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| Player Tournament Awards | Players Name | Plays For | Stature | Tournament | Season | |
| Game MVP | Brayden Caffrey | Devil Cats | USSSA NIT | CIS Great 8 NIT (A,AA) 7/12 | 2025 | |
| Game MVP | Brayden Caffrey | Chucktown Legends | USSSA NIT | CIS Easton Hype Slugfest NIT 5/18 | 2024 | |
| Game MVP | Nathaniel McInroy | Chucktown Legends | USSSA NIT | CIS Easton Hype Slugfest NIT 5/18 | 2024 | |
| Game MVP | Braylon Sargent | Chucktown Legends | USSSA NIT | CIS Summer Sizzler NIT 6/22 | 2024 | |
| Game MVP | Charley Sweet | Chucktown Legends | USSSA NIT | CIS Summer Sizzler NIT 6/22 | 2024 | |
| Game MVP | Ben Girkin | Chucktown Legends 12U | USSSA State | Iowa State Tournament III - Cedar Rapids | 2023 | |
| Game MVP | Brayden Caffrey | Chucktown Legends 12U | USSSA NIT | CIS Summer Sizzler NIT 6/24 | 2023 | |
| Game MVP | Brayden Caffrey | Chucktown Legends 12U | USSSA NIT | CIS Summer Sizzler NIT 6/24 | 2023 | |
| Game MVP | Brayden Caffrey | Chucktown Legends | Global WS Qualifier | CIS Summer Sizzler NIT | 2022 | |