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| 5/15/2021 | Crystal Motor Speedway - Crystal, MI Relay for Life Fundraiser and Veterans Day - Free admission with ID Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 7th | - | 5th | - |
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| 5/22/2021 | Crystal Motor Speedway - Crystal, MI Full Show Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 7th (DNF) | - | - | 15th (DNF) |
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| 5/29/2021 | Crystal Motor Speedway - Crystal, MI 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Dirt Pro Trucks, Mini Outlaws, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 1st | - | - | 16th |
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| 5/30/2021 | Crystal Motor Speedway - Crystal, MI 410 Sprints - Non-Winged: Great Lakes Traditional Sprints Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Dirt Pro Trucks, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 7th (DNF) | - | - | 13th (DNF) |
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| 6/5/2021 | Crystal Motor Speedway - Crystal, MI IMCA Challenge - $1252 to Win Sponsored by Lane Automotive-Allstar Performance Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 2nd | - | - | 19th (DNF) |
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| 6/12/2021 | Crystal Motor Speedway - Crystal, MI Lightning Sprints: Great Lakes Lightning Sprints Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Dirt Pro Trucks, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | - | - | - | - |
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| 6/19/2021 | Crystal Motor Speedway - Crystal, MI Full Show - Sponsored by Carson City Lumber Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Dirt Pro Trucks, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 8th | - | DNS | - |
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| 7/3/2021 | Crystal Motor Speedway - Crystal, MI 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 8th | - | 3rd | 16th (DNF) |
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| 7/10/2021 | Crystal Motor Speedway - Crystal, MI S.O.D. Sprints - NO PRO STOCKS Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Dirt Pro Trucks, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 9th | - | - | 10th |
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| 7/17/2021 | Crystal Motor Speedway - Crystal, MI YES 2 KIDS - Autographs from 6:00-7:00 p.m. Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 4th | - | - | 16th |
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| 8/21/2021 | Crystal Motor Speedway - Crystal, MI Full Show Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 9th | - | - | DNS |
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| 9/5/2021 | Crystal Motor Speedway - Crystal, MI Outlaw Late Models & Open Modifieds Dirt Super Late Models, Hobby Stocks, B Modifieds, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Lightning Sprints, Dirt Pro Trucks, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 6th | - | 7th | - |
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| 9/18/2021 | Crystal Motor Speedway - Crystal, MI Great Lakes Nationals 410 Sprints - Non-Winged: Great Lakes Traditional Sprints Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Junior 1 Lites Dirt Karts, Dirt Pro Trucks, Mini Wedge, Sport Compact | Results | | Montana Bupp (Dirt Late Models) | 8th | - | - | 15th |
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