Absolutely, I have tried each of your four different platforms and love how they connect to an online storage site of choice. But with the current setup, Windows doesn't talk to Android (without changing the file type), Windows doesn't talk to Classroom, Windows doesn't talk to Whiteboard, Android doesn't talk to Classroom or Whiteboard, and Classroom and Whiteboard don't talk to each other.
Each program has its own benefits, but they all have limitations. My school supplies me with a Mac to take home, I have a desktop PC, a slot PC on the Viewboard(my primary), a Viewboard with a Chromebox(second classroom), and a SmartBoard in my second classroom. I can't work on setting up a canvas at home because your ecosystem doesn't talk to itself. I can upload my SmartBoard files with minor changes, but I like to come to class prepared and I can't with the current setup of the ecosystem within Viewboard.
If it is as simple as setting the file type to .iwb, why isn't that the default? Or does the .iwb remove certain advantages that .vBoard has?