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 OF SECURITIES
                                                                                  
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Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934 or Section 30(h) of the Investment Company Act of 1940
                      

1. Name and Address of Reporting Person *

Cannon Reuben
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)

280 S. BEVERLY DRIVE #208
3. Date of Earliest Transaction (MM/DD/YYYY)

9/20/2018
(Street)

BEVERLY HILLS,, CA 90212
(City)        (State)        (Zip)
4. If Amendment, Date Original Filed (MM/DD/YYYY)

 
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. Trans. Date 2A. Deemed Execution Date, if any 3. Trans. 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)2/19/2021  P  3333 A$6.00 3333 D  
Common Stock (2)3/28/2022  A  5083 A$2.02 8416 D  
Common Stock         1960 I Seefootnote (3)

Table II - Derivative Securities Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivate Security
(Instr. 3)
2. Conversion or Exercise Price of Derivative Security3. Trans. Date3A. Deemed Execution Date, if any4. Trans. Code
(Instr. 8)
5. Number of Derivative Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5)
6. Date Exercisable and Expiration Date7. 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 of Derivative Security: Direct (D) or Indirect (I) (Instr. 4)11. Nature of Indirect Beneficial Ownership (Instr. 4)
CodeV(A)(D)Date ExercisableExpiration DateTitleAmount or Number of Shares
Warrants (1)$6.00 2/19/2021  P   3333    2/19/2021 8/19/2022 Common Stock 3333 $6.00 3333 D  
Stock Option $8.09 9/20/2018  A   1000     (4)9/20/2023 Common Stock 1000 $8.09 1000 D  
Warrants $5.10 9/30/2021  J (5)    1960  9/30/2020 9/30/2021 Common Stock 1960 $0 0 I Seefootnote (3)
Stock Option $9.08            (6)9/28/2025 Common Stock 6667  6667 D  

Explanation of Responses:
(1) Purchased pursuant to a public offering of Units at a price of $6.00 per Unit, with each Unit consisting of one share of common stock and one common stock purchase warrant; each warrant has an exercise price equal to 100% of the offering price.
(2) Acquired as a result of the share exchange with the minority stockholders of Gaucho Group, Inc.
(3) Held by Reuben Cannon Productions, controlled by Mr. Cannon.
(4) Inadvertently omitted from prior Form 3 and Forms 4. Options granted pursuant to 2018 Equity Incentive Plan; options to acquire 250 shares vest on 9/20/19; options to acquire 63 shares vest on 12/20/19; thereafter options to acquire 62 shares vest every three months.
(5) Expiration of warrants with no consideration received held by Reuben Cannon Productions, controlled by Mr. Cannon.
(6) Options granted pursuant to AWLD's 2018 Equity Incentive Plan; options to acquire 1,667 shares vest on 9/28/21; thereafter options to acquire 417 shares vest every three months.

Reporting Owners
Reporting Owner Name / Address
Relationships
Director10% OwnerOfficerOther
Cannon Reuben
280 S. BEVERLY DRIVE #208
BEVERLY HILLS,, CA 90212
X



Signatures
/s/ Reuben Cannon3/30/2022
**Signature of Reporting PersonDate


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 control number.
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