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| 2/29/2020 | Southern Raceway - Milton, FL Winter Heat Round #5 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, Vintage Full Body Stock Cars, Hornets, CRUSA Dirt Late Models, Pure Stock | Results | | Jessie James (Hornets) | 1st | - | - | 15th |
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| 5/2/2020 | Southern Raceway - Milton, FL Back to the Track Invitational DIRTcar UMP Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Jessie James (Hornets) | 7th | - | - | 13th |
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| 5/9/2020 | Southern Raceway - Milton, FL Back To The Track Part 2 DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Jessie James (Hornets) | 5th | - | - | 11th |
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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 | | Jessie James (Hornets) | 6th | - | - | 7th |
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| 5/23/2020 | Southern Raceway - Milton, FL Memorial Weekend - Iron Man Night 1 DIRTcar UMP Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Jessie James (Hornets) | 4th | - | - | 9th |
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| 5/24/2020 | Southern Raceway - Milton, FL Memorial Weekend-Iron Man Night 2 DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Jessie James (Hornets) | 3rd | - | - | 10th |
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| 5/29/2020 | Southern Raceway - Milton, FL Friday Night Lights B Modifieds, Hornets, Pure Stock, Junior Slingshots | Results | | Jessie James (B Modifieds) | 6th | - | - | DNS |
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| 5/30/2020 | Southern Raceway - Milton, FL Mini Van Demo Derby Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Jessie James (Hornets) | 3rd | - | - | 7th |
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| 6/12/2020 | Southern Raceway - Milton, FL Friday Night Lights B Modifieds, Hornets, Pure Stock, Junior Slingshots | Results | | Jessie James (B Modifieds) | DNS | - | - | 6th |
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| 6/13/2020 | Southern Raceway - Milton, FL $20 Car Load Night Sportsmans, B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jessie James (B Modifieds) | DNS | - | - | 9th |
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| 7/11/2020 | Southern Raceway - Milton, FL Midseason Championship Sportsmans, B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Jessie James (B Modifieds) | - | - | - | 8th |
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| 8/22/2020 | Southern Raceway - Milton, FL Summer Heat Series Race 1 Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock, Junior Slingshots | Results | | Jessie James (Hornets) | 4th | - | - | 9th |
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| 8/29/2020 | Southern Raceway - Milton, FL Summer Heat Series Race 2 Stock Cars, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jessie James (Hornets) | 4th | - | - | 12th |
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| 11/7/2020 | Southern Raceway - Milton, FL Southern 100 Night 2 Stock Cars, Sportsmans, Vintage Full Body Stock Cars, Hornets, Non Wing Crate Sprints, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock, Junior Slingshots | Results | | Jessie James (Hornets) | DNS | - | - | 10th |
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| 11/13/2020 | Southern Raceway - Milton, FL USCS "Battle at the Beach" World Finals 2020 Night #1 360 Sprints - Winged: USCS United Sprint Car Series Winged A-Class, B Modifieds, Vintage Full Body Stock Cars, Hornets, Junior Slingshots | Results | | Jessie James (Hornets) | 3rd | - | - | 5th |
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