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| 3/12/2020 | Humboldt Speedway - Humboldt, KS Qualifying for Battle@theBullring Complete Modified Show B Modifieds, USRA B-Mods, USRA Modifieds | Rain Out |
| 5/1/2020 | Mississippi Thunder Speedway - Fountain City, WI Weekly Racing Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Mike Boston (USRA Modifieds) | 4th | - | - | 20th |
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| 5/15/2020 | Cedar Lake Speedway - New Richmond, WI School Bus Race Night!! 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Midwest Modifieds, 305 Sprints - Non-Winged | Results | | Mike Boston (Midwest Modifieds) | 4th | - | - | 22nd |
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| 5/21/2020 | Gondik Law Speedway - Superior, WI 15th Annual Wehrs Machine Minnesota Modified Nationals driven by Boston Trucking-Night #1 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 8th | - | - | 18th |
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| 5/22/2020 | Gondik Law Speedway - Superior, WI 15th Annual Wehrs Machine Minnesota Modified Nationals driven by Boston Trucking-Night #2 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 4th | - | - | 23rd (DNF) |
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| 5/29/2020 | Gondik Law Speedway - Superior, WI Rescheduled 59th Season Opener USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 6th | - | - | 14th |
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| 5/30/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #5 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Modifieds | Results | | Mike Boston (Midwest Modifieds) | 3rd | - | - | 24th |
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| 6/12/2020 | Gondik Law Speedway - Superior, WI Friday Night at the Races DIRTcar UMP Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 7th | - | - | 16th (DNF) |
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| 7/2/2020 | Gondik Law Speedway - Superior, WI 4th Annual Great Lakes Border Battle fueled by Superior Fuel-Night #1 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 9th | - | 7th | - |
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| 7/3/2020 | Gondik Law Speedway - Superior, WI 4th Annual Great Lakes Border Battle fueled by Superior Fuel-Night #2 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 8th | - | 7th | - |
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| 7/4/2020 | Gondik Law Speedway - Superior, WI 4th Annual Great Lakes Border Battle fueled by Superior Fuel-Night #3 USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 2nd | - | - | 16th |
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| 7/11/2020 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with Fireworks Spectacular USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 5th | - | - | 20th (DNF) |
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| 7/21/2020 | Ogilvie Raceway - Ogilvie, MN School Bus Races with Street Stock Tour Special WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Mike Boston (WISSOTA Midwest Mods) | 4th | - | - | 14th |
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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 | | Mike Boston (WISSOTA Midwest Mods) | 9th | - | - | 12th |
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| 7/25/2020 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout with Mod Four Spotlight USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 4th | - | - | 12th |
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| 8/22/2020 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Mike Boston (WISSOTA Midwest Mods) | 7th | - | - | 18th (DNF) |
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| 9/11/2020 | Gondik Law Speedway - Superior, WI Northern Nationals WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Mike Boston (WISSOTA Modifieds) | 8th | - | 7th | - |
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| 9/12/2020 | Gondik Law Speedway - Superior, WI Northern Nationals WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Mike Boston (WISSOTA Modifieds) | 9th | - | - | 19th |
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| 9/17/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 1 Limited Sprints - Winged: UMSS Winged 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 | | Mike Boston (A Modifieds) | - | - | - | - |
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| 9/18/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 2 Limited Sprints - Winged: UMSS Winged 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 | | Mike Boston (A Modifieds) | - | - | - | - |
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| 9/19/2020 | Cedar Lake Speedway - New Richmond, WI 15th Annual Legendary 100 Day 3 Limited Sprints - Winged: UMSS Winged 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 | | Mike Boston (A Modifieds) | - | - | 6th | - |
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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 | | Mike Boston (WISSOTA Modifieds) | - | - | - | - |
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