Company: CTLPP
Filing Date: 2025-10-10
Form Type: DEF 14A
Source: 0001628280-25-044777
Chunk: 33

Company: CANTALOUPE, INC.
Filing Date: 2025-10-10
Form: DEF 14A
Chunk 33
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| 2025        |     | •On August 12, 2024, Mr. Dumbrell 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. Dumbrell’s continued employment through each such vesting date.                           
 •On September 20, 2024, Mr. Dumbrell 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. Dumbrell’s continued employment through each such vesting date.                       |

#### Gaurav Singal
| Year |     | Grant                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                                |
| 2023 |     | •In connection with our hiring of Mr. Singal as our Chief Technology Officer, Mr. Singal was awarded an initial grant of 200,000 stock options on October 27, 2022 with an exercise price of $3.27 per share, which are eligible to vest as follows: eligible to vest in three equal annual installments on the first three anniversaries of the October 27, 2022 dates and in each case subject to Mr. Singal’s continued employment through the applicable vesting date. Mr. Singal resigned from the Company effective October 7, 2025, and as such will not receive the third installment of his annual vesting. |
| 2024 |     | •On August 4, 2023, Mr. Singal was awarded a grant of 15,355 RSUs, which vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Singal’s continued employment through each such vesting date. Mr. Singal resigned from the Company effective October 7, 2025, and as such will not receive the third installment of his annual vesting.                                                                                                                                                                                                                                 |
| 2025 |     | •On September 20, 2024, Mr. Singal was awarded a grant of 12,198 RSUs, which vest in three equal installments on each of anniversary of the grant date, generally subject to Mr. Singal’s continued employment through each such vesting date. Mr. Singal resigned from the Company effective October 7, 2025, and as such will not receive the second and third installments of his annual vesting.                                                                                                                                                                                                                 |

#### 562026Proxy Statement
Comp