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| 1/1/2020 | Tulsa Expo Raceway - Tulsa, OK Morning Practice / Evening Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | - | - | - | - | | Trey Gropp (Non-Wing Outlaw) | 5th | - | - | - | | Trey Gropp (Winged A-Class) | - | - | - | - | | Trey Gropp (Stock Non-Wing) | - | - | - | - |
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| 1/2/2020 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | 3rd | - | - | - | | Trey Gropp (Non-Wing Outlaw) | - | - | - | - | | Trey Gropp (Winged A-Class) | 1st | - | - | - | | Trey Gropp (Stock Non-Wing) | 3rd | - | - | - |
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| 1/3/2020 | Tulsa Expo Raceway - Tulsa, OK Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | - | - | - | - | | Trey Gropp (Non-Wing Outlaw) | - | - | - | - | | Trey Gropp (Winged A-Class) | - | 5th | - | - | | Trey Gropp (Stock Non-Wing) | - | - | - | - |
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| 1/4/2020 | Tulsa Expo Raceway - Tulsa, OK #WintheDriller Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | - | 7th | 5th | - | | Trey Gropp (Non-Wing Outlaw) | - | - | - | - | | Trey Gropp (Winged A-Class) | 10th | - | 2nd | - | | Trey Gropp (Stock Non-Wing) | - | - | 9th | - |
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| 1/15/2020 | Tulsa Expo Raceway - Tulsa, OK Hard Rock Casino Qualifying Night Midgets: Chili Bowl Nationals | Results | | Trey Gropp (Midgets) | 7th | - | 7th | - |
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| 1/18/2020 | Tulsa Expo Raceway - Tulsa, OK Lucas Oil Championship Night Midgets: Chili Bowl Nationals | Results | | Trey Gropp (Midgets) | - | - | - | - |
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| 3/7/2020 | Southern Illinois Center - Duquoin, IL Shamrock Classic Midgets: USAC National Midgets Winged Outlaw, Winged A-Class | Results | | Trey Gropp (Midgets) | 2nd | - | 1st | 21st (DNF) |
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| 5/15/2020 | Port City Raceway - Tulsa, OK Spring Fling - First Points Race Midgets: USAC National Midgets Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Postponed |
| 5/23/2020 | Valley Speedway - Grain Valley, MO Powri Mid-State Open Wheel Nationals Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Non-Winged Sprints: POWRi WAR Sprints | Results | | Trey Gropp (Midgets) | 4th | - | - | 10th | | Trey Gropp (Non-Winged Sprints) | 2nd | - | - | 22nd |
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| 5/24/2020 | Valley Speedway - Grain Valley, MO Mid-State Open Wheel Nationals Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Non-Winged Sprints: POWRi WAR Sprints | Results | | Trey Gropp (Midgets) | 5th | - | 6th | 18th | | Trey Gropp (Non-Winged Sprints) | 2nd | - | - | 17th (DNF) |
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| 5/29/2020 | I-44 Riverside Speedway - Oklahoma City, OK Seventh Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw, Stock Non-Wing | Canceled |
| 5/30/2020 | I-44 Riverside Speedway - Oklahoma City, OK 7th Annual Turnpike Challenge Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Canceled |
| 5/31/2020 | Port City Raceway - Tulsa, OK Seventh Annual Turnpike Challenge (Port City Raceway) Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 5th | - | 15th | - |
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| 6/6/2020 | Eagle Raceway - Eagle, NE Season Opener 305 Sprints - Winged, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact | Results | | Trey Gropp (305 Sprints - Winged) | 3rd | - | - | 10th |
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| 6/12/2020 | Lake Ozark Speedway - Eldon, MO POWRi National and West Midgets at Lake Ozark 360 Sprints - Winged: ASCS Warrior Region Midgets: POWRi National Midgets with POWRi West Midgets, POWRi | Results | | Trey Gropp (Midgets) | 8th | - | - | 14th |
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| 6/13/2020 | Lake Ozark Speedway - Eldon, MO Weekly Show No. 10 Sponsored by Plumb Supply Midgets: POWRi National Midgets with POWRi West Midgets, POWRi 305 Sprints - Winged, Dirt Late Models, Pure Stock, USRA B-Mods | Results | | Trey Gropp (Midgets) | 3rd | - | - | 4th |
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| 6/19/2020 | KAM Raceway - Hastings, NE Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Dirt Cage Kart Junior 1, Flat Adult Clone | Results | | Trey Gropp (Stock Non-Wing) | 1st | - | - | 1st |
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| 6/20/2020 | Eagle Raceway - Eagle, NE America Strong 305 Sprints - Winged, IMCA Modified, IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact | Results | | Trey Gropp (305 Sprints - Winged) | 5th | - | 1st | 8th |
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| 6/26/2020 | Charleston Speedway - Charleston, IL Deuces Wild Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints Economy Late Models | Results | | Trey Gropp (Midgets) | 2nd | - | - | 12th | | Trey Gropp (Non-Winged Sprints) | 3rd | - | - | 9th |
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| 6/27/2020 | Tri-State Speedway - Haubstadt, IN Class Track Mania Midgets: POWRi National Midgets with POWRi Non-Winged Sprints: POWRi WAR Sprints | Rain Out |
| 7/3/2020 | Airport Raceway - Garden City, KS 5th Annual Midget Roundup Midgets: POWRi West Midgets with POWRi Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros | Results | | Trey Gropp (Midgets) | 1st | - | - | 2nd |
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| 7/4/2020 | Airport Raceway - Garden City, KS 5th Annual Midget Roundup Midgets: POWRi West Midgets with POWRi Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros | Results | | Trey Gropp (Midgets) | 1st | - | - | 1st |
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| 7/10/2020 | Humboldt Speedway - Humboldt, KS POWRi National Midgets Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Stock Cars, Midwest Modifieds, B Modifieds, USRA B-Mods | Results | | Trey Gropp (Midgets) | 7th | - | 9th | 19th |
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| 7/11/2020 | Valley Speedway - Grain Valley, MO Powri National Midgets, Powri Micro Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 2nd | - | - | 13th |
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| 7/12/2020 | Valley Speedway - Grain Valley, MO Powri National Midgets, Powri Micro, Lightning Sprints Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 2nd | - | - | 20th |
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| 7/17/2020 | Jefferson County Speedway - Fairbury, NE 3rd Annual Midwest Midget Championship at Jefferson County Speedway - Night 1 Midgets: USAC National Midgets Stock Non-Wing | Results | | Trey Gropp (Midgets) | - | - | - | - | | Trey Gropp (Stock Non-Wing) | 2nd | - | - | 4th |
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| 7/18/2020 | Jefferson County Speedway - Fairbury, NE 3rd Annual Midwest Midget Championship at Jefferson County Speedway - Finale Midgets: USAC National Midgets Stock Non-Wing | Results | | Trey Gropp (Midgets) | 3rd | - | - | 20th | | Trey Gropp (Stock Non-Wing) | 2nd | - | - | 3rd |
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| 7/19/2020 | Caney Valley Speedway - Caney, KS Midgets: USAC National Midgets Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Trey Gropp (Midgets) | 7th | - | 4th | 6th | | Trey Gropp (Stock Non-Wing) | 1st | - | - | 10th |
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| 7/21/2020 | Red Dirt Raceway - Meeker, OK Midgets: USAC National Midgets Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Trey Gropp (Midgets) | 4th | - | - | 17th |
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| 8/1/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO 25th Anniversary Jr. Sprint National Show and Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Trey Gropp (Winged Outlaw) | 6th | - | - | 4th |
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| 8/7/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Night Before the Ironman 410 Sprints - Winged: World of Outlaws Midgets: POWRi DIRTcar UMP Modifieds | Results | | Trey Gropp (Midgets) | 1st | - | - | 3rd |
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| 8/8/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Ironman 55 410 Sprints - Winged: World of Outlaws Midgets: POWRi DIRTcar UMP Modifieds | Results | | Trey Gropp (Midgets) | 4th | - | - | - |
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| 8/15/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series - POWRi West Midgets Midgets: POWRi West Midgets with POWRi Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Dwarf | Results | | Trey Gropp (Midgets) | 1st | - | - | 5th |
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| 8/21/2020 | Lincoln Speedway - Lincoln, IL NIght Before State Fair Race Midgets: POWRi Economy Midgets, DIRTcar UMP Modifieds, Winged Outlaw, Pro Late Model | Results | | Trey Gropp (Midgets) | 7th | - | 2nd | 15th |
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| 8/22/2020 | Macon Speedway - Macon, IL Camfield Memorial Midgets: POWRi DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks, Hornets | Results | | Trey Gropp (Midgets) | 3rd | - | - | 8th |
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| 8/23/2020 | Jacksonville Speedway - Jacksonville, IL POWRi Midgets and Micros at Jacksonville Speedway Midgets: POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 5th | - | - | 13th |
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| 9/4/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO USAC National Midgets and Winged Outlaw Micros Midgets | Results | | Trey Gropp (Midgets) | 8th | - | DNS | - |
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| 9/5/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO USAC National Midgets and Winged Outlaw Micros Midgets | Results | | Trey Gropp (Midgets) | 7th | - | 7th | 20th |
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| 9/11/2020 | Jacksonville Speedway - Jacksonville, IL Herb Barlow Memorial 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 2nd | - | - | - |
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| 9/12/2020 | Port City Raceway - Tulsa, OK Weekly Points Race - POWRi West Midgets Midgets: POWRi West Midgets with POWRi Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Trey Gropp (Midgets) | 3rd | - | - | 19th (DNF) |
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| 9/17/2020 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Trey Gropp (Non-Winged Sprints) | 1st | - | 5th | - |
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| 9/18/2020 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Trey Gropp (Non-Winged Sprints) | 10th | - | 7th | - |
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| 9/19/2020 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Trey Gropp (Non-Winged Sprints) | 4th | - | 2nd | 12th |
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| 9/25/2020 | Creek County Speedway - Sapulpa, OK POWRi West Midgets Midgets: POWRi West Midgets Champ 360 Sprints - Winged, Dwarf, Pony Stock | Results | | Trey Gropp (Midgets) | 1st | - | - | 5th |
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| 9/26/2020 | I-44 Riverside Speedway - Oklahoma City, OK Final Points Race Micros & Lucas Oil POWRi West Midgets Midgets: POWRi West Midgets with POWRi Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Trey Gropp (Midgets) | 6th | - | - | 9th |
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| 10/2/2020 | Tri City Speedway - Granite City, IL POWRI Midgets/MOWA Sprint /305 Sprints/HART Non-Winged Micros 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Midgets: POWRi 305 Sprints - Winged, Non-Wing Outlaw | Results | | Trey Gropp (Midgets) | 6th | - | 6th | 21st |
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| 10/9/2020 | Jacksonville Speedway - Jacksonville, IL Ron Milton Race of Champions Midgets: POWRi 410 Sprints - Winged, Winged Outlaw | Results | | Trey Gropp (Midgets) | 4th | - | - | 4th |
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| 10/15/2020 | Port City Raceway - Tulsa, OK Donnie Ray Crawford SOONER STATE 55 Midgets: POWRi National Midgets with POWRi West Midgets, POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 8th | - | 3rd | 13th |
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| 10/16/2020 | I-44 Riverside Speedway - Oklahoma City, OK Season Championship Midgets: POWRi West Midgets with POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 3rd | - | 1st | 18th |
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| 10/17/2020 | I-44 Riverside Speedway - Oklahoma City, OK Season Championship Midgets: POWRi West Midgets with POWRi Winged Outlaw | Results | | Trey Gropp (Midgets) | 6th | - | 10th | - |
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| 11/6/2020 | Creek County Speedway - Sapulpa, OK Fall Fling - ASCS Sooner Region & POWRi West 360 Sprints - Winged: ASCS Sooner Region Midgets: POWRi West Midgets | Results | | Trey Gropp (Midgets) | 4th | - | - | 3rd |
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| 11/7/2020 | Creek County Speedway - Sapulpa, OK Midgets: POWRi West Midgets Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Dwarf, 600cc Modifieds | Results | | Trey Gropp (Midgets) | 5th | - | - | 8th |
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| 12/28/2020 | Tulsa Expo Raceway - Tulsa, OK AM: Early Move-In / PM: Regular Move-In Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | - | - | - | - | | Trey Gropp (Non-Wing Outlaw) | - | - | - | - | | Trey Gropp (Winged A-Class) | - | - | - | - | | Trey Gropp (Stock Non-Wing) | - | - | - | - |
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| 12/30/2020 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | 9th | - | - | - | | Trey Gropp (Non-Wing Outlaw) | 3rd | - | - | - | | Trey Gropp (Winged A-Class) | 2nd | - | - | - |
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| 12/31/2020 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Trey Gropp (Winged Outlaw) | - | - | - | - | | Trey Gropp (Stock Non-Wing) | 1st | - | - | - |
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