I am a hands on landlord (not a slum lord) so I want to do something simple, but effective, to let my tenants know I care about their well-being (major value of mine!)

Demetrius,Be very careful with Gary.

As a tenant myself, who is just about to buy her first property...landlords who are responsive, friendly, and actually care when I have an issue make me very happy.

Roommates won't take as good a care of your property as they would their own.  

My positive mental attitude has helped me through some of the biggest challenges of my life, I fiercely protect it by carefully choosing what I expose myself to.

Tax investor wants ROI on his investmentMarcus never did take care of budiness, despite trysting a family member to pay property taxes.

I plan to take care of it as an act of goodwill since the tenant has been very good and self-sufficient, but I don't know if it's actually a problem that I'm responsible for.

And even if you do talk to the tenants, they might not tell you everything.If the numbers work for you for this property, I would have backup plans to have the tenants leave if the units are not taken care of, or if you feel uncomfortable with them.

@Braden Hobbs You know how you get a policy and it has the declarations pages that are 2-3 pages that are about you, and those are the ones that you read carefully, but then there are 40-100 other pages of legal mumbo jumbo underneath, those are the forms.  

So yes, do be careful, and never judge one group based on your experience at another.