For me, I have to have something new and/or exciting to do each time I play through a game. For example, playing through Final Fantasy XIII is something I'd do only once: the game is linear and essentially the same thing each and every time. You have about six paradigms and a multitude of ways to pair them up, but the reality of it all is that you HAVE to play a certain way else you'll either a) drag the battle on exponentially longer or b) never win.
That's why I stress non-linearity in many capacities, perhaps not in story but through gameplay. It isn't HOW we do it [control scheme], it's WHAT we do - and what we're doing each subsequent run through the games. That philosophy is true especially in the jobworld; you will never find yourself merely "going through the motions" and "honing your skill". There is always something new waiting around the corner - it may not be there day one but on day fifteen it'll surely expose itself. That's how people make careers out of things, and how I personally play video games.
Fair enough...but I just don't see it. I don't know, to me, the first playthrough of a game is just the test run...the tutorial. I typically don't get into a game until my 2nd or 3rd playthrough. And I don't really appreciate for what it is or isn't until around 10 playthroughs or so. When I get it a game, I don't like just beating it once and basically ending it. I want to know the game fully, know the world and levels inside and out, understand the physics perfectly, know each and every glitch and short cut. When I play a game, I want to play it well. Not quite as obsessive over it as a speed runner or a tournament worthy brawl player, but playing a game only a few times is, to me, like going to an expensive fancy restaurant and the wolfing down the food for the sake of hunger and not eating it for the sake of taste and enjoyment.
And I can only partially agree with your "philosophy". In computers, yes, I am constantly finding new things to learn and experience...but in math, this is much rarer and in math one does need to spend quite a bit time "going through the motions" and "honing your skill". The same contrast can be found in other activities in which a profession is made, but I suppose that is neither here nor there.