They will understanding all of the rules and regulations in what is needed to make it legal.

Over-saturation and ever stricter regulations are making a once no-brainer industry become a bit harder in which to succeed.That's neither good nor bad, it's just made the STR gig more like every other industry.

Paying for help is not for everybody especially if they enjoy the work and have exceptional behavioral regulation.  

Therefore, comps (comparable sales) should be researched with that in mind.Basically, as an appraiser, I am not limited to any specific rules or regulations when it comes to picking my comps, deriving my value opinion, etc, as long as my method/s or reasonable, credible, and supportable.

Just wondering how other STR investors navigate the tricky areas of municipal regulations on STR's through ordinances.

I own 1 profitable rental property and I am retired, keep separate records on my rental property.According to IRS guidance it states:  "If an interest in real estate fails to satisfy all the requirements of the safe harbor, it may still be treated as a trade or business for purposes of the section 199A deduction if it otherwise meets the definition of a trade or business in the section 199A regulations."

But also note there is a wrinkle in that if investing in Las Vegas, the state of Nevada is the rare state with pretty strict regulations and licensing requirements for DSCR, so a lot of national platforms don't lend DSCR in Nevada. 

It is always a good idea to call the city before purchasing a burned home to inquire about the necessary permits and regulations for renovation.

I also avoid highly regulated cities like Seattle. 

What the regulators care about is intent.