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| 4/6/2019 | Southern Raceway - Milton, FL Meet the Drivers B Modifieds, Vintage Full Body Stock Cars, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Henry Bailey (Vintage Full Body Stock Cars) | 2nd | - | - | 5th |
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| 4/13/2019 | Tri County Speedway - Flomaton, AL Night two of the 2019 Season! Stock Cars, A Modifieds, Street Stocks, Dirt Late Models, Pure Stock, Dirt Crate Late Models, Junior Slingshots | Results | | Henry Bailey (Pure Stock) | 5th | - | - | 11th |
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| 4/27/2019 | Tri County Speedway - Flomaton, AL Happy 1st Birthday Tri-County! Stock Cars, A Modifieds, Street Stocks, Dirt Late Models, Pure Stock, Dirt Crate Late Models, Junior Slingshots | Results | | Henry Bailey (Pure Stock) | 4th | - | - | 13th |
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| 5/11/2019 | Southern Raceway - Milton, FL Sunshine State 50 Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Henry Bailey (Pure Stock) | 4th | - | - | 20th |
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| 5/18/2019 | Southern Raceway - Milton, FL 360 Sprints - Winged: USCS United Sprint Car Series DIRTcar UMP Modifieds, Vintage Full Body Stock Cars, 1200cc Outlaws Winged Minis, CRUSA Street Stocks, Pure Stock | Results | | Henry Bailey (Pure Stock) | 3rd | - | - | 12th |
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| 7/27/2019 | Southern Raceway - Milton, FL FREE Admission Night Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Henry Bailey (Pure Stock) | DNS | - | - | 12th |
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| 8/24/2019 | Southern Raceway - Milton, FL Regular Weekly Racing DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Henry Bailey (Vintage Full Body Stock Cars) | 4th | - | - | 4th |
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| 10/5/2019 | Southern Raceway - Milton, FL Demo Derby Night Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Henry Bailey (Pure Stock) | 3rd | - | - | 4th |
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| 10/12/2019 | Southern Raceway - Milton, FL Season Championship DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Henry Bailey (Pure Stock) | 3rd | - | - | 12th |
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