It was next door to my moms bed and breakfast so we could manage it easily.

Your insurance is going to be highly variable and I wouldn't use what an agent or the seller tells you as the cost of dwelling policies have increased substantially over the past few years due to rising new construction costs. 

Or they've dealt with one of the 50% of realtors that sells 1 house or less per year.

Any recommendations on next steps if we were seeking to exit the relationship?

Is DoorLoop the only software that has dedicated features for sec8 rents? 

I’m seeking advice on where to invest my money next.

But man, once he got that first deal under his belt, he couldn’t believe how much easier things clicked from there.

And in fairness, not worth doing if you're not making more than that anyway.If he does something like this and it exceeds the SGA (Substantial Gainful Activity) limit he would lose his disability right? 

I have read on the internet that some parts are and some parts aren't safe.

The rental market is softer than it has been in years.