| | Heat | Dash | B Feature | A Feature |
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| 3/7/2009 | Marysville Raceway - Marysville, CA 360 Sprints - Winged: California Sprint Car Civil War Series | Results | | Shane Stewart (360 Sprints - Winged) | 5th | - | 1st | 8th |
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| 3/20/2009 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 1st |
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| 3/21/2009 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 2nd |
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| 4/24/2009 | Cottage Grove Speedway - Cottage Grove, OR Grove Classic 360 Sprints - Winged | Results | | Shane Stewart (360 Sprints - Winged) | 2nd | 2nd | - | 3rd |
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| 4/25/2009 | Cottage Grove Speedway - Cottage Grove, OR Grove Classic 360 Sprints - Winged | Results | | Shane Stewart (360 Sprints - Winged) | 3rd | - | - | 6th |
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| 5/9/2009 | Eldora Speedway - Rossburg, OH 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 23rd |
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| 5/16/2009 | Skagit Speedway - Burlington, WA 360 Sprints - Winged, 410 Sprints - Winged | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 1st |
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| 5/21/2009 | I-80 Speedway - Greenwood, NE 360 Sprints - Winged: ASCS Midwest Region | Results | | Shane Stewart (360 Sprints - Winged) | - | - | 2nd | 14th |
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| 5/21/2009 | Nebraska Raceway Park - Greenwood, NE | Results | | Shane Stewart (360 Sprints - Winged) | - | - | 2nd | 14th |
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| 5/22/2009 | Junction Motor Speedway - McCool Junction, NE 360 Sprints - Winged: ASCS Midwest Region | Results | | Shane Stewart (360 Sprints - Winged) | 2nd | - | - | 1st |
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| 5/23/2009 | Great American Dirt Track - Jetmore, KS 360 Sprints - Winged: ASCS National IMCA RaceSaver Sprint Car: URSS-United Rebel Sprint Series | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 2nd |
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| 5/24/2009 | Great American Dirt Track - Jetmore, KS 360 Sprints - Winged: ASCS National IMCA RaceSaver Sprint Car: URSS-United Rebel Sprint Series | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 7th |
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| 5/28/2009 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (National) | Results | | Shane Stewart (360 Sprints - Winged) | 1st | - | - | 11th |
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| 5/29/2009 | Drew County Speedway - Monticello, AR USCS Speedweek #5 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (National) | Results | | Shane Stewart (360 Sprints - Winged) | 1st | - | - | 4th |
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| 5/30/2009 | Greenville Speedway - Greenville, MS 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (National) | Results | | Shane Stewart (360 Sprints - Winged) | 1st | 2nd | - | 1st |
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| 6/5/2009 | Texarkana 67 Speedway - Texarkana, AR 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 2nd |
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| 6/6/2009 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 13th |
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| 6/9/2009 | Creek County Speedway - Sapulpa, OK 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 17th |
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| 6/12/2009 | State Fair Speedway - Oklahoma City, OK 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | 2nd | 15th |
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| 6/13/2009 | Lawton Speedway - Lawton, OK 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 18th |
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| 6/18/2009 | Skagit Speedway - Burlington, WA | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 10th |
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| 6/19/2009 | Skagit Speedway - Burlington, WA | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 21st |
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| 6/20/2009 | Skagit Speedway - Burlington, WA 410 Sprints - Winged, Midgets | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 10th |
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| 6/27/2009 | Lake Ozark Speedway - Eldon, MO 360 Sprints - Winged: Winged Outlaw Warriors | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 2nd |
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| 7/2/2009 | Camden Speedway - Camden, TN 360 Sprints - Winged: USCS United Sprint Car Series with United Sprint Car Series (National) | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 16th |
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| 7/3/2009 | Riverside International Speedway - West Memphis, AR | Results | | Shane Stewart (360 Sprints - Winged) | - | - | 3rd | 8th |
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| 7/3/2009 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | 3rd | 8th |
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| 7/4/2009 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 9th |
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| 7/4/2009 | Riverside International Speedway - West Memphis, AR | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 9th |
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| 7/11/2009 | I-90 Speedway - Hartford, SD 360 Sprints - Winged: ASCS National with ASCS Midwest Region, ASCS Northern Plains Region | Results | | Shane Stewart (360 Sprints - Winged) | 4th | - | 1st | 10th |
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| 7/14/2009 | Cottage Grove Speedway - Cottage Grove, OR 360 Sprints - Winged: ASCS Northwest Region | Results | | Shane Stewart (360 Sprints - Winged) | 8th | - | 1st | 3rd |
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| 7/17/2009 | Grays Harbor Raceway - Elma, WA 360 Sprints - Winged: ASCS Northwest Region Midgets | Results | | Shane Stewart (360 Sprints - Winged) | 4th | - | - | 5th |
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| 7/18/2009 | Grays Harbor Raceway - Elma, WA 360 Sprints - Winged: ASCS Northwest Region | Results | | Shane Stewart (360 Sprints - Winged) | 2nd | - | 1st | 8th |
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| 7/22/2009 | Placerville Speedway - Placerville, CA | Results | | Shane Stewart (360 Sprints - Winged) | - | - | 3rd | 1st |
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| 7/24/2009 | Cottage Grove Speedway - Cottage Grove, OR 360 Sprints - Winged: ASCS National with ASCS Northwest Region | Results | | Shane Stewart (360 Sprints - Winged) | 1st | - | - | 1st |
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| 7/25/2009 | Cottage Grove Speedway - Cottage Grove, OR 360 Sprints - Winged: ASCS National with ASCS Northwest Region | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 3rd |
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| 7/29/2009 | zzz_U.S. 36 Raceway - Cameron, MO 410 Sprints - Winged: All Star Circuit of Champions with Midwest All Star Series 360 Sprints - Winged | Results | | Shane Stewart (410 Sprints - Winged) | 4th | - | - | 9th |
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| 7/30/2009 | Belleville High Banks - Belleville, KS 32nd Belleville Midget Nationals 410 Sprints - Winged: All Star Circuit of Champions Midgets: USAC National Midgets | Results | | Shane Stewart (410 Sprints - Winged) | 1st | - | - | 20th |
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| 8/2/2009 | Huset's Speedway - Brandon, SD 410 Sprints - Winged: All Star Circuit of Champions 360 Sprints - Winged | Results | | Shane Stewart (410 Sprints - Winged) | 2nd | - | - | 6th |
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| 8/10/2009 | Southern Iowa Speedway - Oskaloosa, IA 410 Sprints - Winged: All Star Circuit of Champions 360 Sprints - Winged | Results | | Shane Stewart (410 Sprints - Winged) | DNS | - | DNS | - |
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| 8/16/2009 | Knoxville Raceway - Knoxville, IA 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 5th |
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| 9/4/2009 | Skagit Speedway - Burlington, WA 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | 4th | - | - | 8th |
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| 9/5/2009 | Skagit Speedway - Burlington, WA 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | 2nd | 9th | - | 4th |
|
| 9/8/2009 | Cottage Grove Speedway - Cottage Grove, OR 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | 4th | - | - | 13th |
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| 9/11/2009 | Silver Dollar Speedway - Chico, CA 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | 4th | 7th | - | 7th |
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| 9/12/2009 | Silver Dollar Speedway - Chico, CA 410 Sprints - Winged: World of Outlaws | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 11th |
|
| 9/17/2009 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged: Empire Super Sprints | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 4th |
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| 9/19/2009 | Ohsweken Speedway - Ohsweken, ON 360 Sprints - Winged: Empire Super Sprints | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 1st |
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| 9/26/2009 | Lucas Oil Speedway - Wheatland, MO 360 Sprints - Winged: Winged Outlaw Warriors | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 1st |
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| 10/2/2009 | Jacksonville Speedway - Jacksonville, IL | Results | | Shane Stewart (410 Sprints - Winged) | - | - | - | 1st |
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| 10/17/2009 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 2nd |
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| 10/18/2009 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 3rd |
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| 10/23/2009 | Thunderbowl Raceway - Tulare, CA | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 3rd |
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| 10/24/2009 | Thunderbowl Raceway - Tulare, CA | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 4th |
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| 11/5/2009 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | 5th | - | - | 9th |
|
| 11/7/2009 | I-30 Speedway - Little Rock, AR 360 Sprints - Winged: ASCS National | Results | | Shane Stewart (360 Sprints - Winged) | - | - | - | 3rd |
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