Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 25

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 25
---
 execute a definitive merger or purchase agreement with respect to such Superior Proposal, subject to the payment of a $31.5 million termination fee by Cantaloupe to 365 as described in the section of this proxy statement titled “ The Merger Agreement—Termination Fee; Effect of Termination ”.

<div align='center'>9</div>

#### TABLE OF CONTENTS

#### Conditions to Completion of the Merger (Page86)
The completion of the Merger is subject to the satisfaction or written waiver (if permissible under applicable law) of various customary closing conditions, including (i) the obtainment of the required Cantaloupe shareholder approval and (ii) the expiration or termination of any applicable waiting periods under the Hart-Scott-Rodino Antitrust Improvements Act of 1976 (which we refer to as “HSR Act”). The Merger is not subject to a financing condition. For more information on the conditions to completion of the Merger, see the section of this proxy statement titled “The Merger Agreement—Conditions to Completion of the Merger ”.

#### Termination of the Merger Agreement (Page87)
The Merger Agreement may be terminated prior to the effective time of the Merger, notwithstanding the approval by Cantaloupe shareholders of the Merger Proposal, under specified circumstances. For more information about the circumstances in which either Cantaloupe or 365 could terminate the Merger Agreement, see the section of this proxy statement titled “ The Merger Agreement—Termination of the Merger Agreement ”.

#### Termination Fee; Effect of Termination (Page88)
The Merger Agreement provides that Cantaloupe will pay 365 a $31.5 million cash termination fee (a) if 365 validly terminates the Merger Agreement in the event of an Adverse Recommendation Change or a Triggering Event (as defined in the section of this proxy statement titled “ The Merger Agreement—No Solicitation of Acquisition Proposals; Changes in Board Recommendation ”), (b) Cantaloupe validly terminates the Merger Agreement to enter into a definitive agreement with a third party to effect a transaction contemplated by a Superior Proposal (as defined in the section of this proxy statement titled “ The Merger Agreement—No Solicitation of Acquisition Proposals; Changes in Board Recommendation ”), as set forth in, and subject to the conditions of, the Merger Agreement, or (c) if (i) after the date of the Merger Agreement and prior to the time of valid termination