Company: CTLPP
Filing Date: 2025-10-10
Form Type: DEF 14A
Source: 0001628280-25-044777
Chunk: 32

Company: CANTALOUPE, INC.
Filing Date: 2025-10-10
Form: DEF 14A
Chunk 32
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 Venkatesan was awarded a grant of 26,745 RSUs, which vest in three equal installments on each of anniversary the grant date, generally subject to Mr. Venkatesan’s continued employment through each such vesting date.                                                                                                                                                                                             |

#### Scott Stewart
| Fiscal Year |     | Grant                                                                                                                                                                                                                                                                  |
| 2023        |     | •On August 11, 2022, Mr. Stewart was awarded a grant of 11,260 RSUs and 225,000 options, which each vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Stewart’s continued employment through each such vesting date. |
| 2024        |     | •On August 4, 2023, Mr. Stewart was awarded a grant of 16,952 RSUs, which vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Stewart’s continued employment through each such vesting date.                           |
| 2025        |     | •On August 2, 2024, Mr. Stewart was awarded a grant of 37,500 RSUs, which vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Stewart’s continued employment through each such vesting date.                           
 •On September 20, 2024, Mr. Stewart was awarded a grant of 14,264 RSUs, which vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Stewart’s continued employment through each such vesting date.                       |

#### 2026Proxy Statement57
Compensation Discussion & Analysis

#### Jeff Dumbrell
| Fiscal Year |     | Grant                                                                                                                                                                                                                                                                    |
| 2023        |     | •On August 12, 2022, Mr. Dumbrell was awarded a grant of 11,260 RSUs and 225,000 options, which each vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Dumbrell’s continued employment through each such vesting date. |
| 2024        |     | •On August 4, 2023, Mr. Dumbrell was awarded a grant of 16,952 RSUs, which vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Dumbrell’s continued employment through each such vesting date.                           |