I’ve helped plenty of investors navigate these tricky tax and management questions, especially with properties in popular STR markets like Phoenix and Austin.Good luck with the purchase—sounds like you’ve got a great opportunity on your hands! 

I’m already aware of the popularity of Joshua Tree and Lake Tahoe, so I’m interested in hearing about other markets that are strong performers and investor-friendly in terms of regulations.Does anyone have insights on:Specific cities or regions where the permit process is more straightforward?

This might lighten the weight of the tree toward your property;  so this might help or not. 

Those neighborhoods have been popular  because they offer a decent balance between purchase price and rent potential.

CPAs and Lawyers will always tell you to get one (and contrary to popular rumors this has nothing to do with getting more $ for filing fees).

https://www.biggerpockets.com/blog/short-term-rental-loans-a...DSCR Loans: Terms to Know When Working With These Popular Rental Loanhttps://www.biggerpockets.com/blog/dscr-loans-terms-to-knowWhat’s Next For DSCR Loans?

EDIT - 700lb weight limit.

Another solid read is "The Millionaire Real Estate Investor" by Gary Keller, which focuses more specifically on real estate strategies.For podcasts, BiggerPockets is extremely popular and a fantastic resource, especially for beginners.

This strategy has gained popularity because of its potential for building wealth through real estate.

So even popular rent estimate tools seem a little inflated unless you're outpeforming the competition with what youre offering.