Yes, I am an old grad from the school of hard life lessons.
Questions to ask yourself:
1) Do you have the years, fortitude and deep pockets needed to win a protracted court battle? Against a wife, a former friend, ... a bank? (Generally, they have little regard for your agreements with others. Banks do not loan money without the agreements in place to ensure they will win in a default. The most and best lawyers always win.)
2) If you even think you are about to make an emotional, financial decision, stop. Slap yourself silly until you regain some sense. Unless you are a broker, buying boats is emotional.
3) Never, ever borrow to purchase a depreciating asset: eg. a toy. You will be underwater from the get-go. Oh, yeah - only you found the deal of a lifetime. ;-)
4) Buy only boats you can seriously afford. (Ask your wife, if unsure.)
5) The most fish are caught, recreationally, in smaller, older, inexpensive boats. We are out there fishing, instead of working to pay for our hobby.