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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 | | Steven Shebester (600cc Modifieds) | - | - | - | - |
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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 | | Steven Shebester (600cc Modifieds) | 5th | - | - | - |
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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 | | Steven Shebester (600cc Modifieds) | - | 2nd | - | - |
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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 | | Steven Shebester (600cc Modifieds) | - | - | - | 15th |
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| 1/15/2020 | Tulsa Expo Raceway - Tulsa, OK Hard Rock Casino Qualifying Night Midgets: Chili Bowl Nationals | Results | | Steven Shebester (Midgets) | 4th | 9th | 5th | - |
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| 1/18/2020 | Tulsa Expo Raceway - Tulsa, OK Lucas Oil Championship Night Midgets: Chili Bowl Nationals | Results | | Steven Shebester (Midgets) | - | - | - | - |
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| 3/7/2020 | Red Dirt Raceway - Meeker, OK 305 Sprints - Winged: SSO-Sprint Series of Oklahoma Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros B Modifieds, Hornets, Pure Stock | Results | | Steven Shebester (305 Sprints - Winged) | 3rd | - | - | 4th |
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| 3/8/2020 | Red Dirt Raceway - Meeker, OK 305 Sprints - Winged: SSO-Sprint Series of Oklahoma Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros B Modifieds, Hornets, 600cc Modifieds, Pure Stock | Results | | Steven Shebester (305 Sprints - Winged) | - | - | - | 4th |
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| 5/8/2020 | Monarch Motor Speedway - Wichita Falls, TX 305 Sprints - Winged, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Steven Shebester (305 Sprints - Winged) | 1st | - | - | 7th |
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| 5/29/2020 | Creek County Speedway - Sapulpa, OK 360 Sprints - Winged: ASCS Sooner Region Stock Non-Wing, Dwarf, Limited Sport Mod | Results | | Steven Shebester (360 Sprints - Winged) | 2nd | - | - | 13th |
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| 5/30/2020 | Tri-State Speedway - Pocola, OK ASCS Sprint Cars & 13th Annual Danny Martinez, Jr. Memorial 360 Sprints - Winged: ASCS Sooner Region with ASCS Mid-South Region Pure Stock, USRA B-Mods, USRA Modifieds | Results | | Steven Shebester (360 Sprints - Winged) | 7th | - | 6th | 20th |
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| 6/6/2020 | Outlaw Motor Speedway - Oktaha, OK $5,000 to win 410 Sprints - Winged: All Star Circuit of Champions IMCA RaceSaver Sprint Car | Results | | Steven Shebester (IMCA RaceSaver Sprint Car) | - | - | - | - |
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| 6/26/2020 | Red Dirt Raceway - Meeker, OK 3rd Annual Mike Peters Freedom 40 Classic 305 Sprints - Winged: SSO-Sprint Series of Oklahoma B Modifieds, Sportsman Micros, Pure Stock | Results | | Steven Shebester (305 Sprints - Winged) | 2nd | - | - | 7th |
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| 6/27/2020 | I-44 Riverside Speedway - Oklahoma City, OK Lucas Oil POWRi West Midgets & Weekly Points Race Micros Midgets: POWRi West Midgets with POWRi Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Steven Shebester (Midgets) | 5th | - | - | 7th |
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| 7/4/2020 | Lawton Speedway - Lawton, OK Gigantic Fireworks Extravaganza 305 Sprints - Winged, Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 350 Sprints - Non Winged, Pony Stock, USRA Limited Mods, IMCA RaceSaver Sprint Car | Results | | Steven Shebester (305 Sprints - Winged) | - | - | - | - | | Steven Shebester (IMCA RaceSaver Sprint Car) | 1st | - | - | 1st |
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| 7/11/2020 | Lawton Speedway - Lawton, OK Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 350 Sprints - Non Winged, Pony Stock, USRA Limited Mods, IMCA RaceSaver Sprint Car | Results | | Steven Shebester (IMCA RaceSaver Sprint Car) | 1st | - | - | 1st |
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| 7/18/2020 | I-44 Riverside Speedway - Oklahoma City, OK Weekly 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 | Results | | Steven Shebester (Midgets) | 2nd | - | - | 4th |
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| 7/19/2020 | Caney Valley Speedway - Caney, KS Midgets: USAC National Midgets Stock Non-Wing: NOW600 Non-Wing Micros | Results | | Steven Shebester (Midgets) | 6th | - | 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 | | Steven Shebester (Midgets) | 5th | - | 4th | 18th |
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| 7/24/2020 | West Texas Raceway - Lubbock, TX DIRTcar Factory Stock, Street Stocks, Non-Winged Sprints, 305 Sprints - Non-Winged, USRA Limited Mods, USRA Stock Cars | Results | | Steven Shebester (305 Sprints - Non-Winged) | 7th | - | 4th | - |
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| 7/25/2020 | Route 66 Motor Speedway - Amarillo, TX Street Stocks, Non-Winged Sprints, 305 Sprints - Non-Winged, Economy Late Models, USRA Limited Mods, USRA Modifieds | Results | | Steven Shebester (305 Sprints - Non-Winged) | 1st | - | - | 6th |
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| 8/1/2020 | Lawton Speedway - Lawton, OK Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 350 Sprints - Non Winged, Pony Stock, USRA Limited Mods, IMCA RaceSaver Sprint Car | Results | | Steven Shebester (IMCA RaceSaver Sprint Car) | 2nd | - | - | 3rd |
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| 8/7/2020 | Heart O' Texas Speedway - Waco, TX Factory Stocks, B Modifieds, Street Stocks, 305 Sprints - Non-Winged, Limited Sport Mod, IMCA Modified, IMCA Southern SportMod, IMCA Stock Car | Results | | Steven Shebester (305 Sprints - Non-Winged) | 9th | - | DNS | - |
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| 8/8/2020 | Devil's Bowl Speedway - Mesquite, TX 305 Sprints - Non-Winged, USRA Limited Mods, USRA Factory Stocks | Results | | Steven Shebester (305 Sprints - Non-Winged) | 4th | - | - | 2nd |
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| 8/14/2020 | RPM Speedway - Crandall, TX Round #13 KR Promotions Cup 305 Sprints - Non-Winged, Limited Sport Mod, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Steven Shebester (305 Sprints - Non-Winged) | 1st | - | - | 21st |
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| 8/15/2020 | Lawton Speedway - Lawton, OK Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 305 Sprints - Non-Winged, Pony Stock, USRA Limited Mods, USRA Modifieds | Results | | Steven Shebester (305 Sprints - Non-Winged) | 1st | - | - | 1st |
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| 8/22/2020 | Kennedale Speedway Park - Kennedale, TX Factory Stocks, 305 Sprints - Non-Winged, IMCA Modified, IMCA Southern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Steven Shebester (305 Sprints - Non-Winged) | 3rd | - | - | 2nd |
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| 8/29/2020 | Lawton Speedway - Lawton, OK Championship Finals Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 305 Sprints - Non-Winged, 350 Sprints - Non Winged, Pony Stock, USRA Limited Mods, USRA Modifieds, IMCA RaceSaver Sprint Car | Results | | Steven Shebester (IMCA RaceSaver Sprint Car) | 1st | - | - | 2nd |
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| 9/12/2020 | Creek County Speedway - Sapulpa, OK Fast Five Weekly Series Champ 360 Sprints - Winged, Asphalt Mini Stocks, Hobby Stocks, A Modifieds, Pony Stock | Results | | Steven Shebester (Champ 360 Sprints - Winged) | 3rd | - | - | 16th (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 | | Steven Shebester (360 Sprints - Winged) | 3rd | - | 6th | - |
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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 | | Steven Shebester (360 Sprints - Winged) | 9th | - | 11th | - |
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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 | | Steven Shebester (360 Sprints - Winged) | 11th | - | 11th (DNF) | - |
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| 9/25/2020 | Lawton Speedway - Lawton, OK Winter Nationals Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 350 Sprints - Non Winged, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Tuners, IMCA RaceSaver Sprint Car | Results | | Steven Shebester (IMCA RaceSaver Sprint Car) | 1st | - | - | 1st |
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| 9/26/2020 | Lawton Speedway - Lawton, OK Winter Nationals & Lanny Edwards Memorial Vintage Race Asphalt Mini Stocks, Stock Cars, Non-Winged Sprints, 350 Sprints - Non Winged, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Tuners, IMCA RaceSaver Sprint Car | Results | | Steven Shebester (IMCA RaceSaver Sprint Car) | - | - | - | 2nd |
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| 10/16/2020 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National with ASCS Lone Star Region 305 Sprints - Winged, USRA Modifieds, USRA Factory Stocks | Results | | Steven Shebester (360 Sprints - Winged) | 4th | - | 4th | - | | Steven Shebester (305 Sprints - Winged) | 3rd | - | - | 4th |
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| 10/17/2020 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National with ASCS Lone Star Region Dirt Big Block Modifieds: Texas Winged Modifieds 305 Sprints - Winged, USRA Limited Mods | Results | | Steven Shebester (360 Sprints - Winged) | DNS | - | DNS | - | | Steven Shebester (305 Sprints - Winged) | 3rd | - | - | 4th |
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| 10/23/2020 | Longdale Speedway - Longdale, OK Tumbleweed Modified Madness plus Champ 305 Sprints Champ 360 Sprints - Winged, Limited Modified, USRA Modifieds | Results | | Steven Shebester (Champ 360 Sprints - Winged) | 4th | - | - | 1st |
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| 10/24/2020 | Longdale Speedway - Longdale, OK 360 Sprints - Winged: ASCS Sooner Region Limited Modified, USRA Modifieds, IMCA Modified | Results | | Steven Shebester (360 Sprints - Winged) | 5th | - | - | 6th |
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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 | | Steven Shebester (360 Sprints - Winged) | 1st | - | 2nd | 11th |
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