Hill played three years at University of California Berkeley from 1994 to 1996 and earned All-American honors in singles in 1995–96;[2] he studied business and economics.

In 2000 he captured his first ATP doubles title in Brighton[1] and also reached final in Tokyo with American Jeff Tarango, whom he'd have more success with the following year.

[1] He made his Grand Slam singles debut at Australian Open, where he defeated Bernd Karbacher in straight sets in the first round.

9 in ATP Doubles Race with a 30–17 match record, winning their second title together in Casablanca in March as well as reaching finals in Marseille, Gstaad and Stuttgart.

Their best Grand Slam together was reaching the semi-finals at Roland Garros after defeating top seeds Jonas Björkman and Todd Woodbridge in the quarter-finals.