I found out that I can apply for the tax abatement but he isn't really inclined to help and I can't do it without "{before and after pictures", invoices showing how much he spent on the remodel, permit numbers etc.

If you have >50% of your existing capital/funds tied up into the first BRRRR project my inclination would be refinance sooner rather than later waiting for better terms/conditions to refinance.... not knowing whether that will take place.

It also requires gaining a level of sophistication and knowledge that not everyone has the time, inclination or ability to do.

I’d be inclined to test a 3-night minimum for a few months (or just peak season) and compare revenue, not just booking count.

OP if you have the time and inclination work for Habitat for Humanity on a couple projects to get base hands on knowledge.  

I sure hope you have an excellent real estate agent, but the tone of your post tells me you probably don't.Tell me why your first inclination is to challenge the appraisal? 

Thank you, son is 18, graduating this year and not inclined to go to school full time but part of an internship that will give him a full time job upon graduation.  

For example, maybe you don't have the time or inclination to get deeply involved in BRRRR type rehabs and dealing with learning how to buy severely distressed properties.

Quote from @Edward Collins: @Sean O'KeefeI'd love to take a look at your Template Log Book if you're still inclined to share.I’m still inclined and happy to share - sent! 

Just be sure to know your metrics and review if the location is inclining, declining or flat based upon population trends, median income trends, crime trends and employment trends.When I look at areas like where you’re referring to, my mind goes to ground up development.