I have never understood people in business settings having massive egos haha. 

Like you said, it's a hospitally business.

Also, as our business grows, we know that IGMS can handle it.

Quote from @Annie Seurer: Quote from @Guy Keren: Hi everyone,I'm exploring the possibility of starting a short-term rental business in Jacksonville.  

Not at all.I've been answering questions on here for 10 years without ever asking for business and have made 1000s of friends and helped 100s of clients close deals on investment properties.

The answer will be dependent on your fact pattern, so a general forum like this may not be able to answer such a broad question.With regard to the LLC structure, note that CA does not recognize series LLCs, and CA tends to have a broad opinion of what constitutes "doing business" in the state, and therefore, what LLCs need to report with the CA Secretary of State and file appropriate tax returns. 

The only time I will go to a closing is on the brokerage side of our business and it is a first-time home buyer. 

What I recommend is probably not good business practice (profit wise)  but i always build great relationships with my tenants ( also they always paid) and I had many over the years. 

This is impossible to answer without knowing what you're trying to insure and how you have your business set up.

I own a rental property (4 bedroom house)  and the Tenant is using the property as his business address for his construction business.