Mickey best answers I can give to your ?'s-
1) the outhaul line threads around the aft cap of the boom and thru a jamcleat under the boom forward of the mainsheet bail(s).
2) try standing farther forward of the boat when you raise the sail- older boats have a reefing stop on the wire part of the main halyard, sometimes that hangs up.
3) I assume that youre asking how to drop the mast- If your boat has a step link its easy- face the boat down a hill steep enough to feelthe forestay slacken,put a 3/16 clevis pin thru the hole in the link marked 16and thru the mast base, carefully unpin the stay,climb aboard gently and lower the mast- earlier boats are similar, but the mast base is kind of a hook.
You might want to go to a Hobie dealer and get a copy of the "Hobie 16 Assembly manual" this'll answer a ton of questions
Good luck, Dave