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| 1/1/2020 | Tulsa Expo Raceway - Tulsa, OK Morning Practice / Evening Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Jason Woods (Winged Outlaw) | - | - | - | - | | Jason Woods (Non-Wing Outlaw) | 9th | - | - | - | | Jason Woods (Winged A-Class) | - | - | - | - | | Jason Woods (Stock Non-Wing) | - | - | - | - |
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| 1/2/2020 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Jason Woods (Winged Outlaw) | DNS | - | - | - | | Jason Woods (Non-Wing Outlaw) | - | - | - | - | | Jason Woods (Winged A-Class) | DNS | - | - | - | | Jason Woods (Stock Non-Wing) | DNS | - | - | - |
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| 1/3/2020 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Jason Woods (Winged Outlaw) | - | - | - | - | | Jason Woods (Non-Wing Outlaw) | - | - | - | - | | Jason Woods (Winged A-Class) | - | - | - | - | | Jason Woods (Stock Non-Wing) | - | - | - | - |
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| 1/4/2020 | Tulsa Expo Raceway - Tulsa, OK #WintheDriller Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Jason Woods (Winged Outlaw) | - | - | - | - | | Jason Woods (Non-Wing Outlaw) | - | - | - | - | | Jason Woods (Winged A-Class) | - | - | - | - | | Jason Woods (Stock Non-Wing) | - | - | - | - |
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| 2/21/2020 | Cocopah Speedway - Somerton, AZ Western States Dwarf Car Association WSDCA Nationals IMCA Modified, IMCA Northern SportMod, Sportsman Dwarf, Veteran Dwarf, Pro Dwarf | Results | | Jason Woods (Pro Dwarf) | 9th (DNF) | - | 14th (DNF) | - |
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| 2/22/2020 | Cocopah Speedway - Somerton, AZ Western States Dwarf Car Association Nationals Kid Karts Dirt, Junior Sportsman Dirt Karts, IMCA Modified, IMCA Northern SportMod, Sportsman Dwarf, Veteran Dwarf, Pro Dwarf | Results | | Jason Woods (Pro Dwarf) | 1st | - | 3rd | 24th (DNF) |
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| 5/22/2020 | Sweetwater Speedway - Rock Springs, WY Rudy Yeager Memorial A Modifieds, B Modifieds, Street Stocks, Dwarf, 250 yamaha, Asphalt Street Stocks | Results | | Jason Woods (Dwarf) | 4th | - | 1st | 2nd |
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| 5/23/2020 | Sweetwater Speedway - Rock Springs, WY Rudy Yeager Memorial A Modifieds, B Modifieds, Street Stocks, Dwarf, 250 yamaha, Asphalt Street Stocks | Results | | Jason Woods (Dwarf) | 1st | - | - | 6th |
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| 6/27/2020 | El Paso County Raceway - Calhan, CO Winged A-Class: NOW600 A-Class Micros Hobby Stocks, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Lightning Sprints, Sport Compact | Results | | Jason Woods (Dwarf) | 1st | - | - | 1st |
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| 8/7/2020 | El Paso County Raceway - Calhan, CO Double Header Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dwarf, Lightning Sprints, Sport Compact | Results | | Jason Woods (Dwarf) | 2nd | - | - | 1st |
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| 8/8/2020 | El Paso County Raceway - Calhan, CO Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Non-Winged Sprints, Dwarf, Lightning Sprints, Sport Compact | Results | | Jason Woods (Dwarf) | - | - | - | DNS |
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| 9/12/2020 | El Paso County Raceway - Calhan, CO Winged A-Class: NOW600 A-Class Micros Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Non-Winged Sprints, Dwarf, Lightning Sprints, Sport Compact | Results | | Jason Woods (Dwarf) | 1st | - | 1st | 4th |
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