If you want to update your iPads (there are a few features worth of note in iOS 9), you will need to have El Capitan on your mac. But you can hold off on Apple Configurator 2. It will all operate on version 1.7.
Scott Barnham (think 3) is doing a state "tour" of courses on Apple Configurator 2. I have attended a number of courses from Scott over the years and have always found them informative and easy to follow. I think that version 2 is going to require a bit of assistance. I have had a play and have found it rather complex. Therefore I am looking forward to Scott being able to assist me get a handle on it. The link is
He is going all over the state of NSW - but for local people his Newcastle date is 30th October. Get in quick - because he does book out fairly quickly.