Gino not passive investor per se but I have made a few small bets..

It will be not only complex (but doable) to secure financing for it, but the real issue is that if you ever want to sell it, it will be super difficult for prospective buyers to secure financing unless they are seasoned investors which limits your potential buyer pool and potentially your offloading price.

But that type of coaching and hand holding may take a ton of time and the number of students would be limited to the amount of time that the coach was able to provide to them.  

Don't worry about losing.That is likely not the only reason you are losing.We use this language for our clients, "Buyers agree to limit inspection repair requests to major structural, mechanical, plumbing, environmental, and safety issues."

Homeowners age 65 and older or the disabled who meet certain income limit requirements can receive breaks on their property taxes in North Carolina.Transfer taxes on the purchase or sale of homes in North and South Carolina are also different.

I bet most can't even name 10. 

I am sure early on in your career you`ve made mistakes and trusted the wrong people/professionals, and I bet that didn't prove you a bad real estate professional.

**Evaluate the Condition of the House** - With limited cash, repairs might feel overwhelming, but some issues can directly impact the home’s value or ability to refinance.

And I'd bet your 'Contractor' is not licensed or is not very good compared to typical standards...But good luck....

Keep in mind occupancy limit.