Sometimes its worth paying a little extra to buy something you can have confidence in over the long haul that doesn't bring you stress.

Our marriage couldn't withstand the stress of it all and we separated and had to foreclose on our home.

Doesn't sound like you need the cash flow so finding some higher-end condos that will appreciate well may not be a bad idea and is a pretty low-stress way to invest. 

Ooh, sounds major stressful. 

He keeps trying to manage it all himself but I feel like it is time to hire a coach to help guide him in things that he can do to help increase productivity and loosen up some of his responsibility and stress level.

I bet you can find what you need in the area.I know this can be a stressful thing to get rolling.

I can't stress this enough.Verify the expenses i.e. what will the taxes be once you purchase?

It has saved many people a lot of money and stress!! 

We have become a society that allows everyone to avoid responsibility, despite the fact that there are very real consequences to virtually all actions.

This personally isn't how I want to run my business because I believe it can put more stress on the tenants than I personally would want to do.