After we gave him additional time to come up with the money (a mistake I know), he said he COULD pay, but that it would only be in cash (not in the lease) and we would have to come pick it up.  

Probably not, but I felt better having that debt paid off. 

Additionally, I wholesale deals and we buy & hold in SE Wisconsin.

Our only debts are a 2.875% mortgage with a balance of $124k only paying $897/month on an appraised value of $325k, daily driver car of $370/month, and use a credit card for monthly expenses, but pay the balance off with every pay check.

The long term growth potential is driven by recent additions to the tech sector (google, intel, amazon, honda, and many start ups).

https://natlawreview.com/article/texas-federal-court-issues-nationwide-injunction-against-enforcement-corporate“We note this is a preliminary injunction, and we urge reporting companies to pay attention for additional updates and proceedings in this and other cases which could modify or change this order.”

Obviously do your own research before asking people on Facebook, but just another way to connect with hosts and see what they do and how they file those STR taxes and maybe some additional helpful info. 

Here's an example:I like to do mine in total and by property.I know I'll get questions about the debt categories.  

In addition lower rents will decrease the value of a property, not necessarily its appraised value, because no buyer will desire to pay retail for properties with reduced cash flow.

I have found some information that might be helpful John.There are government backed programs like Fannie Mae Homestyle Renovation Loan and Freddie Mac Home Possible Renovation Loan, in addition to the FHA 203k loan.