When Erika Ayers Badan beat out 74 men to become the first CEO of Barstool Sports, the company was small, dominated by brash bros, and indivisible from the controversial reputation of its founder, Dave Portnoy. But she corralled Barstool and turned it into a media empire with a $500-million exit.

So where do you go after helming a culture-quaking company? Ayers Badan became CEO of the cooking and lifestyle brand Food52 – new industry, new struggles. She was hired after layoffs, terrible Glassdoor reviews, and a predecessor who had lasted less than a year.

In a live conversation at Elevate, Canada’s tech and innovation festival, Ayers Badan speaks with Lately about how to manage the unmanageable, what she learned as a woman leading a fratty company that was sold twice in one year, and about her new book, Nobody Cares About Your Career: Why Failure Is Good, The Great Ones Play Hurt, and Other Hard Truths.

Also, Vass shares her secret for successful public speaking with Katrina: sour keys. But she doesn’t literally share them.

This is Lately. Every week, we take a deep dive into the big, defining trends in business and tech that are reshaping our every day.

Our executive producer is Katrina Onstad. The show is produced by Jay Cockburn. Our sound designer is Cameron McIver. Our host is Vass Bednar.

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