Another thing on the check list, make sure the out drive or outboard is trimmed up before pulling from the water. The sound from the skeg grinding against the pavement is like finger nails on a chalk board.
Our friends just bought a boat last year. He's a mechanical guy, lot's of power toys but never a boat. Newbies are very easy to spot and he didn't want to be that guy messing everything up. He asked us to come along on the maiden voyage and I happily agreed. We spent the whole day out on the lake. We showed him how to load / unload. How trim works, engine performance, how to handle and drive the boat, what to watch for with other boaters, right of ways, etc. Very good learning experience for them. A boating course and reading a book is all fine, but actual lessons go a long way.
If you have a friend who knows boating, see if they'll help you out.