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| 5/15/2020 | Casper Speedway - Casper, WY Season Opener Hobby Stocks, Stock Cars, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 7th | - | - | 4th |
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| 5/17/2020 | Sheridan Speedway - Sheridan, WY SEASON OPENER!! Quarter Midgets, Dirt Mini Trucks, Dwarf, Junior Honda, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Michael Oakley (Dwarf) | 5th | - | - | 5th |
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| 5/22/2020 | Casper Speedway - Casper, WY Mini Stock Special Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 5th | - | - | 4th |
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| 5/29/2020 | Casper Speedway - Casper, WY Regular Race Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 4th | - | - | 5th |
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| 6/5/2020 | Casper Speedway - Casper, WY WISSOTA Mod Four Special Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 2nd | - | - | 7th |
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| 6/12/2020 | Casper Speedway - Casper, WY Dwarf Special Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 3rd | - | - | 7th |
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| 6/13/2020 | Sheridan Speedway - Sheridan, WY Let's go Racing!! 360 Sprints - Winged, Dwarf, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Michael Oakley (Dwarf) | 4th | - | - | 3rd |
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| 6/26/2020 | Casper Speedway - Casper, WY Regular Race Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 4th | - | - | 4th |
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| 7/3/2020 | Casper Speedway - Casper, WY O'Reilly A Mod Special Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 2nd | - | - | 5th |
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| 7/4/2020 | Casper Speedway - Casper, WY July 4th Celebration / A Mod Special Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 2nd | - | - | 4th |
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| 7/17/2020 | Casper Speedway - Casper, WY Christmas in July Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 2nd | - | - | 4th |
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| 7/19/2020 | Sheridan Speedway - Sheridan, WY C&B Operations present First night of July races Quarter Midgets, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Michael Oakley (Dwarf) | 3rd | - | - | 3rd |
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| 7/24/2020 | Casper Speedway - Casper, WY Regular Race Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 5th | - | - | 4th |
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| 7/31/2020 | Casper Speedway - Casper, WY Regular Race Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 2nd | - | - | 8th (DNF) |
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| 8/7/2020 | Casper Speedway - Casper, WY McDonald's WISSOTA Midwest Modified Special Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 4th | - | - | 4th |
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| 8/14/2020 | Casper Speedway - Casper, WY Regular Race Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Dirt 4 cyl Modifieds, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 2nd | - | - | 4th |
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| 8/16/2020 | Sheridan Speedway - Sheridan, WY Excalibur Construction Inc. presents A Night at the Races Quarter Midgets, Dwarf, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Michael Oakley (Dwarf) | 3rd | - | - | 3rd |
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| 8/21/2020 | Casper Speedway - Casper, WY RMHT Special - Hobby Stocks, Stock Cars, Vintage Modifieds, Dwarf, Pure Stock, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four | Results | | Michael Oakley (Dwarf) | 5th | - | - | 5th (DNF) |
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