Question 3: Is the longer term solution for the theoretical LLC that I control to own multiple assets, in which case they and their cash flow would be considered by mortgage lenders for future mortgages?

That's usually the best way from the beginning to keep everything under control.

I never intend to evict, but it is the last recourse you have as a housing provider and if the tenants know you won't actually follow through then you will never be in control again. 

I took control of my life and told myself I will only focus on those things which "TRULY" bring me happiness.

They lost their shirt, sometimes many times over.

Handyman fails to finish the job or does it poorly and you're stuck hiring someone else to fix it AND you've lost all that rent you gave away.Rent is rent.

The newer ones continually have repair issues, mostly driven the electronic controls and complex systems to squeeze out efficiency. 

I once hired a tenant who lost his job for 2 months as my assistant.

(I was gotten over on when my true first opportunity was lost to a dishonest investor.) 

In my experience though, self managing the pricing structure, guest experience, and messages are things I want to control and don’t need to pay someone else to do.