After the American Le Mans Series merged into the Rolex Sports Car Series after the 2013 season, Keating participated in the 2014 Tudor United SportsCar Championship season. Keating joined with Dutch siblings Jeroen and Sebastiaan Bleekemolen in the No. 33 Dodge Viper GT3-R for Riley Motorsports. Joined by French driver Emmanuel Collard, Keating and the Bleekemolen brothers competed in the opening event, the 24 Hours of Daytona, completing 615 laps over the day-long event, finishing 19th (40th overall). During the subsequent event, the Twelve Hours of Sebring, Keating was driving the No. 33 Viper on the 13th lap when the Viper's driveshaft disconnect from the rear axle, severing a fuel line and starting a fire. After noticing the fire, Keating was able to stop and exit the vehicle without injury, although the team was forced to retire from the race. The No. 33 car was up and running again under 2 months later for the event at Laguna Seca, as Keating and Jeroen Bleekemolen completed the 2 hour race. Keating and Jeroen recorded their first win of the series three races later at the SportsCar Grand Prix. They would go on to record Top Five finishes in the next two races, placing third in the Brickyard Grand Prix (Indianapolis Motor Speedway) and fourth in the Road America 500. Keating would record his second win of the season with a win at his home-state event at the Circuit of the Americas. The two wins, combined with his two top 5 finishes, propelled Keating into 14th place in the final driver points standings, despite his misfortune at Sebring.