Different strategies might make it more complicated for a basic CPA.

Recently I've realized that most of the PM companies rent out units at or below market rents and allow for an unnecessary (IMO) turn time which of course translates to increased vacancy rates. 

I talked to the roof company and they said it is very complicated so I didn't.  

Rehab costs on anything more complicated can spiral out of control fast.

Okay gotcha thanks for that rude and unnecessary comment...

Is it a real value add or will it add more stress and complication to the manager's already busy life?  

In most cases, neither is warranted.Warning: I am not an attorney, and this can be a complicated topic.

This is the most complicated piece because you are essentially the mortgage originator (which might run into licensing concerns depending on how many times you do this and your state), and you need to make sure the person who is buying is a good borrower.3) close with a title company or lawyer (state dependent) who knows how to deal with this type of transaction4) set up an account with a servicer to collect the money from the borrower (not required, but highly recommended from note buyers)5) collect payments

An umbrella insurance policy is much cheaper and far less complicated.2.

My understanding is the TN has some crazy rules and regulations that complicate this process.