Fleishman began playing tennis at the age of 8. At the age of 18, he played one season (1998–99) of collegiate tennis at the
University of California at Los Angeles (UCLA), at the No. 2 position. That year Fleishman helped UCLA to the No. 1 ranking in the country, and to the final of the
National Collegiate Athletic Association championships. In the ITF junior world rankings, he reached No. 18 in singles in 1998. After one year of competing on the collegiate level, Fleishman opted to turn professional in 2000. The same year, Fleishman won three matches and qualified at
Wimbledon, where he faced World No. 10
Tommy Haas. On July 17, 2007, Fleishman achieved his first victory over a top-ten player, defeating world No. 6
Fernando González, in the first round of the Los Angeles Tennis Center's
Countrywide Classic. He proceeded to beat fellow American
Robert Kendrick, in the second round, compiling his first ever back-to-back wins in an
Association of Tennis Professionals event. In the quarterfinals, however, Fleishman fell to the eventual tournament champion
Radek Štěpánek.
2008 In September 2008, Fleishman won the USA F23 in California, beating
Michael McClune in the finals in three sets. He and McClune partnered to win the doubles in the tournament, dropping only one set along the way. ==References==