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| 4/2/2021 | Winston Speedway - Rothbury, MI Player Hater Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 7th (DNF) | - | - | DNS |
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| 4/16/2021 | Winston Speedway - Rothbury, MI Opening Night Full Show Plus Glamour Car Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th | - | - | 5th |
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| 4/23/2021 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | DNS | - | - | 10th |
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| 4/30/2021 | Winston Speedway - Rothbury, MI Full Show DIRTcar Sport Compact, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (DIRTcar Sport Compact) | 8th | - | - | - |
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| 5/7/2021 | Winston Speedway - Rothbury, MI Fan Appreciation Night $5.00 Grandstands (General Admission) Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th (DNF) | - | - | 6th |
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| 5/14/2021 | Winston Speedway - Rothbury, MI IMCA Fast Shaft $1000.00 to win and Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th (DNF) | - | - | 7th |
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| 5/21/2021 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 4th | - | - | 6th |
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| 5/28/2021 | Winston Speedway - Rothbury, MI Warrior $400 to WIN special and Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th | - | - | 5th |
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| 6/4/2021 | Winston Speedway - Rothbury, MI Kids Night Plus Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th | - | - | 12th |
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| 6/5/2021 | Thunderbird Raceway - Muskegon, MI Midwest Dirt $500 to Win & Full Show Sport Compact: Midwest Compact Touring Series Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws | Results | | Trevor Chesebro (Sport Compact) | 4th | - | 2nd | - |
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| 6/11/2021 | Winston Speedway - Rothbury, MI Cyber Stocks $500 to WIN and Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 4th | - | - | 5th |
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| 6/18/2021 | Winston Speedway - Rothbury, MI Mid Season Championships Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 6th | - | - | 9th |
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| 7/2/2021 | Winston Speedway - Rothbury, MI James Traxler Memorial $2100 to WIN for Street Stocks Full Show with Fireworks Asphalt Mini Stocks, Stock Cars, Sportsmans, B Modifieds, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (DIRTcar Sport Compact) | - | - | - | - | | Trevor Chesebro (Asphalt Mini Stocks) | 8th | - | - | DNS |
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| 7/9/2021 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 2nd | - | - | 5th |
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| 7/16/2021 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 6th | - | - | 16th (DNF) |
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| 7/23/2021 | Winston Speedway - Rothbury, MI IMCA Fast Shaft $1000 to win and Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | DNS | - | - | DNS |
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| 7/30/2021 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th | - | - | 13th |
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| 8/13/2021 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 5th | - | - | 9th |
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| 8/14/2021 | Thunderbird Raceway - Muskegon, MI 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Trevor Chesebro (Sport Compact) | 7th | - | - | 23rd (DNF) |
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| 8/20/2021 | Winston Speedway - Rothbury, MI Lightning Sprints: Great Lakes Lightning Sprints Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 4th | - | - | 11th |
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| 8/27/2021 | Winston Speedway - Rothbury, MI ALMS Late models plus show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, Lightning Sprints, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 7th | - | - | 9th |
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| 9/3/2021 | Winston Speedway - Rothbury, MI Season Championship DIRTcar Late Models, Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, Lightning Sprints, Mini Wedge, IMCA Modified | Results | | Trevor Chesebro (Asphalt Mini Stocks) | 4th | - | - | 8th |
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| 9/5/2021 | Thunderbird Raceway - Muskegon, MI Midwest Dirt Series - Enduro Stock Cars, Hornets, Enduro, Mini Wedge, Mini Outlaws | Results | | Trevor Chesebro (Hornets) | 5th | - | - | 20th (DNF) |
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| 9/10/2021 | Thunderbird Raceway - Muskegon, MI Rolling Thunder Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Enduro, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Trevor Chesebro (Sport Compact) | 5th | - | 7th (DNF) | - |
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| 10/8/2021 | I-96 Speedway - Lake Odessa, MI Roll The Dice II - Night 1 410 Sprints - Non-Winged: Great Lakes Traditional Sprints with BOSS Buckeye Outlaw Sprint Series B Modifieds, Street Stocks, Mini Wedge, Mini Outlaws, Sport Compact | Rain Out |