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| 3/9/2019 | Southern Illinois Center - Duquoin, IL Midgets: USAC National Midgets Winged Outlaw | Results | | Michael Pickens (Midgets) | 7th | - | 15th | - |
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| 6/1/2019 | Wayne County Speedway - Wayne City, IL USAC Regional Event/HART Non-Wing Micros Midgets, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints | Results | | Michael Pickens (Midgets) | 1st | - | - | 1st |
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| 6/4/2019 | Montpelier Motor Speedway - Montpelier, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Michael Pickens (Midgets) | 4th | - | - | 13th |
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| 6/5/2019 | Gas City I-69 Speedway - Gas City, IN Midgets: USAC National Midgets Winged Outlaw, Non-Wing Outlaw, 410 Sprints - Non-Winged | Results | | Michael Pickens (Midgets) | 5th | - | 2nd | 22nd |
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| 6/6/2019 | Lincoln Park Speedway - Putnamville, IN USAC MIDGET WEEK Midgets: USAC National Midgets 410 Sprints - Non-Winged, Lightning Sprints | Results | | Michael Pickens (Midgets) | 3rd | - | - | 15th |
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| 6/7/2019 | Bloomington Speedway - Bloomington, IN Midgets: USAC National Midgets | Results | | Michael Pickens (Midgets) | 3rd | - | - | 7th |
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| 6/8/2019 | Lawrenceburg Speedway - Lawrenceburg, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Michael Pickens (Midgets) | 5th | - | - | 20th |
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| 6/13/2019 | Brownstown Bullring - Brownstown, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Michael Pickens (Midgets) | 1st | - | - | 6th |
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| 6/14/2019 | Jacksonville Speedway - Jacksonville, IL Illinois SPEED Week Midgets: POWRi National Midgets Winged Outlaw | Results | | Michael Pickens (Midgets) | 3rd | - | - | - |
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| 8/31/2019 | Lake Ozark Speedway - Eldon, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Midgets: POWRi National Midgets with POWRi West Midgets | Results | | Michael Pickens (Midgets) | 2nd | - | - | 5th |
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| 9/1/2019 | Lake Ozark Speedway - Eldon, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Midgets: POWRi National Midgets with POWRi West Midgets | Results | | Michael Pickens (Midgets) | 2nd | - | - | 4th |
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| 9/4/2019 | The Dirt Track At Indianapolis Motor Speedway - Indianapolis, IN Midgets: USAC National Midgets | Results | | Michael Pickens (Midgets) | 2nd | - | - | - |
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| 9/5/2019 | The Dirt Track At Indianapolis Motor Speedway - Indianapolis, IN Midgets: USAC National Midgets | Results | | Michael Pickens (Midgets) | - | - | - | - |
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| 9/6/2019 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets Winged Outlaw | Results | | Michael Pickens (Midgets) | 4th | - | - | 19th |
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| 9/7/2019 | Spoon River Speedway - Canton, IL Tom Knowles Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi National Midgets | Results | | Michael Pickens (Midgets) | 3rd | - | - | 13th |
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| 11/19/2019 | Placerville Speedway - Placerville, CA Midgets: USAC National Midgets with USAC Western States Midgets Economy Midgets: Northwest Focus Midget Series | Results | | Michael Pickens (Midgets) | 2nd | - | - | 24th |
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| 11/20/2019 | Placerville Speedway - Placerville, CA Midgets: USAC National Midgets with USAC Western States Midgets Economy Midgets: Northwest Focus Midget Series | Results | | Michael Pickens (Midgets) | 2nd | - | - | 10th |
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| 11/23/2019 | Bakersfield Speedway - Bakersfield, CA Midgets: USAC National Midgets with USAC Western States Midgets | Results | | Michael Pickens (Midgets) | 3rd | - | - | 2nd |
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| 11/28/2019 | Ventura Raceway - Ventura, CA Midgets: USAC National Midgets with USAC Western States Midgets 360 Sprints - Non-Winged: USAC West Coast Sprint Cars | Results | | Michael Pickens (Midgets) | - | - | - | 22nd |
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| 12/20/2019 | The Dome at America's Center - St. Louis, MO 4th annual Arizona Sport Shirts Gateway Dirt Nationals presented by O’Reilly Auto Parts Midgets, Dirt Super Late Models, A Modifieds | Results | | Michael Pickens (Midgets) | 2nd | - | - | 3rd |
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| 12/21/2019 | The Dome at America's Center - St. Louis, MO 4th annual Arizona Sport Shirts Gateway Dirt Nationals presented by O’Reilly Auto Parts Midgets, Dirt Super Late Models, A Modifieds | Results | | Michael Pickens (Midgets) | - | - | - | 6th |
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