I think the price of a cigar is sometimes the first thing we think about and sometimes the last. If I buy a Coh Gran Reserve, I'm thinking please, please, please, be a "great" smoke so I feel like I got my $$$$ worth. If it's a terrible smoke, I'm thinking "boy that was a waste of money," and prolly kickin myself thinking bout all the good chit I coulda bought!
I think it's natural to want to get your monies worth and at the same time the more expensive, the higher our expectations. Some say they don't care about the price, but if the best smokes were less than $5, coupled with our best experiences, there would be far less cigar companies for sure!