I've learned that you really get what you pay for in dedicated hosting. One of my current boxes is $183 a month and its never had any issues in a year. I have gone for $89 boxes before and had problems. If this is for your business and you can help it, skipping on a server isn't that smart
going from shared->dedi would be a waste of money for u.. you'd prob never get close to using even half the resources you were paying for... i say go for a VPS... they're scalable + as you grow and grow it's an easy move to just clone it for the eventual dedi... checkout linode.com they're cheap
Im sold on using a ded..I dont want any potential for problems either..just looking for the best service @ the best price. Sounds like $150/mo or so is about what the magic costs..