The Pokemon games (any of them, really)
A little back story before hand. As a kid, people really thought I had ADHD. There was absolutely zero patience with me. I had to be doing something.
My strategy consisted of this; Whatever Pokemon you first got, only train that. For about 5 years and two iterations of pokemon, I would just train one thing. I had no idea how to play games like this, and the thought of actually "training" pokemon was above me.
Basically, I would get my Charizard or what have you up to about level 70, and make it to about round two of the Final Four (or whatever they are called) each time. I had no idea what revives did, and I had no idea what all the different potions were.
My Pokemon was so overkill that I really got through it with no trouble.
I ended up just restarting about 50+ times. But hey, I enjoyed it.