| | Heat | Dash | B Feature | A Feature |
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| 4/19/2014 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged, 410 Sprints - Winged, 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | 4th | 15th |
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| 4/26/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series Winged A-Class: Miniakota Micro Sprint Series Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 1st |
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| 5/3/2014 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged, 410 Sprints - Winged, 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | 6th | - |
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| 5/17/2014 | Jackson Motorplex - Jackson, MN Nonwing opener. 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 1st |
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| 6/7/2014 | Jackson Motorplex - Jackson, MN Winged A-Class: Miniakota Micro Sprint Series 360 Sprints - Winged, Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 3rd |
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| 6/13/2014 | Jackson Motorplex - Jackson, MN 410 Sprints - Winged: World of Outlaws | Results | | Skylar Prochaska (410 Sprints - Winged) | 8th | - | 4th | 22nd |
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| 6/21/2014 | Jackson Motorplex - Jackson, MN Winged A-Class: Miniakota Micro Sprint Series 360 Sprints - Winged, Winged Outlaw | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 9th |
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| 6/22/2014 | Casino Speedway - Watertown, SD 360 Showdown presented by BWW 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Malvern Bank 360 Sprints, Minnesota Mafia | Results | | Skylar Prochaska (360 Sprints - Winged) | 5th | - | 5th | - |
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| 6/27/2014 | Redwood Speedway - Redwood falls, MN UMSS vs. JSTS (MN Mafia Series Point Race) 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Minnesota Mafia | Results | | Skylar Prochaska (360 Sprints - Winged) | 4th | 4th | - | 1st |
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| 6/28/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Minnesota Mafia Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | 4th | - | - | 4th |
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| 7/5/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series Winged A-Class: Miniakota Micro Sprint Series Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 4th |
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| 7/11/2014 | Park Jefferson International Speedway - Jefferson, SD ASCS Sprint Cars/Minnesota Mafia Sprints 360 Sprints - Winged: ASCS Midwest Region with Minnesota Mafia Hobby Stocks, B Modifieds, Hornets | Results | | Skylar Prochaska (360 Sprints - Winged) | 1st | - | - | 17th (DNF) |
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| 7/12/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged, Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 4th |
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| 7/17/2014 | Rapid Speedway - Rock Rapids, IA 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Minnesota Mafia Hobby Stocks | Results | | Skylar Prochaska (360 Sprints - Winged) | 4th | - | - | 13th |
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| 7/18/2014 | Fairmont Raceway - Fairmont, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Minnesota Mafia | Results | | Skylar Prochaska (360 Sprints - Winged) | 1st | - | - | 5th |
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| 7/19/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Minnesota Mafia Winged A-Class: Miniakota Micro Sprint Series Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | 2nd | - | - | 20th (DNF) |
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| 7/23/2014 | Luverne Fairground - Luverne, MN Micro Sprint Car Racing Winged A-Class: Miniakota Micro Sprint Series Generic 1 | Results | | Skylar Prochaska (Winged A-Class) | - | - | - | 2nd | | Skylar Prochaska (Generic 1) | - | - | - | 2nd |
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| 7/25/2014 | Rapid Speedway - Rock Rapids, IA 360 Sprint Car Special Presented by Fastert Farms 360 Sprints - Winged: Minnesota Mafia DIRTcar Sportsmans, Hobby Stocks, Stock Cars, B Modifieds | Results | | Skylar Prochaska (360 Sprints - Winged) | 5th | - | - | 14th (DNF) |
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| 8/7/2014 | Knoxville Raceway - Knoxville, IA NIGHT #2 OF 410 NATIONALS 410 Sprints - Winged: World of Outlaws 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | - | - |
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| 8/8/2014 | Knoxville Raceway - Knoxville, IA NIGHT #3 OF 410 NATIONALS 410 Sprints - Winged: World of Outlaws 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | DNS | - | DNS | - |
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| 8/8/2014 | Newcastle Speedway - Newcastle, WY Miniakota Vrs HMST Challenge race #2 Generic 1 | Results | | Skylar Prochaska (Generic 1) | - | - | - | 20th |
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| 8/9/2014 | Knoxville Raceway - Knoxville, IA NIGHT #4 OF 410 NATIONALS 410 Sprints - Winged: World of Outlaws 305 Sprints - Winged | Results | | Skylar Prochaska (410 Sprints - Winged) | - | - | - | - |
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| 8/16/2014 | Jackson Motorplex - Jackson, MN | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 2nd |
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| 8/30/2014 | Jackson Motorplex - Jackson, MN Jackson Nationals 360 Sprints - Winged: ASCS National with ASCS Midwest Region Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | 8th (DNF) | - | 8th | 17th |
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| 9/12/2014 | Clay County Fairgrounds - Spencer, IA 410 Sprints - Winged: World of Outlaws | Results | | Skylar Prochaska (410 Sprints - Winged) | 3rd | - | - | 20th |
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| 9/13/2014 | Deer Creek Speedway - Spring Valley, MN 410 Sprints - Winged: World of Outlaws | Results | | Skylar Prochaska (410 Sprints - Winged) | 6th | - | 1st | 22nd |
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| 9/26/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged, Winged A-Class, Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 3rd |
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| 9/27/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series Winged A-Class: Miniakota Micro Sprint Series Generic 1 | Results | | Skylar Prochaska (360 Sprints - Winged) | - | - | - | 2nd |
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| 9/28/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: Minnesota Mafia Winged A-Class | Canceled |
| 10/24/2014 | Cedar Lake Speedway Indoor Arena - New Richmond, WI Winged Points - 9th Annual Race4Life Winged A-Class: Miniakota Micro Sprint Series Non-Wing Outlaw, Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (Winged A-Class) | - | - | - | 7th | | Skylar Prochaska (Stock Non-Wing) | - | - | - | 3rd | | Skylar Prochaska (Generic 1) | - | - | - | 3rd |
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| 10/25/2014 | Cedar Lake Speedway Indoor Arena - New Richmond, WI Winged Points - 9th Annual Race4Life Winged A-Class: Miniakota Micro Sprint Series Non-Wing Outlaw, Stock Non-Wing, Generic 1 | Results | | Skylar Prochaska (Winged A-Class) | - | - | - | 23rd | | Skylar Prochaska (Stock Non-Wing) | - | - | - | 11th |
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