| | Heat | Dash | B Feature | A Feature |
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| 1/17/2008 | Sydney Speedway - Parramatta, NSW 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 8th |
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| 1/20/2008 | Sydney Speedway - Parramatta, NSW 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | 1st | 9th |
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| 1/31/2008 | East Bay Raceway Park - Tampa, FL 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 11th |
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| 2/1/2008 | East Bay Raceway Park - Tampa, FL 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | 1st | 21st |
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| 2/2/2008 | East Bay Raceway Park - Tampa, FL 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 7th |
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| 2/6/2008 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | Jason Sides (410 Sprints - Winged) | 3rd | - | - | 10th |
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| 3/1/2008 | Manzanita Speedway - Phoenix, AZ 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | 2nd | 8th | - | - |
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| 3/14/2008 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 3rd |
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| 3/15/2008 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 3rd |
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| 3/21/2008 | State Fair Speedway - Oklahoma City, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | 3rd | 11th |
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| 3/22/2008 | State Fair Speedway - Oklahoma City, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 5th |
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| 4/11/2008 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 3rd |
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| 4/12/2008 | Checkered Flag Speedway - Hohenwald, TN 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (National) | Results | | Jason Sides (360 Sprints - Winged) | 3rd | - | - | 3rd |
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| 4/19/2008 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: Winged Outlaw Warriors | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 4th |
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| 4/26/2008 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 5/9/2008 | State Fair Speedway - Oklahoma City, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | 1st | 18th |
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| 5/21/2008 | Grandview Speedway - Bechtelsville, PA 410 Sprints - Winged, Midgets | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 12th |
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| 6/11/2008 | Missouri State Fair Speedway - Sedalia, MO 360 Sprints - Winged: Winged Outlaw Warriors 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 16th |
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| 6/14/2008 | Eagle Raceway - Eagle, NE 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 16th |
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| 6/24/2008 | I-90 Speedway - Hartford, SD 360 Sprints - Winged: ASCS National with ASCS Northern Plains Region | Results | | Jason Sides (360 Sprints - Winged) | 2nd | - | - | 11th |
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| 6/29/2008 | Cedar Lake Speedway - New Richmond, WI 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | 2nd | - |
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| 7/5/2008 | Riverside International Speedway - West Memphis, AR 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 21st |
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| 7/30/2008 | 34 Raceway - West Burlington, IA 410 Sprints - Winged: World of Outlaws 360 Sprints - Winged | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 4th |
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| 8/7/2008 | Knoxville Raceway - Knoxville, IA | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 6th |
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| 8/9/2008 | Knoxville Raceway - Knoxville, IA | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 17th |
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| 8/22/2008 | Castrol Raceway - Edmonton, AB Outlaw Challenge (Non-Points) 360 Sprints - Winged: Alberta Sprint Tour 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | 1st | 5th | - | 8th |
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| 8/23/2008 | Castrol Raceway - Edmonton, AB Outlaw Challenge (Non-Points) 360 Sprints - Winged: Alberta Sprint Tour 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | 6th | - | - | 23rd |
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| 8/30/2008 | Skagit Speedway - Burlington, WA 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 15th |
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| 8/31/2008 | Skagit Speedway - Burlington, WA 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | 3rd | 17th |
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| 9/2/2008 | Cottage Grove Speedway - Cottage Grove, OR 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | 7th | 14th |
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| 9/4/2008 | Silver Dollar Speedway - Chico, CA 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | 6th | - | 3rd | 8th |
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| 9/6/2008 | Silver Dollar Speedway - Chico, CA 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | 4th | 18th |
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| 10/17/2008 | Ocean Speedway - Watsonville, CA 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | 3rd | - | - | 18th |
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| 11/1/2008 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 5th |
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| 12/26/2008 | Sydney Speedway - Parramatta, NSW | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 3rd |
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| 12/28/2008 | Sydney Speedway - Parramatta, NSW 410 Sprints - Winged, Midgets | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | 5th |
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