Jason joined the Royal Marine Commandos at 16, serving for 10 years, after which he passed the gruelling selection process for the Special Forces, serving with the Special Boat Service. He also trained as a combat swimmer, demolitions expert, Special Forces dog handler and jungle survival expert

In 2016 Jason was part of Team Essence, a five man crew that rowed the longest route across the Atlantic Ocean in aid of the NSPCC. Setting off from Lagos in Portugal it took 50 days to reach Venezuela, completing a 3,308-nautical-mile journey and becoming the first ever team to row non-stop and unsupported across the Atlantic from mainland Europe to mainland South America.

Jason regularly provides keynote speeches and live experiences for organisations and businesses as well as motivational and team building workshops through the organisation Break-Point. Jason set up Break-Point in 2015 with fellow SAS: Who Dares Wins DS, Matthew Ollerton. The workshops are designed to replicate pressurised environments by designing packages for the ultimate team building exercise including being put thorough challenging and gruelling military drills.

Jason co-authored his first book in 2017 SAS: Who Dares Wins: Leadership Secrets from the Special Forces with his fellow TV presenters and special forces colleagues Antony Middleton, Matthew Ollerton and Colin Maclachlan.