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| 5/30/2020 | Merritt Speedway - Merritt, MI May 30th - All Classes DIRTcar Late Models, DIRTcar UMP Modifieds, Factory Stocks, Stock Cars, Sportsmans, B Modifieds, Generic 1, Mini Wedge | Results | | Dillon Gentry (B Modifieds) | 3rd | - | - | 4th |
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| 6/12/2020 | I-96 Speedway - Lake Odessa, MI Lane Open Wheel Showdown Presented By MPD Racing, Ti22 Performance, and Allstar Performance 360 Sprints - Winged: GLSS-Great Lakes Super Sprints B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | 5th | - | - | 13th (DNF) |
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| 6/19/2020 | Tri-City Motor Speedway - Auburn, MI Factory Stocks, Sportsmans, A Modifieds, Street Stocks, Dirt Late Models | Results | | Dillon Gentry (A Modifieds) | 3rd | - | - | 16th |
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| 6/20/2020 | Thunderbird Raceway - Muskegon, MI Full Show Plus - $1000 to Win IMCA Mods Presented by Deb's Cafe & Glamour Car Awards DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 4th | - | - | 7th | | Dillon Gentry (Sport Compact) | - | - | - | - |
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| 6/26/2020 | Winston Speedway - Rothbury, MI Full show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Canceled |
| 6/27/2020 | Thunderbird Raceway - Muskegon, MI Full Show Plus -$2000 to win Late Models, $300 to win Warriors DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 3rd | - | - | 11th |
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| 7/2/2020 | Tri-City Motor Speedway - Auburn, MI Independence Celebration 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Lightning Sprints: Great Lakes Lightning Sprints Factory Stocks, A Modifieds | Results | | Dillon Gentry (A Modifieds) | 2nd | - | - | 18th |
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| 7/3/2020 | Winston Speedway - Rothbury, MI Veteran's night Asphalt Mini Stocks, Stock Cars, Sportsmans, B Modifieds, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Dillon Gentry (IMCA Modified) | 8th (DNF) | - | - | 11th |
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| 7/4/2020 | Thunderbird Raceway - Muskegon, MI Full Show Plus - Allstar Performance Street Stock Challenge $750 To Win DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 3rd | - | - | 4th |
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| 7/10/2020 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Dillon Gentry (IMCA Modified) | 9th | - | - | 15th |
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| 7/11/2020 | Thunderbird Raceway - Muskegon, MI Salute to Veterans-Full Show Plus - $1000 to Win IMCA Mods Presented by Allstar Performance DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 5th | - | - | 3rd |
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| 7/17/2020 | Tri-City Motor Speedway - Auburn, MI Factory Stocks, Sportsmans, A Modifieds, Street Stocks, Dirt Late Models, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (A Modifieds) | 6th | - | - | 9th |
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| 7/18/2020 | Thunderbird Raceway - Muskegon, MI Full Show DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 1st | - | - | 4th |
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| 7/24/2020 | Tri-City Motor Speedway - Auburn, MI Late Model Challenge Series | All Classes Factory Stocks, Sportsmans, A Modifieds, Street Stocks, Dirt Late Models, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (A Modifieds) | 5th | - | - | 14th |
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| 7/25/2020 | Thunderbird Raceway - Muskegon, MI Winged Sprints Invade Thunderbird 360 Sprints - Winged: GLSS-Great Lakes Super Sprints Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 6th | - | - | 11th |
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| 7/31/2020 | I-96 Speedway - Lake Odessa, MI Regular Night DIRTcar Late Models, B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | 2nd | - | - | 2nd |
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| 8/1/2020 | Thunderbird Raceway - Muskegon, MI Full Show Plus, LM $2000 to win, 4th Annual Mid Summer Shootout for SS $1000 to Win DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 1st | - | - | 1st |
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| 8/7/2020 | I-96 Speedway - Lake Odessa, MI Regular Night DIRTcar Late Models, B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | 3rd | - | - | 6th |
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| 8/8/2020 | Thunderbird Raceway - Muskegon, MI Full Show Plus - $1000 to Win IMCA Mods Presented by ARP Automotive Racing Products DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 2nd | - | - | 19th |
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| 8/14/2020 | I-96 Speedway - Lake Odessa, MI Regular Night DIRTcar Late Models, B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | DNS | - | - | 16th |
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| 8/15/2020 | Thunderbird Raceway - Muskegon, MI Full Show Plus - Autograph Night-IMCA Mod $1000 to win, Street Stock $750 to win DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Mini Wedge, Mini Outlaws, Sport Compact | Results | | Dillon Gentry (A Modifieds) | 3rd | - | - | 6th |
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| 8/21/2020 | I-96 Speedway - Lake Odessa, MI All Star Circuit Of Champions 360 Sprints - Winged: GLSS-Great Lakes Super Sprints B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | DNS | - | - | DNS |
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| 8/28/2020 | Winston Speedway - Rothbury, MI Mercy Health IMCA Modifieds $1000 to win Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Dillon Gentry (IMCA Modified) | 4th | - | - | 6th |
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| 8/29/2020 | Thunderbird Raceway - Muskegon, MI Championship Night plus Enduro and Siamese Cars DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Enduro, Mini Wedge, Mini Outlaws, Sport Compact, Veteran Dwarf | Results | | Dillon Gentry (A Modifieds) | - | - | - | 5th |
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| 9/4/2020 | I-96 Speedway - Lake Odessa, MI Autograph Night DIRTcar Late Models, B Modifieds, Street Stocks, Hornets, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | 3rd | - | - | 3rd |
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| 9/5/2020 | Thunderbird Raceway - Muskegon, MI Late Model $2000 to win, IMCA Mods $1000 to win Street Stocks $500 to win & Down n Dirty 30 DIRTcar Late Models, Factory Stocks, A Modifieds, Hornets | Results | | Dillon Gentry (A Modifieds) | 7th | - | - | 3rd |
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| 9/9/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Modified, IMCA Stock Car | Results | | Dillon Gentry (IMCA Modified) | 8th | - | - | - |
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| 9/10/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Midwest Modifieds, Vintage Full Body Stock Cars, IMCA Modified, IMCA Stock Car | Results | | Dillon Gentry (IMCA Modified) | 7th | - | 14th | - |
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| 9/11/2020 | Boone Speedway - Boone, IA 2020 IMCA Speedway Motors Super Nationals Fueled by Casey’s Generic 2, IMCA Modified, IMCA Stock Car | Results | | Dillon Gentry (IMCA Modified) | 4th | - | 4th | - |
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| 9/19/2020 | Winston Speedway - Rothbury, MI Rain out features and Full show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Dillon Gentry (IMCA Modified) | 1st | - | - | 6th |
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| 9/25/2020 | I-96 Speedway - Lake Odessa, MI End Of Year Show - Day 1 410 Sprints - Non-Winged: Great Lakes Traditional Sprints with BOSS Buckeye Outlaw Sprint Series DIRTcar Late Models, B Modifieds, Mini Wedge, Mini Outlaws | Results | | Dillon Gentry (B Modifieds) | 11th | - | - | 6th |
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