Company: CTLPP
Filing Date: 2025-10-10
Form Type: DEF 14A
Source: 0001628280-25-044777
Chunk: 42

Company: CANTALOUPE, INC.
Filing Date: 2025-10-10
Form: DEF 14A
Chunk 42
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 | $    3.27 |     | 9/12/2029  |     |   |     |              |     |  23,154 |                |     |   254,462 |
| Anna Novoseletsky(6) |     |         |     |         |               |     |  66,666 |               |     | 33,333 |            — |     |            |     | $    5.19 |     | 1/24/2030  |     |   |     |              |     |  21,094 |                |     |   231,823 |

(1) The market value of outstanding awards of restricted stock and RSUs is calculated using the closing price of our Common Stock on June 30, 2025 ($10.99).

(2) Mr. Venkatesan’s options vested as follows: (i) 50% of Mr. Venkatesan’s 300,000 options were eligible to vest based on Mr. Venkatesan’s continued service in three equal installments on each anniversary of November 4, 2020, and (ii) the remaining 50% are eligible to vested on each of November 4, 2021, November 4, 2022, and November 4, 2023, subject in the case of this clause (ii) to the achievement of applicable performance goals for the fiscal year ending on each such date. See the above discussion under “Equity Awards-Ravi Venkatesan” for further information. Mr. Venkatesan’s remaining awards of 200,000 options were eligible to vest based on Mr. Venkatesan’s continued service in three equal installments on each anniversary of the grant date. For fiscal year 2022 and 2023, 91% and 100% options subject to the achievement of applicable performance goals were vested at the discretion of the Board. Mr. Venkatesan’s awards of 800,000 options are eligible to vest based on Mr. Venkatesan’s continued service in four equal installments on each anniversary of October 1, 2022.

(3) Mr. Stewart’s options vested as follows: (i) 50% of Mr. Stewart’s 125,000 options were eligible to vest based on Mr. Stewart’s continued service in three equal installments on each anniversary of September 15, 2020, and (ii