Today, that building generates enough passive income to cover his annual retirement contributions.You mentioned taking the 10% penalty, which I’d only recommend as a last resort.

I'd recommend checking out the Midwest market.

Any recommendations for finding a coach would be greatly appreciated!

Thanks in advance for the recommendations / suggestions!  

I would recommend keeping them, and gradually increasing rent on par with market increase + 1 to 2%.You could get a better qualified tenant, but they could be worse with money management, property respect, etc.

I recommend you include some of your key qualification criteria in the advertisement.

If you're looking in Ohio, I can recommend hitting up Kurt Weil. 

Can anyone recommend some companies with a track record like Praxis?

It's a big decision, and I recommend spending some solid time in each area.

@Mike Terry recommend before buying - find a reputable PMC!