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| 7/4/2020 | Lake Ozark Speedway - Eldon, MO LOS Independence Day Blowout! HUGE Fireworks! ASCS Sprints / $ Special for Late Model & USRA B-Mod! 360 Sprints - Winged: ASCS Warrior Region 358 Sprints - Winged, Street Stocks, Dirt Late Models, Vintage Full Body Stock Cars, USRA B-Mods | Rain Out |
| 7/11/2020 | Lake Ozark Speedway - Eldon, MO Missouri State Penitentiary Night at LOS 360 Sprints - Winged: ASCS Warrior Region 305 Sprints - Winged, Street Stocks, Dirt Late Models, Pure Stock | Results | | Bailey Goldesberry (360 Sprints - Winged) | DNS | - | - | DNS |
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| 7/18/2020 | Lake Ozark Speedway - Eldon, MO The Stuart House Night at LOS 360 Sprints - Winged, Street Stocks, Lightning Sprints, Pure Stock, USRA B-Mods | Results | | Bailey Goldesberry (360 Sprints - Winged) | - | - | - | - |
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| 7/30/2020 | Dubuque Fairgrounds Speedway - Dubuque, IA Dubuque County Fair Races w/Sprint Invaders 360 Sprints - Winged: Sprint Invaders Hobby Stocks, A Modifieds, B Modifieds | Results | | Bailey Goldesberry (360 Sprints - Winged) | 5th | - | - | 16th |
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| 8/15/2020 | Fairbury Speedway - Fairbury, IL 410 Sprints - Winged: IRA Interstate Racing Association with MOWA-Midwest Open Wheel Association DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Bailey Goldesberry (410 Sprints - Winged) | - | - | - | - |
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| 9/5/2020 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Sheboygan County Fair 410 Sprints - Winged: IRA Interstate Racing Association | Results | | Bailey Goldesberry (410 Sprints - Winged) | 8th | - | 9th | - |
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| 9/19/2020 | Beaver Dam Raceway - Beaver Dam, WI Semmelmann Memorial 410 Sprints - Winged: IRA Interstate Racing Association Non Wing Crate Sprints: Wisconsin wingLESS Sprints Semi-Pro Legends | Results | | Bailey Goldesberry (410 Sprints - Winged) | 6th | - | 6th | - |
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| 9/26/2020 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI Wisconsin Sprint Car Championship Night 410 Sprints - Winged: IRA Interstate Racing Association Lightning Sprints: IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Bailey Goldesberry (410 Sprints - Winged) | 10th | - | 11th | - |
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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 | | Bailey Goldesberry (410 Sprints - Winged) | 6th | - | 9th | - |
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