I now invest in small multi-family properties and biggest pain/cost has been inherited tenants.

It's a huge pain in the *** and I know because I live upstairs and the floor is shaking in my unit, so I can only imagine what my tenant is hearing right next to it.I guess I was wondering if during extremely annoying times like this you guys do anything for the tenant, like knock anything off rent, small gift, or am I really overthinking this?

We remember back when we were poor and living in a small house doing dishes was always a pain in the rear.

The requirements are a pain in the butt and over the top but that doesn't change the fact that it is required protocol for this house.

It was painful, and expensive (about 85K) but in the end worth it to us.

It is a huge pain in the ***.

HOAs can be a pain both with fee's and rules regarding rentals.

One thing to look out for is UBIT (Universal Business Income Tax)....Any Investment you make in your IRA that also has leverage attached to it will open you up to UBIT...this will be painful so should be avoided in most cases (unless the ROI is so good it justified incurring a tax inside a tax sheltered account).This doesn't come into play if your IRA is lending money but only if you are buying ownership in a property. 

A $10/month policy could have avoided all this pain and suffering.

It happens fairly often (no-shows) to all landlords so we feel your pain.