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| 6/4/2021 | Circle City Raceway - Indianapolis, IN World of Outlaws Morton Buildings Late Models, Legends, United CC ModLites Dirt Super Late Models: World of Outlaws - Late Models Mod Lites: United CC Modified Series Pro Legends | Results | | Darrell Brown (Pro Legends) | 4th | - | - | 4th |
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| 6/27/2021 | Circle City Raceway - Indianapolis, IN Marion County Fair - Indiana Late Model Series, plus UMP Modifieds, and Legends DIRTcar UMP Modifieds, Pro Legends, Dirt Crate Late Models | Rain Out |
| 7/18/2021 | Circle City Raceway - Indianapolis, IN Indiana Crate Late Model Series, UMP Modifieds, Fords, PLUS LEGENDS DIRTcar UMP Modifieds, Pro Legends, Dirt Crate Late Models, Crown Vic | Results | | Darrell Brown (Pro Legends) | 4th | - | - | 8th |
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| 9/5/2021 | Circle City Raceway - Indianapolis, IN Crate Late Models, UMP Modifieds, Steel Block Sprint Cars, Fords, Legends DIRTcar UMP Modifieds, 410 Sprints - Non-Winged, Pro Legends, Dirt Crate Late Models, Crown Vic | Results | | Darrell Brown (Pro Legends) | 5th | - | - | 8th |
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