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| 3/26/2021 | I-44 Riverside Speedway - Oklahoma City, OK Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Stock Non-Wing | Results | | Jason Wilson (Midgets) | 6th | - | DNS | - | | Jason Wilson (Winged Outlaw) | 7th | - | 6th | - |
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| 3/27/2021 | I-44 Riverside Speedway - Oklahoma City, OK Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Winged A-Class | Results | | Jason Wilson (Winged A-Class) | 7th | - | 4th | 17th |
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| 3/28/2021 | Port City Raceway - Tulsa, OK Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Jason Wilson (Winged Outlaw) | 8th | - | 11th | - |
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| 4/2/2021 | Port City Raceway - Tulsa, OK Spring Fling - Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 6th | - | 14th | - | | Jason Wilson (Stock Non-Wing) | 6th | - | 11th | - |
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| 4/3/2021 | Port City Raceway - Tulsa, OK Spring Fling - Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 1st | - | - | 20th | | Jason Wilson (Stock Non-Wing) | 7th | - | DNS | - |
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| 4/17/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 6th | - | 6th | - |
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| 5/1/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 6th | - | 6th | - |
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| 5/8/2021 | Macon Speedway - Macon, IL Midwest Season Opener Midgets: POWRi National Midgets with POWRi DIRTcar UMP Modifieds, Winged Outlaw, Hornets, Pro Late Model | Rain Out |
| 5/15/2021 | I-44 Riverside Speedway - Oklahoma City, OK POWRi Lucas Oil West Midgets at I-44 Riverside Speedway Midgets: POWRi West Midgets with POWRi Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jason Wilson (Midgets) | 8th (DNF) | - | - | 13th | | Jason Wilson (Stock Non-Wing) | DNS | - | DNS | - |
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| 5/21/2021 | Charleston Speedway - Charleston, IL ILLIANA Showdown Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Winged Outlaw | Results | | Jason Wilson (Midgets) | 7th | - | 15th | - |
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| 5/22/2021 | Charleston Speedway - Charleston, IL ILLIANA Showdown Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Winged Outlaw | Results | | Jason Wilson (Midgets) | 7th | - | 13th | - |
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| 5/29/2021 | Lake Ozark Speedway - Eldon, MO 1st Annual Memorial Nationals 360 Sprints - Winged: ASCS National with ASCS Warrior Region Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints | Results | | Jason Wilson (Midgets) | 7th | - | DNS | - |
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| 5/30/2021 | Lake Ozark Speedway - Eldon, MO 1st Annual Memorial Nationals 360 Sprints - Winged: ASCS National with ASCS Warrior Region Midgets: POWRi National Midgets with POWRi | Results | | Jason Wilson (Midgets) | 6th | - | 11th | - |
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| 6/12/2021 | Port City Raceway - Tulsa, OK Sooner 600 Week - Night 4 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 8th | - | 12th | - |
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| 6/19/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 5th | - | - | 15th |
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| 7/30/2021 | Port City Raceway - Tulsa, OK Non Wing Nationals Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jason Wilson (Winged A-Class) | 6th | - | 10th | - |
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| 7/31/2021 | Port City Raceway - Tulsa, OK Non Wing Nationals Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Jason Wilson (Winged A-Class) | 7th | - | 10th | - |
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| 8/7/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 1st | - | - | 19th |
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| 8/21/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 8th | - | DNS | - |
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| 8/28/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 8th | - | 7th | - |
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| 9/3/2021 | Port City Raceway - Tulsa, OK Pete Frazier Memorial Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 8th | - | 14th | - |
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| 9/4/2021 | Port City Raceway - Tulsa, OK Pete Frazier Memorial Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Junior Sprints, Sportsman Micros | Results | | Jason Wilson (Winged A-Class) | 2nd | - | 8th | - |
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| 9/11/2021 | Port City Raceway - Tulsa, OK POWRi Lucas Oil West Midgets at Port City Raceway Midgets: POWRi West Midgets with POWRi Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Midgets) | 8th | - | DNS | - | | Jason Wilson (Winged A-Class) | 7th | - | 6th | 18th |
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| 9/25/2021 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 5th | - | 10th | - |
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| 10/1/2021 | Port City Raceway - Tulsa, OK RUJO Rumble - Weekly Points Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 5th | - | 6th | 19th |
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| 10/2/2021 | Port City Raceway - Tulsa, OK RUJO Rumble - Final Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros | Results | | Jason Wilson (Winged A-Class) | 6th | - | 7th | - | | Jason Wilson (Stock Non-Wing) | 8th | - | 12th | - |
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