I do not want to rent a unit that i would not feel comfortable and or safe living in. 

But if you're looking for a cashflow heavy property then you'd need to decide what kind of cash on cash return you're comfortable with and how much cashflow each month is good enough for you to accommodate any potential shifts in the market. 

We're also separated from the main crowd which makes us easier to find and more comfortable. 

The main thing is to find a mortgage broker who is an investor and who has been in your shoes before.

Yet, don't sign an exclusive without feeling comfortable with that agent. 

If you aren't comfortable evicting her, hire someone.

Are you comfortable with your methodology?

But we came to realize Philadelphia doesn't have inexpensive houses in areas we are comfortable living in.

Rephrase your walk through to make the seller more comfortable (while also being honest)4.

This, however, is only if you are comfortable utilizing it for leverage.If done right, I think your worst case scenario is a shattered friendship at the cost of a property you got at an 85% discount, a deal people often only dream of.