| | 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 | | Jeff Bryner (Dirt Super Late Models) | - | - | DNS | - |
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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 | | Jeff Bryner (Dirt Super Late Models) | - | - | DNS | - |
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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 | | Jeff Bryner (Dirt Super Late Models) | - | - | 14th | - |
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| 8/14/1999 | Hagerstown Speedway - Hagerstown, MD STARS - Late Models + 4C Dirt Super Late Models, Factory Stocks | Results | | Jeff Bryner (Dirt Super Late Models) | - | - | 12th | - |
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| 9/12/1999 | Hagerstown Speedway - Hagerstown, MD Regular Show + Fall Championship Enduro Dirt Super Late Models, Factory Stocks, Dirt Late Models, Enduro, Pure Stock | Results | | Jeff Bryner (Dirt Super Late Models) | - | - | 16th | - |
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| 9/19/1999 | Hagerstown Speedway - Hagerstown, MD Richard Bonebrake Memorial - Super Late Models + Regular Show Dirt Super Late Models, Factory Stocks, Dirt Late Models, Pure Stock | Results | | Jeff Bryner (Dirt Super Late Models) | - | - | 9th | - |
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| 10/3/1999 | Hagerstown Speedway - Hagerstown, MD 14TH ANNUAL MCBEE MEMORIAL + SUPER SPORTSMAN Sportsman Sprints, Dirt Super Late Models | Results | | Jeff Bryner (Dirt Super Late Models) | - | - | 9th | - |
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