That dude is going to need a lot of luck.

First the dog was a Christmas present (a common situation), and in the next interaction the whole tone of the conversation was changed, as if the dog was there because of special circumstances (being a service animal).

I went with art deco interior design inspered style, but toned down.

As I tend to need regular updates, I had to proactively followup at times, otherwise no complaints.

Just know that any buyer is going to need to make up that difference in equity. 

(again my numbers)3000 to 5000 maiers a month= tone of work+tons of time+ $5,000.- to $8,000.- a month!

The tone in the mainstream media recently has definitely gone more negative recently .

I completely agree, lenders are definitely going to need the appraisal in order to close out the deal for the buyer and that can certainly make or break the 15 Day or Less close of escrow. 

If it is still viable as a hotel, you are going to need to build your discounted cashflow model.  

Make sure to be west of the SW to NE train tracks.