| | Heat | Dash | B Feature | A Feature |
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| 5/15/2020 | Southern Raceway - Milton, FL Salute to Armed Forces Night #1 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, B Modifieds, Hornets, Pure Stock, Junior Slingshots | Results | | James Kelly (Winged A-Class) | 5th | - | - | 16th (DNF) |
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| 5/16/2020 | Southern Raceway - Milton, FL Salute to the Armed Forces Night #2 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | James Kelly (Winged A-Class) | 8th | - | - | 17th (DNF) |
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| 5/20/2020 | Miami County Raceway - Peru, IN NWWC Practice Night / "Bring the Wing" Winged Outlaw, Non-Wing Outlaw | Results | | James Kelly (Non-Wing Outlaw) | - | - | - | - |
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| 5/23/2020 | Southern Illinois Raceway - Marion, IL Points Race/Bailey Chasis Restrictor Special Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 7th | - | - | 7th |
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| 5/30/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Winged Outlaw) | 5th | - | - | 15th | | James Kelly (Non-Wing Outlaw) | 3rd | - | - | 15th |
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| 6/12/2020 | US 24 Speedway - Logansport, IN 5th Annual PE3 #BIGDANCE preliminary night $1000 to win Non-Wing Outlaw | Results | | James Kelly (Non-Wing Outlaw) | - | - | - | - |
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| 6/13/2020 | Southern Illinois Raceway - Marion, IL Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 1st | - | - | 10th |
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| 7/9/2020 | US 24 Speedway - Logansport, IN #THEBIGDANCE practice Non-Wing Outlaw | Results | | James Kelly (Non-Wing Outlaw) | - | - | - | - |
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| 7/10/2020 | US 24 Speedway - Logansport, IN #THEBIGDANCE Preliminary Night $1000 to win Non-Wing Outlaw | Results | | James Kelly (Non-Wing Outlaw) | 6th | - | 13th | - |
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| 7/11/2020 | US 24 Speedway - Logansport, IN #THEBIGDANCE FINAL!!! $8000 TO WIN Non-Wing Outlaw | Results | | James Kelly (Non-Wing Outlaw) | 5th | - | 13th | - |
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| 7/16/2020 | Miami County Raceway - Peru, IN Performance Electronics 600cc Non-Wing World Championship Prelim Night 1 Hybrid 600cc Micros | Results | | James Kelly (Hybrid 600cc Micros) | 4th | - | 11th | - |
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| 7/17/2020 | Miami County Raceway - Peru, IN Performance Electronics 600cc Non-Wing World Championship Prelim Night 2 Hybrid 600cc Micros | Results | | James Kelly (Hybrid 600cc Micros) | 6th | - | 10th | - |
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| 7/18/2020 | Miami County Raceway - Peru, IN Performance Electronics 600cc Non-Wing World Championship Hybrid 600cc Micros | Results | | James Kelly (Hybrid 600cc Micros) | 9th | - | - | - |
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| 8/8/2020 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Sprague Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 5th | - | - | 22nd (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 | | James Kelly (Non-Wing Outlaw) | 4th | - | - | 12th |
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| 8/29/2020 | Southern Illinois Raceway - Marion, IL Prairie Farms terry Sprague Memorial Final Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | James Kelly (Non-Wing Outlaw) | 3rd | - | - | 12th (DNF) |
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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 | | James Kelly (Non-Wing Outlaw) | DNS | - | - | DNS |
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| 9/11/2020 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Prelim Night Stock Non-Wing | Results | | James Kelly (Stock Non-Wing) | 5th | - | - | - |
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| 9/12/2020 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Championship Night Stock Non-Wing | Results | | James Kelly (Stock Non-Wing) | 9th | - | - | - |
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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 | | James Kelly (Non-Wing Outlaw) | 5th | - | - | 10th |
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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 | | James Kelly (Non-Wing Outlaw) | 4th | - | 13th (DNF) | - |
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