A Slack founder told MIT Technology Review in 2014 that Slack was "a giant piece of shit." The team posted the quote publicly. The argument: product leaders should feel embarrassed by their work and keep improving, not get comfortable with what they've built.
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This is 2014, the year that Slack actually launched. I was interviewed by MIT Technology Review and asked if we were working to improve Slack. I said, I feel like what we have right now is just a giant piece of shit. It's just terrible, and we should be humiliated that we offer this to the public. I came into the office the next day and people had printed out 40 pieces of 8 and a half by 11 paper that quote and pasted it up on the wall. To me, that was like, you should be embarrassed. It you start to be like, oh, this is great. I mean, you could be proud of individual pieces of work, but in the aggregate, if you can't see almost limitless opportunities to improve, then you shouldn't be designing the product or you shouldn't be in charge of the company.