House hacking will also give you some personal "property management" experience.

Personal preference, to me a lot of these asset protection schemes are like wearing a covid mask when driving alone. 

I have done my research online and it doesn't seem like the strongest market (population is stagnant, crime rate is not the best, job industry isn't very strong) but I know personal accounts are important as well. 

General liability only covers personal injury, bodily injury and property damage, not the existing building.  

They can't keep them all due to debts or other personal reasons.

If you were my age again in this situation what would you do or do differently than stated above?

This question is more personal.

I don't like the idea of taking advantage of anyone, but personally if I found an opportunity like this I would understand the reality of the situation is that if you are able to make a favorable deal, so can anyone else in the market, so might as well strike first and be more reasonable during the turnover process so you can sleep well at night. 

I am a middle aged woman looking to get into real estate.

That last one will be the hardest for me, I am not usually a social person.