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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 | | Jay Will (WISSOTA Midwest Mods) | 4th | - | - | 18th (DNF) |
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| 6/14/2020 | Sheridan Speedway - Sheridan, WY Alpine Climate Control presents Mod 4 Special Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 4th | - | - | 13th |
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| 6/21/2020 | Sheridan Speedway - Sheridan, WY Powder River Power of Sheridan present Race Night at Sheridan Speedway Quarter Midgets, Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 6th (DNF) | - | - | 10th (DNF) |
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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 | | Jay Will (WISSOTA Midwest Mods) | DNS | - | - | DNS |
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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 | | Jay Will (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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| 7/26/2020 | Sheridan Speedway - Sheridan, WY A-Line Roofing & Exteriors presents Speed Night Quarter Midgets, Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 2nd | - | - | 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 | | Jay Will (WISSOTA Midwest Mods) | 3rd | - | - | 5th |
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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 | | Jay Will (WISSOTA Midwest Mods) | 2nd | - | - | 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 | | Jay Will (WISSOTA Midwest Mods) | 3rd | - | - | 3rd |
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| 8/23/2020 | Sheridan Speedway - Sheridan, WY Sheridan Community Federal Credit Union present Weekly Races Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 1st | - | - | 12th (DNF) |
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| 9/6/2020 | Gillette Thunder Speedway - Gillette, WY 20th Annual East/West Clash Championship Night IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 4th | - | - | 16th |
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| 9/18/2020 | Sheridan Speedway - Sheridan, WY I 90 Challenge sponsored by First Northern Bank of Wyoming & Rocky Mountain Ambulance LLC Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 2nd | - | - | 5th |
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| 9/19/2020 | Sheridan Speedway - Sheridan, WY I 90 Challenge sponsored by First Northern Bank of Wyoming & Rocky Mountain Ambulance LLC Quarter Midgets, Dirt Mini Trucks, IMCA Modified, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Jay Will (WISSOTA Midwest Mods) | 1st | - | - | 5th |
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| 10/9/2020 | Ogilvie Raceway - Ogilvie, MN 17th Annual MTH Fall Classic presented by FYE Motorsports Dirt Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jay Will (WISSOTA Midwest Mods) | - | - | - | - |
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