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| 3/25/2023 | Pulaski County Motorsports Park - Fairlawn, VA Motor Mile Speedway Ice Out Opener Asphalt Late Models, Asphalt Sportsman Late Models, Asphalt Street Stocks, Asphalt Pure Stocks | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 11th |
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| 4/29/2023 | Pulaski County Motorsports Park - Fairlawn, VA Motor Mile Speedway Southern Ground Pounders Vintage Full Body Stock Cars: Southern Ground Pounders Asphalt Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Pure Stocks | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 11th |
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| 6/10/2023 | Pulaski County Motorsports Park - Fairlawn, VA Pulaski County Motorsports Park School's Out for the Summer Special! Asphalt Late Models, Stock Cars, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 6th |
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| 7/8/2023 | Pulaski County Motorsports Park - Fairlawn, VA $55K Wheelman 260 Six Pack Series Asphalt Sportsman Late Models, Asphalt Street Stocks, Asphalt Pure Stocks | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 13th |
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| 7/27/2023 | Pulaski County Motorsports Park - Fairlawn, VA Superstar Racing Experience - Thursday Night Thunder at Pulaski County Motorsports Park Superstar Racing: SRX - Superstar Racing Experience Asphalt Sportsman Late Models, Generic 2 | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 5th |
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| 8/12/2023 | Pulaski County Motorsports Park - Fairlawn, VA Motor Mile Speedway NAAWS Racing Asphalt Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Pure Stocks | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 5th |
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| 8/26/2023 | Pulaski County Motorsports Park - Fairlawn, VA Motor Mile Speedway NAAWS Racing Asphalt Late Models, Stock Cars, Asphalt Sportsman Late Models, Asphalt Street Stocks, Asphalt Pure Stocks, Generic 2 | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 6th |
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| 10/1/2023 | Pulaski County Motorsports Park - Fairlawn, VA SSMARTober Fest at Motor Mile Speedway Asphalt Big Block Modifieds: Southern Modified Auto Racing Tour Asphalt Sportsman Late Models, Asphalt Street Stocks, Generic 2 | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 7th |
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| 10/14/2023 | Pulaski County Motorsports Park - Fairlawn, VA Championship Night at PCMP! Asphalt Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Pure Stocks | Results | | Richard Caldwell (Asphalt Sportsman Late Models) | - | - | - | 5th |
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