Be sure to factor in management complexity, market research, and your risk tolerance as you evaluate options.Without a W-2, HELOC approval can be tricky, but some lenders will work with retired individuals, mainly if you can document stable income (rental income, retirement funds, etc.).

If the person views the successful individual as someone at a lower station, from any metric, age, profession, education, ect the effect is magnified which drives them to seek increase their own success. 3.

In about 10 years they should be worth more than USD $500,000 individually and more importantly have a business model and the knowledge to expand in Belize and other countries.  

LLC is a pass thru entity so it should reflect on your individual return

Also consider short term month-month leases on airbnb, renting individual rooms, month to month leases, just to get the cashflow energy flowing again.  

Is this something you've ever done as an individual landlord, or is this something more for larger multi-family properties only? 

When you do that groups of people will apply, rather than random individuals.

You will have the opportunity to meet like minded individuals with all different levels of investing. 

 This individual might have a furnace problem?

Individualized container homes would be ill suited for assisted living style care.