Curran's first racing car was a Volvo 142 in the SCCA ITB series, where he won four championships and 22 races between 1994 and 1998. In 1999, he won the SCCA National Championship Runoffs in a Chevrolet Camaro Z28. His early career included debuts at the Daytona 24 Hours in 2000 and participation in various series such as the US Road Racing Championship, SCCA World Challenge, and BMG Motorola Cup.
Throughout the early 2000s, Curran maintained a diverse racing schedule, driving for teams like Sky Blue Racing, Bill Fenton Motorsports, and KAC Technologies. He became a Nissan factory driver in the 2003 SCCA World Challenge and a Honda factory driver in the 2004 Grand Am Rolex Series. In 2005 and 2006, he primarily raced Acura cars for Real Time Racing in the SCCA World Challenge and Bill Fenton Motorsports in the Grand Am Cup, securing victories and podiums.
Curran's long-standing relationship with Whelen Engineering motorsports began in 2007, when he was hired for a full season in the SCCA World Challenge GT class, winning four races in a Chevrolet Corvette C6. He continued to race for Whelen/Marsh Racing in the SCCA World Challenge in subsequent years, achieving multiple podiums. In 2008, he also made a brief foray into NASCAR, participating in one NASCAR Camping World Series East race.
From 2010, Curran focused on the Grand Am Rolex Series, driving the #31 Chevrolet Corvette for Marsh Racing. He scored a GT class victory at Road America in 2011 with John Heinricy and another at Lime Rock Park in 2013 with Lawson Aschenbach. In 2012, he also made two starts in the NASCAR Nationwide Series.
In 2014, Curran transitioned to the Prototype class of the IMSA United Sports Car Championship, driving the #31 Marsh Racing/Whelen Chevrolet Corvette DP. A significant partnership began in 2015 when Whelen Motorsports teamed up with Action Express Racing, with Curran and Dane Cameron driving the #31 Chevrolet Corvette DP. They secured two wins that season, finishing third in the standings.
Curran and Cameron won the 2016 IMSA Sportscar Championship with two race wins at Mosport and Road America, and seven podiums. They also achieved a second-place finish at the Sebring 12 Hours. For the 2017 IMSA Sportscar Championship, Whelen Engineering moved to a Cadillac DPi, with Curran and Cameron finishing second in the championship with one victory.
In 2018, Felipe Nasr replaced Cameron as Curran's co-driver in the #31 Cadillac. They secured the IMSA SportsCar Championship DPi class title with one victory at Detroit Belle Isle, along with podium finishes at Daytona (2nd) and Sebring (3rd). In 2019, Curran became an endurance co-driver for the team, sharing the #31 Cadillac with Pipo Derani and Felipe Nasr. They finished second at the Daytona 24 Hours, won the Sebring 12 Hours, and also won at Petit Le Mans, becoming the winners of the Michelin Endurance Cup.
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