Company: CTLPP
Filing Date: 2025-07-24
Form Type: DEFM14A
Source: 0001140361-25-027048
Chunk: 167

Company: CANTALOUPE, INC.
Filing Date: 2025-07-24
Form: DEFM14A
Chunk 167
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 the effective time of the Merger with respect to any claim related to any period or time at or prior to the effective time of the Merger (including claims with respect to the adoption of the Merger Agreement and the other transaction documents and the consummation of the transactions contemplated thereby) with terms, conditions, retentions and limits of liability that are no less favorable than the coverage provided under Cantaloupe’s existing policies; provided that the premium per annum payable for the D&O Insurance will not exceed 300% of the amount per annum Cantaloupe paid in its last full fiscal year (which we refer to as the “Maximum Tail Premium”) and if the cost for such “tail” insurance policy exceeds the Maximum Tail Premium, then Cantaloupe (or the surviving corporation, as the case may be) will obtain a policy with the greatest coverage available for a cost not exceeding the Maximum Tail Premium. |

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TABLE OF CONTENTS

| • | if 365, Holdco, Holdco II or the surviving corporation (i) consolidates with or merges into any other person and will not be the continuing or surviving corporation or entity of such consolidation or merger, or (ii) transfers or conveys its property and assets to any person, then, and in each such case, proper provision will be made so that the applicable successor, assign or transferee will assume the obligations set forth in these six bullets (including this fifth bullet). |

| • | the rights of each Indemnified Person under these seven bullets will be in addition to any rights such person may have under the Cantaloupe Articles and the Cantaloupe Bylaws or the governing documents of any of Cantaloupe’s subsidiaries, under the PBCL or any other applicable law, under any contract or agreement of any Indemnified Person with Cantaloupe or any of its subsidiaries or otherwise. These rights will survive the consummation of the Merger and are intended to benefit, and from and after the effective time of the Merger will be enforceable by, each Indemnified Person. From and after the effective time of the Merger, the obligations of 365, Holdco, Holdco II and the surviving corporation under these seven bullets will not be terminated or modified in such a manner as to adversely affect the rights of any Indemnified Person without the consent of such Indemnified Person. |

| • | the surviving corporation will pay, and 365 will cause the surviving