I am personally not a fan of single family house hacks, but if that's all you got available in the area where you want to be and at the price point you can afford, then you have to go with that. 

Don’t approach the sales agent or person.

Should the person connecting these two get a fee?

House hacking will also give you some personal "property management" experience.

Glad you have a good relationship with the neighbors (which is always worth cultivating).

If you can't keep control of your personal finances, you are highly unlikely to succeed in real estate investing.

I will use my knowledge in the home inspection field, owning and operating my home inspection business, the relationships i will make during that time, my experience in being a landlord and my knowledge as an licensed electrician and home inspector to help convince my investors that i am serious and have the skin in the game to get deals done.

Thank you,  You definitely need to fire your contractor and end your relationship.

Currently my hot tub maintenance person says I need to schedule her to come out to the property after every turnover to poor chemicals in and clean the tub.

First qualified person that give a deposit gets the place.