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| 1/11/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA B-Mods, USRA Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 5th |
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| 1/12/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Chris Simpson (Dirt Super Late Models) | 5th | - | 1st | 6th |
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| 1/15/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds, IMCA Modified | Results | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 15th |
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| 1/17/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 1/18/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 8th |
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| 1/19/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | 3rd | - | - | 21st |
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| 5/2/2020 | Cedar County Raceway - Tipton, IA Darkside Spring Fling @ Lee County Speedway in Donnellson, IA IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Chris Simpson (IMCA Modified) | 1st | - | - | 2nd |
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| 5/9/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Federated Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Chris Simpson (DIRTcar Late Models) | 4th | - | 2nd | 23rd | | Chris Simpson (DIRTcar UMP Modifieds) | DNS | - | DNS | - |
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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 | | Chris Simpson (Dirt Super Late Models) | 6th | - | - | 11th |
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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 | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 21st (DNF) |
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| 5/24/2020 | Benton County Speedway - Vinton, IA Bullring Championship Series IMCA Modified Extravaganza Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Dwarf, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Chris Simpson (IMCA Modified) | 1st | - | - | 1st |
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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 | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 9th |
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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 | | Chris Simpson (Dirt Super Late Models) | 7th | - | 4th | 23rd (DNF) |
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| 6/4/2020 | Eldora Speedway - Rossburg, OH Dirt Late Model Stream Dirt Super Late Models | Results | | Chris Simpson (Dirt Super Late Models) | DNS | - | 8th | - |
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| 6/5/2020 | Eldora Speedway - Rossburg, OH Dirt Late Model Stream Dirt Super Late Models | Results | | Chris Simpson (Dirt Super Late Models) | 3rd | - | - | 21st |
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| 6/6/2020 | Eldora Speedway - Rossburg, OH Dirt Late Model Stream Dirt Super Late Models | Results | | Chris Simpson (Dirt Super Late Models) | 10th | - | 7th | - |
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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 | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 7th |
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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 | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 1st | | Chris Simpson (IMCA Modified) | 4th | - | - | 3rd |
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| 6/14/2020 | West Liberty Raceway - West Liberty, IA Dirt Super Late Models: Lucas Oil MLRA | Results | | Chris Simpson (Dirt Super Late Models) | 3rd | - | - | 6th |
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| 6/17/2020 | Cedar County Raceway - Tipton, IA A Modifieds: USMTS - United States Modified Touring Series USRA Stock Cars: USRA Ironman USRA B-Mods | Results | | Chris Simpson (A Modifieds) | 2nd | - | - | 7th |
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| 6/19/2020 | CJ Speedway - Columbus Junction, IA CJ Speedway - EAST Dirt Super Late Models: SLMR Late Model Series Stock Cars, A Modifieds, B Modifieds, Sport Compact | Rain Out |
| 6/25/2020 | Davenport Speedway - Davenport, IA MARS Racing Series Late Models Dirt Super Late Models, Dirt Late Models | Results | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 6/27/2020 | Independence Motor Speedway - Independence, IA Independence Motor Speedway - EAST Dirt Super Late Models: SLMR Late Model Series DIRTcar Sport Compact, Hobby Stocks, Stock Cars, A Modifieds, Stock Non-Wing, B Modifieds, Dwarf | Results | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 6th | | Chris Simpson (A Modifieds) | - | - | - | 1st |
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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 | | Chris Simpson (Dirt Super Late Models) | 3rd | - | - | 5th |
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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 | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 22nd (DNF) | | Chris Simpson (A Modifieds) | 4th | - | - | 10th |
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| 7/5/2020 | Benton County Speedway - Vinton, IA Urbana 5 Memorial Race Pro Legends, Dwarf, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Chris Simpson (IMCA Modified) | 6th | - | - | 25th |
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| 7/10/2020 | Tri City Speedway - Granite City, IL SummerNationals UMP Late Models $10,000 Summit UMP Modifieds $1,000 & B-Mods $1,000 DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Chris Simpson (DIRTcar Late Models) | 1st | - | - | 4th |
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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 | | Chris Simpson (Dirt Super Late Models) | 4th | - | - | 23rd |
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| 7/17/2020 | Farmer City Raceway - Farmer City, IL *Full Show + Hornets DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chris Simpson (Dirt Late Models) | 5th | - | - | 18th |
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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 | | Chris Simpson (Dirt Super Late Models) | 7th | - | 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 | | Chris Simpson (Dirt Super Late Models) | 8th | - | - | - |
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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 | | Chris Simpson (Dirt Super Late Models) | - | - | 6th | - |
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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 | | Chris Simpson (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 7/31/2020 | Cedar County Raceway - Tipton, IA Gary Reinhart Memorial Street Stocks, Vintage Full Body Stock Cars, 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Chris Simpson (IMCA Modified) | 2nd | - | - | 7th |
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| 8/6/2020 | Cedar Lake Speedway - New Richmond, WI USA Nationals Dirt Super Late Models: World of Outlaws - Late Models USRA Late Models | Results | | Chris Simpson (Dirt Super Late Models) | 4th | - | - | 18th |
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| 8/7/2020 | Cedar Lake Speedway - New Richmond, WI USA Nationals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds, Dirt Late Models, USRA Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | 2nd | 4th | - | - |
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| 8/8/2020 | Cedar Lake Speedway - New Richmond, WI USA Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, USRA Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | - | - | - | 7th |
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| 8/14/2020 | Davenport Speedway - Davenport, IA Hoker Trucking Super Late Model Series w/ all Classes Dirt Super Late Models: SLMR Late Model Series A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Chris Simpson (Dirt Super Late Models) | 8th | - | 9th | - | | Chris Simpson (A Modifieds) | 3rd | - | - | 3rd |
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| 8/15/2020 | Davenport Speedway - Davenport, IA Hoker Trucking Super Late Model Series w/ All Classes Dirt Super Late Models: SLMR Late Model Series A Modifieds, B Modifieds, Street Stocks, Sport Compact | Results | | Chris Simpson (Dirt Super Late Models) | 8th | - | 15th | - | | Chris Simpson (A Modifieds) | 4th | - | - | 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 | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 6th |
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| 9/3/2020 | 300 Raceway - Farley, IA 43rd Annual Done Right.TV Yankee Dirt Track Classic Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds | Results | | Chris Simpson (Dirt Super Late Models) | - | - | - | - | | Chris Simpson (A Modifieds) | - | - | - | - |
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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 | | Chris Simpson (Dirt Super Late Models) | 3rd | - | - | 20th | | Chris Simpson (A Modifieds) | 4th | - | 2nd | 8th |
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| 9/5/2020 | 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 | | Chris Simpson (Dirt Super Late Models) | 5th | - | - | 19th | | Chris Simpson (A Modifieds) | 2nd | - | - | 2nd |
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| 9/9/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Modified, IMCA Stock Car | Results | | Chris Simpson (IMCA Modified) | 3rd | - | - | - |
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| 9/15/2020 | Fairbury Speedway - Fairbury, IL "One for the Road" Late Model Special DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Simpson (DIRTcar Late Models) | 6th | - | 3rd | 21st (DNF) |
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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 | | Chris Simpson (Dirt Super Late Models) | 5th | - | - | 11th |
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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 | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 24th |
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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 | | Chris Simpson (Dirt Super Late Models) | - | - | - | 12th |
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| 9/24/2020 | Tri City Speedway - Granite City, IL 16th Annual Summit UMP Modified Mania Night #1 $3000 to win plus LM $2000 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Simpson (DIRTcar Late Models) | 1st | - | - | 1st |
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| 9/25/2020 | Tri City Speedway - Granite City, IL 16th Annual Summit UMP Modified Mania Night #2 $4000 to win plus LM $2500 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Simpson (DIRTcar Late Models) | 4th | - | - | 10th |
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| 9/26/2020 | Tri City Speedway - Granite City, IL 16th Annual Summit UMP Modified Mania Night #3 $5000 to win plus LM $3000 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Simpson (DIRTcar Late Models) | 2nd | - | - | 5th |
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| 10/1/2020 | Cedar County Raceway - Tipton, IA Hoker Trucking Fall Bash Night 1 IMCA Late Models, Super Stocks, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Chris Simpson (IMCA Modified) | 1st | - | - | 2nd |
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| 10/2/2020 | Cedar County Raceway - Tipton, IA Fall Bash 600cc Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Chris Simpson (IMCA Modified) | 1st | - | - | 4th |
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| 10/10/2020 | Fairbury Speedway - Fairbury, IL 10/10/2020 DIRTcar Late Models, DIRTcar UMP Modifieds, Pro Late Model | Results | | Chris Simpson (DIRTcar Late Models) | 2nd | - | - | 6th |
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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 | | Chris 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 | | Chris Simpson (Dirt Super Late Models) | 1st | - | - | 2nd |
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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 | | Chris Simpson (Dirt Super Late Models) | 6th | - | 3rd | 28th (DNF) |
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| 11/7/2020 | CJ Speedway - Columbus Junction, IA 4th Annual Turkey Dash 1 Day Show Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Chris Simpson (A Modifieds) | 4th | - | - | 3rd |
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