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| 2/29/2020 | Clarksville Speedway - Clarksville, TN Tuckasee Toilet Bowl DIRTcar Late Models, DIRTcar UMP Modifieds, Street Stocks, Dwarf, Hornets, Economy Late Models, 600cc Modifieds, Dirt Crate Late Models, Mod Lites | Results | | Caleb Ashby (DIRTcar Late Models) | - | - | - | 8th |
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| 3/6/2020 | Duck River Raceway Park - Shelbyville, TN World of Outlaws Morton Buildings Late Models Dirt Super Late Models: World of Outlaws - Late Models Hobby Stocks, Street Stocks, Dirt Late Models, Pro Late Model, Pony Stock, Dirt Crate Late Models | Results | | Caleb Ashby (Dirt Super Late Models) | 5th | - | 2nd | 24th (DNF) |
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| 3/7/2020 | Clarksville Speedway - Clarksville, TN A to Z Parts Night DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Caleb Ashby (DIRTcar Late Models) | - | - | - | 2nd |
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| 5/23/2020 | Thunderhill Raceway - Summertown, TN SAS $5,000 To Win Dirt Super Late Models, Dirt Late Models, Hornets, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, Outlaw Hobby Stocks, CRUSA Modified Sportsman, Mod Lites, Speedstr | Results | | Caleb Ashby (Dirt Super Late Models) | - | - | - | 9th |
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| 6/26/2020 | 411 Motor Speedway - Seymour, TN Tennessee's Action Track 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series Sportsmans, Vintage Modifieds, Dirt Crate Late Models | Results | | Caleb Ashby (Dirt Super Late Models) | 7th | - | 5th | - | | Caleb Ashby (Sportsmans) | - | - | - | - |
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| 7/2/2020 | Clarksville Speedway - Clarksville, TN Salute to America Nationals - Night #1 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Caleb Ashby (CRUSA Dirt Late Models) | - | - | - | 22nd |
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