Scott L. Mathis - 06 Jul 2021 Form 4 Insider Report for Gaucho Group Holdings, Inc.

Role: President, CEO, Chair. & Dir., Director
Signature: /s/ Scott L. Mathis
Issuer symbol: N/A
Transactions as of: 06 Jul 2021
Net transactions value: $0
Form type: 4
Filing time: 01 Nov 2021, 16:14:29 UTC
Next filing: 29 Mar 2022
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	VINO	Common Stock	Award	$0	+522	+3%	$0.000000	17,992	06 Jul 2021	See Footnote	F1
holding	VINO	Common Stock						23,771	06 Jul 2021	Direct
holding	VINO	Common Stock						251,829	06 Jul 2021	See Footnote	F2

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
holding	VINO	Stock Option						147,326	06 Jul 2021	Common Stock	147,326	$5.78	Direct	F3
holding	VINO	Stock Option						30,000	06 Jul 2021	Common Stock	30,000	$5.78	Direct	F4
holding	VINO	Stock Option						48,334	06 Jul 2021	Common Stock	48,334	$8.09	Direct	F5
holding	VINO	Stock Option						66,667	06 Jul 2021	Common Stock	66,667	$11.55	Direct	F6
holding	VINO	Stock Option						20,000	06 Jul 2021	Common Stock	20,000	$16.50	Direct	F7

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

Explanation of Responses:

Id	Content
F1	Shares held by Mr. Mathis' 401(k) account.
F2	Shares held by The WOW Group, LLC, of which Mr. Mathis is a managing member and of which Mr. Mathis is a controlling member.
F3	Stock options granted pursuant to 2018 Equity Incentive Plan; options to acquire 36,832 shares vest on 7/8/20; thereafter options to acquire 9,208 shares vest every three months in equal installments.
F4	Stock options granted pursuant to 2018 Equity Incentive Plan; options to acquire 7,500 shares vest on 1/31/20; thereafter options to acquire 1,875 shares vest every three months in equal installments.
F5	Stock options granted pursuant to 2018 Equity Incentive Plan; options to acquire 12,084 shares vest on 9/20/19; thereafter options to acquire 3,021 shares vest every three months in equal installments with the last installment of 3,020 vesting on 9/20/22.
F6	Stock options granted pursuant to 2016 Equity Incentive Plan; options to acquire 16,667 shares vest on 2/14/19; thereafter options to acquire 4,167 shares vest every three months.
F7	Stock options granted pursuant to 2016 Equity Incentive Plan; options to acquire 5,000 shares vest on 12/17/18; thereafter options to acquire 1,250 shares vest every three months.