You did not mention your city, so I don't know how busy they are but I would take my chances or do not physically move out and just spend extra time at your parent's if they are in the same city but you don't rent it out until after one year.AirBnB's do not work everywhere and more of your time is needed to furnish and maintain it. 

Without the ability to go physically look at the problem, you are at the mercy of others.

There is no coverage for physical loss such as vandalism, theft, fire, wind, hail, and so on.

I am also pretty ravaged from the 24/7 care-giving for 3 years – both emotionally and physically; I’ll never be the same.As I've been essentially unemployed the past 3 years due to 24/7 care-giving my parents, it will take time to get back on my feet financially.

Before I physically jump into anything such as buying and eventually renting out homes I want to make sure I understand terminology and real estate lingo.

One important thing to note is that the physical number of loans that you have do not matter for conv loans.

The friend who is 82 yrs old owns a home they will never live in again due to their physical condition.

None are what I would call tangible, but I do have what I would consider a sizable amount invested in the stock market for my age.)I've also considered property management, but I feel that the tenants would know I am the homeowner being that we are in such close proximity to them.

If the tenants call to set it up then, how is it physically set up?

Learning how to analyze a deal quick so the numbers make sense and then going to physically do the due diligence and then presenting that idea has been a challenge to make efficient.