I find the frequent major changes in the Ruby ecosystem to be quite frustrating. That's not to say that I wish this progress wouldn't occur... I just wish it would occur in a more controlled manner. Documentation seems to suffer the most and I have definitely come across a few libraries that don't "just work". I love Ruby and the Ruby community, but I long for the day when things move at a less frenzied pace... I know it would put my managers at ease, too.