Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 27

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 27
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.S. federal income tax purposes in an amount equal to the difference, if any, between the amount of cash received with respect to such shares of common stock or preferred stock, as applicable, and your adjusted tax basis in such shares. If you are a Non-U.S. Holder (as defined in the section of this proxy statement titled “ The Merger—Material U.S. Federal Income Tax Consequences ”), you generally will not be subject to U.S. federal income tax with respect to the receipt

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#### TABLE OF CONTENTS
of cash in exchange for our common stock pursuant to the Merger, or the receipt of the preferred stock redemption payment in connection with the Redemption, unless you have certain connections to the United States or we are or have been a United States real property holding corporation and certain other circumstances apply.

You should consult your tax advisor for a complete analysis of the particular tax consequences of the Merger to you, including the applicability and effect of any U.S. federal, state and local and non-U.S. tax laws.

#### Litigation Related to the Merger (Page59)
As of July 23, 2025, there are no pending lawsuits challenging the Merger. However, Cantaloupe has received certain demand letters from purported Cantaloupe shareholders (which we refer to as the “Demand Letters”). The Demand Letters allege, among other things, that Cantaloupe and the Board filed or caused to be filed a materially incomplete and misleading preliminary proxy statement with the Securities and Exchange Commission (which we refer to as the “SEC”) relating to the Merger in violation of Sections 14(a) and 20(a) of the Exchange Act and Rule 14a-9 promulgated thereunder.

Cantaloupe and the Board believe that the claims asserted in the Demand Letters are without merit and that no further disclosure is required to supplement the proxy statement under applicable laws. As of July 23, 2025, Cantaloupe was not aware of the filing of lawsuits or any other demand letters challenging the Merger or the proxy statement; however, such lawsuits may be filed or demand letters received in the future.

#### Regulatory Matters (Page59)
The Merger is subject to the expiration or termination of any applicable waiting periods under the HSR Act. Notification under the HSR Act was filed on July 15, 2025.

Outside of the United States, the Merger may be subject to the obtainment of consent