Sec Form 4 Filing - LAWRENCE PETER J.L. @ Gaucho Group Holdings, Inc. - 2022-09-18

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 LAWRENCE PETER J.L. 2. Issuer Name and Ticker or Trading Symbol Gaucho Group Holdings, Inc. [ VINO] 5. Relationship of Reporting Person(s) to Issuer (Check all applicable) X __ Director _____ 10% Owner _____ Officer (give title below) _____ Other (specify below) (Last) (First) (Middle) FLAT 6, STAVORDALE LODGE,, 10-12 MELBURY ROAD 3. Date of Earliest Transaction (MM/DD/YY) 09/18/2022 (Street) LONDON,, X0W14 8LW 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 ( 1 ) 09/18/2022 M 120 A $ 7.5 11,855 D Common Stock ( 1 ) 12/18/2022 M 119 A $ 7.5 11,974 D Common Stock ( 2 ) 12/31/2022 M 3,873 A $ 9.684 15,847 D Common Stock ( 3 ) 07/14/2023 A 67,568 A $ 0.555 83,415 D Common Stock 60 I See footnote ( 4 )

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 Unit $ 7.5 09/18/2022 M 120 ( 5 ) 12/18/2023 Common Stock 120 $ 7.5 0 D Stock Option $ 198 12/17/2022 J 278 ( 6 ) 12/17/2022 Common Stock 278 $ 0 0 D Restricted Stock Unit $ 7.5 12/18/2022 M 119 ( 5 ) 12/18/2023 Common Stock 119 $ 0 0 D Restricted Stock Unit $ 9.684 12/31/2022 M 3,873 ( 2 ) 12/31/2022 Common Stock 3,873 $ 9.684 0 D Stock Option $ 108.96 ( 7 ) 09/28/2025 Common Stock 556 556 D Stock Option $ 69.36 ( 8 ) 07/08/2024 Common Stock 833 833 D Stock Option $ 69.36 ( 9 ) 01/31/2024 Common Stock 278 278 D Stock Option $ 97.08 ( 10 ) 09/20/2023 Common Stock 1,111 1,111 D

Reporting Owners Reporting Owner Name / Address Relationships Director 10% Owner Officer Other LAWRENCE PETER J.L. FLAT 6, STAVORDALE LODGE, 10-12 MELBURY ROAD LONDON,, X0W14 8LW X Signatures /s/ Peter Lawrence 08/04/2023 Signature of Reporting Person Date

Explanation of Responses:

( 1 )Acquired upon vesting of restricted stock units issued in connection with the conversion of outstanding options of Gaucho Group, Inc. ( 2 )Vesting of restricted stock units and shares issued pursuant to Gaucho's 2018 Equity Incentive Plan. ( 3 )Acquired as compensation for service on the Board for first half of 2023. ( 4 )Shares held by Mr. Lawrence and his spouse as trustees of the Peter Lawrence 1992 Settlement Trust. ( 5 )Vesting of restricted stock units issued pursuant to Gaucho's 2018 Equity Incentive Plan. ( 6 )Expiration of option with no value received. ( 7 )Options granted pursuant to Gaucho's 2018 Equity Incentive Plan; options to acquire 25% shares vested on 9/28/21; thereafter options to acquire 35 shares vest every three months until fully vested on 9/28/24. ( 8 )Options granted pursuant to Gaucho's 2018 Equity Incentive Plan. Fully vested on 7/8/23. ( 9 )Options granted pursuant to Gaucho's 2018 Equity Incentive Plan. Fully vested on 1/31/23. ( 10 )Options granted pursuant to Gaucho's 2018 Equity Incentive Plan. Fully vested as of 9/20/22.

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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