Company: CTLPP
Filing Date: 2025-10-10
Form Type: DEF 14A
Source: 0001628280-25-044777
Chunk: 2

Company: CANTALOUPE, INC.
Filing Date: 2025-10-10
Form: DEF 14A
Chunk 2
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 Information About the Annual Meeting                         |     |                                                                                      |     | 84 |
| Expenses of Solicitation                                           |     |                                                                                      |     | 84 |
| Householding                                                       |     |                                                                                      |     | 84 |
| 2027Shareholder Proposals and Director Nominations                 |     |                                                                                      |     | 85 |
| Other Matters                                                      |     |                                                                                      |     | 86 |
| SpecialNote Regarding Forward-Looking Statements                   |     |                                                                                      |     | 87 |
| Appendix A - GAAP to Non-GAAP Reconciliation of Adjusted EBITDA    |     |                                                                                      |     | 89 |

#### 22026Proxy Statement
Notice of 2026 Annual Meeting of Shareholders to be Held Wednesday, November 19, 2025

#### Matters to be Voted On
| Proposals                                                                                     |     |                                                                                                                                                                            |     | Board Vote Recommendation  |     | For Further Details |
| 1                                                                                             |     | Election of nine directors nominated by the Company’s Board of Directors to serve until the next Annual Meeting of Shareholders.                                           |     | “FOR”each director nominee |     | Page 15             |
| 2                                                                                             |     | Approval, on an advisory basis, of the compensation of the Company’s named executive officers.                                                                             |     | “FOR”                      |     | Page 47             |
| 3                                                                                             |     | Ratification of the appointment of Deloitte & Touche LLP (“Deloitte”) as the Company’s independent registered public accountants for the fiscal year ending June 30, 2026. |     | “FOR”                      |     | Page 77             |
| Any other business as may properly come before the meeting or any adjournment of the meeting. |     |                                                                                                                                                                            |     |                            |     |                     |

#### Participating in the Meeting
You may vote during the Annual Meeting by visiting www.virtualshareholdermeeting.com/CTLP2026 . To participate in the Annual Meeting, you must have your sixteen-digit control number located on your notice, on your proxy card or on the instructions that accompanied your proxy materials.

#### Date of Mailing
We will commence mailing the notice of Internet availability of proxy materials, or a proxy statement, proxy card and Annual Report on Form 10-K, to shareholders on October 10, 2025.

By Order of the Board of Directors,

#### Ravi Venkates