What do you think the best power/drivability combo is?

Well, that’s two totally different ways to go about it. NA vs turbo. In the big picture, the turbo would be better as it would be easier on parts and allow a smaller cam. The draw back is initially the cost and plumbing. Air and fuel lines.

You also lay out a pretty big spread in power levels.
I have no plans to turbocharged anything. My next couple of engines builds will be strokers. Making 500+hp on a small-ish engine, (370 & down) is more stressful than on a big engine. The bigger the engine, the easier it becomes. And less rpm as the stroke and cid goes up.

IMO, for something easy to drive while being NA, a stroker small block or better yet, a 440/500 cube engine would do it easy. And with less stress.