Realistically a cheap ac repair is $250, you’re losing time/money/sleep over an additional $250.

Assume they won’t go to court, and if they do you’ll win, and if you lose they’ll be allowed to move out as you’ve already offered.

I feel for these people who can ill-afford to lose money to scammers, but they need to think through the situation better prior to paying anyone.  

Have you ever heard of a Landlord being sued by a Tenant and losing property?

They better never lose him.

Once you take over operation of the system, you will be required to keep it running (by the County Govt)You're losing money already and you don't even have all of the true numbers.

My 0.88% rule on paper has turned into losing $300 to $700 a month with repairs called in by tenant on Class C#1.  

Seller will lose time on market, time value of money, etc.  

My wife's fear was that something would go wrong and I would lose everything. 

A lot of coaches (if they're good) should be able to shorten the learning curve for you individually, by understanding precisely where you're at and tailoring a plan for you... but ultimately, I wouldn't lose sight of the fact that you'll still have to put in the time and get your own first-hand experience with it - that's where the real, tangible learning happens.