After making select starts from 2004–07, Segal stepped up to full-time competition in 2008, claiming the GT class pole and win in the Sahlen's Six Hours of The Glen in a SpeedSource Mazda RX-8.

In 2010, Segal won the GT Championship with two wins and ten consecutive top-four finishes, as well as a pole position at the Rolex 24 at Daytona.

Segal earned his second GT Championship in three years, teaming again with Assentato for three class wins in AIM Autosport's Ferrari 458 Italia Grand Am for the 2012 title.

In 2007, Segal won the CTSC championship with Jep Thorton in an Automatic Racing BMW, becoming the then-youngest series champion at the age of 22, with four podiums and nine top-10s.

555 Level 5 Motorsports Ferrari 458 Italia GT3 with co-drivers Scott Tucker, Townsend Bell, Bill Sweedler and Alessandro Pier Guidi, despite the car having initially been handed a penalty for late-race avoidable contact.