Compare your answers. 

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.

One thing that is a struggle for me is that I did not make sure everything was perfect prior to renting my properties.

If the property was used a multi-family prior to 2001, then it is likely "grandfathered" in. 

And in these circumstances, locking a 9% returning asset for 30 years doesn't seem a bad deal at all when I compare it with other potential investment opportunitiesAlso, tying up money is relative here.

There are conventional 3% loans, but your mortgage broker will have their commissions taken back if you sell prior to 6 months. 

Compare that to a potential $4k/year cf, it would take almost 5 years to get the same money you would if you sold (assuming 15% fees/commissions/closing).If you reinvested the profit from the sale, you should be able to still get the same or better cf in a different property.

Then present it to an attorney for them to review.Then go to Allstate, GEICO, Chubb, or any other major carrier and compare the insurance rider jackets. 

The prior tenant told me they would remove it but never did.

I’m about to be at the 3 month mark prior to their renewal and want to present a new lease.