The short term rental business has been fine, up until this month where I saw the lowest bookings since opening.

They’ll coach you right into it being your own business that allows you to leave your W2, if that’s your goal.  

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

You're running a business...the tenant does not 'inform' you when they will be paying their rent...they are contractually liable for paying at specific amount on a specific day. 

Try and join a few local Facebook pages and connect with locals who are in the house hacking business. 

@Eric E.UBIT only comes into play in an IRA on leveraged real estate and running an active business.

You Can Only Have 35 Non-Accredited InvestorsRule 506(b) allows an unlimited number of accredited investors but restricts you to only 35 non-accredited investors.However, there’s a catch:Non-accredited investors must be financially sophisticated.They must have enough experience to evaluate the investment risks.From the SEC:“Securities may not be sold to more than 35 non-accredited investors… [who] must meet the legal standard of having sufficient knowledge and experience in financial and business matters to be capable of evaluating the merits and risks of the prospective investment.”If you’re planning to include non-accredited investors, make sure they qualify—or you could be violating SEC rules.3.

If I'm staying one night somewhere, a quick business trip or something into Denver to show clients homes, a hotel is my choice.

You have a job that keeps you busy, but you want to start creating wealth through Real Estate.  

Solar has an energy credit and Starlink is deductible as business expense.