Company: CTLPP
Filing Date: 2025-07-11
Form Type: PREM14A
Source: 0001140361-25-025663
Chunk: 31

Company: CANTALOUPE, INC.
Filing Date: 2025-07-11
Form: PREM14A
Chunk 31
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 the aggregate, [  ] shares of common stock, representing approximately [  ]% 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 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, Cantaloupe RSUs will become fully vested and converted into the right to receive an amount in cash equal to the merger consideration and Cantaloupe Options that are In-the-Money Options will become fully vested and canceled at the effective time for a cash payment equal to the excess of the merger consideration over the exercise price multiplied by the number of shares of common stock for which such Cantaloupe Options are exercisable. Cantaloupe Options that are Out-of-the-Money Options will be canceled without consideration and will have no further effect. |

| • | Cantaloupe Restricted Stock Awards held by our executive officers will become fully vested and converted into the right to receive an amount in cash equal to the merger consideration. |

| • | Cantaloupe PSUs held by