| | Heat | Dash | B Feature | A Feature |
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| 7/25/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 6th | - | - | 18th (DNF) |
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| 8/1/2020 | Creek County Speedway - Sapulpa, OK Club91 Funkadelic II - USRA Modifieds Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Dwarf, USRA Modifieds | Results | | Jessie Shepherd (USRA Modifieds) | DNS | - | 14th | - |
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| 8/8/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 6th | - | - | 11th |
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| 8/15/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series - POWRi West Midgets Midgets: POWRi West Midgets with POWRi Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Dwarf | Results | | Jessie Shepherd (A Modifieds) | 5th | - | - | 16th (DNF) |
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| 8/22/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 3rd | - | - | 19th (DNF) |
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| 8/29/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 6th | - | 2nd | 19th (DNF) |
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| 9/5/2020 | Creek County Speedway - Sapulpa, OK Iron Man 55 - Non-Wing Champ Sprints and Topless Mods A Modifieds, 600cc Modifieds, Champ 360 Sprints - Non Winged | Results | | Jessie Shepherd (A Modifieds) | 5th | - | - | 16th (DNF) |
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| 9/12/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 4th | - | - | 14th |
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| 9/26/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 6th | - | 8th | - |
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| 10/3/2020 | Creek County Speedway - Sapulpa, OK Makeup Event - Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 6th | - | 6th (DNF) | - |
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| 10/10/2020 | Creek County Speedway - Sapulpa, OK Makeup Event - Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 5th | - | - | 10th |
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| 10/17/2020 | Creek County Speedway - Sapulpa, OK POWRi Season Championship Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Jessie Shepherd (A Modifieds) | 6th | - | - | 11th |
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