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| 5/15/2020 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Dirt Late Models, Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Chad Simpson (Dirt Late Models) | 3rd | - | - | 3rd |
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| 5/22/2020 | Jackson Motorplex - Jackson, MN WORLD OF OUTLAWS - Late Models 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models 305 Sprints - Winged | Results | | Chad Simpson (Dirt Super Late Models) | 5th | - | - | 19th (DNF) |
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| 5/23/2020 | Jackson Motorplex - Jackson, MN WORLD OF OUTLAWS- Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models | Results | | Chad Simpson (Dirt Super Late Models) | 1st | - | - | 4th |
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| 5/29/2020 | Davenport Speedway - Davenport, IA Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Chad Simpson (Dirt Super Late Models) | 9th | - | 6th | - |
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| 5/30/2020 | Davenport Speedway - Davenport, IA Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chad Simpson (Dirt Super Late Models) | 6th | - | 3rd | 13th |
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| 6/12/2020 | Moberly Motorsports Park - Moberly, MO Quincy Auto Supply MLRA Late Models $3000 to win Dirt Super Late Models: Lucas Oil MLRA B Modifieds, Dirt Late Models, Sport Compact | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 6/13/2020 | Maquoketa Speedway - Maquoketa, IA MLRA Late Models Inaugural Event Dirt Super Late Models: Lucas Oil MLRA Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 6/14/2020 | West Liberty Raceway - West Liberty, IA Dirt Super Late Models: Lucas Oil MLRA | Results | | Chad Simpson (Dirt Super Late Models) | 4th | - | - | 12th |
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| 6/24/2020 | Lucas Oil Speedway - Wheatland, MO MLRA Mid-Week Mayhem, plus Midwest Mods Dirt Super Late Models: Lucas Oil MLRA Midwest Modifieds, Pro Late Model | Results | | Chad Simpson (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 6/25/2020 | Outlaw Motor Speedway - Oktaha, OK Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Chad Simpson (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 6/26/2020 | Salina Highbanks Speedway - Salina, OK Freedom Classic Dirt Super Late Models: Lucas Oil MLRA Hobby Stocks, B Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 6/27/2020 | Salina Highbanks Speedway - Salina, OK Freedom Classic Dirt Super Late Models: Lucas Oil MLRA A Modifieds, B Modifieds, Street Stocks | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 7/3/2020 | 34 Raceway - West Burlington, IA MLRA Late Models Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 8th |
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| 7/4/2020 | 300 Raceway - Farley, IA MLRA Late Models Inaugural Event Dirt Super Late Models: Lucas Oil MLRA Stock Cars, A Modifieds, B Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 3rd | - | - | 13th (DNF) |
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| 7/5/2020 | East Moline Speedway - East Moline, IL Bullseye 40 at the Bullring! Dirt Super Late Models: Lucas Oil MLRA Street Stocks, IMCA Late Models, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock, Mod Lites | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 8th |
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| 7/13/2020 | 300 Raceway - Farley, IA Lucas Oil Late Model Dirt Series Truck Country 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds, B Modifieds, IMCA Modified | Results | | Chad Simpson (Dirt Super Late Models) | 5th | - | - | 13th |
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| 7/17/2020 | Tri City Speedway - Granite City, IL DIRTcar Summer Nationals/Summit Modified Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 6th | - | 4th | - |
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| 7/18/2020 | Lucas Oil Speedway - Wheatland, MO 14th Annual Diamond Nationals Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 10th |
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| 7/19/2020 | Lucas Oil Speedway - Wheatland, MO 14th Annual CMH Diamond Nationals Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series | Results | | Chad Simpson (Dirt Super Late Models) | 4th | - | - | 19th |
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| 7/23/2020 | I-80 Speedway - Greenwood, NE Malvern Bank Go 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Chad Simpson (Dirt Super Late Models) | 3rd | - | - | 8th |
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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 | | Chad Simpson (Dirt Super Late Models) | 1st | - | - | - |
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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 | | Chad Simpson (Dirt Super Late Models) | - | - | - | 3rd |
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| 7/28/2020 | Davenport Speedway - Davenport, IA World of Outlaws Morton Buildings Late Models Dirt Super Late Models: World of Outlaws - Late Models B Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 1st | - | - | 22nd (DNF) |
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| 8/21/2020 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown Presented by Hurco/Stone Machinery Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Chad Simpson (Dirt Late Models) | 1st | - | - | - |
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| 8/22/2020 | West Liberty Raceway - West Liberty, IA West Liberty Raceway - EAST Dirt Super Late Models: SLMR Late Model Series | Results | | Chad Simpson (Dirt Super Late Models) | 4th | - | 1st | 9th |
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| 8/28/2020 | Mississippi Thunder Speedway - Fountain City, WI 12th Annual Season Championship Night Dirt Late Models, Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Chad Simpson (Dirt Late Models) | 1st | - | - | 1st |
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| 9/5/2020 | Lucas Oil Speedway - Wheatland, MO Ron Jenkins Memorial Dirt Super Late Models: Lucas Oil MLRA Street Stocks, USRA B-Mods | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 9/6/2020 | Moberly Motorsports Park - Moberly, MO MLRA Late Models "Scottie 46" $5000 to win Dirt Super Late Models: Lucas Oil MLRA B Modifieds, Sport Compact | Results | | Chad Simpson (Dirt Super Late Models) | 1st | - | - | 9th |
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| 9/6/2020 | Quincy Raceways - Quincy, IL Scottie 46 Dirt Super Late Models, B Modifieds, Sport Compact | Results | | Chad Simpson (Dirt Super Late Models) | - | - | - | - |
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| 9/17/2020 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Stock Cars | Results | | Chad Simpson (Dirt Super Late Models) | 8th | - | 3rd | 21st |
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| 9/18/2020 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 4th | - | - | 18th |
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| 9/19/2020 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Chad Simpson (Dirt Super Late Models) | - | - | 2nd | 13th |
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| 9/26/2020 | Davenport Speedway - Davenport, IA Davenport Speedway - EAST Dirt Super Late Models: SLMR Late Model Series | Results | | Chad Simpson (Dirt Super Late Models) | 4th | - | - | 6th |
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| 10/8/2020 | Lucas Oil Speedway - Wheatland, MO 7th Annual Fall Nationals Practice Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Chad Simpson (Dirt Super Late Models) | - | - | - | - |
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| 10/9/2020 | Lucas Oil Speedway - Wheatland, MO 7th Annual Fall Nationals Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 7th |
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| 10/10/2020 | Lucas Oil Speedway - Wheatland, MO 7th Annual Fall Nationals Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Chad Simpson (Dirt Super Late Models) | 2nd | - | - | 13th |
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| 10/15/2020 | Tri City Speedway - Granite City, IL Open Practice 6:30 pm - 9:00 pm for Lucas Oil MLRA Late Models, Modifieds and B Mods Dirt Super Late Models: Lucas Oil MLRA DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | - | - | - | - |
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| 10/16/2020 | Tri City Speedway - Granite City, IL Lucas Oil MLRA Late Models Night #1 $5000 to win plus UMP Modifieds $2000 to win Dirt Super Late Models: Lucas Oil MLRA DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 5th | - | 1st | 21st |
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| 10/17/2020 | Tri City Speedway - Granite City, IL Lucas Oil MLRA Late Models Night #2 $7000 to win with UMP Modifieds $2000 and B-Mods $1000 to win Dirt Super Late Models: Lucas Oil MLRA DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Chad Simpson (Dirt Super Late Models) | 6th | - | 4th | 5th |
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