I guess that those are my musings, and I was wondering: How do you decide whether to tweak a game of choice versus branching out to another game?
Well, for me, it's easier, as I don't have a single "game of choice". I love D&D. I love lots of other systems, too.
Similarly, when someone asks about how to accomplish something drastically different than the "common or accepted" way of playing a game, what pushes you to advise "do this thing" versus "play this game"?
Basically, if what you are looking for is a "drastic" departure (say, a complete departure of genre), I suggest that you look for another game that does what you want better - find the right tool for the job you're trying to do.
When I want to run a game, my focus is on delivering interesting and cool stuff to my players. Doing whole lots of experimental work on my own that I cannot properly test typically runs contrary to that goal. I figure the best bet is to at least look to see if someone else has created what I need before I go and reinvent the wheel.
Sometimes, the wheel you want doesn't exist, and you have to build it yourself.
It is also entirely okay (and fun) to just engage in some design and engineering experimentation, and not focus quite so much on delivering to players. Then, seeing how far you can bend a system without breaking it is interesting.