Since this property is currently in our personal names (not our LLC) we've been paying for a $1 million dollar umbrella policy for about 5 years now to help in any situation that may occur with the house and ourselves personally, so perhaps I shouldn't be so worried about the equity build up in that property... it's probably unfounded.  

It occurred to me that there might be some closed (or otherwise) Facebook groups or other meetups happening that some of you know about. 

Daily dips of 2%+ occur 5 times annually.

People get excited about the 'guaranteed rent' from Section 8 programs, but they don't realize that tenants can lose their voucher, there is a maximum amount the program will pay based on the Fair Market Rent for your area, and that you must have a yearly inspection, even if no tenant turnover has occurred, and that it's very common to fail these inspections, meaning you have to fix things and then be reinspected in order to continue to qualify. 

In my experience I've kept EM after that set of facts occurred with financing contingency, no big deal. 

I don't think that I'll have any income from Airbnb in 2018 and yet all of the expenses will occur in 2018. 

So once you have identified what you plan to do with this money, you should put together your plan for dealing with the pitfalls or disasters that may occur.

The fact power is off and damages occur runs off most owner occupants so the property sits on the market and I as an investor can get a better deal

It gets cumbersome, to say the least and I now appreciate more what some back office staff can do when focused on something like this.Anyways, under mint you can create categories for your spending so it's just a regular occurance to go into the platform and categorize your expenditures.Another option is to open a business account on a per property basis. 

The evictions to be wary of are those that occurred because the tenant didn't pay rent or caused significant property damage or broke other terms of the rental agreement.