First, your post is labeled 4 questions yet you only asked 3 LOL.
1) The furler is not an automatic system. You pull on the furling line to wind in the jib. You pull the jib sheets to unwind the jib. If the furling line is unwound and the jib is out, just manually roll the job. Then when you unwind the jib, the furler will wind in the line. Does that make sense?
2) I don't really carry any tools. Read through the posts, this is been discussed before.
3) No idea about NY. Found this on google. http://www.nydmv.state.ny.us/forms/mv821b.pdf