Too many moving pieces and parts.

with our old system there was a great audit trail, message history and ability to BCC our support email so LeadSimple could keep a history of all communications.    

If I were you, then I would get the pieces ready, but seek off market/on market projects that make sense for you.

It's a 3 restaurant package in West Virginia (where we already have a base) and includes 1 piece of real estate.

Avoiding the ravages and savages of the IRS audit system.

@Timothy Frazier I wouldn't use the word bad because if that is the route needed to acquire a piece of property then mission accomplished however you are stacking the deck against yourself with this approach.  

So I will not be using RentRedi and am still looking for a better solution to manage all the pieces from rent collection to messaging to maintenance and tenant tracking.

For a smaller piece like that, not sure how creative you can get, but it all depends on what it's zoning is, access, proximity to other things, etc.  

I have been able to review or been told of several audits (from other REI tax colleagues) related to cost segs in the last year or so- and of those none of DIY cost segs were allowed under audit. 

My biggest piece of advice would be to find someone who is in the position you would want to be in 10, 15, or 20 years and meet for coffee.