You might look at his trophy cabinet before you decide he was an average full back and he does own a hotel and a substantial property portfolio.
The difference between him and the other dragons is that they earned their millions through business acumen and nous.
He bought his investments through his football wealth and even then I’d think that would have been on the advice of other experts in those fields like property and hotels.
Fair play to him as he’s worked bloody hard to be where he is, just doesn’t need to pretend he is something he isn’t.