@Delbert Standifer My humble opinion here is that your “friend/mentor” just MIGHT be trying to pull the wool over your eyes.
1) Regardless of when you will “own” the house, you are buying a MONSTER of a problem. Depending on municipality, that addition could cost you thousands in the further when the city finds out.
2) I’d only spend 45k down if I were getting over 8k back in my pocket on year 1.
3) It doesn’t even sounds like you’re getting a “deal” at all with your friend discounting you 5k. If that dude thinks he can market and sell for 90k in today’s market there is NO WAY that 85k for you is a good deal.
A friend of a friend actually sold me a house last year. My first rental. I didn’t have a lot so they wanted to help me. He sold me the house at 43k, and it appraised at 62k. Even though we agreed I’d pay him some down, he let me get a mortgage. I ended up doing a 60k mortgage, which required 19k down. After the sale, he gave me about 17 back (the difference between the 60k mortgage and our agreed upon 43k price). 10 months later I’ve recovered my initial investment and I’m cash flowing 350 a month and now have around 33k equity thanks to this market. Now THAT is a friend helping out a friend.
I’d be super concerned for you as a new investor, that you aren’t being set up for success on this one. If you want to move forward however I would at least do these few things.
1) Get the property under contract with plenty of contingencies (ways out are VERY important here) and a closing date maybe two months out. If he’s truly your friend, none of these will be showstoppers.
2) Contact the municipality and find out what the ramifications are of the unpermitted addition. YOU ARE BUYING THIS PROBLEM AND NEED TO FIX IT.
3) Get inspection/appraisal
4) run numbers to find out if it’s a good deal
5) Back out or Close and move forward!
Either way, good luck!