Prior to joining World Challenge, he competed in SCCA Pro Racing Mazdaspeed Miata Cup. Jeff also drove in Grand-Am Cup GS and Panoz Pro GT, as well as oval track snow-mobiling and motorcycle competitions. In 2005 he won the Panoz GT Pro winter series championship, and also claimed the Miata Cup Sunoco Hard Charger award at Mosport in 2005. Jeff competed in his first World Challenge event in 2005,
placing 19th after starting 27th at Sebring. Then in 2006, Jeff competed in a full year of SPEED Touring Car with the STaSIS Audi team. Finishing up the year 10th, in the Drivers’ Championship with four top-10 finishes, including a career-best fourth at Mid-Ohio, earning him the Piloti Rookie of the Year Award. Jeff stepped over from SPEED Touring Car to GT in 2007, driving a Woodhouse Performance Dodge Viper. He earned four top-10 finishes en route to finishing a career-high seventh in the Drivers’ Championship. Jeff's best finish was fifth at Lowe’s Motor Speedway, where his teammate was NASCAR star Kasey Kahne. In 2008, driving a Woodhouse Performance Dodge Viper, equaled Jeff's best SPEED GT finish of fifth at Sebring. Collected three more top-10 finishes to end the year eighth in the Drivers’ Championship.
