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

I’m excited to join this platform and connect with like-minded individuals passionate about real estate and investing.

Do I have the instincts to overcome every objects, no.

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

If you have massive liquidity then you might overcome that objection with the lender. 

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.).

@Christopher Morrisi tend to think of 'cash flow' as a function of an entire portfolio rather than any individual property, or any specific month. 

If someone stays at a property for 14 consecutive days or more, they could potentially be considered a tenant under state law, even if their stay is structured as short-term renewals.If the individual is classified as a tenant, landlord-tenant laws would apply, meaning you may need to follow formal eviction procedures to remove them.

But he chose that one over the others because it was very user friendly (for our older managers) and it offered a 'Groups' function where we could add certain individuals to different projects.

First thoughts are finding a way for the tenants to use it for a fee, either rent the space monthly or create a space that can be rented on a per-use basis....or possibly rent to another non-tenant individual for office use of some kind.