The first problem with Phish, and "jam" music in general is the fans' dependence on the live shows. I can totally understand why Scott wouldn't "get it" from listening to live clips of "Fluffhead" or whatever. I mean, good lord, look at the Phish phans on this board alone: "50 shows," "66 shows"; I wouldn't see ANY of my favorite bands that many times for fear of growing sick of them.
I think a good idea for this podcast is to record a podcast (or two) of Harris and Scott attending a Phish concert. However, this then brings up problem #2 with Phish and "jam" bands: dependence on drugs to really get into it. I can see that if a.) I wasn't high, b.) didn't know or particularly like any of the songs c.) everyone else is high as shit around me, that I'd want out of that show. Scott seems like a paranoid type when he's high, so I doubt he'd enjoy the show even on an edible or something like that.
