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| 6/6/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #6 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Schill (Super Stocks) | 7th | - | - | 5th |
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| 6/20/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #7 & Kids Night Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Super Stocks | Results | | Jason Schill (Super Stocks) | 1st | - | - | 25th |
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| 7/11/2020 | Cedar Lake Speedway - New Richmond, WI NASCAAR Dash Race #9 DIRTcar UMP Modifieds, A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jason Schill (Super Stocks) | 7th | - | 6th | - |
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| 7/24/2020 | Gondik Law Speedway - Superior, WI Fair Week-Night #2/Fast Lane Motorsports Northland Super Stock Series WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Hornet | Results | | Jason Schill (WISSOTA Midwest Mods) | 3rd | - | - | 7th |
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| 8/1/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #12 A Modifieds, Midwest Modifieds, Super Stocks, USRA Late Models | Results | | Jason Schill (Midwest Modifieds) | 6th | - | 10th | - |
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| 8/15/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #13 A Modifieds, Midwest Modifieds, 600cc Modifieds, Super Stocks, USRA Modifieds, USRA Late Models | Results | | Jason Schill (Midwest Modifieds) | 5th | - | - | 20th |
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| 8/22/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #14 & Season Championship 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series DIRTcar UMP Modifieds, A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds, USRA Late Models | Results | | Jason Schill (Midwest Modifieds) | 4th | - | - | 24th |
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| 8/28/2020 | Cedar Lake Speedway - New Richmond, WI 3rd Annual Traditional Sprint Car Challenge Day 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers Midwest Modifieds, 305 Sprints - Non-Winged, Vintage Full Body Stock Cars | Results | | Jason Schill (Midwest Modifieds) | 2nd | - | - | 28th (DNF) |
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| 8/29/2020 | Cedar Lake Speedway - New Richmond, WI 3rd Annual Traditional Sprint Car Challenge Day 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Vintage Modifieds: Northern Vintage Stockcar Racers 305 Sprints - Non-Winged, Vintage Full Body Stock Cars, Super Stocks | Results | | Jason Schill (Super Stocks) | 5th | - | - | 7th |
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| 9/5/2020 | Rice Lake Speedway - Rice Lake, WI Labor Day Special , Five Classes USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Schill (WISSOTA Super Stock) | 3rd | - | - | 19th (DNF) |
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| 9/10/2020 | Mississippi Thunder Speedway - Fountain City, WI 9th Annual Modified Nationals Presented by Dahl Chevy/GMC USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Jason Schill (USRA B-Mods) | 8th | - | 19th (DNF) | - |
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| 9/11/2020 | Mississippi Thunder Speedway - Fountain City, WI 9th Annual Modified Nationals Presented by Dahl Chevy/GMC USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Jason Schill (USRA B-Mods) | 10th | - | 10th | - |
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| 9/12/2020 | Mississippi Thunder Speedway - Fountain City, WI 9th Annual Modified Nationals Presented by Dahl Chevy/GMC USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Jason Schill (USRA B-Mods) | 10th | - | 9th | - |
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| 9/17/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 1 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Jason Schill (Midwest Modifieds) | - | - | - | 8th |
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| 9/18/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 2 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Jason Schill (Midwest Modifieds) | - | - | - | - |
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| 9/19/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 3 Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Street Stocks, Dirt Late Models, 305 Sprints - Non-Winged, Pony Stock, Super Stocks, Pure Stock, USRA Modifieds, USRA Late Models, WISSOTA Midwest Mods | Results | | Jason Schill (Midwest Modifieds) | - | - | 6th | - |
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| 9/25/2020 | Eagle Valley Speedway - Jim Falls, WI Jim Town Showdown Hornets, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Schill (WISSOTA Super Stock) | 4th | - | - | 7th |
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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 | | Jason Schill (WISSOTA Super Stock) | 6th | - | - | - |
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| 10/10/2020 | 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 | | Jason Schill (WISSOTA Super Stock) | - | - | 5th | - |
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