However, a lot of concerns can be mitigated with looking at their past rental behavior in a lot of different settings.

Even if I were to rent it out on Airbnb, the cash-on-cash return isn't very attractive.Specifically, I’m concerned about:High mortgage payments and the financial strain it could cause if the property doesn't generate sufficient cash flow.Cash-on-cash return is low, even with high-revenue short-term rentals.My Questions:Risk Mitigation:Any strategies I can use to mitigate the risks associated with owning a high-value property with a large mortgage?

That’s a major concern.

My concern is with the house that my dti numbers will remove my options for a loan.

Can you please help me understand better what potential concerns in your experience can potentially arise here? 

yeah the tenant pushing back is my concern. it just so happened that this happened with the tenant that seems to not like paying. and the heating is electric and this winter has been extremely cold which caused the electric bill to jump up to $800!

I'm not concerned about his being able to make the payments and trust him to do so. 

My concern is whether I’d then be locked into only larger deals in the future. 

So I am less concerned with that one at least for the time.I enjoy researching many things and solving complicated problems, but figuring this out has not been one of them.

I would be concerned if someone regularly gave freely of their time, considering TIME is the most valuable resource we have.