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| 3/16/2019 | Springfield Raceway - Springfield, MO MARCH MADNESS A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | 4th |
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| 4/20/2019 | Springfield Raceway - Springfield, MO WEEKLY RACING A Modifieds, Midwest Modifieds, Pro Legends, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 4th | - | - | 5th |
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| 4/28/2019 | Monett Motor Speedway - Monett, MO 49th Season Opener DIRTcar Late Models, Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 2nd | - | - | 1st |
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| 5/25/2019 | Monett Motor Speedway - Monett, MO Points Series Racing DIRTcar Late Models, Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 3rd | - | - | 4th |
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| 6/1/2019 | Springfield Raceway - Springfield, MO WEEKLY RACING / KIDS BICYCLE RACES A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | DNS |
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| 6/9/2019 | Monett Motor Speedway - Monett, MO Points Series Racing DIRTcar Late Models, Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 3rd | - | - | 5th |
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| 6/22/2019 | Springfield Raceway - Springfield, MO HAYDEN MACHINERY NIGHT / WEEKLY RACING A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 10th |
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| 7/13/2019 | Springfield Raceway - Springfield, MO MALVERN BANK CASH MONEY LM / RELIABLE CHEVROLET BMODS SPECIAL A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 1st |
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| 7/20/2019 | Springfield Raceway - Springfield, MO WEEKLY RACING A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 3rd |
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| 7/21/2019 | Monett Motor Speedway - Monett, MO Crown Power & Equipment Points Series Racing DIRTcar Late Models, Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | DNS | - | - | 4th |
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| 7/28/2019 | Monett Motor Speedway - Monett, MO Points Series Racing DIRTcar Late Models, Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 3rd | - | - | 2nd |
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| 8/4/2019 | Monett Motor Speedway - Monett, MO USMTS Hunt for the National Championship A Modifieds: USMTS - United States Modified Touring Series Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 1st | - | - | 1st |
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| 8/18/2019 | Monett Motor Speedway - Monett, MO Points Series Racing DIRTcar Late Models, Midwest Modifieds, Semi-Pro Legends, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 5th | - | - | 1st |
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| 9/1/2019 | Monett Motor Speedway - Monett, MO 49th 4-State Dirt Track Championships Midwest Modifieds, Street Stocks, Semi-Pro Legends, Pro Late Model, Pure Stock, USRA B-Mods | Results | | Trenton Simon (Semi-Pro Legends) | 1st | - | - | 1st |
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| 9/14/2019 | Springfield Raceway - Springfield, MO WEEKLY RACING Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 1st |
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| 9/29/2019 | Springfield Raceway - Springfield, MO RAIN DATE FOR 9-28-19 Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 2nd | - | - | 1st |
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| 10/13/2019 | Springfield Raceway - Springfield, MO MAKEUP RACE FROM OCT 5TH Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 2nd |
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| 11/3/2019 | Springfield Raceway - Springfield, MO LIL BUK 31 Stock Cars, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 3rd |
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| 11/24/2019 | Springfield Raceway - Springfield, MO TURKEY BOWL XIII A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, USRA B-Mods, Dirt Mini Late Models | Results | | Trenton Simon (Pro Legends) | 1st | - | - | 5th |
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