| | Heat | Dash | B Feature | A Feature |
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| 4/27/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Non-Points Race for all Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 4th | - | - | 6th |
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| 6/1/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Jr. Sprints Night to Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 9th | - | - | 13th |
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| 6/8/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Chase and Rodney Gibson Memorial - Points race for ALL classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 6th | - | - | 24th |
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| 6/15/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 7th | - | - | 20th (DNF) |
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| 7/12/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 4th | - | - | 13th (DNF) |
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| 7/27/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO NO NONWING - Restrictor Night to Shine - Points for 5 Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros | Results | | James Webb (Winged Outlaw) | 7th | - | - | 14th (DNF) | | James Webb (Winged A-Class) | 10th | - | - | 15th |
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| 8/3/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 8th (DNF) | - | 6th | - |
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| 8/10/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Community Bank Sportsman Class Night to Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 6th | - | - | 18th |
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| 8/24/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 5th | - | - | 22nd (DNF) |
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| 9/7/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO NonWing Night To Shine - Points Race for ALL Classes Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | James Webb (Stock Non-Wing) | 8th | - | - | 17th (DNF) |
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