I never choose the Warrior, Thief or Mage stones because I don't like to level quickly. I get the Ritual Stone at first because it's close by and it can come in handy when you go to Bleak Falls Barrow. After that, when I make my way to the Solitude area, I look for the Steed stone because I'm a loot lovin' pack rat. None of the others has appealed to me yet. I need to try a build for a character who likes to travel light and own nothing at all....live off the land whatever happens.

If you are on a PC. There is a "tough merchants" mod- wherein you could set their sell prices to 500 percent and your sell prices to 10%.
I did that in order to "live off quest rewards and the land" believe you me, you don't bother picking things up and being a packrat when a 700 gold item sells for 50 gold. Gems get picked up, and loose gold is king, everything else is junk.