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| 5/10/2020 | Interstate Speedway (SD) - Jefferson, SD Spring Thaw IMCA w/ Tri State Late Models Dirt Late Models: Tri-State Late Models Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Mike Benson (Dirt Late Models) | 6th | - | 8th | - |
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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 |
| 5/31/2020 | Interstate Speedway (SD) - Jefferson, SD Repairable Vehicle’s.com Tri State Late Models plus IMCA classes Dirt Late Models: Tri-State Late Models Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Mike Benson (Dirt Late Models) | 7th | - | - | 18th |
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| 6/26/2020 | Rapid Speedway - Rock Rapids, IA Weekly Racing Series + Tri-State Late Models Dirt Late Models: Tri-State Late Models DIRTcar Sportsmans, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Mike Benson (Dirt Late Models) | 8th | - | - | 14th |
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| 7/5/2020 | Interstate Speedway (SD) - Jefferson, SD Coney's Used Cars presents Tri State Late Modesl Plus IMCA Weekly Racing Dirt Late Models: Tri-State Late Models Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Sport Compact | Results | | Mike Benson (Dirt Late Models) | 6th | - | - | 11th |
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| 7/21/2020 | Rapid Speedway - Rock Rapids, IA Lyon County Fair Races 360 Sprints - Winged: Midwest Sprint Touring Series Dirt Late Models: Tri-State Late Models A Modifieds | Results | | Mike Benson (Dirt Late Models) | 6th | - | - | 11th |
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| 7/31/2020 | Wagner Speedway - Wagner, SD Dirt Late Models: Tri-State Late Models Hobby Stocks, B Modifieds, Limited Modified, Sport Compact | Results | | Mike Benson (Dirt Late Models) | 5th | - | - | 10th |
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| 8/22/2020 | Park Jefferson International Speedway - Jefferson, SD MPS, MSTS, & NE 360 sprints 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series, Nebraska 360 sprints, Midwest Power Series Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, Hobby Stocks, Stock Cars | Results | | Mike Benson (Dirt Late Models) | 4th | - | - | 11th |
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| 8/28/2020 | Rapid Speedway - Rock Rapids, IA Weekly Racing Series + Tri State Late Models Dirt Late Models: Tri-State Late Models DIRTcar Sportsmans, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Mike Benson (Dirt Late Models) | 4th | - | - | 12th |
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| 9/12/2020 | I-90 Speedway - Hartford, SD *Topless* Tri-State Late Models + Paramount Series Championship Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Mike Benson (Dirt Late Models) | 6th | - | 3rd | 16th |
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| 9/15/2020 | Clay County Fair Speedway - Spencer, IA Fair Special Dirt Late Models: Tri-State Late Models Hobby Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Mike Benson (Dirt Late Models) | 6th | - | - | 13th |
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| 9/26/2020 | Rapid Speedway - Rock Rapids, IA Rapid Nationals 360 Sprints - Winged: Midwest Sprint Touring Series Dirt Late Models: Tri-State Late Models 305 Sprints - Winged, USRA Hobby Stocks, USRA Stock Cars, IMCA RaceSaver Sprint Car | Results | | Mike Benson (Dirt Late Models) | 5th | - | - | 13th |
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