Think like an outsider, w/Shellye Archambeau, Ellevest’s Sallie Krawcheck, and Calendly’s Tope Awotona
Masters of Scale
WaitWhat
4.6 • 4.4K Ratings
🗓️ 22 August 2023
⏱️ 31 minutes
🧾️ Download transcript
Summary
How do you evolve your greatest obstacle into your greatest superpower? Shellye Archambeau, Ellevest’s Sallie Krawcheck, and Calendly’s Tope Awotona discuss the hidden advantages of strategizing like an entrepreneurial outsider. Recorded live at the Masters of Scale Summit in San Francisco, they sit down with host Bob Safian to share lessons about questioning the status quo, maintaining confidence in the face of criticism, and orchestrating a cultural turnaround. Whether you’re a budding entrepreneur or firmly established in the C-suite, the outsider’s mindset has the power to inject counterintuitive creativity and dynamism into your leadership.
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Transcript
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| 0:00.0 | Hi there, it's Alex Morris, a writer here at Masters of Scale. |
| 0:04.0 | If you love the thoughtful storytelling in each episode of Masters of Scale, then you're |
| 0:07.9 | going to love the newest podcast from the BBC, Good Bad Billionaire. |
| 0:12.6 | It brings you the same sharp conversations about entrepreneurs and billionaires with a |
| 0:16.7 | twist. |
| 0:17.7 | They'll tell the story of how billionaires made their money, what drove them, and what |
| 0:21.8 | held them back from the very start to the very top. |
| 0:25.4 | So search for Good Bad Billionaire from the BBC, wherever you get your podcasts. |
| 0:32.0 | If I wanted to become senior in the industry, the odds were stacked against me. |
| 0:37.2 | No other woman had made it to the top. |
| 0:41.0 | I've been an outsider my entire life. |
| 0:44.1 | I was not only the only black girl in my class, but I grew up being frankly bullied. |
| 0:49.6 | Verbal abuse, physical abuse, got pushed down, knocked down, beat up, I mean it was not |
| 0:54.2 | good. |
| 0:55.2 | It's very clear to me that the odds weren't in my favor. |
| 0:59.8 | I grew up in Nigeria and I just knew that traditional growth flavor wouldn't work for me. |
| 1:04.6 | Disadvantages can actually be advantages, but I just had to do something different. |
| 1:21.4 | As Tope Owatona, founder of Calendly, and before that Shelley R. Shambo, former CEO of |
| 1:27.3 | Metric Stream, and Sally Crotchack, founder of Elevast, speaking live at the Masters of Scale |
| 1:33.3 | Summit, in a session called Think Like An Outsider, I'm Bob Safian, former either a fast company |
| 1:40.8 | founder of the Flux Group and host of Masters of Scale Rapid Response. |
| 1:45.1 | I wanted to share my discussion with Sally Shelley and Tope because succeeding in today's |
... |
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