| | Heat | Dash | B Feature | A Feature |
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| 2/10/2000 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | DNS | - | - | 3rd |
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| 2/11/2000 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 3rd | - | - | 12th |
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| 2/12/2000 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 3rd | - | - | 11th |
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| 2/13/2000 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 12th |
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| 3/11/2000 | Devil's Bowl Speedway - Mesquite, TX 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | - |
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| 3/19/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | 1st | 8th |
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| 3/30/2000 | Texas Motor Speedway - Fort Worth, TX | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 23rd |
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| 3/31/2000 | Texas Motor Speedway - Fort Worth, TX 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 24th |
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| 4/7/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 20th |
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| 4/14/2000 | Lernerville Speedway - Sarver, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 22nd |
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| 4/15/2000 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 8th |
|
| 4/28/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 16th |
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| 4/29/2000 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 3rd |
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| 5/5/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 12th |
|
| 5/13/2000 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 20th |
|
| 5/18/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 21st |
|
| 5/19/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 18th |
|
| 5/25/2000 | Charlotte Motor Speedway - Concord, NC 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 21st |
|
| 6/2/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged, Silver Crown | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 20th |
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| 6/3/2000 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 10th |
|
| 6/17/2000 | Lincoln Speedway - Abbottstown, PA 360 Sprints - Winged: United Racing Club 410 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 8th |
|
| 6/23/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | 1st | 8th |
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| 6/24/2000 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 4th |
|
| 6/27/2000 | Big Diamond Speedway - Minersville, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 3rd |
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| 6/30/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 8th |
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| 7/2/2000 | Selinsgrove Speedway - Selinsgrove, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 7th |
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| 7/7/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 1st |
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| 7/8/2000 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 8th |
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| 7/18/2000 | Grandview Speedway - Bechtelsville, PA 410 Sprints - Winged, 358 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 7th |
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| 7/22/2000 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | 2nd | 5th |
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| 8/4/2000 | Eldora Speedway - Rossburg, OH | Results | | James Chesson (410 Sprints - Winged) | - | - | 12th | - |
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| 8/5/2000 | Eldora Speedway - Rossburg, OH 360 Sprints - Winged: NRA Sprint Invaders 410 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | 18th | - |
|
| 8/11/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 9th |
|
| 8/12/2000 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | 4th | 8th |
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| 8/19/2000 | Lincoln Speedway - Abbottstown, PA 410 Sprints - Winged, Midgets | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 9th |
|
| 8/20/2000 | Selinsgrove Speedway - Selinsgrove, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 6th |
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| 8/23/2000 | Lernerville Speedway - Sarver, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 26th |
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| 8/25/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 13th |
|
| 8/29/2000 | Grandview Speedway - Bechtelsville, PA 410 Sprints - Winged: All Star Circuit of Champions 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | 6th | - | - | - |
|
| 9/2/2000 | Sharon Speedway - Hartford, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 5th | - | 1st | 24th |
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| 9/3/2000 | Sharon Speedway - Hartford, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | James Chesson (410 Sprints - Winged) | 9th | - | - | - |
|
| 9/15/2000 | Williams Grove Speedway - Mechanicsburg, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 2nd |
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| 9/16/2000 | Lincoln Speedway - Abbottstown, PA | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 9th |
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| 9/22/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
|
| 9/28/2000 | Hagerstown Speedway - Hagerstown, MD 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 14th |
|
| 9/30/2000 | Williams Grove Speedway - Mechanicsburg, PA 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
|
| 10/5/2000 | Charlotte Motor Speedway - Concord, NC 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 19th |
|
| 10/6/2000 | Charlotte Motor Speedway - Concord, NC 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 23rd |
|
| 10/7/2000 | Hagerstown Speedway - Hagerstown, MD 410 Sprints - Winged, 358 Sprints - Winged | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 16th |
|
| 10/12/2000 | Texas Motor Speedway - Fort Worth, TX | Results | | James Chesson (410 Sprints - Winged) | - | - | 3rd | 19th |
|
| 10/14/2000 | Texas Motor Speedway - Fort Worth, TX 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | 3rd | 20th |
|
| 10/27/2000 | Devil's Bowl Speedway - Mesquite, TX | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 2nd |
|
| 10/28/2000 | Devil's Bowl Speedway - Mesquite, TX 410 Sprints - Winged: World of Outlaws | Results | | James Chesson (410 Sprints - Winged) | - | - | - | 10th |
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