Well, after some reflection, I am considering starting with a Switching layout. As I get the garage ready as "layout room" I might put a 20'x30" switching layout in my office. I can comfortably add a 7' Perpendicular peninsula that is 48" wide or even 60" perhaps (more of a T, than an L).
The Pro's are
#1 - getting comfortable with O gauge vs N
#2 experience with small qty of the O track I pick (probably Gar n Ross at this point, Scaletrax looks great, but all the pass avialaiblity leaves me gun shy).
#3 More Practice, and some experience with Curves and O trains.