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| 6/12/2020 | Winston Speedway - Rothbury, MI Full show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 3rd | - | - | 9th |
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| 6/19/2020 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 3rd | - | - | 6th |
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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 | | Kaiden Pickard (Mini Outlaws) | 5th | - | - | 5th |
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| 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 | | Kaiden Pickard (Mini Outlaws) | 6th | - | - | 3rd |
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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 | | Kaiden Pickard (Hornets) | 3rd | - | - | 5th |
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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 | | Kaiden Pickard (Mini Outlaws) | 5th | - | - | - |
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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 | | Kaiden Pickard (Mini Outlaws) | 6th | - | - | - |
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| 7/17/2020 | Winston Speedway - Rothbury, MI Full show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | DNS | - | - | 9th |
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| 7/24/2020 | Winston Speedway - Rothbury, MI Full Show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 6th (DNF) | - | - | - |
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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 | | Kaiden Pickard (Mini Outlaws) | 4th | - | - | - |
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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 | | Kaiden Pickard (Mini Outlaws) | 5th | - | - | - |
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| 8/7/2020 | Winston Speedway - Rothbury, MI Full show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 4th | - | - | 9th |
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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 | | Kaiden Pickard (Mini Outlaws) | 3rd | - | - | 7th |
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| 8/14/2020 | Winston Speedway - Rothbury, MI Full show Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 2nd | - | - | 2nd |
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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 | | Kaiden Pickard (Mini Outlaws) | 1st | - | - | - |
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| 8/21/2020 | Winston Speedway - Rothbury, MI Roy Kittel Street Stock Memorial Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 1st | - | - | 8th |
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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 | | Kaiden Pickard (Mini Outlaws) | 2nd | - | - | 3rd |
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| 9/4/2020 | Winston Speedway - Rothbury, MI BettenBaker Season Championship Night. Lightning Sprints: Great Lakes Lightning Sprints Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 4th | - | - | 8th |
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| 9/11/2020 | Thunderbird Raceway - Muskegon, MI Rolling Thunder DIRTcar Late Models, Factory Stocks, Stock Cars, A Modifieds, Enduro, Mini Wedge, Mini Outlaws, Sport Compact, Veteran Dwarf, Asphalt Bombers | Results | | Kaiden Pickard (Mini Outlaws) | 5th | DNS | - | 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 | | Kaiden Pickard (Hornets) | 4th (DNF) | - | - | - |
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| 9/26/2020 | Winston Speedway - Rothbury, MI FULL SHOW Asphalt Mini Stocks, Stock Cars, Sportsmans, Street Stocks, Dirt Late Models, Hornets, Mini Wedge, IMCA Modified | Results | | Kaiden Pickard (Hornets) | 5th | - | - | 6th |
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