From what I have heard the permit (when needed) process in the county is much smoother than the city.

Since I have to choose one type of platform/system and find alternate solutions for the features from the other side, I choose a STR platform because the LTR features are easier for me to recreate or do manually.Specifically we are using Hostfully as our PMP and a few other apps to supplement.

What are the fees and permits, because $100k seems kind of high.

You can also let it slip that you're putting the place on the market soon.With regards to the reno, he should have stopped when they issued the stop work order and got all the permits done. 

In my town the limit is 5 without a permit, so also ensure that 4 is legal in your area before anything else.

The primary reason for purchase is actually I am starting a tour company later in the year. but while it sits, I plan to list it for both stationary rental as well as to those driving to college games or other recreational use.

I always look at the zoning trends in an area and what permits have been pulled by neighbors ... 

Last year we renovated the basement and turned it into a permitted 450-square foot studio and have been renting it out to traveling nurses every since. 

I have no access to previous owner and permits don't show any roof work or anything for decades, so can't determine its age.There are no leaks, no missing shingles.

Properties where development has stalled may be in violation of stormwater permit requirements.