Ideally your cleaner should have enough other work so that doing your property is available in their schedule but not required for them to pay their bills.

Same process as always, BG check and proof of income as most of the property owners I deal with require.

Keep the timeline to own minimum 7-8 years, ideally 12-15.

I suggest having smart TVs and let them log into their own accounts, preferably with a guest mode so they auto-log out after a certain number of days.For catering to families, I would concentrate on providing amenities like puzzles and games. 

Ideally one side would sell out to the other, as divorce is often acrimonious or can become such.

I don't think those are bad things and sometimes the personal decision for your ideal life outweighs the "conventional hold forever" decision.You have options, that's the best place you can be.

It’s the most dangerous thing we do everyday, we carry liability insurance through our personal auto policy.

Around year 7 or 8, ideally year 10, re-assess your equity and maturation of those debt notes and re-adjust how you invest to suit your needs. 

Ideally, my goal would be to get $40-45k equity back out.

., are all ideal in my opinion.