I AM SO GLAD I NEVER *PLAN* DRAGON*CON!
Holy crap. I guess this is unusual, but except for spending maybe 1/2 hour circling stuff in the schedule, I don't plan much in advance. (If I'm on a panel, of course I prepare for that, with notes and hand-outs.) I don't plan outfits, just make them up at the spur of the moment. I mark the parade on my schedule and get my friends to come. I figure out where the Outworlders party is and when. If I have a guest coming, I arrange that, but it's not a gigantic deal.
No hotel room to rent or travel to plan either.
I love the spontaneity!