@Jordan MoorheadAs a Minnesota (temporarily a Wisconsinite) I've subscribed to the cabin religion my whole life and my near-retirement parents are trying to understand how to afford their own to retire with (religion makes us do crazy things ;)As near as I've been able to good naturedly guess, the cabin love is what you get when you mix the seemingly universal desire to travel with the home-body reserved demeanor of Midwesterners.

Yes, their benefit will impact you when you sell the asset in the future. 

@Wayne Brooks I didn’t think of it the other way as in the new guidelines impacting of the fha approved condos.

It appears as though your first, and most impactful mistake, was the location you bought in.

What are the best ways to study and keep up with a certain market, in this case the real estate market, how does one keep up with all markets that can impact the real estate market that you are investing in?

I realize you did not write the lease and so you have no control over it, but you are now seeing how decisions in your lease impact you and the tenants during the lease. 

Determine the best you can what size impact on refinance that this would have on your refinancing goals (eg. $20k less, $50k, less etc.) and apply a reasonable rate of return that you would expect to make on that amount of money if you were to refinance.

Dropped out of law school after year 1, because I didn’t want to go into an intense amount of debt and law is not necessarily the way that I desire to make my impact on the world.

When you have a property that only cash flows so much, that has an impact on your return!

That's not investing...that's speculating, and THAT IS impacted by the economy.