Millennial Travel Podcast

Pivot: Strategies to Plot Your Next Big Move with Jenny Blake

Matt Wilson
January 16, 2024

Our Guest

Jenny Blake is an author, speaker, career coach, business strategist, and international speaker who helps people move beyond burnout and create sustainable careers they love. Or in her own words: “I love helping people organize their brains.”

Jenny is the author of Pivot: The Only Move That Matters is Your Next One. The book was written for anyone searching for an answer to the question “What’s next?” In Pivot, she reveals a four stage process on how to methodically make your next career move by doubling down on what is already working.

By combining her love of technology with her superpower of organizing information she helps her clients through big transitions — often to pivot in their career or launch a book, blog or business.

Jenny has been blogging at Life After College since 2005, quit her job at Google, and has spoken at places like MIT, Yale, and KPMG. We've been internet friends since the launch of Under30CEO as two of the original millennial bloggers on the internet.

The Episode

Corporations are falling, startups are getting hot and burning out, technology is disrupting the global economy, and the workplace is evolving at hyper speed.

What does that mean for us and what strategies can we implement to make sure we stay ahead of the curve in our careers?

Should I go out on my own or stay the course?

Jenny and I get into career moves yes, but also into where this intersects with mind, body, and spirit.  You won't want to miss her actionable strategies on plotting your next big career move.

Topics covered:

  • What is a high net growth individual?
  • Why pivoting should be plan A
  • Reverse engineer your own career pivots
  • Why you should focus only on your ONE next move
  • How to become more adaptable
  • The 4 pillar strategy for pivoting and staying nimble
  • How to “bolster your bench” by creating authentic friendships that inspire you and move you forward
  • What are the 3 E’s to launch a new pilot/project


The Pivot Method

The Pivot Toolkit

Jenny’s Notes on Bali and Thailand

The Pivot Podcast

Join the Momentum Community


"Your body is your business"

"Don’t wait until you have it all figured out. Build first, courage comes second."

"Start taking those action steps, and courage and competence will follow"

Listen in Now and make your next big move today.

You can get this episode directly to your iPhone on iTunes or your Android on Stitcher!

Edited By: Eric Aguirre

Matt Wilson
Matt Wilson is Co-founder of Under30Experiences and Author of The Millennial Travel Guidebook: Escape More, Spend Less, & Make Travel a Priority in Your Life. He is host of the Live Different Podcast, Millennial Travel Podcast, and formerly Co-founder of He is committed to helping people live more adventurous lives.


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