Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 26

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 26
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 of the Merger Agreement, a bona fide Acquisition Proposal (as defined in the section of this proxy statement titled “ The Merger Agreement—No Solicitation of Acquisition Proposals; Changes in Board Recommendation ” except that all references to 15% or 85% are deemed references to 50%) will have been made to the Board or is publicly announced by the person making such Acquisition Proposal, (ii) thereafter, the Merger Agreement is validly terminated by 365 or Cantaloupe due to the Merger having not been consummated on or before the End Date (as defined in the section of this proxy statement titled “ The Merger Agreement—Termination of the Merger Agreement ”) or due to the failure to obtain 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 (Page89)
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**

#### 60
#### )

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