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| 4/17/2021 | Thunderbird Raceway - Muskegon, MI Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 7th | - | 1st | 8th |
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| 4/23/2021 | I-96 Speedway - Lake Odessa, MI Non Wing Challenge Night 1 DIRTcar Late Models, B Modifieds, Street Stocks, 410 Sprints - Non-Winged, Sport Compact | Results | | Dillon Gentry (B Modifieds) | 10th | - | - | 6th |
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| 4/30/2021 | I-96 Speedway - Lake Odessa, MI Non Wing Challenge Night 2 DIRTcar Late Models, B Modifieds, Street Stocks, 410 Sprints - Non-Winged, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (B Modifieds) | 5th | - | - | 2nd |
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| 5/1/2021 | Thunderbird Raceway - Muskegon, MI Full Show Plus $400 to win Cyber Stocks Presented by RC Machine Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 1st | - | - | 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 | | Dillon Gentry (IMCA Modified) | 6th (DNF) | - | - | 11th |
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| 5/8/2021 | Thunderbird Raceway - Muskegon, MI Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 5th | - | - | 16th |
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| 5/12/2021 | Crystal Motor Speedway - Crystal, MI Eastern IMCA Allstars - IMCA Modifieds, IMCA Stock Cars, and Cyber Stock Hobby Stocks, A Modifieds, Sport Compact, IMCA Stock Car | Results | | Dillon Gentry (A Modifieds) | 5th | - | - | 13th |
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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 | | Dillon Gentry (IMCA Modified) | 3rd | - | - | 6th |
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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 | | Dillon Gentry (A Modifieds) | DNS | - | 11th | - |
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| 5/15/2021 | Thunderbird Raceway - Muskegon, MI IMCA Modifieds $1000 to win presented by Deb's Cafe & Full Show Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | - | - | - | - |
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| 5/21/2021 | I-96 Speedway - Lake Odessa, MI IMCA Modified Challenge Night DIRTcar Late Models, B Modifieds, Street Stocks, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (B Modifieds) | 2nd | - | - | 9th |
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| 5/22/2021 | Thunderbird Raceway - Muskegon, MI Allstar Performance Street Stock Challenge $750 to win & Full Show Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Pro Late Model, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 2nd | - | - | 10th |
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| 6/23/2021 | Thunderbird Raceway - Muskegon, MI Eastern IMCA Allstars IMCA Modified: Eastern IMCA Allstars A Modifieds, Sport Compact, IMCA Stock Car, DIRTcar Pro Stock | Results | | Dillon Gentry (Sport Compact) | DNS | - | 13th (DNF) | - |
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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 | | Dillon Gentry (Asphalt Mini Stocks) | 7th | - | - | 8th |
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| 7/9/2021 | I-96 Speedway - Lake Odessa, MI Autograph Night DIRTcar Late Models, B Modifieds, Street Stocks, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (Sport Compact) | 5th | - | - | 5th |
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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 | | Dillon Gentry (Sport Compact) | 6th | - | - | 7th |
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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 | | Dillon Gentry (Sport Compact) | 3rd | - | - | 2nd |
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