Scott Matthew Stewart - 01 Aug 2025 Form 4 Insider Report for CANTALOUPE, INC. (CTLP)

Role: Chief Financial Officer
Signature: /s/ Anna Novoseletsky, Attorney in Fact
Issuer symbol: CTLP
Transactions as of: 01 Aug 2025
Transactions value $: $0
Form type: 4
Filing time: 05 Aug 2025, 16:55:48 UTC
Previous filing: 25 Feb 2025
Next filing: 20 Nov 2025
SEC: View on sec.gov

Reporting Owners (1)

Name	Relationship	Address	Signature	Signature date	CIK
Stewart Scott Matthew	Chief Financial Officer	101 LINDENWOOD DRIVE, SUITE 405, MALVERN	/s/ Anna Novoseletsky, Attorney in Fact	05 Aug 2025	0001825415

Transactions Table

Type	Sym	Class	Transaction	Value $	Shares	Change %	* Price $	Shares After	Date	Ownership	Footnotes
transaction	CTLP	Common Stock	Award	$0	+8.1K	+8.5%	$0.00	103K	01 Aug 2025	Direct	F1
transaction	CTLP	Common Stock	Award	$0	+12.5K	+12.1%	$0.00	116K	01 Aug 2025	Direct	F2

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

Explanation of Responses:

Id	Content
F1	Represents Restricted Stock Units ("RSUs"), each of which represent a nontransferable right to receive one share of the Issuer's common stock. The award was granted under the Company's long-term stock incentive plans ("LTIP's) and vests on a prorated basis based on the total number of shares of common stock subject to the the award multiplied by a fraction equal to the number of calendar days elapsed since the grant date of such award divided by 1095, subject to Reporting Person's continued service (as defined in the 2025 Merger Agreement) through each such vesting date.
F2	Represents Restricted Stock Units ("RSUs"), each of which represent a nontransferable right to receive one share of the Issuer's common stock. The award was granted based on the achievement of certain performance conditions described in the Notice of Restricted Stock Unit Grant under the 2018 Equity Incentive Plan and approved by the Company's Compensation Committee and immediately vest.

Content

Represents Restricted Stock Units ("RSUs"), each of which represent a nontransferable right to receive one share of the Issuer's common stock. The award was granted under the Company's long-term stock incentive plans ("LTIP's) and vests on a prorated basis based on the total number of shares of common stock subject to the the award multiplied by a fraction equal to the number of calendar days elapsed since the grant date of such award divided by 1095, subject to Reporting Person's continued service (as defined in the 2025 Merger Agreement) through each such vesting date.

Represents Restricted Stock Units ("RSUs"), each of which represent a nontransferable right to receive one share of the Issuer's common stock. The award was granted based on the achievement of certain performance conditions described in the Notice of Restricted Stock Unit Grant under the 2018 Equity Incentive Plan and approved by the Company's Compensation Committee and immediately vest.