| 21 | Jason Goldwatch 2023-11-27 |
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| 22 | Evan Auerbach of Up North Trips 2023-11-20 |
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| 23 | Dominique Maldonado 2023-11-13 |
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| 24 | Roger Gengo of Masked Gorilla 2023-11-06 |
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| 25 | Uncle Paulie 2023-10-30 |
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| 26 | Dana Meyerson of Biz 3 Publicity 2023-10-25 |
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| 27 | Reilly Herrera of Learn To Forget 2023-10-16 |
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| 28 | Nick Hook 2023-10-01 |
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