Deal Flow
Letter · prints on one page
Transaction tear sheetData as of Nov 7, 2026
M&A · Tech · Calculating & Accounting Machines (No Electronic Computers)

365 Retail Markets to acquire Cantaloupe, Inc.

Announced Jun 16, 2025 · Closed May 8, 2026

Deal value$848MEV $841M
Premium34.0%To unaffected price
EV / Adj. EBITDA18.4x2.9x EV / Revenue
ConsiderationAll cash$11.20 per share

Transaction

Acquirer
365 Retail Markets
Target
Cantaloupe, Inc. (CTLP)
Buyer type
Strategic
Offer price per share
$11.20
Enterprise value
$841M
Status
Closed May 8, 2026

Deal protections

Break fee (target pays)
$31.5M · 3.7%
Reverse fee (buyer pays)
—
Go-shop
No-shop
Financing
No financing condition

Advisors

To the acquirer
William Blair
To the target
JPMorgan
JPMorgan fee
$15.0M

Sector context · Tech

Comparable deals
61 in the prior 24 months
Premium
34.0% vs. 37.0% sector median
EV / Adj. EBITDA
18.4x vs. 16.7x sector median
Break fee
3.7% vs. 3.0% sector median

Timeline

  1. AnnouncedJun 16, 2025
  2. Proxy filedJul 11, 2025
  3. Definitive proxyJul 24, 2025
  4. Shareholder voteSep 4, 2025
  5. ClosedMay 8, 2026

Valuation · fairness opinions

Trading comparables$7.75$10.00
Trading comparables$8.50$12.25
Trading comparables$5.50$10.50
Precedent transactions$9.00$15.25
Discounted cash flow$9.75$13.50
Offer $11.20

Implied value per Cantaloupe, Inc. share by analysis, from JPMorgan · DCF discount rate 9.25%–10.75%.

Sources
  • 8-K (EX-99) · Jun 16, 2025
  • DEFA14A (EX-99.1) · Jun 16, 2025
  • 8-K · Jun 16, 2025
  • DEFA14A · Jun 16, 2025
  • DEFA14A · Jun 16, 2025

Adj. EBITDA is operating income + D&A + impairment, restructuring, deal costs and stock compensation, less any large gain on a sale, last twelve months, from the target's filings. Calculated by Castle, so it can differ from a bank's adjusted figure.

Prepared with Castle from public SEC EDGAR filings. Figures are extracted automatically; verify against the source documents. Not investment advice.