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| 5/27/2023 | Big Sky Speedway - Billings, MT Last night in Mayyyyyyyyyyy 2023 IMCA Modified, WISSOTA Midwest Mods, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Grant Gary (WISSOTA Midwest Mods) | 6th | - | - | 17th (DNF) |
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| 6/17/2023 | Big Sky Speedway - Billings, MT What a LEGENDary night it will be! 360 Sprints - Winged: ASCS Frontier Region Semi-Pro Legends, 350 Sprints - Non Winged, IMCA Modified, IMCA Sport Compact, WISSOTA Midwest Mods | Results | | Grant Gary (WISSOTA Midwest Mods) | 5th | - | - | 16th |
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| 7/15/2023 | Big Sky Speedway - Billings, MT Middle of July Fun IMCA Modified, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Midwest Mods) | 6th | - | - | 9th |
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| 8/5/2023 | Big Sky Speedway - Billings, MT Kids Night !!! IMCA Modified, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Midwest Mods) | 7th | - | - | 15th (DNF) |
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| 8/19/2023 | Big Sky Speedway - Billings, MT It's Hot in August let's go Racing IMCA Modified, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Midwest Mods) | 4th | - | - | 6th |
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| 9/9/2023 | Big Sky Speedway - Billings, MT 360 Sprints - Winged: ASCS Frontier Region Semi-Pro Legends, 350 Sprints - Non Winged, WISSOTA Midwest Mods | Results | | Grant Gary (WISSOTA Midwest Mods) | 4th | - | - | 7th |
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| 10/6/2023 | Big Sky Speedway - Billings, MT Last Weekend of Racing for Big Sky Speedway (Get your FIX before Winter) Semi-Pro Legends, 350 Sprints - Non Winged, IMCA Modified, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Midwest Mods) | 5th | - | - | 7th |
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| 10/7/2023 | Big Sky Speedway - Billings, MT Last Weekend of Racing for Big Sky Speedway (Get your FIX before Winter) Semi-Pro Legends, 350 Sprints - Non Winged, IMCA Modified, IMCA Sport Compact, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Grant Gary (WISSOTA Midwest Mods) | 7th | - | - | 7th |
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