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The CEO of a $2.8 billion startup explains why he's a 'terrible manager'

stewart butterfield, slack, sv100 2015
stewart butterfield, slack, sv100 2015

(Flickr/kk) Stewart Butterfield.

Nobody's perfect. Even super-successful people like Stewart Butterfield, the cofounder of Flickr and chief executive of Slack, have weaknesses.

The 42-year-old Canadian-born entrepreneur recently told Adam Bryant of The New York Times what he's not good at when it comes to being a boss.

"I can tell people a story that they believe in and get behind. So I'm good at the leadership part," Butterfield said. "But I've always said that I'm a terrible manager. I'm not good at giving feedback."

He continued: "People are like horses — they can smell fear. If you have a lot of apprehension going into a difficult conversation, they'll pick up on that. And that's going to make them nervous, and then the whole conversation is more difficult."

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But, he said, if you go into those conversations without any apprehension, people feel at ease. "I've tried to absorb that lesson. I'm not able to practice it 100% of the time, but it's definitely something I've learned," he told Bryant.

He may have things to work on — but for the most part, Butterfield seems to be getting things right.

Slack is one of the fastest-growing business apps of all time, now worth an estimated $2.8 billion — and Butterfield recently graced the cover of Forbes magazine.

Click here to read the full New York Times interview.

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