I went throught the same thing not that long ago. However I did not have a digital tech.
I wanted to try out a Leaf back with a Mamiya 645afdII. And I had the right ad shoot to really take advantage of it for the client. So I contacted my dealer, Samy's Camera, my rep from MAC Group for Mamiya and Leaf and they set me up with the gear.
The day before the shoot I got a quick in person lesson on the camera with the back and the Leaf software at Samy's Camera. Then the following morning before the shoot I got another quick lesson again from the Leaf rep at my hotel.
Then it was off to the studio for the shoot. It did take me little work to remember the instructions on the software but I pulled it offf without too much problem. And that was shooting tethered.The back and camera itself were easy to use. Very simple and intuitive.
To make matter a little more complex, I also used my new Profoto lighting gear for the first time.
Now with all that said, I did have a very competent assistant to move things along. And I had all of my other Canon gear and a substantial amount of my other lighting gear on hand. I did have to make one call to the Leaf rep just to get one thing right.
If you have the budget for a digital tech and gear you might look into the companies that not only bring out the digital tech with the computers and such with a medium format back and body. They could get you up to speed and work with you though any tough spots. Take a look at http://www.imagemechanics.com
they come well recommended, and there are others. Or contact your dealer. This is where it pays off not to ask about price all the time but look at service first.
The first ad from that shoot just hit the magazines, it is for BodyBuilding.com which is the largest bodybuilding and fitness resource in the world. It is in the just released issue of Oxygen magazine.