Company: CTLPP
Filing Date: 2025-07-11
Form Type: PREM14A
Source: 0001140361-25-025663
Chunk: 14

Company: CANTALOUPE, INC.
Filing Date: 2025-07-11
Form: PREM14A
Chunk 14
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 Proposal and Advisory Compensation Proposal, without specific instructions from the beneficial owner. Because all proposals for the Special Meeting are non-routine and non-discretionary, we do not expect there to be any broker non-votes for such proposals.

If your shares are held in “street name”, unless you virtually attend the Special Meeting with a properly executed legal proxy from your broker, bank or other nominee, your failure to provide instructions will, assuming a quorum is present at the Special Meeting, have no effect on the outcome of the vote of the Merger Proposal, the Advisory Compensation Proposal or the Adjournment Proposal.

Voting by Cantaloupe’s Directors and Executive Officers

At the close of business on the record date, our directors and executive officers, together with their affiliates, owned an aggregate of [  ] shares of common stock and no shares of preferred stock in each case entitled to vote at the Special Meeting, collectively 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.

Each member of the Board, who collectively represent approximately [  ]% of the voting power of the Cantaloupe stock, have entered into voting and support agreements with 365 (which we refer to as the “Voting Agreements”) to vote in favor of the proposals set forth in this proxy statement. For further discussion of Voting Agreements, see the sections of this proxy statement titled “ Summary—Voting Agreements ” and “ The Merger—Voting Agreements ”.

None of our executive officers other than Ravi Venkatesan, our Chief Executive Officer, have entered into or are bound by any agreements obligating them to vote in favor of the proposals at the Special Meeting. Although our executive officers 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 in favor of each of the proposals.

#### Voting Agreements (Page61)
Concurrently with Cantaloupe’s, 365’s, Holdco’s, Holdco II’s and Merger Subsidiary’s entry into the Merger Agreement, each member of the Board and Hudson Executive Capital LP (which we refer to as “Hudson” and, together with each member of the Board, as the “Supporting Shareholders”), who collectively represent approximately [  ]% of the voting power of the