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| 1/4/2020 | Talladega Short Track - Eastaboga, AL 29th Annual Ice Bowl CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Super Dirt Late Models, CRUSA Late Model Sportsman | Results | | Dewayne Kiefer (Dirt Late Models) | 7th | - | - | 21st |
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| 1/5/2020 | Talladega Short Track - Eastaboga, AL 29th Annual Ice Bowl CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Super Dirt Late Models, CRUSA Late Model Sportsman | Results | | Dewayne Kiefer (Dirt Late Models) | - | - | 4th | - |
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| 5/23/2020 | Thunderhill Raceway - Summertown, TN SAS $5,000 To Win Dirt Super Late Models, Dirt Late Models, Hornets, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, Outlaw Hobby Stocks, CRUSA Modified Sportsman, Mod Lites, Speedstr | Results | | Dewayne Kiefer (Dirt Super Late Models) | - | - | - | 15th |
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| 5/30/2020 | Crowleys Ridge Raceway - Paragould, AR Factory Stocks, Stock Cars, A Modifieds, Street Stocks, Dirt Late Models, Pony Stock | Results | | Dewayne Kiefer (Dirt Late Models) | 1st | - | - | 3rd |
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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 | | Dewayne Kiefer (Dirt Super Late Models) | 2nd | - | - | 11th |
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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 | | Dewayne Kiefer (Dirt Super Late Models) | 8th | - | 3rd | - |
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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 | | Dewayne Kiefer (Dirt Super Late Models) | 8th | - | 8th | - |
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| 6/19/2020 | Tri City Speedway - Granite City, IL Opening Night Modified $1000 to win thanks to Avenue Auto Sales & Repair LLC DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Pro Late Model | Results | | Dewayne Kiefer (DIRTcar Late Models) | 3rd | - | - | 7th |
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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 | | Dewayne Kiefer (Dirt Super Late Models) | 8th | - | 6th | - |
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| 7/18/2020 | Crowleys Ridge Raceway - Paragould, AR Factory Stocks, Stock Cars, A Modifieds, Street Stocks, Dirt Late Models, Pony Stock | Results | | Dewayne Kiefer (Dirt Late Models) | 2nd | - | - | 4th |
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| 7/26/2020 | Moberly Motorsports Park - Moberly, MO Country Financial Dirt Super Late Models, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Dewayne Kiefer (Dirt Late Models) | 2nd | - | - | 6th (DNF) |
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| 7/31/2020 | Farmer City Raceway - Farmer City, IL Full Show + B Mods & Hornets DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Hornets, Pro Late Model | Results | | Dewayne Kiefer (Dirt Late Models) | 7th | - | - | 12th |
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| 8/7/2020 | Farmer City Raceway - Farmer City, IL 6th Annual $1K Street Stock "What up Dog 40" + Full Show DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, Pro Late Model | Results | | Dewayne Kiefer (Dirt Late Models) | 4th | - | - | 11th |
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| 8/9/2020 | Moberly Motorsports Park - Moberly, MO STLF Diesel Repair Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Dewayne Kiefer (Dirt Late Models) | 2nd | - | - | 4th |
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| 8/16/2020 | Moberly Motorsports Park - Moberly, MO The Market Place on Paris Gravel Road Hawaiian Night Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Dewayne Kiefer (Dirt Late Models) | 1st | - | - | 1st |
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| 8/28/2020 | Farmer City Raceway - Farmer City, IL Full Show + B-Mods {Track Points End} DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Dewayne Kiefer (Dirt Late Models) | 3rd | - | - | 6th |
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| 9/4/2020 | Tri City Speedway - Granite City, IL "Test Drive Technologies Night" LM/Mod/BMod/St.Stock/4-Cyl/Winged Micros plus Kids Power Wheels DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Dewayne Kiefer (DIRTcar Late Models) | 2nd | - | - | 3rd |
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| 9/5/2020 | Legit Speedway Park - West Plains, MO Labor Day Special Dirt Super Late Models, Factory Stocks, Hobby Stocks, A Modifieds, Dirt Late Models, Super Stocks, USRA B-Mods | Results | | Dewayne Kiefer (Dirt Late Models) | 2nd | - | - | 1st |
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| 9/18/2020 | Tri City Speedway - Granite City, IL "Fan Appreciation/Big Kids Night" 1/2 Price $8 LM/Mod/BMod/St Stocks/4-Cyl/Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Dewayne Kiefer (DIRTcar Late Models) | 2nd | - | - | 2nd |
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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 | | Dewayne Kiefer (DIRTcar Late Models) | 5th | - | 14th | - |
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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 | | Dewayne Kiefer (DIRTcar Late Models) | 5th | - | - | 12th |
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| 10/2/2020 | Talladega Short Track - Eastaboga, AL NASCAR Weekend - Night #1 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Dewayne Kiefer (Dirt Late Models) | - | - | - | 18th |
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| 10/3/2020 | Talladega Short Track - Eastaboga, AL NASCAR Weekend - Night #2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Dewayne Kiefer (Dirt Late Models) | - | - | - | 7th |
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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 | | Dewayne Kiefer (Dirt Super Late Models) | 7th | - | 4th | - |
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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 | | Dewayne Kiefer (Dirt Super Late Models) | 4th | - | - | 23rd (DNF) |
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| 11/7/2020 | Springfield Raceway - Springfield, MO PRELUDE TO TURKEY BOWL XIV Stock Cars, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Dewayne Kiefer (Dirt Late Models) | 3rd | - | - | 5th |
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| 11/28/2020 | Springfield Raceway - Springfield, MO TURKEY BOWL XIV A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Dewayne Kiefer (Dirt Late Models) | 3rd | - | 3rd | 6th |
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