In 2014, Caroline made his car racing debut in the Ginetta Junior Championship with TCR, claiming two victories and finishing sixth overall.

[8] After initially announcing a sabbatical year due to a lack of funds, he then moved to the U.S. F2000 National Championship for 2018, driving for BN Racing.

In October 2016, Caroline contested the BRDC British F3 Autumn Trophy with Douglas Motorsport alongside ADAC F4 champion Joey Mawson.

[12] In 2019, Jamie Caroline entered the Brands Hatch round of the British GT Championship, driving for HHC Motorsport with Ruben Del Sarte.

For the 2021 season, Caroline entered the last two rounds of British GT with Speedworks motorsport partnered with John Ferguson in the Toyota Gazoo Racing GR Supra GT4 qualifying second at Oulton park to Darren turner in his first outing in the car then scoring pole by half a second over Sennan fielding at Donington Park.