There is almost a meme of online platform service providers not understanding their users and their workflows, and rolling out new revisions that hamper or outright remove functionality that those users rely on.
I guess the canonical example would be that one Digg redesign that nuked the whole platform, or Snapchat's redesign a year ago that stunted their growth.
Luckily, we haven't had to experience this at Hacker News thus far ;)