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| 5/6/2023 | Bartholomew County Fairgrounds - Columbus, IN Pro Legends: Outlaw Legend Car Series TQ Midgets: All Star TQ Midgets Young Lions Legends | Results | | Darrell Brown (Pro Legends) | 5th | - | - | 8th |
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| 5/20/2023 | Bartholomew County Fairgrounds - Columbus, IN 3/4 Midgets Pro Legends: Outlaw Legend Car Series TQ Midgets: All Star TQ Midgets Young Lions Legends | Results | | Darrell Brown (Young Lions Legends) | - | - | - | - | | Darrell Brown (Pro Legends) | 5th | - | - | 9th |
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| 5/27/2023 | Shelby County Speedway - Shelbyville, IN Pro Legends: Outlaw Legend Car Series TQ Midgets: All Star TQ Midgets Young Lions Legends | Results | | Darrell Brown (Young Lions Legends) | 4th | - | - | - | | Darrell Brown (Pro Legends) | 4th | - | - | 4th |
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| 7/4/2023 | Rush County Fairgrounds - Rushville, IN All Star TQ Midgets Pro Legends: Outlaw Legend Car Series TQ Midgets: All Star TQ Midgets Young Lions Legends | Results | | Darrell Brown (Young Lions Legends) | 5th (DNF) | - | - | DNS | | Darrell Brown (Pro Legends) | 5th (DNF) | - | - | DNS |
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| 9/2/2023 | Rush County Fairgrounds - Rushville, IN All Star TQ Midgets Pro Legends: Outlaw Legend Car Series TQ Midgets: All Star TQ Midgets | Results | | Darrell Brown (Pro Legends) | 4th | - | - | DNS |
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| 10/7/2023 | Bartholomew County Fairgrounds - Columbus, IN All Star TQ Midgets Pro Legends: Outlaw Legend Car Series TQ Midgets: All Star TQ Midgets | Results | | Darrell Brown (Pro Legends) | 6th | - | - | 7th |
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