Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 10

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 10
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pe surviving the Merger as a wholly owned subsidiary of Holdco II.

### Background of the Merger (Page30)
A description of the process we undertook that led to the Merger, including our discussions with 365, is included in this proxy statement under the section titled “ The Merger—Background of the Merger ”.

#### Expected Timing of the Merger (Page52)
We currently expect the Merger to be completed in the second half of calendar year 2025. However, the Merger is subject to various regulatory approvals and other conditions, which are described in more detail in this proxy statement, and it is possible that factors outside the control of Cantaloupe, 365, Holdco, Holdco II or Merger Subsidiary could result in the Merger being completed at a later time or not being completed at all.

#### Merger Consideration (Page30)
Treatment of Common Stock

As a result of the Merger, at the effective time of the Merger, each share of our common stock issued and outstanding immediately prior to the effective time of the Merger, but excluding (i) the shares described in the following paragraph and (ii) any shares of common stock, if any, contributed to 365, Holdco, Holdco II or Merger Subsidiary by certain shareholders of Cantaloupe prior to the effective time of the Merger (which we refer to as “rollover shares”), will be converted into the right to receive $11.20 in cash, without interest and less any applicable withholding taxes (which we refer to as the “merger consideration”).

At the effective time of the Merger, each share of Cantaloupe stock owned by Cantaloupe or any subsidiary of Cantaloupe as treasury stock (including all shares of preferred stock redeemed by Cantaloupe in accordance with the Merger Agreement) or owned by 365, Holdco, Holdco II or Merger Subsidiary, or by any other subsidiary of 365, immediately prior to the effective time of the Merger, will be canceled without payment.

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Each rollover share (if any) will not be entitled to receive the merger consideration and will, (i) immediately prior to the effective time of the Merger, be subject to the treatment specified under the rollover agreement applicable to such rollover shares and (ii) at the effective time of the Merger