If the signs point to selling, consult your CPA about the tax implications.

I can tell from your questions that you are in a bit over your head and before you make an incorrect decision you should STRONGLY consider a consultation with someone.

What some of my clients have done in the past is look for more creative rental avenues to be able to charge a premium on rent such as the traveling nursing niche like furnished finder. 

I work/travel for 6 months out of the year, so I am off for 6 months and working 12s for 6 months.

However, as Zane mentioned in his response, another option is to consult with a lawyer who specializes in appealing property taxes.

We consult dozens of these buyers for every 1 that ends up closing on a property. 

Although YES, I have been on legal council as consultant to some sizable case law setting suites.

Should I offer to pay them for their consultation, or are these types of questions common as part of the PM vetting process and is a "courtesy service"?

For anyone considering this, it’s probably worth consulting with a local land-use attorney or planner to navigate the specifics and make sure you’re maximizing the opportunity without running into red tape.

If the signs point to selling, consult your CPA about the tax implications.