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| 4/5/2014 | I-80 Speedway - Greenwood, NE 360 Sprints - Winged: ASCS Midwest Region with Malvern Bank 360 Sprints Dirt Super Late Models: Lucas Oil MLRA | Results | | Ryan Bickett (360 Sprints - Winged) | 1st | - | - | 15th |
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| 4/6/2014 | I-80 Speedway - Greenwood, NE 360 Sprints - Winged: ASCS Midwest Region Dirt Super Late Models: Lucas Oil MLRA 410 Sprints - Winged, Midgets, 410 Sprints - Non-Winged, 360 Sprints - Non-Winged | Results | | Ryan Bickett (360 Sprints - Winged) | 8th | - | 5th | 17th |
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| 4/19/2014 | Interstate Speedway (SD) - Jefferson, SD 360 Sprints - Winged: Malvern Bank 360 Sprints with Minnesota Mafia | Results | | Ryan Bickett (360 Sprints - Winged) | 7th | - | - | 14th |
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| 5/2/2014 | Eagle Raceway - Eagle, NE 360 Sprints - Winged: Malvern Bank 360 Sprints 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Ryan Bickett (360 Sprints - Winged) | 8th | - | 13th | - |
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| 5/3/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 7th |
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| 5/10/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 3rd |
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| 5/18/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, B Modifieds, Street Stocks | Results | | Ryan Bickett (360 Sprints - Winged) | 8th | - | - | DNS |
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| 5/24/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 4th |
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| 5/26/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks, 360 Sprints - Non-Winged | Results | | Ryan Bickett (360 Sprints - Winged) | 2nd | - | - | 18th (DNF) |
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| 5/31/2014 | Eagle Raceway - Eagle, NE 360 Sprints - Winged: ASCS National with ASCS Midwest Region 305 Sprints - Winged | Results | | Ryan Bickett (360 Sprints - Winged) | 5th | - | DNS | - |
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| 6/21/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 3rd |
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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 | | Ryan Bickett (360 Sprints - Winged) | 3rd | - | - | 16th |
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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 | | Ryan Bickett (360 Sprints - Winged) | 7th | 2nd | - | 12th |
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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 | | Ryan Bickett (360 Sprints - Winged) | 8th (DNF) | - | - | 11th |
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| 6/29/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 4th | - | - | 14th |
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| 7/2/2014 | Huset's Speedway - Brandon, SD 410 Sprints - Winged: World of Outlaws Winged Outlaw, Winged A-Class, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 7th | - | 10th | - |
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| 7/3/2014 | Huset's Speedway - Brandon, SD July 3 Special - Outlaw Sprints & Fireworks! 410 Sprints - Winged, Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 3rd | - | - | 7th |
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| 7/6/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, B Modifieds, Street Stocks | Results | | Ryan Bickett (360 Sprints - Winged) | 6th (DNF) | - | - | 5th | | Ryan Bickett (410 Sprints - Winged) | 9th | - | - | 14th |
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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 | | Ryan Bickett (360 Sprints - Winged) | 6th | - | - | 14th |
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| 7/12/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 2nd |
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| 7/13/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 5th | - | - | 11th |
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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 | | Ryan Bickett (360 Sprints - Winged) | 4th | - | - | 14th |
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| 7/18/2014 | Fairmont Raceway - Fairmont, MN 360 Sprints - Winged: JSTS - Jackson Speedway Touring Series with Minnesota Mafia | Results | | Ryan Bickett (360 Sprints - Winged) | 2nd | - | - | 8th |
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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 | | Ryan Bickett (360 Sprints - Winged) | 5th | - | - | 11th |
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| 7/20/2014 | Huset's Speedway - Brandon, SD 410 Sprints - Winged: All Star Circuit of Champions Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks, 360 Sprints - Non-Winged | Results | | Ryan Bickett (410 Sprints - Winged) | 7th | - | - | 20th |
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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 | | Ryan Bickett (360 Sprints - Winged) | 3rd | - | - | 5th |
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| 7/26/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 1st |
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| 7/27/2014 | Huset's Speedway - Brandon, SD Micro Sprint Car Racing 410 Sprints - Winged: All Star Circuit of Champions Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks, 360 Sprints - Non-Winged | Results | | Ryan Bickett (410 Sprints - Winged) | 6th | - | - | 14th |
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| 8/1/2014 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged: ASCS National with NRA Sprint Invaders 305 Sprints - Winged | Results | | Ryan Bickett (360 Sprints - Winged) | 10th | - | - | - |
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| 8/2/2014 | Knoxville Raceway - Knoxville, IA 360 Sprints - Winged: ASCS National with NRA Sprint Invaders 305 Sprints - Winged | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | - |
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| 8/3/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | - |
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| 8/10/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 3rd | - | - | 2nd |
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| 8/16/2014 | Park Jefferson International Speedway - Jefferson, SD ASCS Sprint Cars w/Minnesota Mafia 360 Sprints - Winged: ASCS Midwest Region with Minnesota Mafia Hobby Stocks, B Modifieds, Hornets | Results | | Ryan Bickett (360 Sprints - Winged) | 3rd | - | - | 15th |
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| 8/17/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 3rd | - | - | 7th |
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| 8/24/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 5th | - | - | 8th |
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| 8/30/2014 | I-90 Speedway - Hartford, SD 360 Sprints - Non-Winged: NSL Non-Wing Sprint Cars 360 Sprints - Winged | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 7th |
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| 8/31/2014 | Huset's Speedway - Brandon, SD Micro Sprint Car Racing 360 Sprints - Winged, 410 Sprints - Winged, Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 2nd | - | - | 6th |
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| 9/1/2014 | Huset's Speedway - Brandon, SD 360 Sprints - Winged: Minnesota Mafia Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Bickett (360 Sprints - Winged) | 5th | - | - | 14th (DNF) | | Ryan Bickett (Winged Outlaw) | 6th (DNF) | - | - | 14th |
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| 9/6/2014 | I-90 Speedway - Hartford, SD | Results | | Ryan Bickett (360 Sprints - Winged) | - | - | - | 7th |
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| 9/7/2014 | Huset's Speedway - Brandon, SD 410 Sprints - Winged, Hobby Stocks, Winged Outlaw, B Modifieds, Street Stocks | Results | | Ryan Bickett (410 Sprints - Winged) | 6th | - | - | 10th |
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| 9/12/2014 | Clay County Fairgrounds - Spencer, IA 410 Sprints - Winged: World of Outlaws | Results | | Ryan Bickett (410 Sprints - Winged) | 6th | - | 3rd | 22nd |
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| 9/28/2014 | Jackson Motorplex - Jackson, MN 360 Sprints - Winged: Minnesota Mafia Winged A-Class | Canceled |
| 10/22/2014 | I-30 Speedway - Little Rock, AR 2nd Short Track Nationals Open 360 Sprints - Winged: ASCS National | Results | | Ryan Bickett (360 Sprints - Winged) | 5th | - | 8th | - |
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| 10/24/2014 | I-30 Speedway - Little Rock, AR COMPcams Short Track Nationals 360 Sprints - Winged: ASCS National | Results | | Ryan Bickett (360 Sprints - Winged) | 6th | - | 8th (DNF) | - |
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| 10/25/2014 | I-30 Speedway - Little Rock, AR COMPcams Short Track Nationals 360 Sprints - Winged: ASCS National | Results | | Ryan Bickett (360 Sprints - Winged) | 7th | - | - | - |
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