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| 1/1/2021 | Tulsa Expo Raceway - Tulsa, OK Racing Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints | Results | | Cale Goodwin (Winged Outlaw) | - | 11th | - | - |
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| 1/2/2021 | Tulsa Expo Raceway - Tulsa, OK Driller Time! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Cale Goodwin (Winged Outlaw) | - | - | - | - |
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| 2/26/2021 | Southern Illinois Center - DuQuoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Cale Goodwin (Non-Wing Outlaw) | - | - | - | 12th |
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| 2/26/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Cale Goodwin (Winged Outlaw) | 8th | - | 2nd | 16th | | Cale Goodwin (Non-Wing Outlaw) | 2nd | - | 2nd | 12th |
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| 2/27/2021 | Southern Illinois Center - DuQuoin, IL Midwest Winter Nationals Non-Wing Outlaw | Results | | Cale Goodwin (Non-Wing Outlaw) | - | - | - | 4th |
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| 2/27/2021 | Wayne County Speedway - Wayne City, IL DuQuoin Winter Nationals - Week 1 - Night 2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Cale Goodwin (Winged Outlaw) | 3rd | - | - | 5th | | Cale Goodwin (Non-Wing Outlaw) | 1st | - | - | 4th |
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| 4/16/2021 | Tri City Speedway - Granite City, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw | Results | | Cale Goodwin (Winged Outlaw) | 1st | - | - | 17th |
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| 4/17/2021 | Highland Speedway - Highland, IL DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Cale Goodwin (Winged Outlaw) | 4th | - | 3rd | 14th |
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| 5/1/2021 | Southern Illinois Raceway - Marion, IL Points Begin Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 3rd | - | - | DNS | | Cale Goodwin (Non-Wing Outlaw) | 9th | - | 3rd | 7th |
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| 5/8/2021 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 5th | - | - | 12th (DNF) | | Cale Goodwin (Non-Wing Outlaw) | 5th | - | - | 5th |
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| 5/14/2021 | Coles County Speedway - Mattoon, IL Weekly Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Cale Goodwin (Winged Outlaw) | 3rd | - | - | - | | Cale Goodwin (Non-Wing Outlaw) | 3rd | - | - | 8th |
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| 5/15/2021 | Southern Illinois Raceway - Marion, IL Maier's Tidy Bowl Dwarf Special/Throwback Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 6th (DNF) | - | - | - | | Cale Goodwin (Non-Wing Outlaw) | 5th | - | - | 19th (DNF) |
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| 5/22/2021 | Southern Illinois Raceway - Marion, IL Points Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 4th | - | - | 14th |
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| 5/31/2021 | Macon Speedway - Macon, IL Memorial Day Twin 50s - SLM 50 laps & Modifieds 50 laps DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | Cale Goodwin (Winged A-Class) | 3rd | - | - | 8th |
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| 6/5/2021 | Southern Illinois Raceway - Marion, IL Performance Electronics Prelude to the Hustle Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 3rd | - | - | 9th |
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| 6/18/2021 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Night 1 Winged A-Class | Results | | Cale Goodwin (Winged A-Class) | 10th (DNF) | - | 13th | - |
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| 6/19/2021 | Southern Illinois Raceway - Marion, IL Engler Machine and Tool Highbanks Hustle Final Winged A-Class | Results | | Cale Goodwin (Winged A-Class) | 6th | - | 7th | - |
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| 6/26/2021 | Southern Illinois Raceway - Marion, IL Points Night/HART Non-Wing Series Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 1st | - | - | 1st | | Cale Goodwin (Non-Wing Outlaw) | 5th | - | - | 23rd (DNF) |
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| 7/3/2021 | Wayne County Speedway - Wayne City, IL Season Opener Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 600cc Modifieds | Results | | Cale Goodwin (Winged Outlaw) | 10th | - | - | DNS | | Cale Goodwin (Non-Wing Outlaw) | 9th | - | - | - |
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| 7/17/2021 | Southern Illinois Raceway - Marion, IL Ike Dealership JR Sprint Special/Rising Stars Night Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | 9th (DNF) | - | - | - | | Cale Goodwin (Non-Wing Outlaw) | DNS | - | DNS | - |
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| 7/24/2021 | Southern Illinois Raceway - Marion, IL Points Night/HART Non-Wing Series Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Winged Outlaw) | DNS | - | - | DNS | | Cale Goodwin (Non-Wing Outlaw) | DNS | - | - | - |
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| 7/30/2021 | Southern Illinois Raceway - Marion, IL Prairie Farms Terry Sprague Memorial Night 1 Stock Non-Wing | Results | | Cale Goodwin (Stock Non-Wing) | 1st | - | DNS | - |
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| 7/31/2021 | Southern Illinois Raceway - Marion, IL Prairie Farms Terry Sprague Memorial Final Stock Non-Wing | Results | | Cale Goodwin (Stock Non-Wing) | 10th | - | 15th (DNF) | - |
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| 8/27/2021 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Night #1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Cale Goodwin (Winged Outlaw) | 8th | - | 8th | - |
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| 8/28/2021 | Wayne County Speedway - Wayne City, IL Showdown in Beantown Night #2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Cale Goodwin (Winged Outlaw) | 9th (DNF) | - | 4th | - |
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| 9/11/2021 | Wayne County Speedway - Wayne City, IL Remembrance Weekend HART & MMSA Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Lightning Sprints | Results | | Cale Goodwin (Non-Wing Outlaw) | 5th | - | - | 10th |
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| 9/18/2021 | Southern Illinois Raceway - Marion, IL Chase Night 3 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Non-Wing Outlaw) | 2nd | - | - | 13th (DNF) |
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| 9/24/2021 | Wayne County Speedway - Wayne City, IL Dan Robinson Memorial Night #1 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Cale Goodwin (Non-Wing Outlaw) | 6th | - | 1st | 6th |
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| 9/25/2021 | Wayne County Speedway - Wayne City, IL Dan Robinson Memorial Night #2 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Cale Goodwin (Non-Wing Outlaw) | 7th | - | 7th | - |
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| 10/9/2021 | Southern Illinois Raceway - Marion, IL Open Race/Chase Make-up Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Junior Sprints, Dwarf, 600cc Modifieds, Sportsman Micros | Results | | Cale Goodwin (Non-Wing Outlaw) | 7th | - | - | 18th (DNF) | | Cale Goodwin (Sportsman Micros) | 3rd | - | - | DNS |
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