A collection agency, PI, or a company looking to perform due diligence on its customers would have permissible purpose.  

Lots to the story, but it boils down to poor work being performed initially and a project manager that let things slide.

The market and rent appreciation really made the properties sing and perform phenomenally.  

I'm trying to learn whether an exit on a property should be dictated by a time frame (5-7 years), a property's performance, or a combination of the two.  

Do any of the services above need me to be a real estate broker to perform on behalf of another landlord if I charge them a fee to do this?

I will continue to keep networking with as many folks as I can and try to stay positive and focused- even through the rough patches ;-)  I wish you continued growth and wellness in your recovery!

Looks like it has been painted already so I would just point it, patch it and paint it again. 

And if the OP doesn't want to perform what most, frankly, would consider a small act towards developing a relationship... why would the bank want (using the OP's language) to go out on a second date?

My health took a turn for the worse, and my performance on the job suffered greatly because of the treatment.  

As I see it, your options are a warning letter/discussion, a 3-day to perform or quit (regarding quiet enjoyment of premises), a 3-day to pay when the rent is due (but I stress again constantly collecting on the 10th has tacitly made the due date the 10th unless you reset with a change of terms), or flat out termination with a notice to quit (30 days if living there for under 2 years, 60 day for 2+ years, or 90 day for a HUD tenant or as your housing authority requires).