She must also check with her mortgage lender and insurance provider to ensure no restrictions and update her insurance to cover the risks of short-term rentals.

Our goal is to subdivide while in the county in order to build a regular single family home on parcel (A). 

It's updated yearly and is the best $40 you'll spend as a Landlord.

They updated their forum app 2x in seven years at one point... just could no longer glean value from a group that wasn’t even remotely tech savvy, it took away from some solid content .

It has not been updated since it was built in the 1960s. 

They are willing to sell, but it would need to be at a good price because it needs things that my side already had done (roof update, windows). 

Update: I just had one of my mini splits leak into an interior wall creating some damage to my awesome 1912 Craftsman.

I know some hotel franchises budget to shut down and renovate every ten years to stay updated.

Most very successful STRs seem to have direct booking options, they are opening their properties to the YouTube Airbnb influencers to get more publicity, they are creating regular content through their own social media channels, etc.  

Thank you to the many experts already named on this thread, and many more besides, who respond on a regular basis to the questions asked by new investors!