I recall him telling viewers a few years ago in the early days of LR that he is from some sort of legal background (lawyer, solicitor - something like that). His “qualifications” are an obsessive interest in watching and following bike racing, coupled with his analytic approach to things developed from his professional training and career.
From what I recall, the success of his channel has now taken over from his legal career, to the point that he’s either quit his job altogether or is now just a few hours per week.