30 Day Challenge for Skype for Business

I don't know if you've started your challenge yet but we did something similar a few years ago before we rolled Lync PSTN conferencing out to our organization. During the pilot we sent users a short list of activities to try and to mark 1. yes, this worked, 2. this worked but I had trouble with... or 3. this didn't work for me at all-I need help. Each week for about 6 weeks the activities got more challenging. It was a great way to get people to try things and report back to us if they had issues or needed additional training. I don't have the specific list but it sounds like a great idea. I would keep it very simple and have a mechanism to capture user experience. I'd also consider sharing the stories to the rest of your organization.