Jeff attended tennis powerhouse Cherry Creek High School in Greenwood Village, Colorado. He reached the quarter finals at the Under-16 Championships in 1990, and was ranked second in Under-18 boys in the United States in 1992. He attended Stanford University, studying economics, and was named an All-American in tennis two years on a row, reaching the semifinals at the NCAA singles championships in 1995.
His first USTA win was in 1996, winning doubles titles with partner Justin Gimelstob. At the 1997 US Open, he beat Mikael Tillström 6–4, 1–6, 7–6 (5), 7–5 in the first round. At the Roland Garrosdoubles event, he and partner Petr Korda made the round of 16. He was injured for much of 1998 and 1999, and had surgery on his knee and ankle. He finished his degree at Stanford at this time.
In May 2000, he won the Tallahassee Challenger, beating Kevin Kim 6–3, 6–2. In November, he won the Urbana, Illinois Challenger, defeating Antony Dupuis 7–6 (4), 6–4 in the final. In 2001, he won the $50,000 Seascape Challenger, at Aptos, California, dropping only one set in the entire tournament. He won at Aptos in 2003 and at León, Mexico in 2004.
He played at the Australian Open, Roland Garros, and Wimbledon in 2004, and at the International Series Tournament at Delray Beach, where he made it to the semifinals. In November 2004, he upset world # 24 Jiří Novák) 6–3, 7–6 (3), in Luxembourg.
Jeff is currently the founder of JS Performance Tennis School in Denver, Colorado and is a certified nutritional therapist. He is also the CEO of Tennis Evolution.