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| 4/3/2021 | Slinger Super Speedway - Slinger, WI 2020 Awards Banquet/ 2021 Registration Asphalt Late Models, Asphalt Super Late Models, Asphalt Mini Stocks, Sportsmans, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Sport Mods, Asphalt Figure 8 Stock Cars, Asphalt Sport Trucks, Sport Compact, Outlaw Hobby Stocks, Honda Challenge, Figure 8 - FWD-Open | Results | | Michael Guderski (Pro Legends) | - | - | - | - |
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| 5/15/2021 | Dells Raceway Park - Wisconsin Dells, WI Full Program-Weekly Racing Divisions 6pm Asphalt Late Models, Bandits, Pro Legends, Asphalt Sportsman Late Models | Results | | Michael Guderski (Pro Legends) | 4th | - | - | 9th |
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| 5/22/2021 | Dells Raceway Park - Wisconsin Dells, WI Southern Aprons Challenge Night-Tribute to Johnny Ziegler-Full Program of Racing 6pm Asphalt Late Models, Midwest Modifieds, Pro Legends, Asphalt Pure Stocks | Results | | Michael Guderski (Pro Legends) | 7th | - | - | 13th |
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| 5/29/2021 | Dells Raceway Park - Wisconsin Dells, WI Lyle Nabbefeldt 55 Tribute Night-CWRA Super Late Models 6pm Stock Cars, Bandits, Young Guns, Pro Legends, Asphalt Sportsman Late Models, Generic 1 | Results | | Michael Guderski (Pro Legends) | 1st | - | 1st | 14th |
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| 5/30/2021 | Slinger Super Speedway - Slinger, WI EH Wolf & Sons FIREWORKS!! Asphalt Super Late Models, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Sport Compact, Honda Challenge | Results | | Michael Guderski (Pro Legends) | 5th | - | 3rd | 10th |
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| 6/12/2021 | Dells Raceway Park - Wisconsin Dells, WI Gandrud Chevrolet 50-Weekly Racing Divisions 6pm Asphalt Late Models, Bandits, Pro Legends, Asphalt Sportsman Late Models | Results | | Michael Guderski (Pro Legends) | 4th | - | - | 8th |
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| 6/13/2021 | Slinger Super Speedway - Slinger, WI Keith’s Marina/Chix 4 A Cause Race Against Cancer Asphalt Late Models, Asphalt Super Late Models, Sportsmans, Outlaws, Pro Legends, Asphalt Figure 8 Stock Cars, Honda Challenge | Results | | Michael Guderski (Pro Legends) | 9th | - | - | 7th |
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| 6/26/2021 | Dells Raceway Park - Wisconsin Dells, WI Trickle 99 Alive for 5 Race #3 6pm Plus Fireworks! Asphalt Super Late Models, Pro Legends, Asphalt Sport Mods | Rain Out |
| 7/11/2021 | Slinger Super Speedway - Slinger, WI Small Car Nationals Asphalt Mini Stocks, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Sport Trucks, Muscle Car, Sport Compact, Honda Challenge, Figure 8 - FWD-Open | Results | | Michael Guderski (Pro Legends) | 9th | - | - | 3rd |
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| 7/17/2021 | Dells Raceway Park - Wisconsin Dells, WI O'Reilly's Auto Parts 50-CWRA Super Late Models 6pm Stock Cars, Bandits, Young Guns, Pro Legends, Asphalt Sport Mods | Results | | Michael Guderski (Pro Legends) | - | 5th | - | 9th |
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| 7/31/2021 | Dells Raceway Park - Wisconsin Dells, WI Assembly Products Shootout $5000 to Win Late Models, INEX Legend Regionals-C.O.P.S. & Sportsman 6pm Asphalt Late Models, Pro Legends, Asphalt Sportsman Late Models | Results | | Michael Guderski (Pro Legends) | - | 4th | - | - |
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| 8/7/2021 | Dells Raceway Park - Wisconsin Dells, WI Weaver Auto Value Late Model 50-Racing 6PM Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Generic 1 | Rain Out |
| 8/21/2021 | Dells Raceway Park - Wisconsin Dells, WI SIX08 Graphics Late Model 50-5 Divisions of Racing 6pm Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Junior 2 Animal Asphalt Karting | Results | | Michael Guderski (Pro Legends) | 6th | - | - | 7th |
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| 8/22/2021 | Slinger Super Speedway - Slinger, WI Memorial Go-Kart Tribute Night Asphalt Late Models, Pro Legends, Asphalt Street Stocks, Sport Compact, Figure 8 - FWD-Open | Results | | Michael Guderski (Pro Legends) | 5th | - | - | 5th |
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| 9/11/2021 | Dells Raceway Park - Wisconsin Dells, WI Kalahari Resorts 2021 Season Championship Night Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Asphalt Sportsman Late Models | Results | | Michael Guderski (Pro Legends) | - | 6th | - | 5th |
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| 9/12/2021 | Slinger Super Speedway - Slinger, WI Championship Sunday Asphalt Late Models, Asphalt Mini Stocks, Outlaws, Pro Legends, Asphalt 4-Cylinders, Asphalt Figure 8 Stock Cars, Muscle Car | Results | | Michael Guderski (Pro Legends) | 1st | - | - | - |
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| 9/24/2021 | Dells Raceway Park - Wisconsin Dells, WI Midwest Championship Weekend Friday Dave Rottiger Memorial Asphalt Late Models, Stock Cars, Midwest Modifieds, Bandits, Pro Legends, Asphalt Sportsman Late Models | Rain Out |
| 9/25/2021 | Dells Raceway Park - Wisconsin Dells, WI Midwest Championship Weekend Saturday Presented by DRM Companies Asphalt Late Models, Stock Cars, Midwest Modifieds, Bandits, Pro Legends, Asphalt Pure Stocks | Results | | Michael Guderski (Pro Legends) | - | - | - | 4th |
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| 12/11/2021 | Dells Raceway Park - Wisconsin Dells, WI DRP Season Championship Banquet Chula Vista Resort 5pm Asphalt Late Models, Midwest Modifieds, Bandits, Pro Legends, Asphalt Sportsman Late Models, Asphalt Pure Stocks, Train Racing, Generic 1 | Results | | Michael Guderski (Pro Legends) | - | - | - | - |
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