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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 | | Logan Calderwood (Non-Wing Outlaw) | 8th | - | - | - | | Logan Calderwood (Winged A-Class) | - | - | - | - | | Logan Calderwood (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 | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | - | | Logan Calderwood (Winged A-Class) | 9th | - | - | - | | Logan Calderwood (Stock Non-Wing) | 4th | - | - | - |
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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 | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | - | | Logan Calderwood (Winged A-Class) | - | - | - | - | | Logan Calderwood (Stock Non-Wing) | - | 12th | - | - |
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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 | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | - | | Logan Calderwood (Winged A-Class) | - | - | - | - | | Logan Calderwood (Stock Non-Wing) | - | - | 12th | - |
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| 2/1/2020 | Central Arizona Raceway - Casa Grande, AZ Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Stock Cars, Restricted 'A' Class, Winged A-Class, Pure Stock | Results | | Logan Calderwood (Winged A-Class) | 5th | - | - | 6th |
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| 2/2/2020 | Canyon Speedway Park - Peoria, AZ Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Senior Micros | Results | | Logan Calderwood (Senior Micros) | 5th | - | - | 10th |
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| 2/14/2020 | Canyon Speedway Park - Peoria, AZ Steve Stroud Memorial Night 1 Hobby Stocks, B Modifieds, 410 Sprints - Non-Winged, 600cc Modifieds, Sport Compact, Senior Micros | Results | | Logan Calderwood (Senior Micros) | 1st | - | - | 12th |
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| 2/15/2020 | Canyon Speedway Park - Peoria, AZ Steve Stroud Memorial Night 2 Hobby Stocks, B Modifieds, 410 Sprints - Non-Winged, 600cc Modifieds, Sport Compact, Senior Micros | Results | | Logan Calderwood (Senior Micros) | 4th | - | - | 13th |
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| 2/28/2020 | Canyon Speedway Park - Peoria, AZ 360 Sprints - Winged: ASCS National with ASCS Southwest Region Hobby Stocks, Stock Cars, Limited Sport Mod, Senior Micros | Results | | Logan Calderwood (Senior Micros) | 4th | - | - | 10th |
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| 2/29/2020 | Canyon Speedway Park - Peoria, AZ 360 Sprints - Winged: ASCS National with ASCS Southwest Region Hobby Stocks, Stock Cars, Limited Sport Mod, Senior Micros | Results | | Logan Calderwood (Senior Micros) | 5th | - | - | 8th |
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| 3/6/2020 | Canyon Speedway Park - Peoria, AZ Spring Showcase Night 1 410 Sprints - Non-Winged: USAC/CRA Sprints Stock Cars, A Modifieds, Limited Sport Mod, Senior Micros | Results | | Logan Calderwood (Senior Micros) | 3rd | - | - | 7th |
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| 3/7/2020 | Central Arizona Raceway - Casa Grande, AZ Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Stock Cars, A Modifieds, Restricted 'A' Class, Winged A-Class, Pure Stock | Results | | Logan Calderwood (Winged A-Class) | 1st | - | - | 2nd |
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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 | | Logan Calderwood (Winged A-Class) | 9th | - | 7th | - | | Logan Calderwood (Stock Non-Wing) | 6th | - | 7th | - |
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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 | | Logan Calderwood (Winged A-Class) | 8th | - | 12th | - | | Logan Calderwood (Stock Non-Wing) | 5th | - | 6th | - |
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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 | | Logan Calderwood (Winged A-Class) | 6th | - | 7th | - | | Logan Calderwood (Stock Non-Wing) | 9th | - | 13th | - |
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| 6/13/2020 | Port City Raceway - Tulsa, OK Sooner 600 Week - Night 4 Restricted 'A' Class: NOW600 Restricted Micros Winged A-Class: NOW600 A-Class Micros Stock Non-Wing: NOW600 Non-Wing Micros Winged Outlaw, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Logan Calderwood (Winged A-Class) | 5th | - | 10th | - | | Logan Calderwood (Stock Non-Wing) | 5th | - | 12th | - |
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| 6/14/2020 | Creek County Speedway - Sapulpa, OK Sooner 600 Week - Night 5 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 | | Logan Calderwood (Winged Outlaw) | 6th | - | - | 7th | | Logan Calderwood (Winged A-Class) | 6th | - | 9th | - |
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| 6/20/2020 | Central Arizona Raceway - Casa Grande, AZ Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series Stock Cars, Restricted 'A' Class, Winged A-Class, Pure Stock | Results | | Logan Calderwood (Winged A-Class) | 2nd | - | - | 11th |
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| 6/24/2020 | Dixon Speedway - Dixon, CA West Coast COVID Cup Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Logan Calderwood (Non-Wing Outlaw) | DNS | - | - | 11th (DNF) | | Logan Calderwood (Stock Non-Wing) | 4th | - | - | 8th |
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| 6/24/2020 | Lemoore Jet Bowl - Lemoore, CA West Coast COVID Cup Night # 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | 8th | | Logan Calderwood (Sportsman Micros) | - | - | - | 11th (DNF) |
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| 6/26/2020 | Lemoore Jet Bowl - Lemoore, CA West Coast COVID Cup Night # 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | 21st |
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| 6/26/2020 | Plaza Park Raceway powered by Keller Auto Center - Visalia, CA West Coast COVID Cup Winged Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Logan Calderwood (Stock Non-Wing) | 8th | - | 9th | 21st |
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| 6/27/2020 | Lemoore Jet Bowl - Lemoore, CA West Coast COVID Cup Night #3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Logan Calderwood (Non-Wing Outlaw) | 8th (DNF) | - | - | 16th | | Logan Calderwood (Sportsman Micros) | DNS | - | - | 14th (DNF) |
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| 7/25/2020 | Lemoore Jet Bowl - Lemoore, CA Lemoore Raceway Points Race 3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Logan Calderwood (Non-Wing Outlaw) | 6th | - | - | 9th |
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| 8/1/2020 | Dixon Speedway - Dixon, CA Point Race #10 Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Logan Calderwood (Stock Non-Wing) | 7th | - | 3rd | 13th |
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| 8/15/2020 | Lemoore Jet Bowl - Lemoore, CA Lemoore Raceway Points Race 5 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Logan Calderwood (Non-Wing Outlaw) | 5th | - | - | 8th |
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| 8/29/2020 | Lemoore Jet Bowl - Lemoore, CA Lemoore Raceway Points Race 6 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Sportsman Micros | Results | | Logan Calderwood (Non-Wing Outlaw) | 6th | - | - | 7th |
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| 9/5/2020 | Central Arizona Raceway - Casa Grande, AZ Weekly racing Stock Cars, Restricted 'A' Class, Winged A-Class, 360 Sprints - Non-Winged | Results | | Logan Calderwood (Winged A-Class) | 1st | - | - | 1st |
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| 9/6/2020 | Central Arizona Raceway - Casa Grande, AZ weekly racing Stock Cars, Restricted 'A' Class, Winged A-Class, 360 Sprints - Non-Winged | Results | | Logan Calderwood (Winged A-Class) | 2nd | - | - | 3rd |
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| 9/25/2020 | Central Arizona Raceway - Casa Grande, AZ big o tires night Stock Cars, A Modifieds, Restricted 'A' Class, Winged A-Class, B Modifieds, Pure Stock | Results | | Logan Calderwood (Winged A-Class) | 3rd | - | - | 1st |
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| 9/26/2020 | Central Arizona Raceway - Casa Grande, AZ Stock Cars, A Modifieds, Restricted 'A' Class, Winged A-Class, B Modifieds, Pure Stock | Results | | Logan Calderwood (Winged A-Class) | 5th | - | - | 5th |
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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 | | Logan Calderwood (Stock Non-Wing) | 6th | - | 9th | - |
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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 | | Logan Calderwood (Stock Non-Wing) | 6th | - | 8th | - |
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| 10/30/2020 | Central Arizona Raceway - Casa Grande, AZ Friday Night Racing at CAS Restricted 'A' Class, Winged A-Class, 360 Sprints - Non-Winged | Results | | Logan Calderwood (Winged A-Class) | 1st | - | - | 6th | | Logan Calderwood (360 Sprints - Non-Winged) | 5th | - | 5th | - |
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| 10/31/2020 | Central Arizona Raceway - Casa Grande, AZ Howl O Ween Bash Stock Cars, Restricted 'A' Class, Winged A-Class, 360 Sprints - Non-Winged, Pure Stock | Results | | Logan Calderwood (Winged A-Class) | 2nd | - | - | 3rd | | Logan Calderwood (360 Sprints - Non-Winged) | 6th | - | - | 7th |
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| 11/20/2020 | Central Arizona Raceway - Casa Grande, AZ Thunder Nationals A Modifieds, Restricted 'A' Class, Winged A-Class, B Modifieds, Pure Stock, IMCA Modified | Results | | Logan Calderwood (Winged A-Class) | 1st | - | - | 5th |
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| 11/21/2020 | Central Arizona Raceway - Casa Grande, AZ Thunder Nationals A Modifieds, Restricted 'A' Class, Winged A-Class, B Modifieds, Pure Stock, IMCA Modified | Results | | Logan Calderwood (Winged A-Class) | 1st | - | - | 3rd |
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| 11/22/2020 | Central Arizona Raceway - Casa Grande, AZ Thunder Nationals A Modifieds, Restricted 'A' Class, Winged A-Class, B Modifieds, Pure Stock, IMCA Modified | Results | | Logan Calderwood (Winged A-Class) | 5th | - | - | 9th |
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| 11/27/2020 | Arizona Speedway - Queen Creek, AZ 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series | Results | | Logan Calderwood (360 Sprints - Winged) | 1st | - | 15th | - |
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| 11/28/2020 | Arizona Speedway - Queen Creek, AZ 360 Sprints - Winged: ASCS Southwest Region Non-Winged Sprints: San Tan Ford ASCS Desert Sprint Car Series | Results | | Logan Calderwood (360 Sprints - Winged) | 5th | - | 9th | - |
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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 | | Logan Calderwood (Winged Outlaw) | - | - | - | - | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | - | | Logan Calderwood (Winged A-Class) | - | - | - | - | | Logan Calderwood (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 | | Logan Calderwood (Winged Outlaw) | 9th | - | - | - | | Logan Calderwood (Non-Wing Outlaw) | 9th | - | - | - | | Logan Calderwood (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 | | Logan Calderwood (Winged Outlaw) | - | - | - | - | | Logan Calderwood (Non-Wing Outlaw) | - | - | - | - | | Logan Calderwood (Stock Non-Wing) | 5th | - | - | - |
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