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| 3/23/2019 | Southern Raceway - Milton, FL Season Opener DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | 1st | - | - | 1st |
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| 4/13/2019 | Southern Raceway - Milton, FL Santa Rosa County Night Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | 1st | - | - | 2nd |
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| 4/20/2019 | Southern Raceway - Milton, FL Hip-Hop Bunny Hop 40 DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | - | - | - | - |
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| 4/27/2019 | Southern Raceway - Milton, FL Alabama Night B Modifieds, Vintage Full Body Stock Cars, CRUSA Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Jason Messick (CRUSA Dirt Late Models) | - | - | - | 8th |
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| 5/25/2019 | Southern Raceway - Milton, FL Iron Man Night #1 DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, Lawn Mower Stock, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | 4th | - | - | 2nd |
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| 5/26/2019 | Southern Raceway - Milton, FL Iron Man Night #2 DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | 4th | - | - | 5th |
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| 6/29/2019 | Southern Raceway - Milton, FL Regular Weekly Racing Sportsmans, B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Jason Messick (Sportsmans) | 4th | - | - | 5th |
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| 7/13/2019 | Southern Raceway - Milton, FL Mid Season Championship DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | - | - | - | 7th |
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| 8/10/2019 | Southern Raceway - Milton, FL $20 Car Load Night #2 Sportsmans, Vintage Full Body Stock Cars, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Jason Messick (Sportsmans) | 1st | - | - | - |
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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 | | Jason Messick (Sportsmans) | 3rd | - | - | 3rd |
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| 9/1/2019 | Southern Raceway - Milton, FL Southern All Stars Night #2 DIRTcar UMP Modifieds, Sportsmans, Dirt Late Models, CRUSA Street Stocks, Pure Stock, Junior Slingshots | Results | | Jason Messick (Sportsmans) | 3rd | - | - | 7th |
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| 9/21/2019 | Southern Raceway - Milton, FL Regular Weekly Racing Sportsmans, B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | - | - | - | 1st |
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| 9/28/2019 | Southern Raceway - Milton, FL Regular Weekly Racing DIRTcar UMP Modifieds, Sportsmans, Vintage Full Body Stock Cars, CRUSA Street Stocks, Pure Stock | Results | | Jason Messick (Sportsmans) | - | 1st | - | - |
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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 | | Jason Messick (Sportsmans) | - | - | - | 5th |
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