I'm aware of PMI, it'll need to factor into my numbers.I told the guy I wasn't comfortable paying for coaching at this time, and his reaction was quite surprising.

A lot depends on your comfort level. 

@Ryan DaleOh most definitely that’s very similar to me except I have not worked as long as you in other careers so I am not yet financially able to start any investing YET, but I do plan on learning the industry inside and out to the very best of my ability so that in the future when my financial standing will allow it I can invest with as much comfort as money can allow within reason.

Just so I get versed and feel entirely comfortable when speaking with potential clients.

I used to be a realtor so I'm comfortable with the language but I sure would love to get some newbie adviceHELP!

And he's got a lot of expenses and write-offs.As for renting, we've plugged the numbers into Rent vs Buy calculators at Realtor and Trulia, and both say rent, for at least the next 15 years.We feel comfortable only paying $3K/month for either rent or mortgage.

None of us have; only you have and you have to be comfortable with all of it.

I'm more comfortable starting at homes selling in the $500k-$1m range and working up to the multi-million homes.

Looking at the housing shortage for those families in need, and looking at the housing voucher program I am looking for a property manager that is comfortable with the housing voucher system.   

If he uncovers any problem areas or something that he does not feel comfortable tackling I am going to go ahead and hire someone with a narrower focus.Again, thank you for the thoughtful answers, they played a role in this decision!