For someone like me who is always looking for more content 5 bucks for a monthly pass for consistent shit wouldn't be too crazy. But I still don't know if I would pay.
Couple edits:
1. Commercials are TOTALLY ok with me. 1UP does relevant ads twice in every podcast and it's not an issue at all.
2. What about someone with me who just by sheer nature of how much I download could end up paying money for something that turns out sucking? The great thing about free podcasting is that it allows someone with the ability to have a good show to build up a fan base. If you start charging, people IMMEDIATELY become more cautious and less likely to check out new things. Even if it's only 25 cents people are going to be less likely to part with that money for the risk of something turning out to be crap. That happens to me 2 out of 3 new podcasts I try. If I had to dish out money for each one, I would probably just stick with what I knew was good and never add shows. The benefit of the medium being free is that if I download something and it's not for me, no harm done.
3. What spawned this question? I know it's not cause you have plans for doing it but I'm curious.