Congrats, I have the same boat..
1). depending on how deep the damage is (just gel coat or through fiberglass) you might just buy a gel coat re-pair kit for now.
2). I have an old titan series ii tower on mine(wishbone style). It works for me, nothing fancy, but I am sure you will get plenty of opinions as to what works best.
3). Sounds like drum shoes might need adjustment possibly.. http://youtu.be/FhxRPikDkNQ
4). Winch strap on front tie down is all that is needed, keep in mind your boat really is going to be shifting a whole lot on a trailer, the 225 weighs over 3000lbs without fuel..
See pic below for my 225 with titan tower. hope some of this helps..