| | Heat | Dash | B Feature | A Feature |
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| 3/10/2023 | Port City Raceway - Tulsa, OK Outlaw Nationals Winged Outlaw: NOW600 Outlaw Micros Restricted 'A' Class: NOW600 Restricted Micros Junior Sprints | Results | | Matthew Howard (Winged Outlaw) | 2nd | - | - | 3rd |
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| 3/11/2023 | Port City Raceway - Tulsa, OK Outlaw Nationals Winged Outlaw: NOW600 Outlaw Micros Restricted 'A' Class: NOW600 Restricted Micros Junior Sprints | Results | | Matthew Howard (Winged Outlaw) | - | - | - | 5th |
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| 6/2/2023 | Wayne County Speedway - Wayne City, IL Xtreme Outlaw Midgets Midgets: Xtreme Outlaw Midgets Winged Outlaw, Restricted 'A' Class, Junior Sprints, 600cc Modifieds, HART Non-Wing Micros | Results | | Matthew Howard (HART Non-Wing Micros) | 2nd | - | - | 3rd |
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| 7/28/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Matthew Howard (Stock Non-Wing) | 3rd | - | 8th | - |
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| 7/29/2023 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class, Stock Non-Wing | Results | | Matthew Howard (Stock Non-Wing) | - | - | - | - |
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| 7/30/2023 | Southern Illinois Raceway - Marion, IL TSM Final Take 2 Winged Outlaw, Stock Non-Wing | Results | | Matthew Howard (Stock Non-Wing) | 6th | - | 5th | 23rd |
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| 9/6/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race Practice Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Matthew Howard (Non-Wing Outlaw) | - | - | - | - |
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| 9/7/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Matthew Howard (Non-Wing Outlaw) | 7th | - | 2nd | 18th |
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| 9/8/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Matthew Howard (Non-Wing Outlaw) | 3rd | - | - | 11th |
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| 9/9/2023 | Sweet Springs Motorsports Complex - Sweet Springs, MO KKM Challenge Race - POWRi Non-Wing $10,000.00 to WIN Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Matthew Howard (Non-Wing Outlaw) | - | - | 10th | - |
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