1 the forward set is for the spin pole the aft set is for the bridle.
2 replace all standing rigging if it is in question.
3 i just lift the mast but some use a winch off the forward mast cradle
4 I have a bar that attaches to the trailer and swings down to put the boat on and off
5 pins and ring dings are all over the boat but are trust worthy. Quick pins can work but i don't recomend them for standing rigging.
6 tight enough to support the mast and rig but not so tight that thr mast won't rotate.
7 for the harness are you doing more long distance or bouy racing. full for distance bucket for bouy , but in this department try several at your local dealer or your friends at the local club. find what you like then go with it. harnesses and pfd's are no place to skimp.
Good luck and welcome to the f-18