Jeffrey Charles Dumbrell - 08 May 2026 Form 4 Insider Report for CANTALOUPE, INC. (CTLP)

Reporting relationship: Chief Revenue Officer
Issuer ticker: CTLP
Reported as of: 08 May 2026
Net transaction value: $0
SEC form: 4
Accepted by SEC: 08 May 2026, 16:28:33 UTC
Prior SEC filing: 05 Aug 2025
Source filing: View source filing
Reporting owner signature: /s/ Anna Novoseletsky, Attorney in Fact

Key filing fact

Jeffrey Charles Dumbrell filed Form 4 for CANTALOUPE, INC. (CTLP) on 08 May 2026.

Key facts

This page summarizes Jeffrey Charles Dumbrell's Form 4 filing for CANTALOUPE, INC. (CTLP).
6 reported transactions and 2 derivative rows are listed below.
Accepted by SEC: 08 May 2026, 16:28.

Change

Previous filing in this sequence was filed on 05 Aug 2025.
Current net transaction value: $0.

Research use

This tells you what this filing adds before you inspect full transaction and derivative tables.
You can trace every row back to the original SEC filing document.

Evidence

Filed on Form 4

Ownership activity is grounded in SEC Form 4 disclosures.

View source filing

Reporting Owners (1)

CIK 0001978349 Primary reporting owner

Dumbrell Jeffrey Charles

Relationship: Chief Revenue Officer
Address: 101 LINDENWOOD DRIVE, SUITE 405, MALVERN
Signature: /s/ Anna Novoseletsky, Attorney in Fact
Signature date: 08 May 2026

Reported non-derivative transactions

Shares, units, or other non-derivative securities reported in this filing.

CTLP transaction

Common Stock

Disposed to Issuer

Transaction value
Shares: -12,220
Change %: -100%
Price
Shares after: 0
Date: 08 May 2026
Ownership: Direct
Footnotes: F1, F2

CTLP transaction

Common Stock

Other

Transaction value
Shares: -20,000
Change %: -100%
Price
Shares after: 0
Date: 08 May 2026
Ownership: Direct
Footnotes: F1, F3

CTLP transaction

Common Stock

Sale

Transaction value
Shares: -23,254
Change %: -100%
Price
Shares after: 0
Date: 08 May 2026
Ownership: Direct
Footnotes: F4

CTLP transaction

Common Stock

Disposed to Issuer

Transaction value
Shares: -50,000
Change %: -100%
Price
Shares after: 0
Date: 08 May 2026
Ownership: Direct
Footnotes: F5

Reported derivative securities

Options, warrants, convertible securities, or similar derivative positions disclosed in the filing.

CTLP transaction Derivative

Non-Qualified Stock Option (Right to Buy)

Disposed to Issuer

Transaction value
Shares: -225,000
Change %: -100%
Price
Shares after: 0
Date: 08 May 2026
Ownership: Direct
Underlying class: Non-Qualified Stock Option (Right to Buy)
Underlying amount: 225,000
Exercise price: $6.68
Footnotes: F6

CTLP transaction Derivative

Non-Qualified Stock Option (Right to Buy)

Disposed to Issuer

Transaction value
Shares: -296,668
Change %: -100%
Price
Shares after: 0
Date: 08 May 2026
Ownership: Direct
Underlying class: Non-Qualified Stock Option (Right to Buy)
Underlying amount: 296,668
Exercise price: $8.11
Footnotes: F6

^* marks a reported price that did not pass the local price check.

Additional SEC filing notes

Filing notes and footnotes

Section 16 status

Jeffrey Charles Dumbrell is no longer subject to Section 16 filing requirements. Form 4 or Form 5 obligations may still apply in specific circumstances.

Explanation of responses 6 footnotes

Footnote F1

This Form 4 reports securities disposed of under the Agreement and Plan of Merger, dated as of June 15, 2025 (the "Merger Agreement"), by and among Cantaloupe, Inc. (the "Company"), 365 Retail Markets, LLC, Catalyst Holdco I, Inc., Catalyst Holdco II, Inc. and Catalyst MergerSub Inc. ("Merger Subsidiary"), under which Merger Subsidiary was merged with and into the Company (the "Merger"), with the Company continuing as the surviving corporation in the Merger.

Footnote F2

At the effective time of the Merger (the "Effective Time"), each share of common stock of the Company ("Common Stock") reported in this row of this Form 4 was canceled and automatically converted into the right to receive $11.20 in cash, without interest (such amount per share, the "Merger Consideration").

Footnote F3

In connection with the Merger, The Dumbrell Family Trust entered into a Rollover Agreement, dated as of February 19, 2026, pursuant to which, among other things, immediately prior to the Effective Time, The Dumbrell Family Trust contributed 20,000 shares of Common Stock to Garage Topco LP in exchange for common units of Garage Topco LP.

Footnote F4

Each of these restricted stock units of the Company ("RSU") represented a contingent right to receive one share of Common Stock. Pursuant to the Merger Agreement, at or immediately prior to the Effective Time, each RSU that was outstanding immediately prior to the Effective Time was fully vested and free of restrictions and was canceled and converted into the right to receive an amount in cash equal to the Merger Consideration.

Footnote F5

Each of these restricted stock units of the Company ("PSU") represented a contingent right to receive one share of Common Stock, subject to satisfying additional performance conditions. Pursuant to the Merger Agreement, at or immediately prior to the Effective Time, each PSU that was outstanding immediately prior to the Effective Time which remained subject to vesting based on achieving certain performance metrics became vested with respect to that number of shares of Common Stock based on deemed achievement of the performance metrics at target performance, and was canceled and converted into the right to receive, with respect to each such vested share of Common Stock underlying such PSU, an amount in cash equal to the Merger Consideration

Footnote F6

Pursuant to the Merger Agreement, at or immediately prior to the Effective Time, each outstanding option to purchase one share of Common Stock ("Option") having a per share exercise price less than the Merger Consideration ("In-the-Money Option") became fully vested and free of restrictions and was canceled in exchange for cash in an amount equal to (A) the total number of shares of Common Stock for which such In-the-Money Option was exercisable, multiplied by (B) the excess of the Merger Consideration over the per share exercise price of such In-the-Money Option, and each outstanding Company Option having a per share exercise price equal to or greater than the Merger Consideration was canceled without consideration.