| | Heat | Dash | B Feature | A Feature |
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| 7/24/1999 | Hagerstown Speedway - Hagerstown, MD Tony Armel Memorial - Late Model Sportsman + Regular Show & Enduro Dirt Super Late Models, Factory Stocks, Dirt Late Models, Enduro, Pure Stock | Results | | Paul Crowl (Dirt Super Late Models) | 5th | - | - | 15th |
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| 8/7/1999 | Hagerstown Speedway - Hagerstown, MD Regular Show + Enduro Dirt Super Late Models, Factory Stocks, Dirt Late Models, Enduro, Pure Stock | Results | | Paul Crowl (Dirt Super Late Models) | 4th | - | - | 13th |
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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 | | Paul Crowl (Dirt Super Late Models) | - | - | 2nd | 26th | | Paul Crowl (Dirt Late Models) | - | - | 3rd | 15th |
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| 10/3/1999 | Hagerstown Speedway - Hagerstown, MD 14TH ANNUAL MCBEE MEMORIAL + SUPER SPORTSMAN Sportsman Sprints, Dirt Super Late Models | Results | | Paul Crowl (Dirt Super Late Models) | - | - | 2nd | 11th |
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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 | | Paul Crowl (Dirt Late Models) | 6th | - | - | 5th |
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