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| 4/29/2023 | US 24 Speedway - Logansport, IN POINT NIGHT #2 Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, HART Non-Wing Micros, Senior Micros | Results | | John Jackson III (HART Non-Wing Micros) | 8th | - | 5th | 16th |
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| 5/6/2023 | Miami County Raceway - Peru, IN Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | John Jackson III (Non-Wing Outlaw) | 4th | - | 2nd | 14th |
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| 5/27/2023 | Miami County Raceway - Peru, IN Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Senior Micros | Results | | John Jackson III (Non-Wing Outlaw) | 5th | - | - | 10th |
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| 6/23/2023 | Circle City Raceway - Indianapolis, IN Circle City Raceway Friday Night at the Dirt Track TQ Midgets: All Star TQ Midgets DIRTcar UMP Modifieds, Non-Wing Outlaw, Super Stocks | Results | | John Jackson III (Non-Wing Outlaw) | 4th | - | - | 7th |
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| 6/30/2023 | Circle City Raceway - Indianapolis, IN Circle City Raceway Friday Night at the Dirt Track Non-Wing Outlaw, Super Stocks, Mod Lites, Crown Vic | Results | | John Jackson III (Non-Wing Outlaw) | 3rd | - | - | 5th |
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| 7/7/2023 | Circle City Raceway - Indianapolis, IN Indiana Racesaver Sprints TQ Midgets: All Star TQ Midgets IMCA RaceSaver Sprint Car: Indiana Racesaver Sprints Non-Wing Outlaw, Mod Lites | Results | | John Jackson III (Non-Wing Outlaw) | 4th | - | - | 16th |
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| 8/19/2023 | US 24 Speedway - Logansport, IN HARDY, HOAGLAND MEM. NOW600 A NW $1000 TO WIN CSI NOW600 OUTLAW NW $500 TO WIN Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, HART Non-Wing Micros, Senior Micros | Results | | John Jackson III (HART Non-Wing Micros) | 1st | - | - | 19th |
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| 8/25/2023 | Circle City Raceway - Indianapolis, IN USSA Mel Kenyon Midgets Series Pavement Midgets: USSA Mel Kenyon Midget Series DIRTcar UMP Modifieds, Non-Winged Sprints, Pure Stock, Dirt Crate Late Models | Results | | John Jackson III (Non-Winged Sprints) | 5th | - | - | 15th |
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| 9/1/2023 | Circle City Raceway - Indianapolis, IN Dirt Super Late Models: Heart of America Ultimate Super Late Model Series DIRTcar UMP Modifieds, Non-Wing Outlaw | Results | | John Jackson III (Non-Wing Outlaw) | 5th | - | - | 19th |
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| 9/15/2023 | Coles County Speedway - Mattoon, IL Eastern Illinois Weekend #2 Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Adult Open, HART Non-Wing Micros | Results | | John Jackson III (Winged Outlaw) | 2nd | - | - | - |
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| 9/30/2023 | Montpelier Motor Speedway - Montpelier, IN 410 Sprints - Non-Winged: BOSS Buckeye Outlaw Sprint Series DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks, Hornets | Results | | John Jackson III (Winged Outlaw) | - | - | - | - |
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| 10/21/2023 | Coles County Speedway - Mattoon, IL Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | John Jackson III (Non-Wing Outlaw) | 7th | - | 10th | - |
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