Hey Connor, welcome to BP! 

The plumber will likely have to cut open the ceiling to confirm and make repairs, so you can save a little money by learning how to do that yourself, confirm the problem, and then call the plumber for repair, then patch the ceiling yourself.As Jonathan is trying to point out, it's important to expect these things and have funds on hand to deal with them.

The county health department may have ok'd it, but that doesn't mean whoever lives there isn't going to get cancer from it and sue you later for knowledge.

Allstate says no to any trampolines at any of my Vegas properties.

A typical rehab is going to be 3-4 months, with a month to list/rent.

Quote from @Michael Wentzel: Talk to your agent to ensure they're OK with it.

I need someone to take a look at what I have, where I am, and what I need to do to get this stationary ball rolling again.Ultimately, I'd love to have an investor who can mentor me, I can learn from, and guide me in my journey since I seem to need help keeping momentum going. 

Alternately, if you’re going to do this at volume, and you’ll have to since margins here are thin, I would attend some of the lender conferences.

First off, how many people is he selling this list to?

If the rate is reasonable then it may make sense to try to save fast to get to the 3.5% down payment on a double or triple - househacking may allow you to increase your savings rate and pay down that loan even faster.As for estimating costs, closing in NY factor at least 1% of the mortgage amount for tax, plus $1500-2000 for lawyer, title and fees, then the amount required by the bank for escrow will depend on the actual property taxes and insurance.