It is rural and 30 minutes outside of a major city, however, it does have a 20x30 shop that a tenant under the right circumstances might find desirable.

As an example, could the coffee shop offer them a discount (that you would pay or not) by showing some kind of card?

Shopping around is always highly recommended. 

Since he's a one person shop (along with a super), he refinanced his 3 million dollar property and the bank required him to hire a property management company. 

Go shop the office.Don't invest with amateur GPs. 

A young guy I know bought a cute vintage camper, sprayed it black, cut a window in the side and built it out as a mobile coffee shop, which is now parked outside of events and staffed with college girls.

From a sales perspective, if you're married ($500k) or if single ($250k), you'd have a portion of the exclusion (%50) assuming the square footage is the same for each unit (assuming a duplex)The remainder (%50) could be 1031 exchanged into another property tax deferred. 

One stop shop.

In the spirit of "I've finally resigned myself to the fact that AppFolio has me by the balls and I'm trying to do everything that we can directly in AppFolio" I'm embarking on a journey to set up inventory management in our shop storage racks and managed in AppFolio.

However, whatever route you go make sure you hire an independent agent rather than captive so they can shop the entire market for you!