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| 4/3/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #1 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 7th | - | - | 22nd |
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| 4/16/2021 | Cedar Lake Speedway - New Richmond, WI Legendary Opener 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 Late Models | Results | | Jason Gross (A Modifieds) | - | - | - | 16th (DNF) |
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| 4/17/2021 | Cedar Lake Speedway - New Richmond, WI Legendary Open 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 Late Models | Results | | Jason Gross (A Modifieds) | - | - | - | 9th |
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| 5/1/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #4 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 8th | - | - | 7th |
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| 5/15/2021 | Rice Lake Speedway - Rice Lake, WI WISSOTA Late Models Trackside Collectibles 40 plus 5 Class program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 3rd | - | - | 15th (DNF) |
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| 5/22/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #5 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 5th | - | - | 10th |
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| 5/29/2021 | Ogilvie Raceway - Ogilvie, MN MN Modified Nationals presented by FYE Motorsports WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Gross (WISSOTA Modifieds) | 5th | - | - | 19th (DNF) |
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| 5/30/2021 | Ogilvie Raceway - Ogilvie, MN MN Modified Nationals presented by FYE Motorsports WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Gross (WISSOTA Modifieds) | 7th | - | - | 9th |
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| 6/5/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #6 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Jason Gross (A Modifieds) | 5th | - | - | 4th |
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| 6/12/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #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 Gross (A Modifieds) | 7th | - | - | 9th |
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| 6/18/2021 | Gondik Law Speedway - Superior, WI Meet The Drivers Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Jason Gross (WISSOTA Modifieds) | 6th | - | - | 10th |
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| 6/19/2021 | Rice Lake Speedway - Rice Lake, WI Real Estate Solutions, Five Class Program WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 4th | - | - | 1st |
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| 7/10/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #9 / Modified $5,000 To Win A Modifieds, Midwest Modifieds, Dirt Late Models, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 4th | - | - | 6th |
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| 7/13/2021 | Gondik Law Speedway - Superior, WI World of Outlaws Late Model Special Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Modifieds, WISSOTA Hornet | Results | | Jason Gross (WISSOTA Modifieds) | 6th | - | - | 7th |
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| 7/24/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #11 / Late Model $5,000 To Win 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks | Results | | Jason Gross (A Modifieds) | 1st | - | - | 11th |
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| 8/14/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #13 / Heros Night A Modifieds, Midwest Modifieds, Super Stocks, USRA Late Models | Results | | Jason Gross (A Modifieds) | 7th | - | - | 14th (DNF) |
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| 9/4/2021 | Rice Lake Speedway - Rice Lake, WI Holiday Season Finale, $1000 to win Pure Stocks (Increased pay all classes) WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 4th | - | - | 6th |
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| 9/11/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #3 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Jason Gross (WISSOTA Modifieds) | 6th | - | 9th | - |
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| 9/16/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 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 Late Models, WISSOTA Midwest Mods | Results | | Jason Gross (A Modifieds) | - | - | - | 9th |
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| 9/17/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 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 Late Models, WISSOTA Midwest Mods | Results | | Jason Gross (A Modifieds) | - | - | - | - |
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| 9/18/2021 | Cedar Lake Speedway - New Richmond, WI 16th Annual Legendary 100 Night 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 Late Models, WISSOTA Midwest Mods | Results | | Jason Gross (A Modifieds) | - | - | 9th (DNF) | - |
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