Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 32

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 32
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 vested and free of restrictions and be canceled in exchange for cash in an amount equal to (i) the total number of shares of common stock for which such Cantaloupe Option is exercisable, multiplied by (ii) the excess of the merger consideration over the per share exercise price of such Cantaloupe Option. At the effective time of the Merger, each Out-of-the-Money Option that is outstanding immediately prior to the effective time of the Merger will be canceled without consideration and will be of no further force and effect.

| Q: | How do Cantaloupe’s directors and executive officers intend to vote? |

| A: | As of the record date, our directors and executive officers beneficially owned and were entitled to vote, in the aggregate, 5,360,602 shares of common stock, representing approximately 7.3% of the voting power of the shares of Cantaloupe stock outstanding as of the record date and entitled to vote at the Special Meeting. |

The members of the Board have entered into Voting Agreements with 365 to vote in favor of the proposals set forth in this proxy statement. Although our executive officers, other than Mr. Venkatesan, are not obligated to

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vote to approve the Merger Agreement and the transactions contemplated thereby, we currently expect that each of our executive officers will vote all of their respective shares of common stock (1) “FOR” the Merger Proposal, (2) “FOR” the Advisory Compensation Proposal and (3) “FOR” the Adjournment Proposal.

| Q: | Do any of the Cantaloupe’s directors or executive officers have any interests in the Merger that are different from, or in addition to, my interests as a Cantaloupe shareholder? |

| A: | In considering the proposals to be voted on at the Special Meeting, you should be aware that Cantaloupe’s directors and executive officers have interests in the Merger that may be different from, or in addition to, the interests of Cantaloupe shareholders generally. The members of the Board were aware of and considered these interests in reaching the determination to approve the Merger Agreement and recommend that Cantaloupe shareholders vote their shares of common stock and preferred stock to approve and adopt the Merger Agreement. These interests may include the following: |

| • | Our directors and executive officers hold Cantaloupe RSUs and Cantaloupe Options. Pursuant to the Merger Agreement