuant to which the reporting person purchased pre-funded warrants (the "Warrants") that are exercisable for shares of the Issuer's common stock, par value $0.0001 per share. The Warrants will be automatically exercised on a cashless basis upon the receipt of the Stockholder Approval (as defined in the Subscription Agreement).
F2	The reported securities are held by Constantine IHSV, LLC, of which the reporting person is the sole member and may be deemed to beneficially own the securities held by it.

Content

The securities reported herein were issued to the reporting person by Heritage Distilling Holding Company, Inc. (the "Issuer") in connection with that certain subscription agreement by and between the reporting person and the Issuer, dated August 11, 2025, as amended on August 15, 2025 (the "Subscription Agreement"), pursuant to which the reporting person purchased pre-funded warrants (the "Warrants") that are exercisable for shares of the Issuer's common stock, par value $0.0001 per share. The Warrants will be automatically exercised on a cashless basis upon the receipt of the Stockholder Approval (as defined in the Subscription Agreement).

The reported securities are held by Constantine IHSV, LLC, of which the reporting person is the sole member and may be deemed to beneficially own the securities held by it.