Pointing out significant flaws that are holding the systems adoption rate back is never popular. Most of them are very techy and don't have a clue what the average user needs. It's a great way to get them all riled up.

I spent a few years as a process flow and bug finder for some programmers building a proprietary internal system. Then I trained non-tech savvy people on how to use the system. One of the most difficult jobs I have ever done. Bridging the gap between the two of them was brutal.