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| 5/19/2019 | Springfield Raceway - Springfield, MO May 18th reschedule A Modifieds, Midwest Modifieds, Dirt Late Models, Limited Sport Mod, USRA B-Mods, Dirt Mini Late Models | Results | | Phillip Caddy (USRA B-Mods) | 7th | - | 5th | - |
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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 | | Phillip Caddy (USRA B-Mods) | 3rd | - | - | 4th |
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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 | | Phillip Caddy (USRA B-Mods) | 3rd | - | - | 4th |
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| 6/15/2019 | Springfield Raceway - Springfield, MO WEEKLY RACING / POWDER PUFF RACES A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Phillip Caddy (USRA B-Mods) | 3rd | - | - | 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 | | Phillip Caddy (USRA B-Mods) | 8th | - | DNS | - |
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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 | | Phillip Caddy (B Modifieds) | - | - | - | - | | Phillip Caddy (USRA B-Mods) | 1st | - | - | 4th |
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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 | | Phillip Caddy (USRA B-Mods) | 5th | - | - | 11th |
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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 | | Phillip Caddy (USRA B-Mods) | 6th | - | - | 19th |
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| 10/19/2019 | Springfield Raceway - Springfield, MO RACING Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Phillip Caddy (USRA B-Mods) | 3rd | - | - | 17th |
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