The issues here are pretty clear: he thinks he deserves to park in your driveway because he's special although you've already explained to him that he's not paying for that in his lease.

I'm a wholesaler in the Detroit area and I do pretty well here.

Im seeing a pretty decent amount of deals in my area that are on market and the selling agent makes it a point to say that this property is "no disclosure". 

Hey Richard, based on the numbers you presented that sounds pretty good, the owner occupant strategy with MFH is a great way to grow a portfolio quickly due to the low down payment.  

I worked alongside professionals as a "helper" With pretty much no construction experience, they put me on the dirty grunt work, cleaning rat poop, removing the old toilets, scrubbing down baseboards, etc. but as I was doing that, I was watching every single thing they did, and pestered them with tons of questions on how to do things and different techniques.

And speaking to an investment consultant of some kind. 400k liquid cash makes you a pretty big fish, I would think.As far LLC/personal, I've seen a few people comment that its up to the buyer.

What is the weather (presuming Ohio... funace and windows are pretty important around here)?  

Though I’m pretty confident that I’ll find even 1 of 10 that will be open to give it a try and that’s all that I need really.

E-gad, but ok, its a pretty boring life being a landlord, finding deals etc.   

I think it's pretty great for what you're looking for.