Company: CTLPP
Filing Date: 2025-06-16
Form Type: DEFA14A
Source: 0001104659-25-059925
Chunk: 1

Company: CANTALOUPE, INC.
Filing Date: 2025-06-16
Form: DEFA14A
Chunk 1
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 as usual at Cantaloupe, and we'll keep you informed of key milestones along the
way.

Here’s what you can expect moving forward:

| · | The                                                                                 
 Same Great Service, Uninterrupted                                                   
 Our team, our platform, and our focus on your business will continue as usual, with 
 no disruption to how we support you.                                                |

| · | More                                                                                              
 Innovation, Faster                                                                                
 By combining with 365, we’ll bring you deeper integrations, smarter software, and an even broader 
 portfolio of tools to power your growth and drive success.                                        |

| · | A                                                                                                                              
 Stronger Partner, Built for the Future                                                                                         
 Together, we’ll bring you more value through a fully integrated platform                                                       
 – combining best-in-class telemetry, payments, micro market and kiosk solutions, consumer engagement, and analytics – designed 
 to support every part of your operation.                                                                                       |

This powerful partnership is about doubling down: on our relationship
with you, the innovations you count on, and the future we’re building together. Thank you for your continued trust in Cantaloupe.
If you have any questions, we’re always here – ready to listen, support, and grow with you.

Please see our press release that just went out for more details.

With appreciation,

Ravi Venkatesan

CEO, Cantaloupe, Inc.

Cautionary Statement Regarding Forward-Looking Statements

This communication contains “forward-looking statements”,
as that term is defined under the Private Securities Litigation Reform Act of 1995 and other securities laws, regarding Cantaloupe, Inc.
(“Cantaloupe”) and 365 Retail Markets, LLC (“365”) and the potential transaction between Cantaloupe and 365, including,
but not limited to, statements about the strategic rationale and benefits of the proposed transaction between Cantaloupe and 365, including
future financial and operating results, Cantaloupe’s or 365’s plans, objectives, expectations and intentions and the expected
timing of completion of the proposed transaction. You can generally identify forward-looking statements by the use of forward-looking
terminology such as “anticipate”, “believe”, “continue”, “could”, “estimate”,
“expect”, “explore”, “evaluate”, “forecast”, “intend”, “may”,
“might”, “plan”, “potential”, “predict”, “project”, “seek”, “should”,
“targeted”, “will