Drake won the 1998 Turkey Night Grand Prix midget car race. Drake was the USAC National Sprint Car Champion in 2004. He also competed in 14 Indy Pro Series races in 2004 and 2005 with a best finish of third and finishing 9th in the 2005 point standings. Jay is currently the team manager for Keith Kunz Motorsports USAC Midget Team.
- 2004 USAC National Sprint Car Series Champion
- 2001 Chili Bowl winner
- 2000 Indiana Sprintweek Champion
- 1997 USAC National Midget Series "Most Improved Driver"
- 1996 Western States Midget Series Champion
- 1993 Western States Midget Series "Rookie of the Year"
- 1991 USAC TQ Midget Champion
- 1990 USAC TQ Midget Champion
- 1990 USAC TQ Midget "Rookie of the Year"