Ravi Venkatesan - 30 Nov 2022 Form 4 Insider Report for CANTALOUPE, INC. (CTLP)

Role: Chief Executive Officer, Director
Signature: /s/ Davina Furnish, Attorney in Fact
Issuer symbol: CTLP
Transactions as of: 30 Nov 2022
Transactions value $: $49,999
Form type: 4
Filing time: 16 Dec 2022, 19:05:21 UTC
Previous filing: 16 Aug 2022
Next filing: 25 Feb 2025
SEC: View on sec.gov

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CTLP	Common Stock	Purchase	$50K	+12.3K	+13.3%	$4.06	105K	14 Dec 2022	Direct	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	CTLP	Non-Qualified Stock Option (Right to Buy)	Award	$0	+800K		$0.00	800K	30 Nov 2022	Common Stock	800K	$3.48	Direct	F2

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

Explanation of Responses:

Id	Content
F1	The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $4.05 to $4.06. The Reporting Person undertakes to provide Cantaloupe, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.
F2	In connection with his appointment to Chief Executive Officer, effective October 1, 2022, the Reporting Person was granted the option to purchase 800,000 options pursuant to the Company's 2018 Equity Incentive Plan, which were contingent on the approval and issuance of additional shares under the Company's 2018 Equity Incentive Plan. The Company's shareholders approved and issuance of additional shares to the Company's 2018 Equity Incentive Plan on November 30, 2022 at the Company's Annual Meeting. The options shall vest in four equal installments on each of the first four anniversaries of the Date of Grant, subject to the Reporting Person's continued service through each such vesting date.

Content

The price reported in Column 4 is a weighted average price. These shares were purchased in multiple transactions at prices ranging from $4.05 to $4.06. The Reporting Person undertakes to provide Cantaloupe, Inc. (the "Issuer"), any security holder of the Issuer, or the staff of the SEC, upon request, full information regarding the number of shares purchased at each separate price within the ranges set forth in this footnote.

In connection with his appointment to Chief Executive Officer, effective October 1, 2022, the Reporting Person was granted the option to purchase 800,000 options pursuant to the Company's 2018 Equity Incentive Plan, which were contingent on the approval and issuance of additional shares under the Company's 2018 Equity Incentive Plan. The Company's shareholders approved and issuance of additional shares to the Company's 2018 Equity Incentive Plan on November 30, 2022 at the Company's Annual Meeting. The options shall vest in four equal installments on each of the first four anniversaries of the Date of Grant, subject to the Reporting Person's continued service through each such vesting date.