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| 1/8/2021 | Arizona Speedway - Queen Creek, AZ Open Practice Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | - | - | - | - |
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| 1/9/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | 4th | - | 8th | - |
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| 1/10/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | 8th | - | 4th | 24th |
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| 1/12/2021 | Arizona Speedway - Queen Creek, AZ Open Practice & Pit Party Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | - | - | - | - |
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| 1/13/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | 9th | - | 7th | - |
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| 1/15/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | 4th | - | 6th | - |
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| 1/16/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | 2nd | - | 5th | - |
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| 1/17/2021 | Arizona Speedway - Queen Creek, AZ Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Will Krup (A Modifieds) | 1st | - | - | 9th |
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| 2/2/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #1 410 Sprints - Winged, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 9th |
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| 2/3/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 4th | - | - | 20th (DNF) |
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| 2/4/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | - | 7th |
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| 2/5/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #4 (DIRTcar UMP Modifieds Gator Championship Night 1) 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | - | - | - | - |
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| 2/7/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #6 (DIRTcar UMP Modifieds Gator Championship Night 3) 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 4th | - | - | 10th |
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| 2/8/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #7 (DIRTcar UMP Modifieds Gator Championship Night 4) Dirt Super Late Models, DIRTcar UMP Modifieds, CRUSA Dirt Late Models, DIRTcar Pro Late Models | Results | | Will Krup (DIRTcar UMP Modifieds) | - | - | - | 30th (DNF) |
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| 3/5/2021 | RPM Speedway - Crandall, TX Texas Spring Nationals Night 1 A Modifieds: USMTS - United States Modified Touring Series Dwarf, Limited Sport Mod, USRA Limited Mods, USRA Factory Stocks, USRA Tuners | Results | | Will Krup (A Modifieds) | 4th | - | 5th | - |
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| 3/6/2021 | RPM Speedway - Crandall, TX Texas Spring Nationals Night 2 A Modifieds: USMTS - United States Modified Touring Series Limited Sport Mod, USRA Limited Mods, USRA Factory Stocks, USRA Tuners | Results | | Will Krup (A Modifieds) | 3rd | - | 2nd | 15th |
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| 3/19/2021 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National with ASCS Lone Star Region 305 Sprints - Winged, USRA Modifieds, USRA Factory Stocks | Results | | Will Krup (USRA Modifieds) | 5th | - | - | 3rd |
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| 3/20/2021 | Rocket Raceway Park - Petty, TX 82 Speedway Hobby Stocks, Stock Cars, 600cc Modifieds, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Will Krup (USRA Modifieds) | 1st | - | - | 3rd |
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| 3/25/2021 | Humboldt Speedway - Humboldt, KS King Of America and Battle at the Bullring Night 1 A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Will Krup (USRA Modifieds) | 4th | - | 7th | - |
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| 3/26/2021 | Humboldt Speedway - Humboldt, KS King Of America $5,000 to win + Battle Qualifying A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 3rd | - | 5th | - |
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| 3/27/2021 | Humboldt Speedway - Humboldt, KS King Of America $20,000 to win, Battle at the Bullring $10,00 to win A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 5th | - | 3rd | 20th |
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| 4/2/2021 | Hamilton County Speedway - Webster City, IA USMTS Spring Challenge A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 10th | - | 8th | - |
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| 4/3/2021 | Hamilton County Speedway - Webster City, IA USMTS Spring Challenge A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 4th | - | 2nd | 24th (DNF) |
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| 4/16/2021 | Tri City Speedway - Granite City, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 4/17/2021 | I-55 Federated Auto Parts Raceway Park - Pevely, MO Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 1st |
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| 5/1/2021 | Fairbury Speedway - Fairbury, IL FALS Cup Opening Night DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 3rd |
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| 5/14/2021 | Lakeside Speedway - Kansas City, KS USMTS A Modifieds: USMTS - United States Modified Touring Series Midwest Modifieds, USRA B-Mods, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 3rd | - | 15th | - |
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| 5/15/2021 | Tri-State Speedway - Pocola, OK 7th Annual USMTS Driver4JRT.com Juggernaut - $10k to win! A Modifieds: USMTS - United States Modified Touring Series Pure Stock, USRA B-Mods, USRA Factory Stocks | Results | | Will Krup (A Modifieds) | 1st | - | - | 16th |
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| 5/21/2021 | Tri City Speedway - Granite City, IL 360 Sprints - Winged: ASCS National with ASCS Warrior Region DIRTcar UMP Modifieds, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 20th |
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| 5/25/2021 | Tri City Speedway - Granite City, IL Castrol FloRacing Late Model Night in America $10,000 with UMP Mods $1,500 Dirt Super Late Models: FloRacing Night in America DIRTcar Late Models, DIRTcar UMP Modifieds, CRUSA Dirt Late Models | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 5/28/2021 | Rapid Speedway - Rock Rapids, IA 13th Annual USMTS Rapid Rumble A Modifieds: USMTS - United States Modified Touring Series DIRTcar Sportsmans, USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 2nd | - | - | 6th |
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| 5/29/2021 | Deer Creek Speedway - Spring Valley, MN 18th Annual USMTS Southern MN Spring Challenge A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Stock Cars, WISSOTA Midwest Mods | Results | | Will Krup (A Modifieds) | 7th | - | 10th | 29th |
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| 5/30/2021 | Winneshiek Raceway - Decorah, IA 13th Annual USMTS Nordic Nationals A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Hobby Stocks, USRA Stock Cars | Results | | Will Krup (A Modifieds) | 9th (DNF) | - | 8th | 21st |
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| 6/4/2021 | Park Jefferson International Speedway - Jefferson, SD $10,000 to win USMTS Challenge plus Stocks, Sp Mods, Hobbies A Modifieds: USMTS - United States Modified Touring Series B Modifieds, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Will Krup (A Modifieds) | 4th | - | 3rd | 22nd |
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| 6/5/2021 | Hamilton County Speedway - Webster City, IA USMTS $10,000-to-Win A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Will Krup (A Modifieds) | 7th (DNF) | - | DNS | - |
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| 6/25/2021 | 411 Motor Speedway - Seymour, TN The 10th Annual JT Kerr Memorial - Day 1 Sportsmans, A Modifieds, Street Stocks, Vintage Modifieds, Economy Late Models, Dirt Crate Late Models | Results | | Will Krup (A Modifieds) | - | - | - | 13th |
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| 6/26/2021 | 411 Motor Speedway - Seymour, TN The 10th Annual JT Kerr Memorial - Day 2 Hobby Stocks, Sportsmans, A Modifieds, Economy Late Models, Asphalt Mini Stock, Dirt Crate Late Models | Results | | Will Krup (A Modifieds) | - | - | - | 1st |
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| 7/7/2021 | Spoon River Speedway - Canton, IL DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | - | 12th |
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| 7/17/2021 | I-55 Federated Auto Parts Raceway Park - Pevely, MO Fan Appreciation & Kids Night DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 1st |
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| 7/18/2021 | Terre Haute Action Track - Terre Haute, IN Vigo County Fair with American Modified Series and Indiana super stocks DIRTcar UMP Modifieds: DIRTcar Modified Nationals with Summit American Modified Series Super Stocks | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 7/23/2021 | Tri City Speedway - Granite City, IL "Russ Wallace Memorial" Summer Nationals Race #2 UMP LM $10,000,UMP Mod $1,500 & BMods $1,000 DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 8th |
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| 7/30/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Will Krup (DIRTcar UMP Modifieds) | 13th | - | - | - |
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| 7/31/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Late Models | Results | | Will Krup (DIRTcar UMP Modifieds) | 13th | - | 21st | - |
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| 8/1/2021 | Circle City Raceway - Indianapolis, IN HARF NIGHT-Heart of America Super Late Model Series, Renegades of Dirt Modifieds, Superstocks, Fords DIRTcar UMP Modifieds: Renegades of Dirt Modified Tour Dirt Super Late Models, Stock Cars, Crown Vic | Results | | Will Krup (DIRTcar UMP Modifieds) | 6th | - | - | 5th |
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| 8/14/2021 | I-55 Federated Auto Parts Raceway Park - Pevely, MO DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 2nd |
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| 8/18/2021 | Butler Speedway - Quincy, MI DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 8/19/2021 | I-96 Speedway - Lake Odessa, MI Summer Nationals Hell Tour | Cyber Stocks $500 To Win - $100 To Start DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Sport Compact | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 3rd |
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| 8/20/2021 | Cedar Ridge Speedway - Morgantown, KY $1,500 to win $200 to start DIRTcar UMP Modifieds: Summit American Modified Series | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 8/21/2021 | Cedar Ridge Speedway - Morgantown, KY $3,000 to win $200 to start DIRTcar UMP Modifieds: Summit American Modified Series | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 14th |
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| 8/27/2021 | Tri City Speedway - Granite City, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | - | 5th |
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| 8/28/2021 | Charleston Speedway - Charleston, IL Leaf Tree Service presents The .38 SPECIAL for UMP MODIFIEDS!! DIRTcar UMP Modifieds, DIRTcar Factory Stock, Hornets | Results | | Will Krup (DIRTcar UMP Modifieds) | 2nd | - | - | 1st |
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| 9/2/2021 | Farmer City Raceway - Farmer City, IL $1500 to win $200 to start DIRTcar UMP Modifieds: Summit American Modified Series Dirt Late Models | Results | | Will Krup (DIRTcar UMP Modifieds) | 3rd | - | - | 8th |
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| 9/3/2021 | Farmer City Raceway - Farmer City, IL $2500 to win $200 to start DIRTcar UMP Modifieds: Summit American Modified Series Street Stocks, Dirt Late Models, Pro Late Model | Results | | Will Krup (DIRTcar UMP Modifieds) | - | - | - | - |
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| 9/4/2021 | Fairbury Speedway - Fairbury, IL $10,000 to win $500 to start DIRTcar UMP Modifieds: Summit American Modified Series DIRTcar Late Models | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 20th (DNF) |
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| 9/5/2021 | Brownstown Bullring - Brownstown, IL $5000 to win $250 to start DIRTcar UMP Modifieds: Summit American Modified Series | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 9/23/2021 | Tri City Speedway - Granite City, IL 17th Annual Summit Modified Mania with Twin Mod Features $2000 to win each and UMP LM $3000 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | - |
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| 9/24/2021 | Tri City Speedway - Granite City, IL 17th Annual Summit Modified Mania with Twin Mod Features $2000 to win each and UMP LM $3000 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 1st | - | - | 3rd |
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| 9/25/2021 | Tri City Speedway - Granite City, IL 17th Annual Summit Mod Mania $5000/$500 $1K Non-Q race, LM $3000 & BMods $1000 (start 1 hr early) DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Will Krup (DIRTcar UMP Modifieds) | 7th | - | - | 24th |
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| 12/3/2021 | The Dome at America's Center - St. Louis, MO Castrol Gateway Dirt Nationals Midgets, Dirt Super Late Models, A Modifieds | Results | | Will Krup (A Modifieds) | - | - | - | - |
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| 12/4/2021 | The Dome at America's Center - St. Louis, MO Midgets, Dirt Super Late Models, A Modifieds | Results | | Will Krup (A Modifieds) | - | - | - | - |
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