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| 4/19/2020 | I-80 Speedway - Greenwood, NE Private Practice Sessions 360 Sprints - Winged, Dirt Super Late Models, Stock Cars, A Modifieds | Results | | Josh Leonard (Dirt Super Late Models) | - | - | - | - |
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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 | | Josh Leonard (Dirt Late Models) | 4th | - | - | 19th |
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| 5/15/2020 | Crawford County Speedway - Denison, IA Dirt Late Models: Tri-State Late Models Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Hornets, Sport Compact | Results | | Josh Leonard (Dirt Late Models) | 1st | - | - | 2nd |
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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 |
| 5/24/2020 | Stuart Speedway - Stuart, IA Stuart Speedway - WEST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, B Modifieds, Dwarf, 600cc Modifieds | Rain Out |
| 5/30/2020 | Central Missouri Speedway - Warrensburg, MO Race #3 - SLMR Late Models! Dirt Super Late Models: SLMR Late Model Series A Modifieds, B Modifieds, Street Stocks, Mod Lites | Results | | Josh Leonard (Dirt Super Late Models) | 7th | - | 7th | 10th |
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| 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 | | Josh Leonard (Dirt Late Models) | 2nd | - | - | 1st |
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| 6/10/2020 | Stuart Speedway - Stuart, IA SLMR Late Models Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, IMCA Modified | Results | | Josh Leonard (Dirt Super Late Models) | 3rd | - | 4th | 14th |
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| 6/11/2020 | Hamilton County Speedway - Webster City, IA $3K-to-win Malvern Bank SLMR Dirt Super Late Models: SLMR Late Model Series USRA B-Mods, USRA Hobby Stocks, USRA Tuners | Results | | Josh Leonard (Dirt Super Late Models) | 3rd | - | - | 4th |
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| 6/12/2020 | I-80 Speedway - Greenwood, NE I-80 Dirt Classic Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 5th | - | - | 9th |
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| 7/3/2020 | I-80 Speedway - Greenwood, NE Weekly Racing & First Responders Tribute Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 5th | - | - | 3rd |
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| 7/10/2020 | I-80 Speedway - Greenwood, NE Dirt Super Late Models, Hobby Stocks, Stock Cars, B Modifieds, Dirt Late Models, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 4th | - | - | 9th |
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| 7/12/2020 | Boone County Raceway - Albion, NE Fair Races Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, B Modifieds, Street Stocks, Dirt Late Models | Results | | Josh Leonard (Dirt Super Late Models) | 4th | - | - | 2nd |
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| 7/18/2020 | Shelby County Speedway - Harlan, IA Shelby County Speedway - WEST Dirt Super Late Models: SLMR Late Model Series Stock Cars, B Modifieds, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 4th | - | - | 26th |
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| 7/22/2020 | I-80 Speedway - Greenwood, NE Prelude to the Silver Dollar Nationals Dirt Super Late Models: SLMR Late Model Series A Modifieds, IMCA Modified | Results | | Josh Leonard (Dirt Super Late Models) | 7th | - | 1st | 25th |
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| 7/24/2020 | I-80 Speedway - Greenwood, NE 10th Annual Imperial Tile Silver Dollar Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds: USMTS - United States Modified Touring Series IMCA Modified | Results | | Josh Leonard (Dirt Super Late Models) | 9th | - | - | - |
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| 7/25/2020 | I-80 Speedway - Greenwood, NE 10th Annual Imperial Tile Silver Dollar Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds: USMTS - United States Modified Touring Series IMCA Modified | Results | | Josh Leonard (Dirt Super Late Models) | - | - | 12th | - |
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| 8/1/2020 | Adams County Speedway - Corning, IA Ray Houck Memorial--Malvern Bank SLMR Late Models $3,000 to win, Presented by Dirt Track Bank Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 1st | - | - | 10th |
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| 8/7/2020 | I-80 Speedway - Greenwood, NE Dirt Super Late Models, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 8th | - | - | 17th |
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| 8/28/2020 | I-80 Speedway - Greenwood, NE I-80 Speedway Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, Dirt Late Models, Sport Compact | Results | | Josh Leonard (Dirt Super Late Models) | 1st | - | - | 11th |
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| 8/29/2020 | Off Road Speedway - Norfolk, NE Bob Haase Memorial with Super Late Models Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, B Modifieds | Results | | Josh Leonard (Dirt Super Late Models) | 7th | - | 11th | 22nd |
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| 9/4/2020 | 300 Raceway - Farley, IA 43rd Annual Done Right.TV Yankee Dirt Track Classic Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds | Results | | Josh Leonard (Dirt Super Late Models) | 6th | - | 2nd | 18th |
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| 10/1/2020 | RPM Speedway - Hays, KS Briney Motorsports Fall Nationals, Presented by Nutrien Ag Solutions and Casey's Practice Night Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Generic 1, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Josh Leonard (IMCA Stock Car) | - | - | - | - |
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| 10/2/2020 | RPM Speedway - Hays, KS Briney Motorsports Fall Nationals, Presented by Nutrien Ag Solutions, Fueled by Casey's, Speedshift B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Josh Leonard (IMCA Stock Car) | 2nd | - | - | - |
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| 10/3/2020 | RPM Speedway - Hays, KS Briney Motorsports Fall Nationals, Presented by Nutrien Ag Solutions, Fueled by Casey's, Speedshift B Modifieds, Generic 1, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Josh Leonard (IMCA Stock Car) | 15th (DNF) | - | - | - |
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| 12/19/2020 | I-80 Speedway - Greenwood, NE Dirt Super Late Models: SLMR Late Model Series | Results | | Josh Leonard (Dirt Super Late Models) | - | - | - | - |
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