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| 6/12/2021 | Springfield Raceway - Springfield, MO WEEKLY RACING Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 3rd | - | - | 15th |
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| 7/3/2021 | Springfield Raceway - Springfield, MO Dirt Late Models: Cash Money Dirt Late Model Series A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 4th | - | - | 2nd |
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| 7/9/2021 | Dallas County Speedway (MO) - Urbana, MO Bull Ring Cup #8 Midwest Modifieds, Pony Stock, Pure Stock, USRA B-Mods, USRA Stock Cars | Results | | Trent Wynn (Midwest Modifieds) | 6th | - | - | 17th |
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| 7/22/2021 | Springfield Raceway - Springfield, MO GREENLAWN FUNERAL HOMES PRESENTS DIRTcar SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals Midwest Modifieds, Dirt Late Models, Limited Sport Mod, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 1st | - | - | 15th |
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| 7/24/2021 | Springfield Raceway - Springfield, MO WEEKLY RACING Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 4th | - | - | 14th |
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| 9/5/2021 | Springfield Raceway - Springfield, MO KTTS 4 States Area Dirt Track Championship Dirt Late Models: Cash Money Dirt Late Model Series Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 2nd | - | - | 15th |
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| 10/9/2021 | Springfield Raceway - Springfield, MO TOTAL HIGHSPEED PRESENTS CASH MONEY LATE MODELS PLUS WEEKLY RACING Dirt Late Models: Cash Money Dirt Late Model Series Stock Cars, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 3rd | - | - | 1st |
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| 10/16/2021 | Springfield Raceway - Springfield, MO FAN APPRECIATION NIGHT & SEASON CHAMPIONSHIPS Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 7th | - | 2nd | 12th |
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| 11/19/2021 | Springfield Raceway - Springfield, MO CASEY'S PRESENTS TURKEY BOWL XV HEATS-B MOD, MW A CLASS, MW B CLASS, Legends/Pure Stock Full Show Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | 5th | - | - | - |
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| 11/20/2021 | Springfield Raceway - Springfield, MO CASEY'S PRESENTS TURKEY BOWL XV / HEATS & FEATURE Late Model , A Mod / B MAIN & A MAIN from Friday A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, USRA B-Mods | Results | | Trent Wynn (Limited Sport Mod) | - | - | 3rd | - |
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