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| 6/6/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #6 Limited Sprints - Winged: UMSS Winged 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 | | Richard Chasteen (USRA Late Models) | 4th | - | - | DNS |
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| 6/12/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 2 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Richard Chasteen (USRA Late Models) | 8th | - | - | DNS |
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| 6/27/2020 | Ogilvie Raceway - Ogilvie, MN Saturday Night Shootout USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Richard Chasteen (WISSOTA Street Stock) | 5th | - | - | 9th |
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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 | | Richard Chasteen (WISSOTA Street Stock) | 7th | - | - | 7th |
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| 7/24/2020 | I-94 Speedway - Fergus Falls, MN Regular Races-Allstate Peterbilt Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Economy Late Models) | 5th | - | - | 12th |
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| 7/25/2020 | Viking Speedway - Alexandria, MN Regular Race Night - All Classes Running Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 7th | - | - | 9th |
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| 8/1/2020 | Viking Speedway - Alexandria, MN Regular Race Night - All Classes Running Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 8th | - | - | 4th |
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| 8/7/2020 | I-94 Speedway - Fergus Falls, MN Super Stock Special-Dehn Oil Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Super Stock | Results | | Richard Chasteen (Economy Late Models) | 6th | - | - | 8th |
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| 8/15/2020 | Viking Speedway - Alexandria, MN Napa Night - FREE GRAND STAND ADMISSION Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 6th | - | - | 7th (DNF) |
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| 8/21/2020 | I-94 Speedway - Fergus Falls, MN Regular Races- West Bay Leasing Services Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Richard Chasteen (Economy Late Models) | 7th | - | - | 14th (DNF) |
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| 8/22/2020 | Viking Speedway - Alexandria, MN Regular Race Night - All Classes Running Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 5th | - | - | 9th |
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| 8/29/2020 | Viking Speedway - Alexandria, MN Season Championship Night Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 9th | - | - | 9th |
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| 9/5/2020 | Viking Speedway - Alexandria, MN Labor Day Weekend Night #1 - Fallen Lineman Race Dirt Super Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 7th | - | - | 7th |
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| 9/6/2020 | Viking Speedway - Alexandria, MN Labor Day Weekend Night #2 - Fallen Lineman Rain Date Dirt Super Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Dirt Super Late Models) | 7th | - | - | 5th (DNF) |
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| 9/17/2020 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Economy Late Models) | 12th (DNF) | - | - | - |
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| 9/18/2020 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Economy Late Models) | 11th | - | - | - |
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| 9/19/2020 | I-94 Speedway - Fergus Falls, MN The Dick Johanneck King of Dirt Special Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Richard Chasteen (Economy Late Models) | - | - | - | 16th |
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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 | | Richard Chasteen (Dirt Late Models) | - | - | - | - | | Richard Chasteen (WISSOTA Street Stock) | 8th | - | - | - |
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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 | | Richard Chasteen (Dirt Late Models) | 4th | - | - | 9th (DNF) | | Richard Chasteen (WISSOTA Street Stock) | - | - | DNS | - |
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