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| 3/6/2021 | Red Dirt Raceway - Meeker, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros B Modifieds, Hornets, Pure Stock | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 5th | - | 4th | - |
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| 3/7/2021 | Red Dirt Raceway - Meeker, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros B Modifieds, Hornets, Pure Stock | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 5th | - | 4th | - |
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| 3/19/2021 | Creek County Speedway - Sapulpa, OK Spring Fling - OCRS Sprint Cars Champ 360 Sprints - Winged: Oil Capital Racing Series Hobby Stocks, USRA B-Mods | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 6th | - | 7th | - |
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| 3/20/2021 | Creek County Speedway - Sapulpa, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Asphalt Mini Stocks, Hobby Stocks, A Modifieds | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 4th | - | 4th | - |
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| 4/9/2021 | Monarch Motor Speedway - Wichita Falls, TX Sooner Sprint Series Sprint Cars, B Modifieds, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Dean Drake Jr (Sprint Cars) | 3rd | - | - | 2nd |
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| 5/8/2021 | Salina Highbanks Speedway - Salina, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Hobby Stocks, B Modifieds, Street Stocks | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 4th | - | - | 12th |
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| 5/30/2021 | Thunderbird Speedway - Muskogee, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Hobby Stocks, B Modifieds | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 2nd | - | - | 20th |
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| 6/6/2021 | Creek County Speedway - Sapulpa, OK 360 Sprints - Winged: ASCS Sooner Region Champ 360 Sprints - Winged, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing | Results | | Dean Drake Jr (360 Sprints - Winged) | 3rd | - | - | 17th | | Dean Drake Jr (Champ 360 Sprints - Winged) | 2nd | - | - | 20th |
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| 6/25/2021 | Red Dirt Raceway - Meeker, OK Champ 360 Sprints - Winged: Oil Capital Racing Series B Modifieds, Hornets, Sportsman Micros, Pure Stock | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 6th | - | 11th | - |
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| 7/23/2021 | Tulsa Speedway - Tulsa, OK Friday Night Lights 305 Sprints - Winged, Factory Stocks, Lightning Sprints, Pony Stock, USRA B-Mods | Results | | Dean Drake Jr (305 Sprints - Winged) | 3rd | - | - | 12th |
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| 8/20/2021 | Tulsa Speedway - Tulsa, OK Friday Night Lights 305 Sprints - Winged, Factory Stocks, Pony Stock, USRA Modifieds | Results | | Dean Drake Jr (305 Sprints - Winged) | 4th | - | - | 11th |
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| 9/4/2021 | Creek County Speedway - Sapulpa, OK Iron Man 55 - $10,000 to win Non-Wing Champ 305 Sprints A Modifieds, Champ 360 Sprints - Non Winged | Results | | Dean Drake Jr (Champ 360 Sprints - Non Winged) | - | - | - | - |
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| 9/5/2021 | Creek County Speedway - Sapulpa, OK Iron Man 55 - $10,000 to win Non-Wing Champ 305 Sprints A Modifieds, Champ 360 Sprints - Non Winged | Results | | Dean Drake Jr (Champ 360 Sprints - Non Winged) | 5th | - | 6th | - |
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| 9/10/2021 | Tulsa Speedway - Tulsa, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Factory Stocks, Lightning Sprints, Pony Stock, USRA B-Mods | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 2nd | - | - | 15th |
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| 9/24/2021 | Thunderbird Speedway - Muskogee, OK Sooner Late Models & OCRS Sprints Champ 360 Sprints - Winged: Oil Capital Racing Series Dirt Super Late Models, Hobby Stocks | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 5th | - | - | 9th |
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| 9/25/2021 | Salina Highbanks Speedway - Salina, OK AmeriFlex Challenge 6 - $3,000 to win / $1,000 to start Champ 360 Sprints - Winged: Oil Capital Racing Series Hobby Stocks, A Modifieds, B Modifieds, Street Stocks | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 6th | - | 10th | - |
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| 10/2/2021 | Creek County Speedway - Sapulpa, OK Champ 360 Sprints - Winged: Oil Capital Racing Series Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 2nd | - | - | 8th |
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| 10/23/2021 | Caney Valley Speedway - Caney, KS Champ 360 Sprints - Winged: Oil Capital Racing Series Factory Stocks, Pure Stock, USRA Tuners | Results | | Dean Drake Jr (Champ 360 Sprints - Winged) | 5th | - | 2nd | 6th |
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| 11/13/2021 | Tulsa Speedway - Tulsa, OK Classic Chevrolet Championship Night 305 Sprints - Winged, Factory Stocks, Pony Stock, USRA B-Mods, USRA Modifieds | Results | | Dean Drake Jr (305 Sprints - Winged) | 5th | - | - | 6th |
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