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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 | | Brandon Sampson (Winged Outlaw) | - | - | - | - | | Brandon Sampson (Non-Wing Outlaw) | 6th | - | - | - | | Brandon Sampson (Winged A-Class) | - | - | - | - | | Brandon Sampson (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 | | Brandon Sampson (Winged Outlaw) | 4th | - | - | - | | Brandon Sampson (Non-Wing Outlaw) | - | - | - | - | | Brandon Sampson (Winged A-Class) | 6th | - | - | - | | Brandon Sampson (Stock Non-Wing) | 7th | - | - | - |
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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 | | Brandon Sampson (Winged Outlaw) | - | - | - | - | | Brandon Sampson (Non-Wing Outlaw) | - | - | - | - | | Brandon Sampson (Winged A-Class) | - | - | - | - | | Brandon Sampson (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 | | Brandon Sampson (Winged Outlaw) | - | 12th | 12th | - | | Brandon Sampson (Non-Wing Outlaw) | - | - | - | - | | Brandon Sampson (Winged A-Class) | - | - | - | - | | Brandon Sampson (Stock Non-Wing) | - | - | - | - |
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| 3/6/2020 | Plaza Park Raceway powered by Keller Auto Center - Visalia, CA Outlaw Nationals Night One Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Brandon Sampson (Winged A-Class) | 7th | - | - | DNS | | Brandon Sampson (Stock Non-Wing) | 5th | - | - | DNS |
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| 3/7/2020 | Plaza Park Raceway powered by Keller Auto Center - Visalia, CA Outlaw Nationals Night 2 Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Brandon Sampson (Winged A-Class) | 9th | - | - | 14th | | Brandon Sampson (Stock Non-Wing) | 5th | - | - | 14th |
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| 5/1/2020 | Boss Speedway Dirt Track - Lawton, OK Back To Racing 2020 Championship Points Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Cage Jr. 1 Clone, Cage Jr. 2 Clone, Cage Jr. 3 Clone, 500 Winged Open Outlaw, Cage Jr. Sprints, Kid Karts Dirt, Senior Micros | Results | | Brandon Sampson (Non-Wing Outlaw) | 2nd | - | - | 12th (DNF) | | Brandon Sampson (Winged A-Class) | 2nd | - | - | 11th |
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| 5/2/2020 | Boss Speedway Dirt Track - Lawton, OK Back To Racing 2020 Championship Points Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Cage Jr. 1 Clone, Cage Jr. 2 Clone, 500 Winged Open Outlaw, Kid Karts Dirt, Senior Micros | Results | | Brandon Sampson (Non-Wing Outlaw) | 3rd | - | - | DNS | | Brandon Sampson (Winged A-Class) | 1st | - | - | DNS |
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| 5/16/2020 | Port City Raceway - Tulsa, OK Spring Fling - Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Brandon Sampson (Winged Outlaw) | DNS | - | 7th | - | | Brandon Sampson (Winged A-Class) | 6th | - | DNS | - | | Brandon Sampson (Stock Non-Wing) | 5th | - | 11th | - |
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| 5/17/2020 | Port City Raceway - Tulsa, OK Spring Fling Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Brandon Sampson (Winged Outlaw) | DNS | - | - | 22nd | | Brandon Sampson (Winged A-Class) | 6th | - | 9th | - | | Brandon Sampson (Stock Non-Wing) | 8th | - | 7th | - |
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| 5/22/2020 | KC Raceway - Independence, MO Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Junior Sprints, Sportsman Micros, Mod Lites | Results | | Brandon Sampson (Winged Outlaw) | 6th | - | - | 16th (DNF) | | Brandon Sampson (Winged A-Class) | 1st | - | - | 18th | | Brandon Sampson (Stock Non-Wing) | 5th | - | 2nd | 13th |
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| 5/23/2020 | KC Raceway - Independence, MO Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Non-Wing Outlaw, Junior Sprints, Sportsman Micros, Mod Lites | Results | | Brandon Sampson (Winged Outlaw) | - | - | - | 16th | | Brandon Sampson (Winged A-Class) | 9th | - | 14th | - | | Brandon Sampson (Stock Non-Wing) | 3rd | - | 11th | - |
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| 5/24/2020 | Nevada Speedway - Nevada, MO Champ 360 Sprints - Winged: Oil Capital Racing Series Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros USRA B-Mods | Results | | Brandon Sampson (Winged A-Class) | 9th | - | - | 25th | | Brandon Sampson (Stock Non-Wing) | 8th | - | 9th | - |
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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 | | Brandon Sampson (Stock Non-Wing) | 1st | - | - | 2nd |
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| 5/30/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Brandon Sampson (Winged Outlaw) | DNS | - | - | DNS | | Brandon Sampson (Winged A-Class) | 3rd | - | - | DNS | | Brandon Sampson (Stock Non-Wing) | 4th | - | DNS | - |
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| 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 | | Brandon Sampson (Winged Outlaw) | DNS | - | 13th | - |
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| 6/10/2020 | Caney Valley Speedway - Caney, KS Sooner 600 Week - Night 1 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Factory Stocks, Winged Outlaw, USRA B-Mods | Results | | Brandon Sampson (Winged Outlaw) | 5th | - | - | 10th | | Brandon Sampson (Winged A-Class) | 8th | - | 12th | - | | Brandon Sampson (Stock Non-Wing) | 7th | - | 9th | - |
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| 6/11/2020 | Creek County Speedway - Sapulpa, OK Sooner 600 Week - Night 2 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, 600cc Modifieds | Results | | Brandon Sampson (Winged Outlaw) | DNS | - | - | 11th | | Brandon Sampson (Winged A-Class) | DNS | - | 13th | - | | Brandon Sampson (Stock Non-Wing) | 9th | - | 11th | - |
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| 6/12/2020 | Red Dirt Raceway - Meeker, OK Sooner 600 Week - Night 3 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Sprints, B Modifieds, Dwarf, Hornets, Pure Stock | Results | | Brandon Sampson (Winged A-Class) | 9th | - | 14th | - | | Brandon Sampson (Stock Non-Wing) | DNS | - | 14th | - |
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| 6/26/2020 | Port City Raceway - Tulsa, OK 9th Annual Donnie Ray Crawford Memorial Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Brandon Sampson (Winged Outlaw) | 9th | - | 10th | - | | Brandon Sampson (Winged A-Class) | 5th | - | DNS | - | | Brandon Sampson (Stock Non-Wing) | 7th | - | 11th | - |
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| 6/27/2020 | Port City Raceway - Tulsa, OK 9th Annual Donnie Ray Crawford Memorial Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros | Results | | Brandon Sampson (Winged Outlaw) | DNS | - | DNS | - | | Brandon Sampson (Winged A-Class) | 6th | - | DNS | - | | Brandon Sampson (Stock Non-Wing) | 7th | - | DNS | - |
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| 7/3/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship $20K to Win! Winged Outlaw Only Winged Outlaw | Results | | Brandon Sampson (Winged Outlaw) | 9th (DNF) | - | DNS | - |
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| 7/4/2020 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship $20K to Win! Winged Outlaw Only Winged Outlaw | Results | | Brandon Sampson (Winged Outlaw) | 10th (DNF) | - | - | - |
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| 7/24/2020 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Prelim Winged A-Class, Stock Non-Wing | Results | | Brandon Sampson (Winged A-Class) | 7th | - | 8th | - |
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| 7/25/2020 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Final Winged A-Class, Stock Non-Wing | Results | | Brandon Sampson (Winged A-Class) | - | - | - | - |
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| 7/26/2020 | Southern Illinois Raceway - Marion, IL Highbanks Hustle Rain Delay Winged A-Class | Results | | Brandon Sampson (Winged A-Class) | 6th | - | - | - |
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| 8/21/2020 | Heart O' Texas Speedway - Waco, TX Restricted 'A' Class: NOW600 Restricted Micros with POWRi Lonestar 600 Restrictor's Winged A-Class: NOW600 A-Class Micros with POWRi Lonestar 600's Wing Stock Non-Wing: POWRi Lonestar 600's Non Wing Factory Stocks, B Modifieds, Street Stocks, Limited Sport Mod, IMCA Modified, IMCA Southern SportMod, IMCA Stock Car | Results | | Brandon Sampson (Winged A-Class) | 4th | - | - | 18th | | Brandon Sampson (Stock Non-Wing) | 4th | - | - | 18th |
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| 8/22/2020 | Port City Raceway - Tulsa, OK Weekly Points Race Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Brandon Sampson (Winged Outlaw) | 2nd | - | - | 12th | | Brandon Sampson (Winged A-Class) | 6th | - | 13th | - | | Brandon Sampson (Stock Non-Wing) | 7th | - | 4th | - |
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| 9/19/2020 | Lemoore Jet Bowl - Lemoore, CA Lemoore Raceway Points Race 7 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Brandon Sampson (Winged Outlaw) | DNS | - | - | 8th | | Brandon Sampson (Sportsman Micros) | 6th | - | - | 15th (DNF) |
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| 10/2/2020 | Port City Raceway - Tulsa, OK RUJO Rumble Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Brandon Sampson (Winged Outlaw) | 8th | - | - | 14th | | Brandon Sampson (Winged A-Class) | DNS | - | DNS | - | | Brandon Sampson (Stock Non-Wing) | 7th | - | 11th | - |
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| 10/3/2020 | Port City Raceway - Tulsa, OK RUJO Rumble Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Brandon Sampson (Winged Outlaw) | 5th | - | - | DNS | | Brandon Sampson (Winged A-Class) | 5th | - | 7th | - |
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