The challenge we're facing is the lack of short term rental data for the appraiser, and we won't know if it will meet the debt service coverage ratio (DSCR) requirements until the appraisal is complete.Has anyone dealt with a similar situation?

In this situation, is it better to get a property through regular means, look what is on the market (through realestate agent), or maybe go through a sheriff sale?

To really give you good feedback on this, we’d need to know more about your goals and your current financial situation.

(5) use of “generic” documents as opposed to documents drawn to fullfill specific situations?

There’s no single right answer to every situation, but the more you educate yourself and build your network, the more confident you'll become.Lastly, don’t hesitate to ask questions here, no matter how small they seem.

The challenge we're facing is the lack of short term rental data for the appraiser, and we won't know if it will meet the debt service coverage ratio (DSCR) requirements until the appraisal is complete.Has anyone dealt with a similar situation?

In that case, you’d typically need to file a legal challenge, which could involve going to court and showing that the restriction is unnecessary or unreasonable.The best advice I can give would be to consult a real estate attorney to understand your specific situation and options.

Your situation is a little more complex than most people and I highly suggest you consult an attorney. 

Over half of the things you said were literally false accusations based on your emotion on the situation and I’m not entertaining that of course.

Originally posted by @Mark Whittlesey: I would get a UPS Store (or similar) box instead of a PO Box.It costs more but is much more flexible (is an actual physical address, can receive UPS and FedEx etc.)I had a PO Box for a while and got rid of it for exactly those reasons.