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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: Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Super Stocks | Results | | Ashley Anderson (A Modifieds) | 6th | - | - | 5th |
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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 | | Ashley Anderson (WISSOTA Modifieds) | 2nd | - | - | 4th |
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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 | | Ashley Anderson (WISSOTA Modifieds) | 1st | - | - | 5th |
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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 | | Ashley Anderson (WISSOTA Modifieds) | 5th | - | 1st | 13th | | Ashley Anderson (WISSOTA Super Stock) | 3rd | - | - | 3rd |
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| 7/10/2020 | Gondik Law Speedway - Superior, WI Red Cedar Speedway Night USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Ashley Anderson (WISSOTA Modifieds) | 1st | - | - | 3rd |
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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 | | Ashley Anderson (A Modifieds) | 2nd | - | - | 5th | | Ashley Anderson (Super Stocks) | 4th | - | 10th | - |
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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 | | Ashley Anderson (A Modifieds) | 1st | - | - | 1st |
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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 | | Ashley Anderson (A Modifieds) | 6th | - | - | 6th |
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| 8/21/2020 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown Presented by Hurco/Stone Machinery Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Ashley Anderson (USRA Modifieds) | 1st | - | - | 14th (DNF) |
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| 8/22/2020 | Cedar Lake Speedway - New Richmond, WI NASCAR Dash Race #14 & Season Championship 360 Sprints - Non-Winged: 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 | | Ashley Anderson (A Modifieds) | 4th | - | - | 4th |
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| 8/28/2020 | Mississippi Thunder Speedway - Fountain City, WI 12th Annual Season Championship Night Dirt Late Models, Hornets, USRA B-Mods, USRA Modifieds, USRA Late Models, USRA Hobby Stocks | Results | | Ashley Anderson (USRA Modifieds) | 2nd | - | - | 3rd |
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| 9/3/2020 | ABC Raceway - Ashland, WI Prelude to the Clay USRA Modifieds, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Ashley Anderson (WISSOTA Modifieds) | 2nd | - | - | 8th |
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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 | | Ashley Anderson (WISSOTA Modifieds) | 2nd | - | - | 1st |
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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 | | Ashley Anderson (WISSOTA Modifieds) | 2nd | - | - | 5th |
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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: 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 | | Ashley Anderson (A Modifieds) | - | - | - | - |
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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: 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 | | Ashley Anderson (A 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: 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 | | Ashley Anderson (A Modifieds) | - | - | - | 4th |
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| 9/25/2020 | Cedar Lake Speedway - New Richmond, WI Fall Frenzy Day 1 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Ashley Anderson (A Modifieds) | 3rd | - | - | 4th |
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| 9/26/2020 | Cedar Lake Speedway - New Richmond, WI Fall Frenzy Day 2 A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, Pure Stock, USRA Late Models | Results | | Ashley Anderson (A Modifieds) | - | - | - | - |
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| 10/2/2020 | ABC Raceway - Ashland, WI Red Clay Classic WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Canceled |