Looking Outside podcast

Looking Outside Career Change: Jason Feifer, Editor in Chief, Entrepreneur Mag

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Today we’re talking about catapulting your career into unexpected places, driven by self-reflection, self-determinism, and a recognition of your own self-limitations, with change advocate, and Editor in Chief of Entrepreneur Magazine, Jason Feifer.

Speaking to a range of successful entrepreneurs is a part of Jason's day job, but he's also a bit of a start-up thinker himself. Aside from his role as editor, Jason is a podcast host, newsletter writer, speaker, start up advisor, book author … and perhaps most importantly, a reinventor, describing himself as an all purpose swiss army knife.

Rather than staying in the specialty field he had worked to define himself an expert in, Jason chose to rethink, and reconsider, who he was to people, to live up to the largest opportunity in front of him. Jason says a good starting point is to better understand yourself by creating a mission statement, not for what you do but what you’re skilled in and what you can uniquely create.

Jo and Jason also discuss working through trepidation that perhaps your success is a fleeting moment in time. That it may be a fluke, specific to the context, or unrepeatable. (A worry many successful people hold.) Jason advocates for sitting with the things you are good at and not discounting and offloading your strengths.

Jason also explores the role of nostalgia as a change barrier. The past provides comfort and predictability, but also the false belief that things from our past were better than what the future can bring. He says, “The problem isn’t changing but in defining yourself too narrowly" within the comfort of what was.

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To look outside, Jason leverages his trusted network who he can be vulnerable with. These are people who he can ‘think out loud’ with, who give him honest feedback on ideas, and help him get out of his own head.

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Jason Feifer is the editor in chief of Entrepreneur magazine, a podcast host, book author, keynote speaker, startup advisor, and nonstop optimism machine. His goal is to help you become more resilient and adaptable in a world of constant change — so you can seize new opportunity before anyone else does!


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Looking Outside is a podcast dedicated to exploring fresh perspectives of familiar business topics. The show is hosted by its creator, Joanna Lepore, consumer goods innovator and futurist at McDonald's. Find out more at looking-outside.com.

Connect with Jo and join the Looking Outside community on LinkedIn.

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All views are that of the host and guests and don’t necessarily reflect those of their employers....

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