Company: CTLPP
Filing Date: 2025-10-10
Form Type: DEF 14A
Source: 0001628280-25-044777
Chunk: 3

Company: CANTALOUPE, INC.
Filing Date: 2025-10-10
Form: DEF 14A
Chunk 3
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#### CEO

#### October 10, 2025

#### 2026Proxy Statement3
Notice of 2026 Annual Meeting of Shareholders to be Held Wednesday, November 19, 2025

#### How to Vote
| Internet                                                                            
 Before the meeting: www.proxyvote.com or scan the QR code located on the proxy card 
 During the meeting: virtualshareholdermeeting.com/CTLP2026                          |     | Phone          
 1-800-690-6903 |     | Mail                                                         
 sign, date and mail your proxy card in the envelope provided |

Important Notice regarding the availability of proxy materials: the proxy statement and form of proxy card are available at: www.proxyvote.com

#### 42026Proxy Statement

#### Fiscal Year 2025 Performance Highlights

#### Overview
Cantaloupe has a combination of subscription, transaction, and equipment revenues.

| SUBSCRIPTION                                                                               |     | TRANSACTION                                          |     | EQUIPMENT                                 |
| Software:Subscription for access to SEED software solution suite and digital services fees |     | Payments:fees associated with transaction processing |     | Equipment purchases:one time purchase fee |
| $263.1 million                                                                             |     |                                                      |     | $39.4 million                             |
| (87%of Fiscal Year 2025 revenue)                                                           |     |                                                      |     | -13%of Fiscal Year 2025 revenue           |

A scalable, modular platform to support businesses of all sizes.

#### Strategy
| Growth within Existing Customers |     | Adjacent Vertical Expansion |     | Accelerating Subscription Revenues |     | International Expansion |     | Strategic M&A |

#### 2026Proxy Statement5
Fiscal 2025 Performance Highlights

### Business and Financial Highlights
| Active Customers(1) 
 34,896              |     | Active Customer Growth (YoY) 
 11%                          |     |                      |     | 

# of Transactions 
 1.2B              |     |                           |     | Dollar Volume of 
 Transactions     
 $3.4B            |
| Active Devices(2)   
 1.28M               |     |                              |     | Recurring Revenue(3) 
 87%                  |     |                   |     | Dollar Volume of          
 Transactions Growth (YoY) 
 13%                       |     |                  |

(1) We define Active Customer as all customers with at least one active device.

(2) We define Active Devices as devices that have communicated with us