| | Heat | Dash | B Feature | A Feature |
|---|
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|---|
| 1/7/1999 | Tulsa Expo Raceway - Tulsa, OK 13th Annual Chili Bowl Midgets | Results | | Jay Drake (Midgets) | 1st | - | - | 8th |
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| 1/9/1999 | Tulsa Expo Raceway - Tulsa, OK 13th Annual Chili Bowl Midgets | Results | | Jay Drake (Midgets) | - | - | 2nd | 14th |
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| 2/7/1999 | Phoenix International Raceway - Phoenix, AZ Midgets: USAC National Midgets Silver Crown: USAC Silver Crown Supermodifieds | Results | | Jay Drake (Silver Crown) | - | - | - | 27th |
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| 3/20/1999 | Bakersfield Speedway - Bakersfield, CA | Results | | Jay Drake (Midgets) | - | - | - | 1st |
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| 3/27/1999 | Irwindale Speedway - Irwindale, CA 360 Sprints - Winged, Midgets, Silver Crown | Results | | Jay Drake (Midgets) | - | - | - | 12th |
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| 4/14/1999 | Bloomington Speedway - Bloomington, IN 410 Sprints - Winged: World of Outlaws | Results | | Jay Drake (410 Sprints - Winged) | - | - | 9th | - |
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| 5/8/1999 | Manzanita Speedway - Phoenix, AZ | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 8th |
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| 5/22/1999 | Lucas Oil Raceway at Indianapolis - Clermont, IN Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 24th |
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| 5/28/1999 | Indiana State Fairgrounds - Indianapolis, IN Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 25th |
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| 5/29/1999 | Lucas Oil Raceway at Indianapolis - Clermont, IN Midgets: USAC National Midgets | Results | | Jay Drake (Midgets) | - | - | - | 12th |
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| 5/30/1999 | Eldora Speedway - Rossburg, OH 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 7th |
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| 6/18/1999 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 13th |
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| 6/19/1999 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | 6th | - |
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| 7/17/1999 | Nazareth Speedway - Nazareth, PA Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 17th |
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| 7/18/1999 | Kokomo Speedway - Kokomo, IN | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 6th |
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| 7/21/1999 | Terre Haute Action Track - Terre Haute, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 20th |
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| 7/23/1999 | Bloomington Speedway - Bloomington, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 9th |
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| 7/24/1999 | Lincoln Park Speedway - Putnamville, IN 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 15th |
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| 8/1/1999 | Kokomo Speedway - Kokomo, IN | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 5th |
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| 8/4/1999 | Lucas Oil Raceway at Indianapolis - Clermont, IN Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 10th |
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| 8/18/1999 | Lucas Oil Raceway at Indianapolis - Clermont, IN Midgets: USAC National Midgets | Results | | Jay Drake (Midgets) | - | - | - | 19th |
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| 8/20/1999 | Bloomington Speedway - Bloomington, IN Midgets, 410 Sprints - Non-Winged | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 6th |
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| 8/21/1999 | Illinois State Fairgrounds - Springfield, IL Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 21st |
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| 8/21/1999 | Lincoln Park Speedway - Putnamville, IN Midgets, 410 Sprints - Non-Winged | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 5th |
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| 8/22/1999 | Kokomo Speedway - Kokomo, IN Midgets, 410 Sprints - Non-Winged | Results | | Jay Drake (Midgets) | - | - | - | 5th | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 19th |
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| 9/1/1999 | Terre Haute Action Track - Terre Haute, IN Midgets: USAC National Midgets | Results | | Jay Drake (Midgets) | - | - | - | 20th |
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| 9/4/1999 | Lincoln Park Speedway - Putnamville, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged | Results | | Jay Drake (Midgets) | - | - | - | 1st | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 1st |
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| 9/6/1999 | DuQuoin State Fairgrounds - Duquion, IL Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 8th |
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| 9/11/1999 | Tri-City Raceway Park - Franklin, PA 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 2nd |
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| 9/17/1999 | Terre Haute Action Track - Terre Haute, IN Silver Crown: USAC Silver Crown | Results | | Jay Drake (Silver Crown) | - | - | - | 10th |
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| 9/18/1999 | Lucas Oil Raceway at Indianapolis - Clermont, IN Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars | Results | | Jay Drake (Midgets) | - | - | - | 3rd |
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| 9/25/1999 | Eldora Speedway - Rossburg, OH Midgets: USAC National Midgets 410 Sprints - Non-Winged: USAC National Sprint Cars Silver Crown: USAC Silver Crown | Results | | Jay Drake (Midgets) | - | - | - | 3rd | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 19th | | Jay Drake (Silver Crown) | - | - | - | 19th |
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| 10/2/1999 | Kings Speedway - Hanford, CA Midgets: USAC Western Midgets 360 Sprints - Winged | Results | | Jay Drake (Midgets) | - | - | - | 16th |
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| 10/16/1999 | Irwindale Speedway - Irwindale, CA Midgets, 360 Sprints - Non-Winged | Results | | Jay Drake (Midgets) | - | - | - | 4th |
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| 11/6/1999 | Irwindale Speedway - Irwindale, CA | Results | | Jay Drake (Midgets) | - | - | - | 5th |
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| 11/13/1999 | Perris Auto Speedway - Perris, CA | Results | | Jay Drake (410 Sprints - Non-Winged) | - | - | - | 18th |
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