Jed Philip Kaplan - 22 Apr 2022 Form 4 Insider Report for SIMPLICITY ESPORTS & GAMING Co

Role: Director, 10%+ Owner
Signature: /s/ Jed Kaplan
Issuer symbol: WINR on OTC
Transactions as of: 22 Apr 2022
Net transactions value: $0
Form type: 4
Filing time: 26 Apr 2022, 17:32:16 UTC
Previous filing: 24 Nov 2021
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
holding	WINR	Common Stock						230,663	22 Apr 2022	Direct	F1
holding	WINR	Common Stock						37,892	22 Apr 2022	See footnote	F2
holding	WINR	Common Stock						2,440	22 Apr 2022	By spouse

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	WINR	Stock Option (right to buy)	Award	$0	+90,000		$0.000000	90,000	22 Apr 2022	Common Stock	90,000	$2.77	Direct	F3

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

Explanation of Responses:

Id	Content
F1	Of the 230,663 shares directly beneficially owned by the reporting person, (i) 215,663 shares are held by the reporting person, and (ii) 15,000 shares are held jointly by the reporting person and his spouse.
F2	Held by the Kaplan Charitable Foundation, of which the reporting person serves as trustee.
F3	Represents a grant, approved by the issuer's board of directors, of options to purchase 90,000 shares of the issuer's common stock at an exercise price of $2.77 per share. The options vest with respect to 50% of the shares (45,000 shares) on the date of grant. Thereafter, the options vest with regard to 25% of the shares (22,500 shares) each quarter over the next six months.