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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 | | Scotty Milan (Winged A-Class) | - | 3rd | - | - | | Scotty Milan (Stock Non-Wing) | - | - | - | - |
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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 | | Scotty Milan (Winged Outlaw) | - | - | - | - | | Scotty Milan (Winged A-Class) | - | - | 12th | - |
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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 | | Scotty Milan (Winged Outlaw) | 5th | - | 5th | 21st |
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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 | | Scotty Milan (Winged Outlaw) | 4th | - | - | 18th |
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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 | | Scotty Milan (Winged Outlaw) | 6th | - | 7th | - |
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| 4/2/2021 | Lake Ozark Speedway - Eldon, MO 360 Sprints - Winged: ASCS Sooner Region with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Scotty Milan (360 Sprints - Winged) | 5th | - | 6th | - |
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| 4/3/2021 | Lake Ozark Speedway - Eldon, MO LOS Spring Nationals 360 Sprints - Winged: ASCS Sooner Region with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints Midgets, Dirt Super Late Models | Results | | Scotty Milan (360 Sprints - Winged) | 4th | - | 4th | 15th |
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| 4/11/2021 | Port City Raceway - Tulsa, OK T-Town Micro Sunday Night Midgets: USAC National Midgets Non-Wing Outlaw, Winged A-Class, Stock Non-Wing | Results | | Scotty Milan (Non-Wing Outlaw) | 4th | - | 2nd | 12th |
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| 6/10/2021 | US 24 Speedway - Logansport, IN Performance Electronics Outlaw Non Wing Shootout #BIGDANCE Prelim night #1 $1000 to win Non-Wing Outlaw | Results | | Scotty Milan (Non-Wing Outlaw) | 7th | - | - | - |
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| 6/11/2021 | US 24 Speedway - Logansport, IN Performance Electronics Outlaw Non Wing Shootout #BIGDANCE Prelim night #2 $1000 to win Non-Wing Outlaw | Results | | Scotty Milan (Non-Wing Outlaw) | DNS | - | 12th | - |
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| 6/12/2021 | US 24 Speedway - Logansport, IN Performance Electronics Outlaw Non Wing Shootout #BIGDANCE $10,000 to win Non-Wing Outlaw | Results | | Scotty Milan (Non-Wing Outlaw) | 8th | - | - | - |
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| 6/18/2021 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Night 1 Winged A-Class | Results | | Scotty Milan (Winged A-Class) | 4th | - | 4th | 15th |
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| 6/19/2021 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Final Winged A-Class | Results | | Scotty Milan (Winged A-Class) | 2nd | - | 4th | - |
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| 7/2/2021 | Sweet Springs Motorsports Complex - Sweet Springs, MO Small Town Throwdown Winged Outlaw | Results | | Scotty Milan (Winged Outlaw) | 4th | - | 3rd | 17th (DNF) |
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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 | | Scotty Milan (Winged Outlaw) | 2nd | - | - | 2nd |
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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 | | Scotty Milan (410 Sprints - Winged) | 7th | - | 6th | - | | Scotty Milan (Winged Outlaw) | 7th | - | - | 22nd |
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| 9/11/2021 | Spoon River Speedway - Canton, IL Tom Knowles Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets with POWRi | Results | | Scotty Milan (410 Sprints - Winged) | 2nd | - | - | 9th |
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| 9/16/2021 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Sooner Region, ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Scotty Milan (360 Sprints - Winged) | 8th | - | 12th | - |
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| 9/17/2021 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Sooner Region, ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Scotty Milan (360 Sprints - Winged) | 8th | - | 9th | - |
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| 9/18/2021 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Sooner Region, ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Scotty Milan (360 Sprints - Winged) | - | 9th | 4th | - |
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| 10/8/2021 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged | Results | | Scotty Milan (410 Sprints - Winged) | 5th | - | 2nd | 21st |
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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 | | Scotty Milan (360 Sprints - Winged) | 1st | - | - | 11th |
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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 | | Scotty Milan (Winged Outlaw) | 1st | - | - | 2nd |
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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 | | Scotty Milan (Winged Outlaw) | 2nd | - | - | 5th |
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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 | | Scotty Milan (Winged Outlaw) | 1st | - | - | 5th |
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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 | | Scotty Milan (Winged Outlaw) | - | - | - | - | | Scotty Milan (Non-Wing Outlaw) | - | - | - | - | | Scotty Milan (Winged A-Class) | - | - | - | - | | Scotty Milan (Stock Non-Wing) | - | - | - | - |
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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 | | Scotty Milan (Winged Outlaw) | 1st | - | - | - | | Scotty Milan (Non-Wing Outlaw) | 1st | - | - | - | | Scotty Milan (Winged A-Class) | 3rd | - | - | - |
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| 12/30/2021 | Tulsa Expo Raceway - Tulsa, OK Races Non-Wing Outlaw, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Scotty Milan (Stock Non-Wing) | 6th | - | - | - |
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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 | | Scotty Milan (Winged Outlaw) | - | 3rd | - | - | | Scotty Milan (Non-Wing Outlaw) | - | 12th | - | - | | Scotty Milan (Winged A-Class) | - | 12th | - | - | | Scotty Milan (Stock Non-Wing) | - | - | - | - |
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