Company: CTLPP
Filing Date: 2025-06-16
Form Type: DEFA14A
Source: 0001104659-25-059935
Chunk: 1

Company: CANTALOUPE, INC.
Filing Date: 2025-06-16
Form: DEFA14A
Chunk 1
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 transaction represents an opportunity to combine Cantaloupe’s
offerings in payments, telemetry, and vertical-specific software solutions with 365’s deep expertise and focus in micro markets,
dining solutions, and POS technologies. For your business, this means access to a comprehensive, end-to-end unattended retail platform
that can address every aspect of your self-service commerce needs – from hardware and software to payment processing technology
and data analytics – under one partnership.

The combined company’s diversified portfolio will allow us to
better serve both foodservice operator (FSO) and non-FSO customers across convenience services, retail, hospitality, and sports and entertainment
– growing our footprint across North America, Latin America and Europe. With the meaningful synergies unleashed through this transaction,
we gain opportunities to further invest in our business and deliver cost savings for our customers.

The transaction is expected to close in the second half of 2025, pending
all necessary approvals. In the meantime, it's business as usual, and we'll keep you informed of key milestones along the way.

Given the value of our partnership, I wanted to ensure you heard this
news directly from me and had the opportunity to discuss any questions. We will be reaching out to schedule a dedicated conversation about
how this transaction specifically benefits your organization and to discuss any new opportunities this partnership might unlock.

This is more than a business combination - it's about strengthening
our ability to be your trusted partner in driving growth and innovation. We are excited about what we can accomplish together with these
expanded capabilities.

Thank you for your continued partnership and trust in Cantaloupe. I
look forward to our continued collaboration and the exciting opportunities ahead.

Please see here the press release we just issued 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