| | Heat | Dash | B Feature | A Feature |
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| 3/27/1999 | Devil's Bowl Speedway - Mesquite, TX 410 Sprints - Winged: World of Outlaws | Results | | Jason Sides (410 Sprints - Winged) | - | - | - | - |
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| 4/10/1999 | North Georgia Speedway - Chatsworth, GA 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 6th |
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| 4/16/1999 | Lone Star Speedway - Kilgore, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 4/16/1999 | Lonestar Speedway - Kilgore, TX | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 4/17/1999 | Stateline Speedway - Coffeyville, KS 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 8th |
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| 4/23/1999 | Memphis International Raceway - Millington, TN 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 7th |
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| 4/30/1999 | Monett Motor Speedway - Monett, MO 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 19th |
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| 5/1/1999 | Monett Motor Speedway - Monett, MO 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 6th |
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| 5/7/1999 | Joplin 66 Speedway - Joplin, MO 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 7th |
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| 5/8/1999 | Route 66 Motor Speedway - Amarillo, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 5/14/1999 | Thunderbird Speedway - Muskogee, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 7th |
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| 5/15/1999 | Salina Highbanks Speedway - Salina, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 12th |
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| 5/22/1999 | Thunder Valley Speedway - Winfield, AL 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 10th |
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| 5/28/1999 | Missouri State Fair Speedway - Sedalia, MO 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 11th |
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| 5/30/1999 | Creek County Speedway - Sapulpa, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 5th |
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| 6/11/1999 | Knoxville Raceway - Knoxville, IA | Results | | Jason Sides (360 Sprints - Winged) | - | - | 12th | - |
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| 6/18/1999 | Memphis International Raceway - Millington, TN 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 6th |
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| 6/19/1999 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 20th |
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| 6/19/1999 | Riverside International Speedway - West Memphis, AR | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 19th |
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| 7/10/1999 | Bayou Speedway - Minden, LA 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 7th |
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| 7/24/1999 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 7/24/1999 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 7/25/1999 | Creek County Speedway - Sapulpa, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 6th |
|
| 7/27/1999 | Salina Highbanks Speedway - Salina, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 8th |
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| 7/29/1999 | Paris Motor Speedway - Paris, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 15th |
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| 7/30/1999 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 10th |
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| 7/31/1999 | Stateline Speedway - Coffeyville, KS 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 8/2/1999 | Missouri State Fair Speedway - Sedalia, MO 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 12th |
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| 8/16/1999 | Eagle Raceway - Eagle, NE 410 Sprints - Winged: All Star Circuit of Champions | Results | | Jason Sides (410 Sprints - Winged) | 3rd | - | - | 14th |
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| 8/18/1999 | Salina Speedway - Salina, KS 410 Sprints - Winged: All Star Circuit of Champions | Results | | Jason Sides (410 Sprints - Winged) | 5th | - | - | 23rd |
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| 8/20/1999 | 81 Speedway - Park City, KS 410 Sprints - Winged: All Star Circuit of Champions | Results | | Jason Sides (410 Sprints - Winged) | 7th | - | 5th | - |
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| 8/21/1999 | The Old Tulsa Speedway - Tulsa, OK 410 Sprints - Winged: All Star Circuit of Champions | Results | | Jason Sides (410 Sprints - Winged) | 1st | - | - | 10th |
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| 8/22/1999 | Missouri State Fair Speedway - Sedalia, MO | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 12th |
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| 8/27/1999 | The Old Tulsa Speedway - Tulsa, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 10th |
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| 8/28/1999 | Joplin 66 Speedway - Joplin, MO 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 6th |
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| 9/10/1999 | Route 66 Motor Speedway - Amarillo, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 24th |
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| 9/11/1999 | Lawton Speedway - Lawton, OK 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 7th |
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| 9/18/1999 | Riverside International Speedway - West Memphis, AR | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 19th |
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| 9/18/1999 | Riverside International Speedway - West Memphis, AR 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 19th |
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| 10/1/1999 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 9th |
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| 10/2/1999 | Devil's Bowl Speedway - Mesquite, TX 360 Sprints - Winged: ASCS National | Results | | Jason Sides (360 Sprints - Winged) | - | - | - | 10th |
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