Ok. He said "land" and "baron" in the same sentence.
So maybe he should be looking to fly/land Barons?
It would give him room to grow.
And if not a Baron, wouldn't a nice S-35 Bonanza cover him in the looks department and outshine nearly any 210?
I know looks are regarded as subjective, but I would suggest that the market has been unkind to these planes on account of the utterly goofy appearance.
It's quite awkward from every angle.