Sec Form 4 Filing - Stiefel Jennifer D H @ Heritage Distilling Holding Company, Inc. - 2025-05-22

FORM 4 Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

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, Section 17(a) of the Public Utility Holding Company Act of 1935 or Section 30(h) of the Investment Company Act of 1940

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1. Name and Address of Reporting Person Stiefel Jennifer D H 2. Issuer Name and Ticker or Trading Symbol Heritage Distilling Holding Company, Inc. [ CASK] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) X __ Director _____ 10% Owner X __ Officer (give title below) _____ Other (specify below) President & Secretary (Last) (First) (Middle) C/O HERITAGE DISTILLING HOLDING COMPANY, 9668 BUJACICH ROAD 3. Date of Earliest Transaction (MM/DD/YY) 05/22/2025 (Street) GIG HARBOR, WA98332 4. If Amendment, Date Original Filed (MM/DD/YY) 6. Individual or Joint/Group Filing (Check Applicable Line) __ X __ Form filed by One Reporting Person _____ Form filed by More than One Reporting Person (City) (State) (Zip)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned 1.Title of Security (Instr. 3) 2. Transaction Date (MM/DD/YY) 2A. Deemed Execution Date, if any (MM/DD/YY) 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 05/22/2025 M 220,989 A $ 0 288,283 D ( 1 ) Common Stock 05/24/2025 M 42,000 A $ 0 330,283 D ( 1 ) Common Stock 05/22/2025 M 240,306 A $ 0 283,921 I By Spouse ( 2 ) Common Stock 05/24/2025 M 42,000 A $ 0 325,921 I By Spouse ( 2 )

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 (MM/DD/YY) 3A. Deemed Execution Date, if any (MM/DD/YY) 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 (MM/DD/YY) 7. Title and Amount of Underlying Securities (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 of Derivative Security: 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 Restricted Stock Units ( 3 ) 05/22/2025 A 173,076 ( 4 ) ( 4 ) Common Stock 173,076 $ 0 173,076 D Restricted Stock Units ( 3 ) 05/22/2025 A 47,913 ( 5 ) ( 5 ) Common Stock 47,913 $ 0 220,989 D Restricted Stock Units ( 3 ) 05/22/2025 M 220,989 ( 4 ) ( 4 ) Common Stock 220,989 $ 0 0 D Restricted Stock Units ( 3 ) 05/24/2025 M 42,000 ( 6 ) ( 6 ) Common Stock 42,000 $ 0 0 D Restricted Stock Units ( 3 ) 05/24/2025 M 42,000 ( 6 ) ( 6 ) Common Stock 42,000 $ 0 0 I By Spouse ( 2 ) Restricted Stock Units ( 3 ) 05/22/2025 A 193,268 ( 4 ) ( 4 ) Common Stock 193,268 $ 0 193,268 I By Spouse Restricted Stock Units ( 3 ) 05/22/2025 A 47,038 ( 5 ) ( 5 ) Common Stock 47,038 $ 0 240,306 I By Spouse Restricted Stock Units ( 3 ) 05/22/2025 M 240,306 ( 4 ) ( 4 ) Common Stock 240,306 $ 0 0 I By Spouse

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other Stiefel Jennifer D H C/O HERITAGE DISTILLING HOLDING COMPANY 9668 BUJACICH ROAD GIG HARBOR, WA98332 X President & Secretary Signatures /s/ Justin B. Stiefel, attorney-in-fact for Jennifer D.H. Stiefel 05/27/2025 Signature of Reporting Person Date

Explanation of Responses:

( 1 )Includes 260 shares beneficially owned through American Estate and Trust, LC FBO Jennifer Stiefel IRA account ( 2 )These securities are held by Justin B. Stiefel, the spouse of the reporting person. For purposes of Section 16 of the Exchange Act, the reporting person disclaims beneficial ownership of any such securities, except to the extent of her pecuniary interest therein, if any, and this report shall not be deemed an admission that such reporting person is the beneficial owner of such securities for purposes of Section 16 or otherwise. ( 3 )Each restricted stock unit ("RSU") represents a contingent right to receive one share of the issuer's common stock. ( 4 )The RSUs vested in full immediately upon grant on May 22, 2025. ( 5 )The reporting person was awarded the RSUs on November 25, 2024, subject to approval by the issuer's board of directors. The RSUs were formally granted on May 22, 2025, following such board approval. ( 6 )The RSUs were granted on June 5, 2024 subject to a vesting condition tied to the expiration of a lock-up agreement. The RSUs vested and settled on May 24, 2025 upon the lock-up's expiration.

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).

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