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| 6/13/2020 | Western Kentucky Speedway - Madisonville, KY SEASON OPENER / EXCITING NIGHT OF RACING Factory Stocks, Hobby Stocks, Stock Cars, Street Stocks, Dwarf, Hornets, CRUSA Street Stocks | Results | | Isaac Smallwood (Factory Stocks) | 2nd | - | - | 7th |
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| 8/9/2020 | Windy Hollow Speedway - Owensboro, KY Hobby Stocks, Stock Cars, Hornets, Pure Stock | Results | | Isaac Smallwood (Pure Stock) | 8th | - | - | 4th |
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| 8/16/2020 | Windy Hollow Speedway - Owensboro, KY Hobby Stocks, Stock Cars, Hornets, Pure Stock | Results | | Isaac Smallwood (Pure Stock) | 2nd | - | - | 3rd |
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| 8/23/2020 | Windy Hollow Speedway - Owensboro, KY Extra $500 to Win Rusty Bolts!! Extra $100 for Bombers Hobby Stocks, Stock Cars, Hornets, Pure Stock | Results | | Isaac Smallwood (Pure Stock) | 6th | - | - | 6th |
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| 9/26/2020 | Western Kentucky Speedway - Madisonville, KY $1500 TO WIN SOUTHERN STREET SHOWDOWN Factory Stocks, Hobby Stocks, Stock Cars, Street Stocks, Dwarf, Hornets, CRUSA Street Stocks | Results | | Isaac Smallwood (Factory Stocks) | 1st | - | - | 5th |
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| 10/3/2020 | Western Kentucky Speedway - Madisonville, KY UMP MODIFIEDS - $1000 to win/$75 to start DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Stock Cars, Street Stocks, Dwarf, Hornets, CRUSA Street Stocks | Results | | Isaac Smallwood (Factory Stocks) | 1st | - | - | 1st |
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| 10/4/2020 | Windy Hollow Speedway - Owensboro, KY Run for the Gold! Our 50th Anniversary Event! Hobby Stocks, Stock Cars, Hornets, Pony Stock, Pure Stock | Results | | Isaac Smallwood (Pure Stock) | 1st | - | - | 2nd |
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