I agree! How about this:
Start with a price that is the lowest price in the cohort/market band that you are interested in and then work your way to the top as you get settled in.
I'm a big fan of the inner game, IMHO folks should operate where they feel comfortable so they can rid themselves of impostor syndrome and get more confident over time.
But yeah, do like compete.com did move from a $49 price point over time all the way up to $1,000+! That's fine by me ;)