Welcome M.D.!!Alot of dudes (like me) tried the shorter and shorter and shorter approach to get used to how they like it.Clipping it shorter and shorter usually leads to at least trying the smooth shave and giving it a few weeks to get used to. If they don't like it, it quickly grows back to what they were comfortable with on the short clipper.
I've got my career, marriage, everything to think about, and I've been worrying that having thinning hair's going to affect that.