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| 1/10/2020 | Jacobson Exhibition Center - Des Moines, IA Battle At The Barn XII Mini 60, Tag Cadet, Kid Karts, Champ Kart, Generic 1, 50cc Multi-speed Stock, 50cc Chain, 65cc, 85cc, 250cc+ Open Quad, Quad B Class, 50cc Shaft, Lawn Mower Modified, Junior 1 Medium Asphalt Karting, Junior 1 Heavy Asphalt Karting, Junior 2 Medium Asphalt Karting, Junior 2 Heavy Asphalt Karting, Junior 2 Animal Asphalt Karting, Adult Medium Asphalt Karting, Adult Heavy Asphalt Karting, Open Asphalt Karting, Asphalt Sprint - Junior Animal, Asphalt Sprint - Animal Lite, Asphalt Sprint - Animal Medium, Asphalt Sprint - Animal Heavy, Asphalt Sprint - Stock Honda, Asphalt Sprint - Yamaha Senior Stock, Quad A Class, Quad C Class, Quad 50cc, Quad 70cc, Quad 90cc, Quad Girls | Results | | Skylar Prochaska (Champ Kart) | 4th | - | - | - | | Skylar Prochaska (Adult Medium Asphalt Karting) | 6th | - | - | - | | Skylar Prochaska (Adult Heavy Asphalt Karting) | 1st | 9th | - | - | | Skylar Prochaska (Open Asphalt Karting) | 5th | 1st | - | - |
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| 1/11/2020 | Jacobson Exhibition Center - Des Moines, IA Battle At The Barn XII Mini 60, Tag Cadet, Kid Karts, Champ Kart, Generic 1, 50cc Multi-speed Stock, 50cc Chain, 65cc, 85cc, 250cc+ Open Quad, Quad B Class, 50cc Shaft, Lawn Mower Modified, Junior 1 Medium Asphalt Karting, Junior 1 Heavy Asphalt Karting, Junior 2 Medium Asphalt Karting, Junior 2 Heavy Asphalt Karting, Junior 2 Animal Asphalt Karting, Adult Medium Asphalt Karting, Adult Heavy Asphalt Karting, Open Asphalt Karting, Asphalt Sprint - Junior Animal, Asphalt Sprint - Animal Lite, Asphalt Sprint - Animal Medium, Asphalt Sprint - Animal Heavy, Asphalt Sprint - Stock Honda, Asphalt Sprint - Yamaha Senior Stock, Quad A Class, Quad C Class, Quad 50cc, Quad 70cc, Quad 90cc, Quad Girls | Results | | Skylar Prochaska (Champ Kart) | 4th | - | - | 1st | | Skylar Prochaska (Adult Medium Asphalt Karting) | 4th | - | - | 6th | | Skylar Prochaska (Adult Heavy Asphalt Karting) | 1st | - | - | 10th | | Skylar Prochaska (Open Asphalt Karting) | 8th | - | - | 6th |
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| 4/25/2020 | Park Jefferson International Speedway - Jefferson, SD Open Wheel Nationals 410 Sprints - Winged, A Modifieds, IMCA Modified | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | - | - |
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| 5/15/2020 | Jackson Motorplex - Jackson, MN Great Lakes Shootout presented by Harvey's Roofing & Tweeter Contracting - IRA Sprint Car Series 410 Sprints - Winged: IRA Interstate Racing Association 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | DNS | - |
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| 5/16/2020 | Jackson Motorplex - Jackson, MN Great Lakes Shootout presented by Tweeter Contracting and Harvey's Five Star Roofing 410 Sprints - Winged: IRA Interstate Racing Association | Rain Out |
| 5/29/2020 | Park Jefferson International Speedway - Jefferson, SD $6,600 to win 410 Sprints - Winged: IRA Interstate Racing Association with All Star Circuit of Champions B Modifieds | Results | | Skylar Prochaska (410 Sprints - Winged) | 6th | - | 7th | - |
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| 5/30/2020 | Park Jefferson International Speedway - Jefferson, SD $6,600 to win 410 Sprints - Winged: IRA Interstate Racing Association with All Star Circuit of Champions Stock Cars | Results | | Skylar Prochaska (410 Sprints - Winged) | 5th | - | 3rd | 24th |
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| 6/6/2020 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged, 410 Sprints - Winged, Winged Crate Sprints | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 9th | - |
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| 6/19/2020 | Jackson Motorplex - Jackson, MN DeKalb Asgrow - Midwest Power Series/MSTS Sprint Cars 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 305 Sprints - Winged | Results | | Skylar Prochaska (360 Sprints - Winged) | 4th | - | - | 7th |
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| 6/25/2020 | Jackson Motorplex - Jackson, MN AGCO Jackson Nationals featuring the World of Outlaws 410 Sprints - Winged: World of Outlaws 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | 9th | - | - | - |
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| 6/26/2020 | Jackson Motorplex - Jackson, MN AGCO Jackson Nationals featuring the World of Outlaws 410 Sprints - Winged: World of Outlaws Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Skylar Prochaska (410 Sprints - Winged) | 8th | - | 14th | - |
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| 6/27/2020 | Jackson Motorplex - Jackson, MN $30,000-to-win AGCO Jackson Nationals featuring the World of Outlaws 410 Sprints - Winged: World of Outlaws Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 16th | - |
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| 7/3/2020 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged, 410 Sprints - Winged, Winged Crate Sprints | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 3rd | 21st |
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| 7/10/2020 | Knoxville Raceway - Knoxville, IA Corn Belt Nationals 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Winged Sprints: POWRi WAR Sprints with Iowa Sprint Car League 360 Sprints - Winged, 410 Sprints - Winged | Results | | Skylar Prochaska (360 Sprints - Winged) | 1st | - | - | 18th |
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| 7/11/2020 | Knoxville Raceway - Knoxville, IA Corn Belt Nationals 410 Sprints - Non-Winged: USAC National Sprint Cars Non-Winged Sprints: POWRi WAR Sprints with Iowa Sprint Car League 410 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | - | - |
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| 7/17/2020 | Jackson Motorplex - Jackson, MN DeKalb Asgrow - Midwest Power Series/MSTS Sprint Cars presented by AG Builders 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 305 Sprints - Winged | Results | | Skylar Prochaska (360 Sprints - Winged) | 3rd | - | - | 9th |
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| 8/1/2020 | Knoxville Raceway - Knoxville, IA $5,000 to win 410 Sprints - Winged: All Star Circuit of Champions 360 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | 9th | - | - | - |
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| 8/2/2020 | Huset's Speedway - Brandon, SD Grand Re-Opening | All Star Circuit of Champions 410 Sprints - Winged: All Star Circuit of Champions Street Stocks | Results | | Skylar Prochaska (410 Sprints - Winged) | 4th | 4th | - | 13th |
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| 8/7/2020 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged: ASCS National | Results | | Skylar Prochaska (360 Sprints - Winged) | 3rd | - | - | 15th |
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| 8/8/2020 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged: ASCS National | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | 16th | - |
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| 8/21/2020 | River Cities Speedway - Grand Forks, ND Second Leg of the World of Outlaws Northern Tour 410 Sprints - Winged: World of Outlaws B Modifieds, WISSOTA Late Model | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 2nd | 20th |
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| 8/22/2020 | Red River Valley Speedway - West Fargo, ND Red River Rumble 410 Sprints - Winged: World of Outlaws IMCA Stock Car | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 1st | 19th |
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| 8/30/2020 | I-80 Speedway - Greenwood, NE 410 Sprints - Winged: World of Outlaws B Modifieds | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 15th | - |
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| 9/5/2020 | Huset's Speedway - Brandon, SD NOS Energy Drink World of Outlaws Sprint Car Series 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 7th | - |
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| 9/6/2020 | Huset's Speedway - Brandon, SD NOS Energy Drink World of Outlaws Sprint Car Series 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | 8th | - | 9th | - |
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| 9/12/2020 | Cedar Lake Speedway - New Richmond, WI 20th Annual Jerry Richert Memorial 360 Sprints - Winged: Midwest Power Series 410 Sprints - Winged: IRA Interstate Racing Association Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series Winged A-Class, 305 Sprints - Non-Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | 4th | - | - | 7th |
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| 9/18/2020 | Huset's Speedway - Brandon, SD Power Series Nationals 360 Sprints - Winged: Midwest Power Series IMCA RaceSaver Sprint Car | Results | | Skylar Prochaska (360 Sprints - Winged) | 4th | - | - | 24th (DNF) |
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| 9/19/2020 | Huset's Speedway - Brandon, SD Power Series Nationals 360 Sprints - Winged: Midwest Power Series IMCA RaceSaver Sprint Car | Results | | Skylar Prochaska (360 Sprints - Winged) | 5th | - | - | 19th (DNF) |
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| 10/16/2020 | Lakeside Speedway - Kansas City, KS FVP Platinum Battery Showdown 410 Sprints - Winged: World of Outlaws Mod Lites | Results | | Skylar Prochaska (410 Sprints - Winged) | 8th | - | 9th | - |
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| 10/17/2020 | Lake Ozark Speedway - Eldon, MO 410 Sprints - Winged: World of Outlaws Street Stocks | Results | | Skylar Prochaska (410 Sprints - Winged) | 7th | - | 13th | - |
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