[3] A member of the University of Southern California tennis team, Rainey and doubles partner Ryan Moore were runners-up in the 2000 NCAA Division I Championships.

He also made the singles quarter-finals at the 2002 NCAA Division I Championships, with wins over Todd Widom, Benjamin Becker and John Chesworth.

He reached a highest doubles ranking of 173 in the world and won a total of 12 ITF Futures titles.

They were beaten in the first round of the Beijing tournament by eventual semi-finalists Lars Burgsmüller and Lee Hyung-taik in a close three-set match that was decided by a tie-break.

[6][7] In 2011 it was reported that he had allegedly sold shares for his entry into a World Series of Poker main event which he never registered for and then failed to return the money to his backers.