Jamie’s rental losses can offset Darin’s medical income—even if Darin himself is not a real estate professional."

Don't go it alone if this is your first one.2) Is your property near the Hopkins Homewood Campus, The Hospital, or the Medical School (or one of the many other Hopkins Buildings in Baltimore)?  

The future medical bills are in the millions.

This is mostly seen in college towns for university students or medical districts for nurses. 

There is an exception in the 121 primary residence exclusion that allows you to get a prorated amount of the gain tax free if you have lived in it for less than a year but have to move for a job, or medical related issue. 

Medical debt?

In Columbus, where I'm located, there is a mix of a tech and medical boom.

My commercial top choices are storage, medical offices, or retail. 

Since thee are exception for being forced to move for medical and job reasons there are probably exceptions for military moves.

I have seen it happen with rental properties car accidents where people are put in the hospital and rack up $700,000 in medical bills like that!