Dent won ATP titles in Newport (2002), Bangkok (2003), Memphis (2003), and Moscow (2003), and reached the finals of three other events on tour.

Dent played with distinction at the 2004 Summer Olympics, where he made a push all the way to the semi-finals, where he was defeated by eventual gold medalist Nicolás Massú of Chile.

In July 2008 Dent took a wild card into his first ATP tour event for two seasons at the Hall of Fame tennis tournament in Newport, Rhode Island.

As a qualifier, he reached the fourth round of the 2009 Miami Open, defeating Nicolás Almagro and Tommy Robredo in the process.

Despite the scoreline, the first set was a very entertaining encounter, with Federer's longest service game lasting just short of a quarter of an hour; Dent had eight break point opportunities.

On May 25, 2010, in Roland Garros, against Nicolás Lapentti, Dent served at 240 km/h and set a new tournament record that Fernando Verdasco and Andy Roddick had held before him (with 232 km/h).

Taylor's mother, Betty Ann Grubb Stuart, who has remarried, reached the US Open doubles final in 1977 with Renée Richards.

Dent attended Corona del Mar High School in Newport Beach, California, and he was on the interscholastic tennis team there.

Their wedding party included Maria Sharapova, Nick Bollettieri, Jan-Michael Gambill, Tommy Haas, Xavier Malisse, Willie Alumbaugh and Mashona Washington.

In 2020 the two along with Taylor's father, Phil Dent, opened The Birch Racquet and Lawn Club, located in Keller, Texas.