If you Google “macgregor 26x mast raising system furler” you’ll find many items including a youtube video.
I store my Mac 19/trailer at a local used car lot that leases out some of their extra space. My outboard mechanic also offers storage on his lot. Sometimes these smaller businesses do double duty and yet offer secure storage at a reduced cost.
I’m sure the other 26 owners will have good advice on the other issues. Happy sailing!