New to short term rentals - what are the biggest operational challenges?

[Jonathan Foux]

Hi all, 

I have had some experience in small real estate investing but a friend of mine has approached me to start investing in short-term rentals. I am aware of the main differences and landscape but was just curious of the biggest operational challenges that owners/operators face in this space? In addition, are their adequate services/technology to assist with those challenges?

I really appreciate any guidance here so that I can determine if this is a correct decision for me personally. 

Thanks in advance. 

[Zach Lemaster]

Legislation changes no doubt!  That and areas that are very "seasonal."

Personally, I would recommend investing in areas that have established laws and regulations and avoiding areas that do not have any sort of legislation to avoid things changing at the drop of a hat that changes your entire investment strategy...