ChipCheezum's stuff is generally pretty good, probably the best mix of informative and comedic you'll find. Pretty much anything they've done is still great, though I'd skip past their very first two LPs Beyond Good & Evil and Spider-Man.
Run Button (who Austin is friends with and would often reference) did an LP of the entire Sonic series and are currently doing one for the entire Mario series and both of those are great. They sometimes get too podcasty for my tastes but they're generally pretty entertaining and funny.
Slowbeef does streams and Retsupurae a lot more than actual LPs these days but his LPs of Dead to Rights and Snatcher are some of my favorites, Diabetus who does co-commentary on them is especially funny. Retsupurae is also pretty good but doesn't sound like quite what you're looking for.
I still keep up with Kuvo, formerly of the Tipping Forties but now mostly collaborating with other SA LPers, though he still does LPs and streams with one of the former T40s sometimes. Both the stuff he did with Tipping Forties and the LPs he does now are largely comedic LPs, and quite often blind runs so don't expect him/them to always know where to go. My favorites of the T40s LPs are Final Fantasy X (my favorite LP ever!), Goldeneye and Shenmue. He later did Shenmue 2 with his brother and one of the other former T40s, and his current LP of Spelunky is pretty great.
The Freelance Astronauts were hilarious but haven't been active in years sadly, the funniest guys on the internet in my opinion back in their heyday of 2007-2010. They're at their best when both Ferr and Pipes were around, so quality is gonna fluctuate a bit based on who's in the video. I love their LPs of New Super Mario Bros, Ocarina of Time Master Quest, Seaman and Pepsiman.
I don't watch many LPs, but at the moment my go-to are Men Drinkin' Coffee. They tend to play games of borderline quality and don't treat the material too seriously, though they aren't quite as funny as they think they are.
With the right game the Men Drinkin' Coffee can be pretty great. Their Ride to Hell and Raven's Cry LPs are pretty hilarious all the way through. The FFX-2 LP isn't really grabbing me though.
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