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| 5/16/2020 | Park Jefferson International Speedway - Jefferson, SD $2000 to Win Tri State Late Models plus IMCA Weekly Racing Season Opener Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, Dirt Super Late Models, Hobby Stocks, Stock Cars, B Modifieds, Hornets | Rain Out |
| 5/22/2020 | Crawford County Speedway - Denison, IA 305 Sprints - Winged, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact | Rain Out |
| 5/27/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Season Opener Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Rain Out |
| 5/29/2020 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact, IMCA Modified | Results | | Tim Rupp (B Modifieds) | 3rd | - | - | 4th |
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| 6/3/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Season Opener Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 1st | - | - | 4th |
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| 6/17/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 4 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 5th | - | - | 3rd |
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| 6/24/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 5 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 2nd |
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| 6/27/2020 | Eagle Raceway - Eagle, NE Star Spangled Showdown 305 Sprints - Winged, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tim Rupp (IMCA Northern SportMod) | 7th | - | - | - |
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| 7/8/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 6 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 4th |
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| 7/15/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 7 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 3rd | - | - | 21st (DNF) |
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| 7/22/2020 | Buena Vista Raceway - Alta, IA IMCA Speed Shift TV Dirt Nights plus IMCA Weekly Racing Night 8 IMCA Modified: IMCA SpeedShiftTV Dirt Knights Tour Hobby Stocks, Stock Cars, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 4th |
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| 7/29/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 9 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 9th (DNF) |
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| 8/5/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 10 Hobby Stocks, Stock Cars, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 4th |
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| 8/12/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 11 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 2nd |
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| 8/19/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Night 12 Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 1st | - | - | 3rd |
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| 8/26/2020 | Buena Vista Raceway - Alta, IA IMCA Speedway Motors Weekly Racing Championship Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 2nd | - | - | 4th |
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| 9/18/2020 | Buena Vista Raceway - Alta, IA Battle at the Beaver Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 1st | - | - | 4th |
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| 9/19/2020 | Buena Vista Raceway - Alta, IA Battle at the Beaver Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Tim Rupp (B Modifieds) | 4th | - | - | 8th |
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