| | Heat | Dash | B Feature | A Feature |
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| 1/1/2016 | Cocopah Speedway - Somerton, AZ | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | 8th |
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| 1/2/2016 | Cocopah Speedway - Somerton, AZ | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | 10th |
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| 1/6/2016 | Cocopah Speedway - Somerton, AZ | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | 4th |
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| 1/8/2016 | Cocopah Speedway - Somerton, AZ Winter Heat Series 410 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | 7th |
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| 1/9/2016 | Cocopah Speedway - Somerton, AZ Winter Heat Series 410 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | 2nd |
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| 1/15/2016 | Tulsa Expo Raceway - Tulsa, OK Qualifying Night 4 Midgets | Results | | Daryn Pittman (Midgets) | 1st | 43rd | - | 4th |
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| 1/16/2016 | Tulsa Expo Raceway - Tulsa, OK Championship Night Midgets, Non-Wing Outlaw, Stock Non-Wing | Results | | Daryn Pittman (Midgets) | - | - | 2nd | 24th (DNF) |
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| 2/10/2016 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions | Results | | Daryn Pittman (410 Sprints - Winged) | 7th | - | 3rd | 12th |
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| 2/11/2016 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 5th | - | - | 13th |
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| 2/12/2016 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: World of Outlaws Winged Sprints, Sprint Cars, DIRTcar UMP Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 2nd |
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| 2/13/2016 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 4th | - | 4th |
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| 2/14/2016 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 18th |
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| 2/26/2016 | Cotton Bowl Speedway - Paige, TX 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 2nd |
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| 2/27/2016 | Royal Purple Raceway - Baytown, TX 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 1st |
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| 3/3/2016 | Dirt Track at Las Vegas - Las Vegas, NV 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 4th | - | 2nd |
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| 3/4/2016 | Dirt Track at Las Vegas - Las Vegas, NV 410 Sprints - Winged: World of Outlaws 360 Sprints - Non-Winged: USAC Southwest with USAC West Coast Sprint Cars Dirt Super Late Models | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 7th | | Daryn Pittman (360 Sprints - Non-Winged) | - | - | - | - |
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| 3/6/2016 | Arizona Speedway - Queen Creek, AZ 410 Sprints - Winged: World of Outlaws 360 Sprints - Non-Winged: NAPA Desert Sprint Car Series | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 4th | - | 18th |
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| 3/12/2016 | Thunderbowl Raceway - Tulare, CA 410 Sprints - Winged: World of Outlaws with NARC King of the West Sprints 305 Sprints - Winged: Western RaceSaver Series 360 Sprints - Non-Winged: USAC West Coast Sprint Cars | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 8th |
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| 3/18/2016 | Stockton Dirt Track - Stockton, CA 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 4th | - | - | 12th |
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| 3/19/2016 | Stockton Dirt Track - Stockton, CA 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 2nd |
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| 3/23/2016 | Placerville Speedway - Placerville, CA 410 Sprints - Winged: World of Outlaws Midgets: USAC Western States Midgets | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 2nd |
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| 4/1/2016 | Ocean Speedway - Watsonville, CA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 7th |
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| 4/2/2016 | Silver Dollar Speedway - Chico, CA Mini Gold Cup 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 2nd | - | 2nd |
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| 4/15/2016 | Bakersfield Speedway - Bakersfield, CA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 22nd |
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| 4/16/2016 | Perris Auto Speedway - Perris, CA 410 Sprints - Winged: World of Outlaws 410 Sprints - Non-Winged: USAC/CRA Sprints with USAC CRA Sprint Car Series 360 Sprints - Non-Winged, 360 Non-Winged Senior Sprints | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 2nd | - | 1st |
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| 4/18/2016 | Arizona Motorplex - Tucson, AZ 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 1st |
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| 4/22/2016 | Devil's Bowl Speedway - Mesquite, TX 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 4th | - | 2nd |
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| 4/23/2016 | Devil's Bowl Speedway - Mesquite, TX 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 2nd | - | 12th |
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| 4/26/2016 | I-30 Speedway - Little Rock, AR 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 3rd | - | 3rd |
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| 5/4/2016 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 4th | - | 6th |
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| 5/6/2016 | Eldora Speedway - Rossburg, OH Don Branson/Jud Larson Classic 410 Sprints - Winged: World of Outlaws 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 6th | - | 4th | | Daryn Pittman (410 Sprints - Non-Winged) | - | - | - | - |
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| 5/7/2016 | Eldora Speedway - Rossburg, OH Lets Race Two 410 Sprints - Winged: World of Outlaws 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 3rd |
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| 5/13/2016 | Plymouth Speedway - Plymouth, IN 410 Sprints - Winged: World of Outlaws Midgets: USAC Indiana Midgets | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 3rd | - | 2nd |
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| 5/14/2016 | Tri-State Speedway - Haubstadt, IN 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 17th |
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| 5/19/2016 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 10th |
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| 5/20/2016 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 4th | - | 4th |
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| 5/22/2016 | Weedsport Speedway - Weedsport, NY 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 2nd | - | 12th |
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| 5/24/2016 | New Egypt Speedway - New Egypt, NJ 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 3rd | - | 1st |
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| 5/27/2016 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Late Models | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 4th |
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| 5/30/2016 | Lawrenceburg Speedway - Lawrenceburg, IN 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 2nd | - | 5th |
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| 6/3/2016 | Fremont Speedway - Fremont, OH 410 Sprints - Winged: World of Outlaws 305 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 17th |
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| 6/5/2016 | I-96 Speedway - Lake Odessa, MI World Of Outlaw Sprint Cars 410 Sprints - Winged: World of Outlaws B Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 8th |
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| 6/8/2016 | Lincoln Park Speedway - Putnamville, IN 410 Sprints - Winged: World of Outlaws Lightning Sprints | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 3rd | - | 3rd |
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| 6/10/2016 | Knoxville Raceway - Knoxville, IA Lucas Oil knoxville championship cup 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Daryn Pittman (360 Sprints - Winged) | - | - | - | - | | Daryn Pittman (410 Sprints - Winged) | 4th | - | - | 7th |
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| 6/11/2016 | Knoxville Raceway - Knoxville, IA Lucas Oil knoxville championship cup 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Daryn Pittman (360 Sprints - Winged) | - | - | - | - | | Daryn Pittman (410 Sprints - Winged) | 5th | - | - | 14th |
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| 6/15/2016 | Granite City Motor Park - Sauk Rapids, MN 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 5th | - | 4th |
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| 6/17/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: World of Outlaws with Northern Outlaw Sprint Association WISSOTA Late Model | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 2nd | - | 5th |
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| 6/19/2016 | Brown County Speedway - Aberdeen, SD 410 Sprints - Winged: World of Outlaws with Northern Outlaw Sprint Association | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 4th |
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| 6/22/2016 | I-80 Speedway - Greenwood, NE 410 Sprints - Winged: World of Outlaws B Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 3rd | - | 12th |
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| 6/24/2016 | Jackson Motorplex - Jackson, MN World of Outlaws Sprint Cars 410 Sprints - Winged: World of Outlaws with National Sprint League 305 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 1st |
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| 6/25/2016 | Beaver Dam Raceway - Beaver Dam, WI 410 Sprints - Winged: World of Outlaws Pro Legends | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 2nd |
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| 6/29/2016 | Rockford Speedway - Loves Park, IL Outlaw Clay Classic 410 Sprints - Winged: World of Outlaws Badger Midgets: Badger Midget Auto Racing Association | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 2nd | - | 10th |
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| 7/2/2016 | Huset's Speedway - Brandon, SD 410 Sprints - Winged: World of Outlaws Street Stocks | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 5th | - | 12th |
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| 7/3/2016 | Huset's Speedway - Brandon, SD 410 Sprints - Winged: World of Outlaws Hobby Stocks | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 7th | - | 6th |
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| 7/8/2016 | Cedar Lake Speedway - New Richmond, WI $8,000 to win 410 Sprints - Winged: World of Outlaws with National Sprint League 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 360 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 5th | - | 7th |
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| 7/9/2016 | Cedar Lake Speedway - New Richmond, WI 410 Sprints - Winged: World of Outlaws 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 360 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 3rd |
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| 7/12/2016 | Attica Raceway Park - Attica, OH 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 5th | - | - | 3rd |
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| 7/14/2016 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 9th |
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| 7/15/2016 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 1st |
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| 7/16/2016 | Eldora Speedway - Rossburg, OH Kings Royal (show up points) 410 Sprints - Winged: World of Outlaws with All Star Circuit of Champions | Results | | Daryn Pittman (410 Sprints - Winged) | 4th | - | 3rd | 7th |
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| 7/19/2016 | Lernerville Speedway - Sarver, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 6th | - | 11th |
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| 7/22/2016 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 1st |
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| 7/23/2016 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 1st | - | 2nd |
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| 7/26/2016 | Ohsweken Speedway - Ohsweken, ON 410 Sprints - Winged: World of Outlaws Asphalt Mini Stocks | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 6th | - | 5th |
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| 7/30/2016 | Wilmot Raceway - Wilmot, WI 410 Sprints - Winged: World of Outlaws Non Wing Crate Sprints: Wisconsin wingLESS Sprints Non-Winged Sprints | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 7th | - | 5th |
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| 8/5/2016 | Federated Auto Parts I-55 Raceway - Pevely, MO 410 Sprints - Winged: World of Outlaws Midgets: POWRi National Midgets with POWRi West Midgets DIRTcar UMP Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 5th | - | 2nd |
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| 8/6/2016 | Federated Auto Parts I-55 Raceway - Pevely, MO 410 Sprints - Winged: World of Outlaws Midgets: POWRi National Midgets with POWRi West Midgets DIRTcar UMP Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 6th | - | 6th |
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| 8/7/2016 | Knoxville Raceway - Knoxville, IA | Results | | Daryn Pittman (410 Sprints - Winged) | 4th | - | 1st | 7th |
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| 8/8/2016 | Southern Iowa Speedway - Oskaloosa, IA 21st Annual Front Row Challenge - $20,000 to win 410 Sprints - Winged: National Sprint League | Results | | Daryn Pittman (410 Sprints - Winged) | 4th | - | - | 1st |
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| 8/10/2016 | Knoxville Raceway - Knoxville, IA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 4th | - | - | 4th |
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| 8/13/2016 | Knoxville Raceway - Knoxville, IA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | 4th |
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| 8/16/2016 | Junction Motor Speedway - McCool Junction, NE 410 Sprints - Winged: World of Outlaws IMCA Late Models | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | 6th | - | 4th |
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| 8/21/2016 | Angell Park Speedway - Sun Prairie, WI Corn Fest 410 Sprints - Winged: World of Outlaws with IRA Interstate Racing Association Winged A-Class: Badger 600 Winged Micros Badger Midgets: Badger Midget Auto Racing Association Winged Outlaw | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 2nd |
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| 8/26/2016 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: World of Outlaws with Northern Outlaw Sprint Association WISSOTA Late Model | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 6th |
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| 8/28/2016 | Nodak Speedway - Minot, ND 410 Sprints - Winged: World of Outlaws with WND-Western North Dakota SC Racing IMCA Modified | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 6th | - | 3rd |
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| 9/2/2016 | Skagit Speedway - Burlington, WA 410 Sprints - Winged: World of Outlaws A Modifieds: Washington Modified Tour | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 6th | - | 8th |
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| 9/3/2016 | Skagit Speedway - Burlington, WA 410 Sprints - Winged: World of Outlaws A Modifieds: Washington Modified Tour | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 5th | - | 6th |
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| 9/7/2016 | Willamette Speedway - Lebanon, OR 410 Sprints - Winged: World of Outlaws A Modifieds | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 4th | - | 4th |
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| 9/9/2016 | Silver Dollar Speedway - Chico, CA Gold Cup Race of Champions 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 5th | - | 4th |
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| 9/10/2016 | Silver Dollar Speedway - Chico, CA Gold Cup World of Outlaws 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 2nd |
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| 9/14/2016 | El Paso County Raceway - Calhan, CO 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 3rd | - | - | 7th |
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| 9/16/2016 | Clay County Fairgrounds - Spencer, IA $10,000 to win 410 Sprints - Winged: World of Outlaws with National Sprint League Winged Outlaw | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 2nd |
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| 9/17/2016 | zzz_U.S. 36 Raceway - Cameron, MO $10,000 to win 410 Sprints - Winged: World of Outlaws with National Sprint League | Results | | Daryn Pittman (410 Sprints - Winged) | 6th | - | - | 9th |
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| 9/21/2016 | Hartford Speedway - Hartford, MI 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 5th |
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| 9/23/2016 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 3rd |
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| 9/24/2016 | Lernerville Speedway - Sarver, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 6th | - | 6th |
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| 10/8/2016 | Fulton Speedway - Fulton, NY 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 3rd | - | 4th |
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| 10/14/2016 | Williams Grove Speedway - Mechanicsburg, PA National Open 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 4th | - | - | 7th |
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| 10/15/2016 | Port Royal Speedway - Port Royal, PA 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 5th | - | 8th |
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| 10/21/2016 | Lakeside Speedway - Kansas City, KS O'Reilly Auto Parts Rumble on the River 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 1st | 3rd | - | 2nd |
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| 10/22/2016 | Salina Highbanks Speedway - Salina, OK O'Reilly Auto Parts Twister Showdown 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 1st | - | 1st |
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| 10/27/2016 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws | Results | | Daryn Pittman (410 Sprints - Winged) | - | - | - | - |
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| 10/28/2016 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | 6th | - | 9th |
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| 10/29/2016 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models | Results | | Daryn Pittman (410 Sprints - Winged) | 2nd | - | - | 8th |
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