| | Heat | Dash | B Feature | A Feature |
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| 3/27/1999 | Hagerstown Speedway - Hagerstown, MD Season Opener Dirt Super Late Models, Dirt Big Block Modifieds, DIRTcar 358 Modifieds | Results | | Rob Blair (Dirt Super Late Models) | 2nd | - | - | 11th |
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| 3/28/1999 | Hagerstown Speedway - Hagerstown, MD Regular Show Dirt Super Late Models, Factory Stocks, Dirt Late Models, Pure Stock | Results | | Rob Blair (Dirt Super Late Models) | - | - | 2nd | 11th |
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| 4/24/1999 | Hagerstown Speedway - Hagerstown, MD Stanley Schetrompf Memorial - STARS Late Models + Regular Show Dirt Super Late Models, Factory Stocks, Dirt Late Models, Pure Stock | Results | | Rob Blair (Dirt Super Late Models) | - | - | 15th | - |
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| 5/1/1999 | Hagerstown Speedway - Hagerstown, MD MACS Late Models + Spring Championship LMS/PS/4C Dirt Super Late Models, Factory Stocks, Dirt Late Models, Pure Stock | Results | | Rob Blair (Dirt Super Late Models) | 3rd | - | - | 21st |
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| 8/13/1999 | Hagerstown Speedway - Hagerstown, MD MACS - Late Models + LMS & PS Dirt Super Late Models, Dirt Late Models, Pure Stock | Results | | Rob Blair (Dirt Super Late Models) | 4th | - | 13th | 13th |
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| 8/14/1999 | Hagerstown Speedway - Hagerstown, MD STARS - Late Models + 4C Dirt Super Late Models, Factory Stocks | Results | | Rob Blair (Dirt Super Late Models) | - | - | 3rd | 11th |
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