He's a lot of fun, but there's something about his attitude that can rub me the wrong way that's difficult to put a finger on (probably something to do with that alpha/man's man/machismo thing). Sometimes he hits the nail on the head, but other times, I feel like his rants can teeter on ignorance in a way that seems like it might indirectly enable and empower the worst kind of *ss-holes/mentalities. There's also something about his go-to escape move where he lobs this stuff out there with absolute conviction, certainty, and influential power, and then absolves himself of responsibility by going "Ahh, but what the **** do I know, I'm just an idiot" that always feels kind of cheap to me.
He's one of the best working comedians out there, is consistently and reliably funny/enjoyable, and executes his shtick to perfection, but I wouldn't go as far as to say that his act feels timelessly brilliant or deserving of being placed as a historical great/talent. From this era, I'd put someone like Norm MacDonald up there way ahead of him.
Also, I don't think F is For Family is really worth watching, personally. His act is at a far higher standard than the show. Feels like something he hopped on board with because other comedians do it, he placed a little too much trust in the guys who knew what they were doing, and as a result, it kind of just feels like a generic forgettable animated show with a tiny bit of Bill Burr injected into it.