October 1, 2026 5:29 am EDT
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Some people dream about breaking free and building something of their own.

The big question is: When’s the right time to take the leap?

For starters, you might be feeling disenchanted with your current role.

“I thought I could do better,” Kara Swisher told Business Insider’s Dan DeFrancesco during a talk she gave to newsroom staff.

Before launching the media brand Recode, Swisher made a name for herself as a reporter at The Washington Post and The Wall Street Journal, eventually coproducing and cohosting The Journal’s “D: All Things Digital” conference series, which later became Code Conference.

When Swisher eventually went independent, she said her risk tolerance was greater than...

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