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| 3/7/2020 | Showtime Speedway - Clearwater, FL Twin 50 Lappers Factory Stocks, Asphalt Pro Trucks, Street Stocks, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Mini Stock | Canceled |
| 5/9/2020 | Showtime Speedway - Clearwater, FL May 9, 2020 360 Sprints - Winged, Asphalt Late Models, Asphalt Super Late Models, Factory Stocks, Hobby Stocks, Street Stocks, Asphalt 4-Cylinders, Figure 8 - RWD-Open | Results | | James Grigsby (Factory Stocks) | - | - | - | 5th |
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| 9/4/2020 | Showtime Speedway - Clearwater, FL We.re Back! Factory Stocks, Street Stocks, Asphalt 4-Cylinders | Results | | James Grigsby (Factory Stocks) | - | - | - | 3rd |
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| 9/19/2020 | Portsmouth Raceway Park - Portsmouth, OH SOUTHERN OHIO SHRINE CLUB DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | James Grigsby (DIRTcar UMP Modifieds) | 6th | - | 1st | 8th |
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| 9/26/2020 | Showtime Speedway - Clearwater, FL September 26, 2020 360 Sprints - Winged, Asphalt Late Models, Factory Stocks, Street Stocks, Vintage Full Body Stock Cars, Asphalt 4-Cylinders, Asphalt Mini Stock | Results | | James Grigsby (Factory Stocks) | 4th | - | - | - |
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| 10/10/2020 | Showtime Speedway - Clearwater, FL October 10, 2020 360 Sprints - Winged, Asphalt Late Models, Factory Stocks, Street Stocks, Pro Legends, Asphalt 4-Cylinders, Asphalt Mini Stock, Figure 8 - RWD-Open | Rain Out |
| 10/15/2020 | Portsmouth Raceway Park - Portsmouth, OH 40th ANNUAL DIRT TRACK WORLD CHAMPIONSHIP DIRTcar UMP Modifieds: Renegades of Dirt Modified Tour | Results | | James Grigsby (DIRTcar UMP Modifieds) | - | - | - | - |
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| 10/16/2020 | Portsmouth Raceway Park - Portsmouth, OH 40th Annual Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds: Renegades of Dirt Modified Tour Pro Legends, Economy Late Models | Results | | James Grigsby (DIRTcar UMP Modifieds) | 9th | - | DNS | - |
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| 10/31/2020 | Showtime Speedway - Clearwater, FL Halloween Spooktacular! Asphalt Late Models, Factory Stocks, Street Stocks, Asphalt 4-Cylinders, Asphalt Mini Stock, Figure 8 - RWD-Open | Results | | James Grigsby (Factory Stocks) | 6th | - | - | 5th |
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| 11/7/2020 | Showtime Speedway - Clearwater, FL November 7, 2020 Factory Stocks, Asphalt Pro Trucks, Street Stocks, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Mini Stock | Results | | James Grigsby (Factory Stocks) | - | - | - | 2nd |
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| 11/28/2020 | Showtime Speedway - Clearwater, FL End of 2020 Season - Happy Thanksgiving! Asphalt Late Models, Factory Stocks, A Modifieds, Street Stocks, Asphalt 4-Cylinders, Asphalt Mini Stock | Results | | James Grigsby (Factory Stocks) | 3rd | - | - | 15th |
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