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| 1/1/2021 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | - | 11th | - | - | | Collin Shain (Junior Sprints) | - | 1st | - | - |
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| 1/2/2021 | Tulsa Expo Raceway - Tulsa, OK Driller Time! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Collin Shain (Restricted 'A' Class) | - | - | - | - | | Collin Shain (Junior Sprints) | - | - | - | 20th |
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| 3/6/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 2 - Night 2 Midgets, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 3rd | - | - | 4th |
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| 4/30/2021 | Coles County Speedway - Mattoon, IL Opening Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 1st | - | - | 1st |
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| 5/7/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 1st | - | - | 1st | | Collin Shain (Winged A-Class) | 1st | - | - | 2nd |
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| 5/14/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 1st | - | - | 1st |
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| 6/4/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 1st | - | - | 1st |
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| 6/11/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 2nd | - | - | 1st |
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| 6/18/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 3rd | - | - | 2nd | | Collin Shain (Winged A-Class) | 2nd | - | - | 2nd |
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| 7/9/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Winged A-Class) | 1st | - | - | 2nd |
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| 7/17/2021 | Macon Speedway - Macon, IL Church Night Featuring Faster Pastor Race DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model, Limited Modified | Results | | Collin Shain (Winged A-Class) | 5th | - | - | 14th |
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| 8/6/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Collin Shain (Winged A-Class) | 2nd | - | - | 2nd |
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| 8/7/2021 | Macon Speedway - Macon, IL Diane Bennett Memorial DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Collin Shain (Winged A-Class) | 6th | - | - | 10th |
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| 8/15/2021 | Tri City Speedway - Granite City, IL Sunday Racing DIRTcar Sport Compact, Winged Outlaw, Winged Outlaw, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw, Dirt Mini Late Models, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone | Results | | Collin Shain (Winged Outlaw) | 5th | - | - | 6th |
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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 | | Collin Shain (Winged Outlaw) | 3rd | - | - | 11th |
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| 8/28/2021 | Macon Speedway - Macon, IL Skeff Distributing presents IMRA Midgets / Hornet World Championships Economy Midgets, DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Collin Shain (Winged A-Class) | 1st | - | - | 8th |
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| 9/3/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Collin Shain (Winged Outlaw) | 4th | - | - | 3rd | | Collin Shain (Non-Wing Outlaw) | - | - | - | - | | Collin Shain (Winged A-Class) | 3rd | - | - | 3rd |
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| 12/17/2021 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial Prelim - DuQuoin Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | 1st | - | - | - | | Collin Shain (Winged A-Class) | 2nd | - | - | - |
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| 12/18/2021 | Wayne County Speedway - Wayne City, IL Jason Leffler Memorial - DuQuoin Midgets, Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Collin Shain (Restricted 'A' Class) | - | - | - | 2nd | | Collin Shain (Winged A-Class) | - | - | - | 6th |
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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 | | Collin Shain (Restricted 'A' Class) | - | - | - | - |
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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 | | Collin Shain (Restricted 'A' Class) | 1st | - | - | - |
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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 | | Collin Shain (Restricted 'A' Class) | - | 4th | - | - |
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