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| 5/12/2023 | Red Cedar Speedway - Menomonie, WI 7th Annual Randy Buss Ice Breaker & Mother's Day Special DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 6th | - | - | 12th |
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| 5/19/2023 | Red Cedar Speedway - Menomonie, WI Dirt Kings Tour & Tom Steuding Late Model Special Sponsored by Marquardt Motors & Prochnow Farms Dirt Late Models: Dirt Kings Late Model Tour DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 6th | - | - | 8th |
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| 5/20/2023 | Cedar Lake Speedway - New Richmond, WI CLS Dash Race #4 Limited Sprints - Winged, A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Ben Hillman (A Modifieds) | 7th | - | - | 8th |
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| 6/2/2023 | Red Cedar Speedway - Menomonie, WI Farm Night at Red Cedar Speedway & Hope For Heather 20 DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 2nd | - | - | 7th |
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| 6/9/2023 | Red Cedar Speedway - Menomonie, WI Dave Shackleton Memorial & Fast Lane Northland Super Stock Series Special by TMS & Shackleton Tree WISSOTA Super Stock: Fast Lane Motorsports Northland Super Stock Series Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 7th | - | - | 11th |
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| 6/23/2023 | Red Cedar Speedway - Menomonie, WI Cedar Falls Building System Night at Red Cedar Speedway all 6 classes DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 8th | - | - | 14th |
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| 7/14/2023 | Red Cedar Speedway - Menomonie, WI Military Night * All Military get in free w Military ID to GrandstandsKids Night By Cardinal FG, SSR DIRTcar UMP Modifieds, Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 3rd | - | - | 22nd (DNF) |
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| 8/8/2023 | Red Cedar Speedway - Menomonie, WI XR Working Man Series LM Special $10,000 to win Open LM, Wissota Mods & Wissota Street Stocks Dirt Super Late Models: XR Workin' Man Series Dirt Late Models, USRA Modifieds, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Ben Hillman (WISSOTA Modifieds) | 7th | - | - | 19th (DNF) |
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| 8/18/2023 | Red Cedar Speedway - Menomonie, WI Season Championship Night at Red Cedar Speedway by Snap-on By Wold & Quality Auto Body Hornets, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Ben Hillman (WISSOTA Modifieds) | 6th | - | - | DNS |
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| 9/2/2023 | Rice Lake Speedway - Rice Lake, WI 5 Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Ben Hillman (WISSOTA Modifieds) | 4th | - | - | 12th (DNF) |
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| 9/8/2023 | Eagle Valley Speedway - Jim Falls, WI Jim Town Showdown - Parsons Trophy Tour A Modifieds, B Modifieds, Street Stocks, Hornets, Super Stocks, USRA Modifieds, USRA Late Models, WISSOTA Pure Stock | Results | | Ben Hillman (A Modifieds) | 4th | - | - | 17th (DNF) |
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