I always favoured George Carlin and thought he was the GOAT. His standup specials were always perfectly crafted and perfectly executed. And full of angry-old-man energy! Just love that. Legendary guy.
After him, maybe Bill Burr. Reminds me of Carlin, though he has an angry-uncle kind of vibe. Feels like he's your uncle or just a friend who's always talking some shit, hating on everything.
Dave Chappelle lost all his energy though. His standups prior him quitting Chappelle Show were great, he always had some sort of energy to him, and it was addictive. Funny as hell, and the jokes were always a priority. Now, however, he has no energy and has turned political and social all of a sudden.
But none of that compares to the late, great Norm Macdonald. His comedy in general is so weird and unique, and it just resonates with me. It definitely takes some getting used to. Me Doing Standup is one of the best stand up specials I've ever watched. Every joke is perfectly crafted, every word is where it should be, and it's all about the jokes and the humour. He isn't trying to fight social (in)justice, make statements or whatever. Just came there to make jokes.
Shane Gillis is also pretty nice, also just about the jokes, and funny as hell. Recommend checking out this special and his YT channel in general. Lots of great sketches.