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| 4/9/2021 | Farmer City Raceway - Farmer City, IL Weekly night plus Pro Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Josh Boller (Pro Late Model) | 4th | - | - | 19th (DNF) |
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| 5/13/2021 | Circle City Raceway - Indianapolis, IN Test and Tune Night 360 Sprints - Winged, 410 Sprints - Winged, 305 Sprints - Winged, Midgets, Dirt Super Late Models, DIRTcar UMP Modifieds, Stock Cars, A Modifieds, 410 Sprints - Non-Winged, Pro Legends, TQ Midgets, Dirt Crate Late Models, Mod Lites | Results | | Josh Boller (Dirt Crate Late Models) | - | - | - | - |
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| 5/21/2021 | Farmer City Raceway - Farmer City, IL Weekly Show + B-Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Josh Boller (Pro Late Model) | 3rd | - | - | 4th |
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| 6/18/2021 | Farmer City Raceway - Farmer City, IL Weekly show Plus Vintage Cars DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Josh Boller (Pro Late Model) | 3rd | - | - | 8th |
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| 7/24/2021 | Lincoln Park Speedway - Putnamville, IN Baily Hicks Memorial Lightning Sprints: Midwest Mini Sprint Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Factory Stocks, Hornets, Super Stocks | Results | | Josh Boller (Super Stocks) | 4th | - | - | 4th |
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| 7/31/2021 | Charleston Speedway - Charleston, IL J. Smith & T. Robertson Productions $1,500 to win Sprints Plus Weekly Racing DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, DIRTcar Pro Modifieds | Results | | Josh Boller (Dirt Late Models) | 1st | - | - | 1st |
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| 8/1/2021 | Circle City Raceway - Indianapolis, IN HARF NIGHT-Heart of America Super Late Model Series, Renegades of Dirt Modifieds, Superstocks, Fords DIRTcar UMP Modifieds: Renegades of Dirt Modified Tour Dirt Super Late Models, Stock Cars, Crown Vic | Results | | Josh Boller (Stock Cars) | 2nd | - | - | 4th |
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| 8/7/2021 | Lincoln Park Speedway - Putnamville, IN Saturday Night Racing DIRTcar UMP Modifieds, Factory Stocks, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Josh Boller (Super Stocks) | 4th | - | - | 12th |
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| 8/13/2021 | Paragon Speedway - Paragon, IN Fan Appreciation Night DIRTcar UMP Modifieds, Stock Cars, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Josh Boller (Super Stocks) | 2nd | - | - | 3rd |
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| 8/14/2021 | Lincoln Park Speedway - Putnamville, IN Little Feet Bike Challenge #3 DIRTcar UMP Modifieds, Factory Stocks, 410 Sprints - Non-Winged, Super Stocks | Results | | Josh Boller (Super Stocks) | 4th | - | - | 6th |
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| 8/20/2021 | Bloomington Speedway - Bloomington, IN FAN Appreciation DIRTcar UMP Modifieds, 410 Sprints - Non-Winged, Hornets, Super Stocks, Pure Stock | Results | | Josh Boller (Super Stocks) | 3rd | - | - | 4th |
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| 8/21/2021 | Lincoln Park Speedway - Putnamville, IN The Return to Putnamville - MSCS Sprints 410 Sprints - Non-Winged: Midwest Sprint Car Series MSCS Lightning Sprints: Midwest Mini Sprint Association DIRTcar UMP Modifieds, Factory Stocks, Super Stocks | Results | | Josh Boller (Super Stocks) | 3rd | - | - | 19th |
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| 8/27/2021 | Paragon Speedway - Paragon, IN Friday Night Racing DIRTcar UMP Modifieds, Stock Cars, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Josh Boller (Super Stocks) | 3rd | - | - | 3rd |
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| 9/18/2021 | Charleston Speedway - Charleston, IL $2k to WIN, $100 to start Freaky 40 by Fencing Freaks for Pro Modified DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Rain Out |
| 10/16/2021 | Kokomo Speedway - Kokomo, IN Kokomo Klash XV 305 Sprints - Winged, Dirt Super Late Models, A Modifieds, Street Stocks, Hornets, Super Stocks | Results | | Josh Boller (Dirt Super Late Models) | - | - | - | - | | Josh Boller (Super Stocks) | - | - | - | - |
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