Evolving Like a CEO: Jason Feifer on Leadership, Growth, Boundaries For Success, & Building a Life That Scales
The Skinny Confidential Him And Her Show
Dear Media
4.5 • 14.5K Ratings
🗓️ 9 October 2025
⏱️ 68 minutes
🧾️ Download transcript
Summary
#893: Join us as we sit down with Jason Feifer – Editor in Chief of Entrepreneur magazine, startup advisor, keynote speaker, and a widely recognized authority on business and communications. Jason has interviewed some of the biggest names in entrepreneurship & witnessed firsthand how the world's top founders scale from the ground up. In this episode, Jason gets real about the power of vertical thinking, the value of respecting others' time & setting boundaries, the truth behind hustle culture, and how the most influential leaders continuously evolve, adapt, & strategize for long-term success.
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This episode is sponsored by The Skinny Confidential
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Produced by Dear Media
Transcript
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| 0:00.0 | The following podcast is a Dear Media production. |
| 0:04.7 | She's a lifestyle blogger extraordinaire. |
| 0:07.5 | Fantastic. |
| 0:08.5 | And he's a serial entrepreneur. |
| 0:10.8 | A very smart cookie. |
| 0:12.2 | And now Lauren Everts and Michael Bostic are bringing you along for the ride. |
| 0:16.3 | Get ready for some major realness. |
| 0:18.1 | Welcome to the skinny confidential, him and her. |
| 0:21.8 | Hello everybody. |
| 0:25.4 | Welcome back to the skinny confidential, him and her show. |
| 0:27.4 | Today we're sitting down with Jason Pfeiffer, editor-in-chief of Entrepreneur Magazine, |
| 0:31.3 | and someone who has a front row seat to the most influential founders and CEOs in the world. |
| 0:36.2 | Jason has interviewed some of the biggest names in |
| 0:38.0 | entrepreneurship, such as icons like Gary V, Ryan Reynolds, The Rock, and Jimmy Fallon. He has seen |
| 0:43.6 | businesses scale from the ground up and studied the cultural shift shaping entrepreneurship today. |
| 0:48.4 | In this episode, he's giving us the ultimate insider's guide to entrepreneurship with tangible |
| 0:52.6 | tips for anyone, even if you're not an entrepreneur, |
| 0:55.3 | surprising stories and tricks you can apply right now to build, adapt, and succeed in your career |
| 0:59.7 | and in life. With that, Jason, welcome to Skinny Confidential, him and her show. |
| 1:04.0 | This is the Skinny Confidential, him and her. |
| 1:08.2 | All right, Jason, you've had a front row seat to the most elite entrepreneurs in the world. |
| 1:12.2 | From your perspective, what truly separates them from everyone else? |
... |
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