| | Heat | Dash | B Feature | A Feature |
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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 | | Landon Baldwin (Restricted 'A' Class) | 6th | - | - | - | | Landon Baldwin (Junior Sprints) | - | - | - | - |
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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 | | Landon Baldwin (Restricted 'A' Class) | - | - | - | - | | Landon Baldwin (Junior Sprints) | 7th | - | - | - |
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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 | | Landon Baldwin (Restricted 'A' Class) | - | - | - | - | | Landon Baldwin (Junior Sprints) | - | DNS | - | - |
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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 | | Landon Baldwin (Restricted 'A' Class) | - | - | DNS | - | | Landon Baldwin (Junior Sprints) | - | - | DNS | - |
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| 7/18/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Landon Baldwin (Restricted 'A' Class) | 2nd | - | - | 12th (DNF) |
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| 7/25/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Landon Baldwin (Restricted 'A' Class) | 7th | - | - | 13th (DNF) |
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| 8/15/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Landon Baldwin (Restricted 'A' Class) | 3rd | - | - | 3rd |
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| 8/22/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Landon Baldwin (Restricted 'A' Class) | 6th | - | - | 4th |
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| 8/29/2020 | Wayne County Speedway - Wayne City, IL Opening Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Landon Baldwin (Winged A-Class) | 4th | - | - | 3rd |
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| 9/5/2020 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Landon Baldwin (Winged A-Class) | 1st | - | - | 3rd |
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| 9/6/2020 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Landon Baldwin (Winged A-Class) | 3rd | - | - | 8th |
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| 9/12/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Postponed |
| 9/13/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Landon Baldwin (Non-Wing Outlaw) | 1st | - | - | 13th | | Landon Baldwin (Stock Non-Wing) | 4th | - | - | 8th |
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| 9/25/2020 | Wayne County Speedway - Wayne City, IL Trump 45 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Landon Baldwin (Winged A-Class) | 3rd | - | - | 12th |
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| 9/26/2020 | Wayne County Speedway - Wayne City, IL Trump 45 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Landon Baldwin (Winged A-Class) | 1st | - | - | 2nd |
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| 10/2/2020 | Tri City Speedway - Granite City, IL POWRI Midgets/MOWA Sprint /305 Sprints/HART Non-Winged Micros 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi 305 Sprints - Winged, Non-Wing Outlaw | Results | | Landon Baldwin (Non-Wing Outlaw) | 2nd | - | - | 11th |
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| 10/17/2020 | Wayne County Speedway - Wayne City, IL Gateway Vintage Racers Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Landon Baldwin (Stock Non-Wing) | 2nd | - | - | 11th |
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| 11/7/2020 | Wayne County Speedway - Wayne City, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints, 600cc Modifieds | Results | | Landon Baldwin (Winged A-Class) | 5th | - | - | 14th |
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