As far as LLC structures and tax strategies you should find a CPA who has experience with real estate and small business.  

Looking for tips on tax savings on the small business.

You cannot maintain a business with negative cashflow. 

At one time I had over 2000btc, sold a great deal when while was under $100/btc to start my rental business.

Just my personal opinion - get a mentor or a person who already has good experience running STR business, preferably in your area (but not 100% required). 

as one who grew up in the land business brokering land in Napa Sonoma Lake Mendo and humbolt counties..

I wish you the best of luck building your business on another platform.  

I see why they say, never go into business with family.

They make their money off of real estate agents, but real estate agents are the worst people to make money off because they are highly unreliable and in and out of the business when the market changes.Their target should be the consumer with higher levels that they can subscribe too for data, since Zillow is linked to the MLS now which makes their data somewhere more reliable.

Best bet though is a local community business bank..