Masters of Scale

Asking the uncomfortable questions, w/ Michael Seibel, Y Combinator

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Barreling full-speed ahead isn't always the key to scale. For Michael Seibel, managing director at Y Combinator and co-founder of Justin.tv and Socialcam, action sometimes needs to take a back seat to asking: "Is this working?" Michael learned early on that by stopping to ask the counterintuitive question, he gained the wisdom – and avoided time lost to big mistakes – that ultimately propelled him forward. At Y Combinator, he's helping other founders ask themselves uncomfortable questions. The answers aren't always obvious, and sometimes they seem downright irrational. But following where they lead, he says, feeds efficiency, confidence, and ambition. That's why the ability to ask the right questions at the right times of the right people is an essential skill for every entrepreneur.

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