My understanding is that they can sometimes be uncomfortable with situations where you'd wind up walking away from the closing with more cash than you brought with you, because then you have less skin in the game than they were anticipating at underwriting.

I am willing to travel for a chance to learn and or shadow your daily routine as well as study how you handle and maneuver all situations related.

I see you are a site supervisor so you know the routine.  

Ideally, I'd like to relocate to a good rental market because buying investment property hundreds of miles from where I live seems a little uncomfortable to me as a new investor. 

I feel uncomfortable with this clause as this basically allows them out of the lease at no cost. 

If it were me I would want to structured my transaction in a way that reflects a suitable discount for that risk and release of funds Commensurate with that risk.While there is money to be made by taking on the risk if you are uncomfortable or unwilling to except that level of risk here’s another plan:While there is money to be made by taking on risk if you are uncomfortable or unwilling to except that level of risk here’s another plan:consider advancing the defaulted property taxes to illuminate the pending time issue so that you can properly go through the court system and have an attorney File a petition for spousal order.

@Grace YuenYou don't want to do something you are uncomfortable with but, if you are open to it, I would suggest looking for something a little bigger (3 or 4 units) even though you have to pay PMI.

I would be uncomfortable with mixing business with family. 

It seems to me when I’m crunching the numbers that %10 to capital expenditures, 10% to a property manager,10% to routine maintenance, and then %10 to vacancy could all be eliminated with doing a rent to own to a resident.

If you're going the umbrella insurance route, make sure it will cover you for several things including just the routine slip and fall (like mold or earthquake).