You're making good points but I'm unsure of calling this a sugar-daddy type relationship.
7) @Unicorn I would have a friend check on him while you're away. I'm not talking about whether he'll be having fun or not in your house which I'm sure he'll do. I'm concerned about him being left alone either knowing or guessing you'll kick him out when you're back. Hide CC, SC and other important things, check your credit in case he opened a CC in your name, etc. If a friend could stay in the house even better.
Have a safe a trip, and a productive conference! Once you get back home life goes on, break ups happen and we all get by.