Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 29

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 29
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 (800) 662-5200 and brokers, banks and other nominees may contact Sodali at (203) 658-9400.

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TABLE OF CONTENTS

QUESTIONS AND ANSWERS ABOUT THE SPECIAL MEETING AND THE MERGER The following questions and answers are intended to address some commonly asked questions regarding the Special Meeting and the Merger. These questions and answers may not address all questions that may be important to you as a holder of Cantaloupe stock. Please refer to the more detailed information contained elsewhere in this proxy statement, the annexes to this proxy statement and the documents referred to or incorporated by reference in this proxy statement.

| Q: | Why am I receiving these materials? |

| Q: | When and where is the Special Meeting? |

| Q: | What matters will be voted on at the Special Meeting? |

| A: | We will ask you to consider and vote upon the following proposals: |

| 1. | Merger Proposal.To approve and adopt the Merger Agreement. |

| 2. | Advisory Compensation Proposal.To approve, by a non-binding, advisory vote, the compensation arrangements that will or may be paid or become payable to our named executive officers in connection with the Merger. |

| 3. | Adjournment Proposal.To approve the adjournment of the Special Meeting from time to time, if necessary or appropriate (as determined by the Board or the chairperson of the meeting) to solicit additional proxies to vote in favor of the proposal to approve and adopt the Merger Agreement, in the event that there are insufficient votes at the time of the Special Meeting to establish a quorum or approve and adopt the Merger Agreement or with 365’s prior written consent. |

| Q: | What is the proposed transaction? |

| A: | The proposed transaction is the acquisition of Cantaloupe by 365 pursuant to the Merger Agreement. On the terms and subject to the conditions of the Merger Agreement, and in accordance with the PBCL and the DGCL, Merger Subsidiary will be merged with and into Cantaloupe, with Cantaloupe surviving the Merger as a wholly owned subsidiary of Holdco II. After the Merger is completed, our common stock will cease to be traded on the Nasdaq, the registration of our common stock under the Exchange Act will be terminated and we will no longer be required to file periodic reports with the SEC. |

Additionally, pursuant to