I rent half as a travel trailer spot and the second spot has a shop someones uses as a small car lot. 

Other people may say to shop around more, but frankly to me it's not worth the time when I'm already getting the returns and service I want and building trust. 

I've never had to orchestrate this process.Also, is it best to let your lenders know that you are shopping around to keep them a bit honest/competitive, or is it best to keep that information on the low down?

I’d shop and get your options.

The property comes with the house, 20 acres and a shop that I can run my primary business out of.

You will meet a lot of investors that, in my experience, tend to be happy to take a coffee or lunch break and talk shop.  

Did you see Sylvester Stallone moved there and is setting up shop in the CBD industry! 

Never really dealt with commercial tenant(s) or property. I had seen some that I may be interested in occupied as a barbershop. What are you guys thoughts on those type of tenants? -Cash paying tenants? -Steady stream...

If you look at what major investment shops target they will focus on properties that have unbelieveably low cap rates for a small investor. 

Shop the best used-clothing store in Denver at Buffalo Exchange or some hipster overpriced (but cool) clothes at Fancy Tiger.