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Navigating Career Transitions with Lena Cheng

Every woman will go through a career transition at some point in her life. And while the idea of changing paths can be daunting, it doesn’t have to be overwhelming. With a strong support network and a deep understanding of your strengths, transitioning careers can set you up for success going forward. Lena Cheng is here to talk about all that and more. This week’s episode 73 of How Women Inspire Podcast is about navigating career transitions!

In this episode of How Women Inspire Podcast, Lena Cheng is sharing the importance of doing something every day to prepare for your career transition and actionable steps you can take right now to make the most of your networking between careers.

Lena Cheng is the co-founder of Best Friend Jack, a health-tech marketing branding agency that partners with ambitious, venture-backed startups to supercharge growth in pursuit of a shared goal — smarter, faster, more accessible healthcare for all. Lena pivoted from the medical field to marketing after earning her MD from the Feinberg School of Medicine at Northwestern University.

Some of the talking points Julie and Lena go over in this episode include:

  • How and why Lena went from a career as a doctor to a marketer.

  • Balancing the practicalities of life with transitioning careers.

  • Don’t be afraid to ask for help in more than one way.

  • Using the Regroup model to start a women’s support network.

Thank you for listening! If you enjoyed this episode, take a screenshot of the episode to post in your stories and tag me! And don’t forget to follow, rate, and review the podcast and tell me your key takeaways!

Learn more about How Women Inspire at



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