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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 | | Shain Kaiser (Winged Outlaw) | 4th | - | 2nd | 18th |
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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 | | Shain Kaiser (Winged Outlaw) | 2nd | - | - | 14th |
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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 | | Shain Kaiser (Winged Outlaw) | 4th | - | 3rd | 20th |
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| 4/30/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Weekly Points Race (1) Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Shain Kaiser (Winged Outlaw) | 5th | - | - | 5th |
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| 5/1/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Weekly Points Race (2) Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Shain Kaiser (Winged Outlaw) | 1st | - | - | 1st |
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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 | | Shain Kaiser (Winged Outlaw) | 3rd | - | - | 20th |
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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 | | Shain Kaiser (Winged Outlaw) | 3rd | - | - | 4th |
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| 6/5/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Weekly Points Race (6) Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Shain Kaiser (Winged Outlaw) | 2nd | - | - | 3rd |
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| 6/16/2021 | Charleston Speedway - Charleston, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 1st | - | - | 3rd |
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| 6/17/2021 | Lincoln Speedway - Lincoln, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi DIRTcar UMP Modifieds, Winged Outlaw, Pro Late Model | Results | | Shain Kaiser (Winged Outlaw) | 2nd | - | - | 1st |
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| 6/18/2021 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 2nd | - | - | 5th |
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| 6/19/2021 | Macon Speedway - Macon, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw, Winged A-Class, Street Stocks, Pro Late Model | Results | | Shain Kaiser (Winged Outlaw) | 1st | - | - | 11th | | Shain Kaiser (Winged A-Class) | - | - | - | 11th |
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| 6/20/2021 | Brownstown Bullring - Brownstown, IL Illinois SPEED Week Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 4th | - | - | 4th |
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| 7/2/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 5th | - | 8th | - |
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| 7/3/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Championship Night Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 4th | - | DNS | - |
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| 7/31/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Weekly Points Race (13) Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Shain Kaiser (Winged Outlaw) | 1st | - | - | 2nd |
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| 8/20/2021 | Charleston Speedway - Charleston, IL POWRi at Charleston Speedway Midgets: POWRi National Midgets with POWRi Winged Outlaw, Hornets, DIRTcar Pro Modifieds | Results | | Shain Kaiser (Winged Outlaw) | 6th | - | - | 3rd |
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| 8/21/2021 | Lake Ozark Speedway - Eldon, MO POWRi Lucas Oil WAR Sprints at Lake Ozark Speedway Non-Winged Sprints: POWRi WAR Sprints 360 Sprints - Winged, Midgets, Super Stocks, Pure Stock, USRA B-Mods | Results | | Shain Kaiser (360 Sprints - Winged) | 4th | - | - | 22nd (DNF) |
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| 9/10/2021 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets with POWRi Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 7th | - | - | 8th |
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| 10/1/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Sweet Springs Fall Brawl Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Shain Kaiser (Winged Outlaw) | 3rd | - | - | 13th |
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| 10/2/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Sweet Springs Fall Brawl Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints | Results | | Shain Kaiser (Winged Outlaw) | 1st | - | - | 4th |
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| 10/9/2021 | Lake Ozark Speedway - Eldon, MO Lake Ozark Speedway Chase for the Championship Night 360 Sprints - Winged: ASCS Warrior Region 305 Sprints - Winged, Midwest Modifieds, Super Stocks, Pure Stock | Results | | Shain Kaiser (360 Sprints - Winged) | 5th | - | - | 7th |
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| 10/14/2021 | Port City Raceway - Tulsa, OK Donnie Ray Crawford Sooner State 55 Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Shain Kaiser (Winged Outlaw) | 8th | - | - | 24th |
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| 10/15/2021 | I-44 Riverside Speedway - Oklahoma City, OK Meents Memorial Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Stock Non-Wing | Results | | Shain Kaiser (Winged Outlaw) | 8th | - | - | 10th |
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| 10/16/2021 | I-44 Riverside Speedway - Oklahoma City, OK Meents Memorial Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Winged A-Class | Results | | Shain Kaiser (Winged Outlaw) | 1st | - | - | 6th |
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| 11/5/2021 | Caney Valley Speedway - Caney, KS Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Pure Stock, USRA Tuners | Results | | Shain Kaiser (Winged Outlaw) | 4th | - | - | 3rd |
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| 11/6/2021 | Caney Valley Speedway - Caney, KS Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Factory Stocks, Winged Outlaw, USRA B-Mods | Results | | Shain Kaiser (Winged Outlaw) | 2nd | - | - | 1st |
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| 12/28/2021 | Tulsa Expo Raceway - Tulsa, OK PM: Practice Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Shain Kaiser (Winged Outlaw) | - | - | - | - | | Shain Kaiser (Non-Wing Outlaw) | - | - | - | - |
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| 12/29/2021 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class | Results | | Shain Kaiser (Winged Outlaw) | 9th | - | - | - | | Shain Kaiser (Non-Wing Outlaw) | - | - | - | - |
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| 12/31/2021 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Shain Kaiser (Winged Outlaw) | - | - | - | - |
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