In reply to legendchris23:
Here's another vote for starting outside at a very modest grade relative to your (indoor) ability. The most effective way of reaching your real limit is by climbing up through the grades, focussing on climbing as well as possible rather than getting up at any cost. This way you will find the climbing enjoyable and satisfying, whereas if you go in over your head you may be demoralised.
The main difference between indoor and outdoor climbing is that real rock is much more intricate with generally a much broader range of sizes of holds and far more of the really small subtle stuff. Climbing walls are not the best training for footwork, whereas on real rock footwork is usually all-important. Amongst the important skills on real rock - that are not at all well learned at climbing walls - are slab-climbing (on really small to non-existent holds) and crack climbing in all its varieties, which is pretty fundamental to climbing longer mountain routes.
Although it sounds as though you want to focus on sport climbing, may I suggest that you do some trad leading as well. You can't always rely on conveniently spaced pieces of fixed gear in the rock.