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| 4/15/2023 | Paragon Speedway - Paragon, IN HEART OF AMERICA ULTIMATE SUPER LATE MODEL SERIES Dirt Super Late Models: Ultimate Heart of America Super Late Model Series Stock Cars, DIRTcar Stock Car, DIRTcar 4 Cylinders | Results | | Jared Bailey (Dirt Super Late Models) | 3rd | - | - | 21st |
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| 4/19/2023 | Brownstown Speedway - Brownstown, IN Dirt Super Late Models: Castrol FloRacing Night in America 604 Crate Late Models | Results | | Jared Bailey (Dirt Super Late Models) | 4th | - | 2nd | 23rd |
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| 5/19/2023 | Circle City Raceway - Indianapolis, IN 2nd Annual Circle City Raceway CJ Rayburn Tribute $10,000 to win Super Late Models-BOSS 410 Sprints Dirt Super Late Models: Ultimate Heart of America Super Late Model Series 410 Sprints - Non-Winged: BOSS Buckeye Outlaw Sprint Series TQ Midgets: All Star TQ Midgets | Results | | Jared Bailey (Dirt Super Late Models) | - | - | - | - |
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| 7/22/2023 | Richmond Raceway (KY) - Richmond, KY Dirt Super Late Models: Ultimate Heart of America Super Late Model Series DIRTcar UMP Modifieds, Hornets, Super Stocks | Results | | Jared Bailey (Dirt Super Late Models) | 8th | - | - | 22nd |
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| 9/2/2023 | Red Hill Raceway - Sumner, IL Dirt Super Late Models: Ultimate Heart of America Super Late Model Series DIRTcar UMP Modifieds, DIRTcar Factory Stock, Stock Cars, B Modifieds | Results | | Jared Bailey (Dirt Super Late Models) | 2nd | - | - | 6th |
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| 9/22/2023 | Brownstown Speedway - Brownstown, IN 2nd Annual CJ Rayburn Memorial Dirt Super Late Models: Lucas Oil Late Model Dirt Series Pro Late Model | Results | | Jared Bailey (Dirt Super Late Models) | 7th | - | 6th | - |
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| 9/23/2023 | Brownstown Speedway - Brownstown, IN 44th Annual Jackson 100 Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Super Stocks | Results | | Jared Bailey (Dirt Super Late Models) | 11th | - | 14th | 25th |
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| 10/6/2023 | Brownstown Speedway - Brownstown, IN Hoosier Dirt Classic Dirt Super Late Models: World of Outlaws - Late Models with Iron-Man Late Model Series 604 Crate Late Models | Results | | Jared Bailey (Dirt Super Late Models) | 8th | - | 6th | - |
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