I think a house hack two-family is ideal, especially if it's close by and he has reliable friends to live with so you can supervise their first living outside the home and being responsible.

Areas are different obviously but I'm just looking for opinions before I make the move.

Reno needed or move in ready? 

Move on...there is plenty of fish in the sea.

I cant/dont want to move.

Hello all, I have a new tenant that just moved into our investment property last month.

When a good comp sells, its usually time to make the move.

Active Utilization of Your S-Corp: This is more small ball type of moves.

Pay the taxes and move on.They should be able to make back the taxes. 

Move on with your lifeHowever, for options 1-3 to be viable, the judgment needs to be large enough to be worth the effort.