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 *

MATHIS SCOTT 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                      __ X __ 10% Owner
__ X __ Officer (give title below)      _____ Other (specify below)
President, CEO, Chair. & Dir.
(Last)          (First)          (Middle)

135 FIFTH AVENUE, FLOOR 10 		3. Date of Earliest Transaction (MM/DD/YYYY)

3/15/2019
(Street)

NEW YORK,, NY 10010
(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) 3/15/2019     A    20000   A $0.35   558362   D    
Common Stock                  204803   I   See footnote   (2)
Series B Preferred Stock   (3)                2100   I   See footnote   (2)
Common Stock                  3777425   I   See footnote   (4)

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 Security 3. Trans. Date 3A. Deemed Execution Date, if any 4. 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 Date 7. 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)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Stock Option   $0.385                      (5) 1/31/2024   Common Stock   450000     450000   D    
Stock Option   $0.539                      (6) 9/20/2023   Common Stock   725000     725000   D    
Stock Option   $0.77                      (7) 2/14/2023   Common Stock   1000000     1000000   D    
Stock Option   $1.10                      (8) 12/17/2022   Common Stock   300000     300000   D    
Stock Option   (9) $2.48                    8/27/2015   8/27/2019   Common Stock   150000     150000   D    
Stock Option   (9) $2.48                    8/27/2018   8/27/2019   Common Stock   500000     500000   D    
Stock Option   (9) $2.20                      (10) 6/8/2020   Common Stock   1459890     1459890   D    
Warrant   $2.30                    3/31/2014   3/31/2019   Common Stock   (11) 59053     59503   D    
Warrant   $2.30                    6/30/2014   6/30/2019   Common Stock   (11) 58834     58834   D    
Warrant   $2.30                    9/30/2014   9/30/2019   Common Stock   (11) 31     31   D    
Warrant   $2.30                    12/30/2014   12/30/2019   Common Stock   (11) 40364     40364   D    
Warrant   $2.00                    12/30/2014   12/30/2019   Common Stock   10800     10800   D    
Warrant   $2.00                    3/31/2015   3/31/2020   Common Stock   24600     24600   D    
Warrant   $2.00                    6/30/2015   6/30/2020   Common Stock   43589     43589   D    
Warrant   $2.00                    9/30/2015   9/30/2020   Common Stock   28481     28481   D    
Warrant   $2.00                    12/31/2015   12/31/2020   Common Stock   3518     3518   D    

Explanation of Responses:
(1)  Shares purchased by Mr. Mathis in a private placement.
(2)  Shares held by Mr. Mathis' 401(k) account.
(3)  Series B Preferred Shares are automatically convertible to Common Shares at a ratio of 1 Preferred Share to 10 Common Shares upon uplisting to national stock exchange or prior thereto at holder's option.
(4)  Shares held by The WOW Group, LLC, of which Mr. Mathis is a managing member and of which Mr. Mathis is a controlling member.
(5)  Stock options granted pursuant to 2018 Equity Incentive Plan; options to acquire 112,500 shares vest on 1/31/20; thereafter options to acquire 28,125 shares vest every three months in equal installments.
(6)  Stock options granted pursuant to 2018 Equity Incentive Plan; options to acquire 181,250 shares vest on 9/20/19; thereafter options to acquire 45,313 shares vest every three months in equal installments with the last installment of 45,307 vesting on 9/20/22.
(7)  Stock options granted pursuant to 2016 Equity Incentive Plan; options to acquire 250,000 shares vest on 2/14/19; thereafter options to acquire 62,500 shares vest every three months.
(8)  Stock options granted pursuant to 2016 Equity Incentive Plan; options to acquire 75,000 shares vest on 12/17/18; thereafter options to acquire 18,750 shares vest every three months.
(9)  Options granted pursuant to AWLD's 2008 Equity Incentive Plan.
(10)  Options to acquire 364,974 vest on June 8, 2016; thereafter options to acquire 91,243 shares vest every three months.
(11)  Warrants to purchase Series A Preferred Stock were automatically converted to common stock on July 14, 2014 on a 1:1 basis pursuant to the effectiveness of AWLD's Form 10 filed with the SEC on May 14, 2014.

Reporting Owners
Reporting Owner Name / Address
Relationships
Director 10% Owner Officer Other
MATHIS SCOTT L
135 FIFTH AVENUE, FLOOR 10
NEW YORK,, NY 10010 		X X President, CEO, Chair. & Dir.

Signatures
/s/Scott L. Mathis 6/5/2019
** Signature of Reporting Person Date


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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