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| 4/23/2021 | Cottage Grove Speedway - Cottage Grove, OR SPRING FLING NIGHT #1 360 Sprints - Winged, Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 15th |
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| 5/29/2021 | Cottage Grove Speedway - Cottage Grove, OR Limited Sprints - Winged, Economy Midgets, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 15th |
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| 6/5/2021 | Cottage Grove Speedway - Cottage Grove, OR KIDS NIGHT - KIDS 12 & UNDER FREE GA 360 Sprints - Winged, Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 3rd |
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| 6/12/2021 | Southern Oregon Speedway - White City, OR 8th Annual Roger Haudenshild Tribute Dirt Late Models, Hornets, IMCA Modified, IMCA Northern SportMod | Results | | Jesse Williamson (IMCA Modified) | 1st | 6th | - | 19th |
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| 7/2/2021 | Cottage Grove Speedway - Cottage Grove, OR FREEDOM CUP NIGHT #1 Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, Dwarf, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 3rd |
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| 7/3/2021 | Cottage Grove Speedway - Cottage Grove, OR FREEDOM CUP NIGHT #2 Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 5th |
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| 7/4/2021 | Cottage Grove Speedway - Cottage Grove, OR FREEDOM CUP FINALE Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 1st |
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| 7/10/2021 | Cottage Grove Speedway - Cottage Grove, OR LADIES NIGHT Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 1st |
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| 7/30/2021 | Cottage Grove Speedway - Cottage Grove, OR MARK HOWARD MEMORIAL MODIFIED NATIONALS - Hardtops A Modifieds, B Modifieds | Results | | Jesse Williamson (A Modifieds) | - | - | - | 1st |
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| 7/31/2021 | Cottage Grove Speedway - Cottage Grove, OR MARK HOWARD MEMORIAL MODIFIED NATIONALS - Senior Sprints - Hardtops Limited Sprints - Winged, A Modifieds, B Modifieds | Results | | Jesse Williamson (A Modifieds) | - | - | - | 1st |
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| 8/9/2021 | Cottage Grove Speedway - Cottage Grove, OR WILD WEST MODIFIED SPEEDWEEK A Modifieds, B Modifieds | Results | | Jesse Williamson (A Modifieds) | - | - | - | 2nd |
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| 8/10/2021 | Cottage Grove Speedway - Cottage Grove, OR WILD WEST MODIFIED SPEEDWEEK A Modifieds, B Modifieds | Results | | Jesse Williamson (A Modifieds) | - | - | - | 1st |
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| 9/3/2021 | Southern Oregon Speedway - White City, OR R charles Snyder Salute (Sweet tea express night ) Winged Sprints, IMCA Modified, IMCA Northern SportMod, UTV 4x4 A | Results | | Jesse Williamson (IMCA Modified) | - | - | - | 2nd |
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| 9/4/2021 | Southern Oregon Speedway - White City, OR R Charles Snyder Salute DIRTcar Sport Compact, Dirt Late Models, Economy Late Models, Asphalt 4-Cylinders, IMCA Modified, IMCA Northern SportMod | Results | | Jesse Williamson (IMCA Modified) | - | - | - | 4th |
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| 9/17/2021 | Cottage Grove Speedway - Cottage Grove, OR CHAMPIONSHIP WEEKEND - DRIVER APPRECIATION Limited Sprints - Winged, Dirt Super Late Models, A Modifieds, B Modifieds, Street Stocks, IMCA Sport Compact | Results | | Jesse Williamson (A Modifieds) | - | - | - | 13th |
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