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| 3/26/2023 | Springfield Raceway - Springfield, MO MARCH MADNESS/$1000 TO WIN STOCK CARS Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, USRA Stock Cars | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | 1st |
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| 4/8/2023 | Springfield Raceway - Springfield, MO Dirt Late Models: 4 State Dirt Late Model Series Stock Cars, Midwest Modifieds, Pro Legends, Limited Sport Mod, USRA Stock Cars, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | 1st |
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| 4/22/2023 | Springfield Raceway - Springfield, MO WATSON METAL MASTERS WEEKLY RACING Stock Cars, Pro Legends, Limited Sport Mod, USRA Stock Cars, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 1st |
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| 5/6/2023 | Springfield Raceway - Springfield, MO WATSON METAL. MASTERS WEEKLY RACING / MECHANICS RACE Stock Cars, Pro Legends, Limited Sport Mod, USRA Stock Cars, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | 1st |
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| 7/21/2023 | Electric City Speedway - Butler, MO Dirt Late Models: 4 State Dirt Late Model Series Lightning Sprints: POWRi Midwest Lightning Sprints Pro Legends, Sport Compact, Pure Stock, POWRi Midwest Mods, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | 1st |
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| 7/22/2023 | Springfield Raceway - Springfield, MO WATSON METAL MASTERS WEEKLY RACING Stock Cars, Midwest Modifieds, Pro Legends, Limited Sport Mod, USRA Stock Cars, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 1st |
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| 9/3/2023 | Springfield Raceway - Springfield, MO Dirt Late Models: 4 State Dirt Late Model Series Stock Cars, Midwest Modifieds, Pro Legends, Limited Sport Mod, USRA Stock Cars, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 2nd |
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| 9/30/2023 | Springfield Raceway - Springfield, MO $2066 to WIN A MOD / WATSON METAL MASTERS WEEKLY RACING Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 25th (DNF) |
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| 10/14/2023 | Springfield Raceway - Springfield, MO WATSON METAL MASTERS $2 NIGHT/SEASON CHAMPIONSHIPS Stock Cars, Pro Legends, Limited Sport Mod, USRA Stock Cars, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 1st |
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| 11/16/2023 | Springfield Raceway - Springfield, MO TURKEY BOWL HEATS , Pure Stock , Legend , MW B Class & ALL CLASSES TEST & TUNE Pro Legends, Limited Sport Mod, POWRi Pure Stocks | Results | | Trenton Simon (Pro Legends) | 1st | - | - | - |
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| 11/18/2023 | Springfield Raceway - Springfield, MO TURKEY BOWL XVII Dirt Super Late Models, A Modifieds, Dirt Late Models, Pro Legends, POWRi Midwest Mods, POWRi B-Mod | Results | | Trenton Simon (Pro Legends) | - | - | - | 3rd |
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