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| 1/31/2020 | North Florida Speedway - Lake City, FL Winter Nationals DIRTcar UMP Modifieds, Street Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 10th | - | - | 13th |
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| 2/1/2020 | North Florida Speedway - Lake City, FL Winter Nationals DIRTcar UMP Modifieds, Street Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 5th | - | - | 21st (DNF) |
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| 2/2/2020 | North Florida Speedway - Lake City, FL Winter Nationals DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 4th | - | - | 4th |
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| 2/4/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 26th (DNF) |
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| 2/5/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | - | 10th |
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| 2/6/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 26th (DNF) |
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| 2/7/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | - | - | - | 11th |
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| 2/8/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 4th | - | - | 19th |
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| 2/10/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | - | - | 2nd | 10th |
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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 | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 5/23/2020 | Plymouth Speedway - Plymouth, IN Cabin Fever - Saturday Night Event DIRTcar UMP Modifieds, Asphalt Mini Stocks, Super Sports, Stock Non-Wing, Street Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | - | - | - | - |
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| 5/30/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Weekly Racing Return!! DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 6/6/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Mike Meurer Tribute DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 6/7/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO 410 Sprints - Non-Winged: USAC National Sprint Cars Asphalt Stock Cars: Track Enterprises DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 6/12/2020 | Brownstown Bullring - Brownstown, IL FCS - AMS Mod Special DIRTcar UMP Modifieds, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 5th |
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| 7/2/2020 | Paragon Speedway - Paragon, IN INDEPENDENCE DAY FIREWORK CELEBRATION DIRTcar UMP Modifieds, Stock Cars, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 7/3/2020 | Lincoln Park Speedway - Putnamville, IN Bill Gardner Sprintacular Night 1 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar UMP Modifieds, Factory Stocks, Super Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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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 | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 17th |
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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 | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 21st |
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| 7/18/2020 | Charleston Speedway - Charleston, IL DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 7/24/2020 | Paragon Speedway - Paragon, IN Friday Night Racing DIRTcar UMP Modifieds, 410 Sprints - Non-Winged, Hornets, Super Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 8th | - | DNS | - |
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| 8/6/2020 | 81 Speedway - Park City, KS USMTS 7th Annual A Modifieds: USMTS - United States Modified Touring Series Dirt Super Late Models, Street Stocks, 600cc Modifieds, USRA B-Mods, USRA Modifieds | Results | | Will Krup (A Modifieds) | 8th | - | DNS | - |
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| 8/15/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO UMP DIRTcar Summer Nationals DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 8/21/2020 | Tri-City Motor Speedway - Auburn, MI DIRTcar Summer Nationals Hell Tour DIRTcar UMP Modifieds, Factory Stocks, Sportsmans, Street Stocks, Dirt Late Models | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 6th |
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| 8/22/2020 | Merritt Speedway - Merritt, MI Summer Nationals Hell Tour $10,000 to Win DIRTcar Late Models, DIRTcar UMP Modifieds, Factory Stocks, Stock Cars, Sportsmans | Results | | Will Krup (DIRTcar UMP Modifieds) | 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 | | Will Krup (DIRTcar UMP Modifieds) | 4th | - | - | 6th |
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| 8/29/2020 | Charleston Speedway - Charleston, IL DIRTcar UMP Modifieds, DIRTcar Factory Stock, B Modifieds, Street Stocks, Hornets | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | DNS |
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| 9/3/2020 | Farmer City Raceway - Farmer City, IL Farmer City 74 Labor Day Weekend A Modifieds, Dirt Late Models, Pro Late Model | Results | | Will Krup (A Modifieds) | 6th | - | 12th | - |
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| 9/4/2020 | Farmer City Raceway - Farmer City, IL $5K Mars Late Models $10K Dirt Races Against Childhood Cancer/ AMS + Plus Full Show DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 4th |
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| 9/5/2020 | Fairbury Speedway - Fairbury, IL Twin 10's FALS Super Nationals DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | 1st | 24th (DNF) |
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| 9/11/2020 | Tri City Speedway - Granite City, IL "Brad Yotter Memorial" - LM/Modified/BModified/Street Stocks/4-Cylinders/Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | - | 1st |
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| 9/12/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Super Federated Saturday DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 9/13/2020 | Tri City Speedway - Granite City, IL "Sunday Funday" Mods $700/BMods $500/St. Stocks $300/4-cyl $200/Non-Winged Micros $300 DIRTcar UMP Modifieds, DIRTcar Sport Compact, Non-Wing Outlaw, B Modifieds, Street Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 10th |
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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 | | Will Krup (DIRTcar UMP Modifieds) | 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 | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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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 | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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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 | | Will Krup (DIRTcar UMP Modifieds) | 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 | | Will Krup (DIRTcar UMP Modifieds) | 4th | - | - | 3rd | | Will Krup (B Modifieds) | 3rd | - | - | 1st |
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| 10/30/2020 | Lakeside Speedway - Kansas City, KS 5th Annual Grant Junghans Memorial Dirt Super Late Models, USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Will Krup (USRA Modifieds) | 11th | - | 16th | - |
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| 10/31/2020 | 81 Speedway - Park City, KS Modified Spooktacular $10,031 to Win! Dirt Super Late Models, USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Will Krup (USRA Modifieds) | 5th | - | 2nd | 11th |
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| 11/6/2020 | Tri City Speedway - Granite City, IL B-Mod Bash $3000 to win and Non-Qualifier $1000 to win/A-Mods $700/OC 4-cyl $500/OC St Stock $500 DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds, Street Stocks | Results | | Will Krup (B Modifieds) | 1st | - | - | 1st |
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| 11/27/2020 | Springfield Raceway - Springfield, MO QUALIFYING FOR TURKEY BOWL / TEST N TUNE A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Will Krup (USRA B-Mods) | 1st | - | - | - |
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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 | | Will Krup (A Modifieds) | 2nd | - | - | 17th | | Will Krup (USRA B-Mods) | - | - | - | 5th |
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