In all honesty, if I really, really wanted to try a cigar that was a hundred bucks, I'd spend it. I just haven't found one yet.
30 bucks is pretty much my threshold of pain.
That's why it's so fun trading. If I trade 100 bucks worth of cigars for a $30 cigar I really want to try, I'm happy. Mildly retarded and math challenged perhaps, but happy.