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.  

I found that most of recommendations to buy a duplex emphasis on positive cashflow or match with simple 1% rule to start with.

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.

Does he share the risk of losing money?

I just dont come in to lose.

"I too was in foreclosure years ago so I know what your going through"  that is a very common so when folks losing the home see the same pitch multiple times they know its just BS.