| | Heat | Dash | B Feature | A Feature |
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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 | | James Headley Jr (Super Stocks) | DNS | - | - | DNS |
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| 7/8/2023 | Montpelier Motor Speedway - Montpelier, IN Midgets: USAC Midwest Thunder Speed2 Midgets DIRTcar UMP Modifieds, Dirt Mini Trucks, Street Stocks, Hornets, Super Stocks | Results | | James Headley Jr (Street Stocks) | 1st | - | - | 11th | | James Headley Jr (Super Stocks) | - | - | - | - |
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| 7/22/2023 | Montpelier Motor Speedway - Montpelier, IN In memory of John Halsey DIRTcar UMP Modifieds, Dirt Mini Trucks, Street Stocks, Hornets, Super Stocks, Crown Vic | Results | | James Headley Jr (Street Stocks) | - | - | - | - |
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| 8/19/2023 | Montpelier Motor Speedway - Montpelier, IN DIRTcar UMP Modifieds, Dirt Mini Trucks, Street Stocks, Hornets, Super Stocks | Results | | James Headley Jr (Street Stocks) | 2nd | - | - | 12th |
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| 10/27/2023 | Montpelier Motor Speedway - Montpelier, IN DIRTcar Late Models, DIRTcar UMP Modifieds, Dirt Mini Trucks, Street Stocks, Hornets, Super Stocks, Crown Vic | Results | | James Headley Jr (Street Stocks) | - | - | - | - |
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