Visual art/design professionals and amateurs alike will probably be very tempted by an iPad Pro, where the earlier iPads would have been less compelling. This is the main group I see jumping straight into an iPad Pro.
Pretty much any other professional or general consumer will likely need at least some time with a smaller tablet (of any brand) before deciding a bigger tablet is right for them.
Much like many computer users started out with a cheap, small computer, then upgraded when they decided it wasn't enough. Lots of people jumped on netbooks as their first computer when they got real cheap. Most of them ended up on full laptops after discovering the limitations of the netbook.
I'm not saying it is an exact parallel. iPad's have never been cheap, and as long as you bought the current model they were never underpowered (for a tablet).
But smaller and cheaper is almost always the starting point for anyone who is not certain about what they want, and how they are going to use it.