Company: CTLPP
Filing Date: 2025-07-11
Form Type: PREM14A
Source: 0001140361-25-025663
Chunk: 25

Company: CANTALOUPE, INC.
Filing Date: 2025-07-11
Form: PREM14A
Chunk 25
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 the required shareholder approval at the Special Meeting and (iii) within 12 months after such termination, either an Acquisition Proposal is consummated by Cantaloupe or Cantaloupe enters into a definitive agreement providing for the consummation of an Acquisition Proposal that is later consummated. For more information about the circumstances in which Cantaloupe must pay 365 such termination fee, see the section of this proxy statement titled “ The Merger Agreement—Termination Fee; Effect of Termination ”.

#### Specific Performance (Page88)
The Merger Agreement generally provides that the parties will be entitled to an injunction or injunctions, specific performance and other equitable relief to prevent breaches of the Merger Agreement and to enforce specifically the terms and provisions contained in the Merger Agreement, including the consummation of the Merger and the payment of the merger consideration. For further discussion of specific performance relating to the Merger Agreement, see the section of this proxy statement titled “ The Merger Agreement—Specific Performance ”.

**Material U.S. Federal Income Tax Consequences (Page**

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The exchange of shares of our common stock for cash pursuant to the Merger, and the receipt of the preferred stock redemption payment in connection with the Redemption, in each case, will generally be a taxable transaction for U.S. federal income tax purposes to U.S. Holders (as defined in the section of this proxy statement titled “ The Merger—Material U.S. Federal Income Tax Consequences ”). If you are a U.S. Holder and your shares of our common stock are converted into the right to receive cash in the Merger, or your shares of our preferred stock are redeemed for the preferred stock redemption payment, you will generally recognize gain or loss for U.S. federal income tax purposes in an amount equal to the difference, if any, between the amount of cash received with respect to such shares of common stock or preferred stock, as applicable, and your adjusted tax basis in such shares. If you are a Non-U.S. Holder (as defined in the section of this proxy statement titled “ The Merger—Material U.S. Federal Income Tax Consequences ”), you generally will not be subject to U.S. federal income tax with respect to the receipt

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#### TABLE OF CONTENTS
of cash in exchange for our common stock pursuant to the Merger, or the receipt of the preferred stock redemption payment in connection with the Redemption, unless you have certain connections