I think the Best Show is a little esoteric. Either you get it or you don't. And more people I've introduced it to don't get it than do. We who do are just fortunate to have found something that works so well for us.
I bet if you did a poll of people who like the Best Show, many of their TV and music preferences would be similarly aligned. If you look at the pics on the post-your-pic thread, the FOT are pretty similar in terms of being either younger or older hipsters, many of whom are involved in the arts or technology in some way.
I wonder sometimes if I'm the only completely nonartistic, in-his-30s corporate dude who listens to the show. I'm a golf-playing consultant, fer cryin' out loud. Sometimes I feel like the punk kid who shows up at the Jehovah's Witness convention by mistake.
So, NeedHelp, my advice is by all means give it several more tries - but don't get too frustrated trying to force yourself to like it. It may be your cup of tea, but it may not.
I may be a little strange in that I seem to have completely opposite taste than Tom. I like the Mark Brothers, Steely Dan, don't think Kevin Smith movies are all that terrible. But it doesn't bother me in the least when he expresses his dislike for such things. I find it hilarious. Tom is well informed about what he does not like and always backs up what he says. In fact its kinda cool to hear an intelligent opposing point of view.
That being said I think "The Best Show" is the best 3 hours on radio every week. No one on the dial can touch him. I only wish that Tom could do 5 days a week.
I was introduced to Tom through the "Lady Talk" war and one of my favorite calls was the Black Tiger one. Being very ignorant about the show it took me a while to realise it was a bit.