You need a firm estimate for the remainder of the work as your funds are limited (like most people who don't have an endless amount of money). 

Hi Marc - Aircover offers some protection for damages caused by guests, but it’s limited and doesn’t replace having dedicated STR insurance.

I might try the “emergency service” which is $20 with limited data and just use that for the smart locks and ring cameras.

So, you are not at limiting your self when buying a new property.

Like you said, I want to seed different strategies I can implement with the limited capital I have.  

.- Many of these HCOL areas also have strict limitations on AirBnB or short-term rentals... that do not apply to owner-occupants - thus allowing for extreme cashflow potential for house-hackers.

Quote from @Stuart Udis: @Robert Ellis Location Location Location...There is limited land supply in markets with high demand and high barriers of entry.

You have limited time as well.

This event is free but has very limited seating and we are limited to the first 50 to RSVP!

While it's user-friendly and fine for selling physical products, its scalability for managing multiple rental properties is limited compared to WordPress.