Let's try to get this thread back on tracks guys. Here're my two cents to answers the OP's original question.
I actually do enjoy listening to Podcasts! Since I'm commuting about 10-15 hours a week I have all the time to catch up with a lot of them.
I'm not much of a tournament player so the SlamTilt Podcast always gave me mixed feelings.
Listen to most of his shows and like others already pointed out as well I also don't always agree with him but for some reason I still enjoy listening most of the time. I really enjoyed the CEO Dave episode just as any other episode with interviews. The rants can be long and I absolutely HATE the episodes filled with funny voices (Tony) and quotes from movie clips. (like the factory tours)
Since I don't think about checking out the TWIP website quite regularly, I do enjoy Zack's TWIP podcast as well. Even though it's get kinda redundant from time to time since I also listen to the other podcasts and I don't really need transcribes being read from other shows. But that's not their fault.
H2H episodes are awesome, I laugh out loud quite frequently and I enjoy the interviews. Sounds like two guys I would really enjoy having a beer with.
SPECIAL WHEN LIT
Right now I think I enjoy "newcomers" from Special when Lit the most! I do think they have great production value and I really appreciate their shorter episodes more over H2H's.
Talking about "newcomers" these guys have only made three episodes up until now. Bit I really enjoyed those! Short is a again a positive point to hand out to them. Looking forward to check where they're heading.
I'm still on the fence regarding who gets my Trippy vote this year. Special when Lit is maybe my favorite show at the moment. But since H2H had so much great episodes past year I also think they deserve the Twippy as well.