| | Heat | Dash | B Feature | A Feature |
|---|
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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 | | Wesley Bonebrake (Dirt Super Late Models) | - | - | 3rd | 17th |
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| 6/26/1999 | Hagerstown Speedway - Hagerstown, MD Regular Show + Enduro Dirt Super Late Models, Factory Stocks, Dirt Late Models, Enduro, Pure Stock | Results | | Wesley Bonebrake (Dirt Super Late Models) | - | - | 2nd | 19th |
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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 | | Wesley Bonebrake (Dirt Super Late Models) | - | - | 7th | - |
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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 | | Wesley Bonebrake (Dirt Super Late Models) | 2nd | - | - | 16th |
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| 10/3/1999 | Hagerstown Speedway - Hagerstown, MD 14TH ANNUAL MCBEE MEMORIAL + SUPER SPORTSMAN Sportsman Sprints, Dirt Super Late Models | Results | | Wesley Bonebrake (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 10/23/1999 | Hagerstown Speedway - Hagerstown, MD HUB CITY NATIONAL Dirt Super Late Models, Factory Stocks, Dirt Late Models, Pure Stock | Results | | Wesley Bonebrake (Dirt Super Late Models) | - | - | DNS | - |
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