Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 187

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 187
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 assume that the information contained in this proxy statement is accurate as of any date other than that date (or as of an earlier date if so indicated in this proxy statement), and the mailing of this proxy statement to Cantaloupe shareholders does not create any implication to the contrary. This proxy statement does not constitute a solicitation of a proxy in any jurisdiction where, or to or from any person to whom, it is unlawful to make a proxy solicitation.

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#### TABLE OF CONTENTS

#### Annex A
EXECUTION VERSION

### AGREEMENT AND PLAN OF MERGER

#### dated as of

#### June 15, 2025

#### by and among

#### CANTALOUPE, INC.,

#### 365 RETAIL MARKETS, LLC,

#### CATALYST HOLDCO I, INC.,

#### CATALYST HOLDCO II, INC.

#### and

#### CATALYST MERGERSUB INC.
TABLE OF CONTENTS

TABLE OF CONTENTS

|                                                         |     |               |     |                                                  |     | Page |
| ARTICLE 1 Definitions                                   |     |               |     |                                                  |     | A-1  |
|                                                         |     | Section 1.01. |     | Definitions                                      |     | A-1  |
|                                                         |     | Section 1.02. |     | Other Definitional and Interpretative Provisions |     | A-10 |
| ARTICLE 2 The Merger                                    |     |               |     |                                                  |     | A-11 |
|                                                         |     | Section 2.01. |     | The Merger                                       |     | A-11 |
|                                                         |     | Section 2.02. |     | Treatment of Shares                              |     | A-11 |
|                                                         |     | Section 2.03. |     | Surrender and Payment                            |     | A-12 |
|                                                         |     | Section 2.04. |     | Dissenters Rights                                |     | A-13 |
|                                                         |     | Section 2.05. |     | Company Equity Awards                            |     | A-13 |
|                                                         |     | Section 2.06. |     | Withholding Rights                               |     | A-14 |
|                                                         |     | Section 2.07. |     | Lost Certificates                                |     | A-14 |
|                                                         |     | Section 2.08. |