Company: CTLPP
Filing Date: 2025-10-10
Form Type: DEF 14A
Source: 0001628280-25-044777
Chunk: 5

Company: CANTALOUPE, INC.
Filing Date: 2025-10-10
Form: DEF 14A
Chunk 5
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 Risk Committee |     | NCG |     | Nominating and Corporate Governance Committee |     | Chair  |
| C |     | Compensation Committee   |     | F   |     | Finance Committee                             |     | Member |

#### 82026Proxy Statement
Proxy Summary

#### Director Nominee Demographics

#### 2026Proxy Statement9

#### Director Qualifications
The Board annually reviews directors’ skills and expertise to ensure the Board represents a diverse skill set oriented to the historical and emerging needs of the business. The Board has identified the following key qualifications and experience that are important to be represented on the Board as a whole.

| Risk Management & Compliance |     | Leadership & Senior Management |
| Mergers & Acquisitions       |     | Accounting & Finance           |
| Strategic Planning           |     | Technology & Cybersecurity     |
| Payments Industry            |     |                                |

#### 2026Proxy Statement10
Proxy Summary

#### Corporate Governance Highlights
| Board Structure & Independence |     | Independent, non-Executive Chair of the Board 
 Eight out of nine directors are independent   
 Diverse perspectives and experiences          |     | Independent Committee Chairs      
 Separation of CEO and Chair roles 
 Annual election of directors      |

| Corporate Governance |     | Annual board and committee self-evaluations                           
 Independent members of the Board meet regularly in executive sessions |     | Orientation and education for new directors 
 Over-boarding restrictions                  |

| Compensation |     | Annual approval of executive compensation                                                                                                      
 Prohibits our employees, officers, and directors from engaging in any hedging or similar transactions with respect to the Company’s securities |     | Significant stock ownership guidelines         
 No Excise Tax Gross-Up Provisions              
 Comprehensive Nasdaq-compliant clawback policy |

| Shareholder Rights |     | Majority voting for directors in uncontested elections with mandatory director resignation policy 
 Proxy Access                                                                                      |     | Shareholders can recommend director candidates                
 20% threshold for shareholders able to call a special meeting |

#### 2026Proxy Statement11
Proxy Summary

| Proposal 2                                                        
 Advisory Vote to Approve Compensation of Named Executive Officers |     |             |
| The Board recommends a vote“FOR”this proposal.                    |     | See page 47 |

#### Elements of Compensation
| Base Salary                                                                                                                                                                                        |
| Key Characteristics                                                                                                                                                                                
 •Fixed compensation component payable in cash. Reviewed annually and adjusted when appropriate.                                                                                                    
 Why We Pay this Element                                                                                                                                                                            
 •Provide a base level of competitive cash compensation for executive talent.