So to your question, yes, units with new stuff will cost less to maintain because they tend to break less and you have longer to budget for total replacement.

You can make a deal with your broker since it won’t be your main career, and now you have data that you not only get for next to nothing, the money you save on realtors covers the cost of getting and maintaining the license.

The first pillar is avoiding unnecessary and risky activities (don't drink and drive, insurance generally won’t cover your poor decisions) and take good care of your investments(maintain your property, etc) - these simple steps will help you prevent lawsuits before they even occur.

Tenant shall maintain the Premises exterior including the entire lawn, front and back free of debris so as to maintain same in a neat appearance.

It's more of a concern for him maintaining his tax advantaged status than anything.  

Or are they actually proactive at enforcing your lease and maintaining eyes on your property?

MLS fees, board fees, license fees, sentrilock fees, e&o insurance.....it adds up to thousands per year to maintain your license. 

I mean yes it would be great if that were the case but since you already have a monthly living cost of $1500 I would look at a house hack where you could reduce your monthly living cost or even if you were to maintain the same cost of living.

This person would like their monthly payments to be in the $500-$800 range but with a recent close call with having there home foreclosed on, along with the fact that this person doesn‘t have a steady paying job (small business owner) to maintain a mortage over $1000 a month, they’ve reached out to me in an effort to fix the problem.

Talk to the tenant about an increased level of noise, and remind them of their responsibility to maintain a peaceful environment.