Doing general paint and carpet cleaning for this property along with some minor repairs, junk removal and fixed a couple small plumbing issues (mostly deferred maintenance).

https://www.singlekey.com/en-us/ - I believe they screen the tenant as part of their underwriting before issuing the rent guarantee policy and the tenant also pays the premiums. 

If you tell someone too early you aren't renewing their lease, especially one who is aggressive, could lead you to issues.

Give fair housing testers the right to secretly record your call, trying to trap in a fair housing issue.

- The current low rent is probably to offset maintenance issues at the property.- Try to raise the rent and the tenant will give you a list of all the maintenance issues they want you to fix. --- They will offer to fix them in exchange for lower rent, but ask yourself, if the tenant has been living there for 25 years, why isn't everything fixed already?

The issue is that you cant cold call people in New York 

We consider this issue closed.

Quote from @Noah Wright: We specialize in this specific issue, actually. 

With 40% of homes still selling above asking price, waiting for a “better deal” often means missing out entirely.Financing is also a common issue.

No notable issues to date - mostly minor stuff.