My wife has had her own hair stylist business for the last 5 years.

Well, until I put a little hair in it..

I don’t know much about barber shops or anything about hair etc.But what if I converted my one unit into a barbershop with several chairs that stylists can rent?

Again, "the people" made this mess because "the people" keep choosing a person for office based on there hair, how good they talk, what they look like, they put a person into a very important administrative leadership role who has no qualifications for the job, no real capability to do good things, are we supposed to be surprised by bad outcomes?     

You can figure out fiscal responsibility ( almost certainly tenant hair but you never know) but don't let her put your property at risk.

Here is the before and with the vines off...we still didn’t get all the little hairs of the vines off so we went with a dark color to hide what we couldn’t get. 

You bought an office on a corner lot on a very busy Main Street for $360,000.If it were mine, If zoning allows restaurants, I'd be thinking about Chipotle, Starbucks, 24 hour Taco Cabana.If not food service zoned, I'd be thinking about a Pet Vet, hair salon with an experienced operator opening a 2nd location, a dentist, a 24 hour Auto Zone.

Every single December before the winter rush we have here in New England the hair on the back of my neck stands up worrying about mass vacancy in one of the busiest seasons of year.

I would recommend really refining your criteria and try to steer away from older properties and properties with a lot of hair on them.   

Thankfully I have never lost on one other than time and hair on my head.