Im not looking to make a Million dollars per year, I just want to be comfortable, if my passive can net 6 figures and a lots of equity, Im ok with that, I dont desire a big house (had the house wasnt worth the work for me)  or expensive cars (my previous life i was a mechanic I HATE CARS)  I enjoy being a miser that doesnt need to be a miser, my wife and i often giggle about the people living like they are rich, having to go to a big job everyday, while we go out to breakfast on a Tuesday after dropping our children off at school. 

It’ll be a miserable experience for you and your subs, and they won’t want to work with you again.

Yes, bigger than we need, but I fear if I downsize, I could be stuck in a house with neighbors I may not like, thus making the stay in the Midwest even more miserable.

(I just got home from managing a handyman for 3 hours at the only property I own locally (rest are out-of-state with property managers) and it was miserable- it should've only taken an hour, I was starving, had work to do, etc.Some considerations for both options-https://www.biggerpockets.com/renewsblog/2015/11/1...Gotta go with what works for you.

I have seen this before.I will have to live next to this guy but hes making it really miserable so far and he sold me the lot and was not like this when I bought it from him.Township wont do anything they said call the police but that seems a bit extreme but im not seeing any other option. 

Failed miserably.

I did great on #1 and bought the building for about what the lot was worth... but I've failed miserably on #2.

One sub could make your life miserable, if they know that you don't know what you're doing, they will throw a thousand change order your way and you cant say anything about it, else, they could put up a lien and you have no choice but pay them.

She is most definitely miserable living with these things and may agree.

I had a fitness studio o while back that failed miserably thanks to an utter lack of knowledge.