Looking more closely the higher price agent seemed to provide overall better comps though one or two that I would have considered comps at a somewhat lower price didn’t make it.the Lower price agent had a very unimpressive CMA which included a hurricane damage property sold for land value and another that was an auction, so in retrospect, I’m not too convinced that the lower price agent really knows what they are doing. 

In retrospect I probably should have kept my original one in my name.

In retrospect, did I overpay or make a mistake with the purchase?

That risk, in retrospect, is not worth the potential return.   

In retrospect, I could have driven 10 minutes from my house and found good deals. 

They, in retrospect was a bad idea, did loan mods at 3-5% for borrowers (whyyyyy?????)

Basically if you are selling/buying a house that has been retrospectively licenced then that part for private use is ok, however if officially and practically if you wish to rent the place out on LTR or STR you are not allowed to ever use this space as part of your rental.

It went through a full inspection and there were minor repairs ($1500) - in retrospect, the inspector missed some things. 

In retrospect, the books were good buys.

In retrospect I would have spelled out the construction process more clearly in writing ahead of time.In your case the existing tenant is getting no new value so there is nothing for them to gain with this project.