| | Heat | Dash | B Feature | A Feature |
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| 5/8/2021 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Jordan Howell (Winged Outlaw) | 7th | - | - | 7th |
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| 7/2/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Winged Outlaw | Results | | Jordan Howell (Winged Outlaw) | 5th | - | 4th | DNS |
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| 7/3/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Championship Night Winged Outlaw | Results | | Jordan Howell (Winged Outlaw) | 5th | - | 6th | - |
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| 10/1/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Sweet Springs Fall Brawl Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Jordan Howell (Winged Outlaw) | 3rd | - | - | 5th |
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| 10/2/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Sweet Springs Fall Brawl Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Jordan Howell (Winged Outlaw) | 2nd | - | - | 12th |
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| 10/8/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO ShowMe Showdown Prelim - Outlaw, Restrictor, NW, Jr. Sprint Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Jordan Howell (Winged Outlaw) | 6th | - | 6th | 11th |
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| 10/9/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO ShowMe Showdown Championship Night Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jordan Howell (Winged Outlaw) | - | - | 4th | 22nd |
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