Company: CTLPP
Filing Date: 2025-08-22
Form Type: DEFA14A
Source: 0001140361-25-032369
Chunk: 0

Company: CANTALOUPE, INC.
Filing Date: 2025-08-22
Form: DEFA14A
Chunk 0
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UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box:

| ☐ | Preliminary Proxy Statement |

| ☐ | Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) |

| ☐ | Definitive Proxy Statement |

| ☒ | Definitive Additional Materials |

| ☐ | Soliciting Material under Rule 14a-12 |

Cantaloupe, Inc. (Name of registrant as specified in its charter) (Name of person(s) filing proxy statement, if other than the registrant) Payment of Filing Fee (Check all boxes that apply):

| ☒ | No fee required |

| ☐ | Fee paid previously with preliminary materials |

| ☐ | Fee computed on table in exhibit required by Item 25(b) per Exchange Act Rules 14a-6(i)(1) and 0-11 |

As previously disclosed, on June 15, 2025, Cantaloupe, Inc., a Pennsylvania corporation (“ Cantaloupe”, the “ Company”, “ we”, “ our” or “ us”), entered into an Agreement and Plan of Merger (the “ Merger Agreement”) with 365 Retail Markets, LLC, a Delaware limited liability company (“ 365”), Catalyst Holdco I, Inc., a Delaware corporation and a wholly-owned subsidiary of 365 (“ Holdco”), Catalyst Holdco II, Inc., a Delaware corporation and a wholly-owned subsidiary of Holdco (“ Holdco II”), and Catalyst MergerSub Inc., a Delaware corporation and a wholly-owned subsidiary of Holdco II (“ Merger Subsidiary”). Pursuant to the Merger Agreement, and subject to the terms and conditions thereof, Merger Subsidiary will merge with and into Cantaloupe (the “ Merger”), with Cantaloupe surviving the Merger as a wholly-owned, indirect subsidiary of 365. On July 11, 2025, Cantaloupe filed a preliminary proxy statement (the “ Preliminary Proxy Statement”) with the Securities and Exchange Commission (the “ SEC”), and on July 24, 2025, Cantaloupe filed a definitive proxy statement (the “ Proxy Statement”) with the SEC, in