Dont know were im going in the hobbie anymore:

You ain't the innovator of this problem OP...... I have seen it too much in my lifetime and that is specifically referencing the automotive hobby........ You boat is taking too much water. So in the grand scheme of things it's a first world problem and only you can decide what to do.

You could sell all of it and modernize. Or keep one that really flips your switch and fund the project by selling off the rest. Alot of people in this hobby end up like you and they just let it all rot because they feel overwhelmed.

I personally take the position of one thing at a time. You will get better results in the long run. And be careful about your dreamy fantasy early Musclecar. For some it fits but for others when they get a taste of new technology they easily look past the old iron. Your life but don't drown yourself in it and make a plan and go have some fun.... It sounds like you ain't having much in regards to your topic right now and ain't no time for that lol....

Good luck,
JW