| | Heat | Dash | B Feature | A Feature |
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| 4/10/1999 | North Georgia Speedway - Chatsworth, GA 360 Sprints - Winged: ASCS National | Results | | Phil Gressman (360 Sprints - Winged) | - | - | - | 4th |
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| 5/8/1999 | Eldora Speedway - Rossburg, OH 360 Sprints - Winged: NRA Sprint Invaders | Results | | Phil Gressman (360 Sprints - Winged) | - | - | - | 3rd |
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| 5/29/1999 | Limaland Motorsports Park - Lima, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | DNS | - | - | - |
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| 6/19/1999 | K-C Raceway - Chillicothe, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 4th | - | - | 21st |
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| 6/25/1999 | Attica Raceway Park - Attica, OH | Results | | Phil Gressman (410 Sprints - Winged) | - | - | - | 17th |
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| 6/26/1999 | Eldora Speedway - Rossburg, OH 360 Sprints - Winged: NRA Sprint Invaders 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 6th | - | - | 8th |
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| 6/28/1999 | Wayne County Speedway - Orrville, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 5th | - | - | 21st |
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| 6/30/1999 | K-C Raceway - Chillicothe, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 4th | - | - | 10th |
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| 7/2/1999 | Limaland Motorsports Park - Lima, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 1st | - | - | 13th |
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| 7/3/1999 | Attica Raceway Park - Attica, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 2nd | - | - | 24th |
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| 7/14/1999 | Attica Raceway Park - Attica, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | DNS | - | - | - |
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| 7/31/1999 | K-C Raceway - Chillicothe, OH 410 Sprints - Winged: All Star Circuit of Champions | Results | | Phil Gressman (410 Sprints - Winged) | 5th | - | - | 13th |
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| 8/13/1999 | Knoxville Raceway - Knoxville, IA 410 Sprints - Winged: World of Outlaws | Results | | Phil Gressman (410 Sprints - Winged) | 7th | - | - | 22nd |
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| 8/14/1999 | Knoxville Raceway - Knoxville, IA 410 Sprints - Winged: World of Outlaws | Results | | Phil Gressman (410 Sprints - Winged) | - | - | - | - |
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| 9/4/1999 | Attica Raceway Park - Attica, OH 360 Sprints - Winged, 410 Sprints - Winged, 305 Sprints - Winged | Results | | Phil Gressman (360 Sprints - Winged) | - | - | - | 3rd |
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