8000 US dollars a month on Patreon + superchat money is a good living, but isn't as sustainable as having an actual job. Plus, he's been traveling back and forth from the US a lot recently for speaking events and stuff, which I would assume takes a large financial toll.
If he's at all smart about money, I would highly doubt he's living much better than the average working class person, and certainly not as well as someone with an equivalent salary in a sustainable long-term job. Also, I think he mainly speaks from his previous experience in a low tier office job on this anyway.
In all seriousness, he does have a point about there being a sharp class division on politics right now, especially when it comes to recognizing the negative effects Islam has recently been having on the West, it's just that he overplays it to the point that you can almost start to see shades or red in him.
This probably has a lot to do with him being a Brit, because class divisions in Britain have historically been a much bigger deal than in the U.S. or elsewhere. I've heard that being "old money" is still worth a lot more there than in the US, for example.