Reuben Cannon - 11 Aug 2022 Form 4 Insider Report for Gaucho Group Holdings, Inc.

Role: Director
Signature: /s/ Reuben Cannon
Issuer symbol: N/A
Transactions as of: 11 Aug 2022
Net transactions value: +$37,500
Form type: 4
Filing time: 31 Aug 2022, 11:28:29 UTC
Previous filing: 24 Jun 2022
Next filing: 01 Aug 2023
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	VINO	Common Stock						126,876	11 Aug 2022	Direct
holding	VINO	Common Stock						1,960	11 Aug 2022	See footnote	F1

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
transaction	VINO	Restricted Stock Unit	Award	$37,500	+46,469		$0.8070	46,469	11 Aug 2022	Common Stock	46,469	$0.8070	Direct	F2
transaction	VINO	Warrants	Other	$0	-3,333	-100%	$0.000000^*	0	19 Aug 2022	Common Stock	3,333	$6.00	Direct	F4
holding	VINO	Restricted Stock Unit						1,433	11 Aug 2022	Common Stock	1,433	$0.6250	Direct	F3
holding	VINO	Stock Option						1,000	11 Aug 2022	Common Stock	1,000	$8.09	Direct	F5
holding	VINO	Stock Option						6,667	11 Aug 2022	Common Stock	6,667	$9.08	Direct	F6

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

Explanation of Responses:

Id	Content
F1	Held by Reuben Cannon Productions, controlled by Mr. Cannon.
F2	Restricted stock units issued pursuant to Gaucho's 2018 Equity Incentive Plan; shares vest on the earlier of 12/31/22 or pro rata to termination of service as a director.
F3	Restricted stock units issued pursuant to Gaucho's 2018 Equity Incentive Plan; 717 shares vest on 9/18/22 with the remainder vesting on 12/18/22.
F4	Warrants expired with no value received.
F5	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.
F6	Options granted pursuant to Gaucho'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.