
Pivot with Jenny Blake
What’s next for your career and creative projects? Pivot with Jenny Blake launched in 2015 to help us better embrace fear, insecurity, imperfection, and intuition as the superpowers they are while pivoting. Join Jenny Blake, award-winning author of Pivot: The Only Move That Matters Is Your Next One, Life After College, and Free Time: Lose the Busywork, Love Your Business, for intimate conversations with authors and friends on finding opportunities in unexpected places through practical tips and tools. Jenny’s motto? If change is the only constant, let’s get better at it. Subscribe now so you don’t miss an episode (released every Sunday) at pod.link/pivotmethod, view show notes at http://PivotMethod.com/podcast, and learn more about Jenny’s private community at http://itsfreetime.com/bff ❤️ If you're looking Pivot with Kara Swisher and Scott Galloway, visit https://podcasts.voxmedia.com/show/pivot. Check out Jenny's other award-winning podcast Free Time for Heart-Based Business owners at pod.link/freetime.
Latest episodes

Dec 17, 2023 • 47min
353: Pain, Purpose, and Portals—Pivoting from Massage Therapist to Coach with John O'Connor
Former masseuse turned executive coach, John O'Connor, shares strategies for listening to your true calling, manifesting yearnings in various life dimensions, and creating portals for new opportunities. Reflect on desires underlying frustration and swap out purpose with what is meaningful. Explore health, finances, relationships, community, and business as key dimensions. Stay relaxed and resourceful in high-pressure situations and connect with others to open new opportunities.

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Dec 10, 2023 • 40min
352: “A Goal Should Not Be a Chore” — How to Set Aspirational Pull Goals with Ayelet Fishbach
In this engaging discussion, Ayelet Fishbach, a behavioral science and marketing professor at the University of Chicago, unpacks her groundbreaking approach to goals. She argues that a powerful goal should pull you in rather than feel like a chore. Ayelet emphasizes the pitfalls of numerical goals and the importance of aspirational targets. She also highlights the role of social support in overcoming setbacks and shares innovative strategies like 'temptation bundling' to enhance motivation and joy in goal achievement.

Dec 3, 2023 • 40min
351: The Ultimate Guide to Great Mentorship with Scott Jeffrey Miller
Are you falling into “accidental jerk” mode while mentoring others without realizing it? Today’s guest, Scott Jeffrey Miller, is sharing nuances of mentoring that you have likely never considered. What it means to truly validate someone (with an example that made me blush!), how to set boundaries with your time and expectations, the thirteen different roles mentors can play, and his delightful six-step process for closing out with mentees.More About Scott: Scott Jeffrey Miller is a sought-after speaker, WSJ-bestselling author, and podcast host. He currently serves as FranklinCovey’s senior advisor on thought leadership. Prior to his advisory role, Scott was a twenty-five-year FranklinCovey associate, serving as the Chief Marketing Officer and Executive Vice President. He is host of On Leadership With Scott Miller, and today we’re talking about his latest book, The Ultimate Guide to Great Mentorship: 13 Roles to Making a True Impact.🌟 3 Key Takeaways
The 13 roles mentors can play (not mutually exclusive) are: The Revealer, The Boundary Setter, The Absorber, The Questioner, The Challenger, The Validator, The Navigator, The Visionary, The Flagger, The Distiller, The Activator, The Connector, and The Closer.
Don’t be an accidental jerk: The session and mentoring relationship are not about you! You are not your mentee. Don’t dominate the sessions by talking too much, or lean too heavily on advice-giving.
Scott’s 6-Step Close-Out Process: Revisit where your mentee started, share funny/tender learnings about their growth, re-identify and communicate go-forward commitments, resurface worthy concepts that were closed or tabled, celebrate the wins and learn from the losses, recap your confidence in them and outline any areas of potential support.
There are important differences between coaches, mentors, managers, allies, champions, and sponsors: Coaching is a profession; you have a process and a pedagogy. Mentors are usually in a leadership position; marshaling their wisdom for the benefit of someone else; it’s mission-centric and pro-bono, a little more informal. Allies and champions know how trustworthy you are, can recommend you for roles.
✅ Try This Next
Help your mentee clarify their goals of what they are really trying to accomplish. Be hyper-aware of what it’s like to be mentored by you. Bonus: Create a hand-crafted certificate of completion, from the heart, for the next mentee who closes out with you. As Scott writes, “I’m totally serious. Don’t download a certificate from some site. Draw one. With markers and crayons and illustrate what you’re certifying them in—what specifically you’re awarding them with.”🔗 Resources Mentioned
Scott on the web, IG, Twitter, LinkedIn
Articles: Scott’s Inc.com column
📚 Books Mentioned
The Ultimate Guide to Great Mentorship by Scott Jeffrey Miller
The Road Less Stupid by Keith Cunningham
Your Next Five Moves by Patrick Bet-David
The Advice Trap by Michael Bungay Stanier
Free Time: Lose the Busywork, Love Your Business
Pivot: The Only Move That Matters Is Your Next One
Life After College
🎧 Related Episodes
On Leadership with Scott Miller: Your Next Five Moves with Patrick Bet-David
Pivot: 026: Tame the Advice Monster with Michael Bungay Stanier
Free Time: 057: You+ vs. You 2.0 with MBS
❤️ Enjoying the show? I'd be grateful for a rating and/or review! Even better? Share this episode with a friend :)💌 Get my curated weekly(ish) PivotList newsletter💻 Check out Jenny’s Pivot courses on LinkedIn Learning: Figuring Out Your Next Move, Holding 1:1 Career Conversations With Your Team, Managing Introverts, Coaching New Hires, and Coaching New Managers💬 I’d love to hear what’s on your mind! Take the Pivot listener survey☎️ Submit a question or comment for future episodes🎧 Make sure you’re subscribed wherever you listen to ‘casts📝 Check out full show notes at http://pivotmethod.com/351 Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 26, 2023 • 16min
350: The Simple Yet Powerful Three-Word Phrase that Shifts My Day
A short-and-sweet solo episode for you today on the three little words that instantly shift my mood from heavy obligation toward light, joyful action. Every time I remember to say this phrase, it’s like opening a window in a stuffy room—suddenly, there's space, air, and light.🌟 3 Key Takeaways
See tasks as opportunities, not burdens: What within them are you grateful for? What are your reasons for doing them in the first place?
This phrase helps with three things: stress reduction—viewing tasks as opportunities lowers anxiety; increased motivation—hen we feel fortunate to do something, we're more energized to do it; and a happiness boost, as gratitude is a direct path to joy.
**If there is no possible way to shift, maybe it is time to stop doing that thing altogether. If certain activities are draining you, dragging you down, say no. If you can’t yet say no—at least not now—find the reasons you are sticking with them, and keep those top of mind.
✅ Try This Next
What’s one thing you’re dreading, procrastinating on, or avoiding this week? What happens when you shift your mindset from “I have to” toward “I get to”? Does anything feel lighter or freer?🔗 Resources Mentioned
Articles: ✍️ Connect with me on Substack
📚 Books Mentioned
Free Time: Lose the Busywork, Love Your Business
Pivot: The Only Move That Matters Is Your Next One
Life After College
🎧 Related Episodes
Pivot: 348: How to Experience More Everyday Awe with Dacher Keltner
312: Are You Future-Tripping?
316: “Don’t Suffer Twice”
154: Two-Month Report from the Puppy (and People!) Training Trenches
Free Time: 029: Funded By Source with Ksenia Avdulova
154: The Hard No
174: What Book Marketing has to do with Glass Blowing: Reflecting on Free Time’s 1-Year Bookiversary 🥂
120: Transform Your To-Do List into a Results List — Leanne’s Favorite Time-Saving System
090: Paying for Consistency and Accountability
❤️ Enjoying the show? I'd be grateful for a rating and/or review! Even better? Share this episode with a friend :)💌 Get my curated twice monthly PivotList newsletter💻 Check out Pivot courses on LinkedIn Learning: Figuring Out Your Next Move, Holding 1:1 Career Conversations, Managing Introverts, Coaching New Hires, and Coaching New Managers💬 I’d love to hear what’s on your mind! Take the Pivot listener survey☎️ Submit a question or comment for future episodes🎧 Make sure you’re subscribed wherever you listen to ‘casts📝 Check out full show notes at http://pivotmethod.com/350 Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 19, 2023 • 42min
349: Embracing Doubt and Going for “Good-Enough” Work with Simone Stolzoff
As relationship expert Ester Perel says, “Too many people bring the best of themselves to work, and bring the leftovers home.” This is one of several notions that sparked today’s guest, Simone Stolzoff, to reconsider his relationship to work. We’re talking about his unique approach to researching his new book, The Good Enough Job, interviewing over 100 primarily white-collar workers, but only featuring nine stories in depth. His goal is that you’ll treat this book—and our conversations—less like a textbook and more like a mirror. “I hope [it] prompts you, as writing it did for me, to examine your own relationship to your job.”More About Simone: Simone Stolzoff is an independent journalist and consultant from San Francisco. A former design lead at the global innovation firm IDEO, he regularly works with leaders—from the Surgeon General of the United States to the Chief Talent Officer at Google—on how to make the workplace more human-centered. His feature writing on the intersection of labor and Silicon Valley has appeared in The Atlantic, WIRED, The San Francisco Chronicle, and numerous other publications. Today we’re talking about his new book, The Good Enough Job: Reclaiming Life from Work.🌟 3 Key Takeaways
If all your needs were met, what would you do with your life? How might that inform the work you do to get paid versus the activities that nourish your spirit?
Michael Norton at HBR asks millionaires two questions: How happy are you on a scale of 1 to 10? And how much more money would you need to get to a 10 out of 10? Regardless of whether people had $1 or $2 or $5 million, respondents all answered the same way: that they’ll be happier when they have two to three times more money than they have now.
You may still experience grief even if you’re making a decision that can be a better path for you in the future.
✅ Try This Next
Consider how your identity is shaped by the people you are surrounded by. Find communities that can reinforce an identity of yours beyond the commercial value you contribute to the world, beyond your professional life. What group/s can you join where what you do for work doesn’t matter to them at all? (Think intramural sports or even time outside with pets :)🔗 Resources Mentioned
Simone on the web, IG, Twitter, LinkedIn
Simone’s Substack: Simone Stolzoff
Articles: NYT—Please Don’t Call My Job a Calling
📚 Books Mentioned
The Good Enough Job: Reclaiming Life from Work by Simone Stolzoff
The Pathless Path: Imagining a New Story for Work and Life by Paul Millerd
Free Time: Lose the Busywork, Love Your Business
Pivot: The Only Move That Matters Is Your Next One
Life After College
🎧 Related Episodes
Pivot x RadReads: Conversations with Khe Hy (Spotify Playlist)
Pivot: 341: Pivoting From Prestigious Consulting Jobs To The Pathless Path With Paul Millerd
321: ChatGPT as Universal Intern and Excellent Advice for Living with Kevin Kelly
Free Time: 203: 🎢 Riding the Emotional Rollercoaster of Launching with Natalie Lue
205: Why Paul Millerd Turned Down a $200K Two-Book Traditional Publishing Deal
❤️ Enjoying the show? I'd be grateful for a rating and/or review! Even better? Share this episode with a friend :)💌 Get my curated weekly(ish) PivotList newsletter💻 Check out Jenny’s Pivot courses on LinkedIn Learning: Figuring Out Your Next Move, Holding 1:1 Career Conversations With Your Team, Managing Introverts, Coaching New Hires, and Coaching New Managers💬 I’d love to hear what’s on your mind! Take the Pivot listener survey☎️ Submit a question or comment for future episodes🎧 Make sure you’re subscribed wherever you listen to ‘casts📝 Check out full show notes at http://pivotmethod.com/349 Learn more about your ad choices. Visit megaphone.fm/adchoices

Nov 12, 2023 • 42min
348: How to Experience More Everyday Awe with Dacher Keltner
Dacher Keltner, renowned researcher, discusses the eight wonders of life, experiencing everyday awe, and the current crisis of meaning. He explores the power of awe in human experience, the presence of deceased loved ones, the connection between humans and nature, and the ripple effects of kindness. The conversation also touches on embracing different paths and finding everyday awe.

Nov 5, 2023 • 48min
347: Claim Your Bragging Rights—From Hidden Gems to Halo Effects with Lisa Bragg
Lisa Bragg, an expert in self-promotion, discusses the myths about self-promotion, the importance of owning your expertise, and developing a bragging strategy. They also explore the challenges of being in the spotlight, the significance of recognition, and the continuous evolution of pivoting. They emphasize the value of narrow casting and attracting the right audience.

Oct 29, 2023 • 37min
346: Finding Clarity While Navigating Change with Marc Lesser
Marc Lesser, long-time mindfulness teacher and business leader, discusses the power of mindfulness in navigating change. He explores the concept of embracing duality and paradox to find clarity. The podcast touches on the challenges of building a coaching program, working in fast-paced environments, and the importance of identity during transitions. It also delves into contradictions and paradoxes found in aphorisms and popular sayings, connecting them to mindfulness and finding clarity.

Oct 22, 2023 • 43min
345: How Are We Holding Ourselves Back? with Adrian Klaphaak of Career Pathfinder
Adrian Klaphaak, guest on the tenth (!) Pivot x Career Pathfinder series podcast episodes, discusses how we hold ourselves back from our calling, including obligations, practicality, fear of failure, and staying in our comfort zone. He emphasizes the importance of exploring our desires, embracing imperfection, and being honest about career struggles for personal and professional fulfillment.

Oct 15, 2023 • 40min
344: Navigating Workquakes in a Post-Career World with Bruce Feiler
Two-thirds of Americans say they’re unhappy with their work (70%), and three-quarters say they plan to look for new work over the next year—that’s 100 million Americans. Today’s guest breaks down what’s behind these workquakes; why they are happening more frequently; how he navigated a major “pile-up” in his 40s of death, disease, and financial disaster; ghost jobs; and the most powerful question you can ask yourself about what’s next.More About Bruce: Bruce Feiler is the author of seven New York Times bestsellers, including Life Is in the Transitions, The Secrets of Happy Families, and The Council of Dads, and his newest book, The Search: Finding Meaningful Work in a Post-Career World. His three TED talks have been viewed more than four million times, and he teaches the TED course How to Master Life Transitions. A native of Savannah, Georgia, Bruce lives in Brooklyn with his wife, Linda Rottenberg, and their twin daughters.🌟 3 Key Takeaways
Workquakes happen every 2.5 years; 55% begin outside of the workplace; the average person goes through 20 in the course of their lives
One of his favorite questions to ask work story subjects is, “Did you get a piece of advice from someone?” Three-fourths of people were given a variation of: listen to yourself. Do what you’re already thinking about doing, the answer is already within you. Give yourself permission to follow that.
Conduct a personal archeology: “The happiest people don’t just climb, they dig.” Look at lessons you learned about work from your family (upsides and downsides), what you loved as a child, role models you had growing up, what your parents and grandparents did for work and the values they held around family, work, and money.
✅ Try This Next
Write the rough draft of of the next chapter of your work story with Bruce’s template:
In this transition, I’ve realized that I want to be the kind of person who _________.
I want to do work that _________.
I’m at a moment in my life when _________.
I want to be in a place that _________.
My purpose right now is _________.
The best advice I have for myself right now is _________.
🔗 Resources Mentioned
Bruce on the web, IG, Twitter, Facebook
Newsletter: The Nonlinear Life
Articles: ‘The Search’ Review: Rethinking the Rules of Success, The Stories That Bind Us, Narrative Psychology, New York Magazine—Gail Sheehy (from the archives)
TED talks: The Council of Dads, Agile Programming — for Your Family, The Secret to Mastering Life’s Biggest Transitions
Service: Our Story Bridge
📚 Books Mentioned
The Search: Finding Meaningful Work in a Post-Career World
Life Is in the Transitions: Mastering Change at Any Age
Passages: Predictable Crises of Adult Life by Gail Sheehy
Free Time: Lose the Busywork, Love Your Business
Pivot: The Only Move That Matters Is Your Next One
Life After College
🎧 Related Episodes
goop: Gwyneth Paltrow x Bruce Feiler: Are You in a Workquake?
Pivot: 168: Penney on Pandemic Opening Our Collective Pandora's Box (Part 1), 169: Penney on Pandemic Opening Our Collective Pandora's Box (Part 2), Penney & Jenny 8: Embracing Liminal Space (check out the full Penney & Jenny Show on Spotify)
Free Time: 138: ⛵️Stop Sailing the Sea of Shiny Shoulds
❤️ Enjoying the show? I'd be grateful for a rating and/or review! Even better? Share this episode with a friend :)💌 Get my curated weekly(ish) PivotList newsletter💻 Check out Jenny’s Pivot courses on LinkedIn Learning: Figuring Out Your Next Move, Holding 1:1 Career Conversations With Your Team, Managing Introverts, Coaching New Hires, and Coaching New Managers💬 I’d love to hear what’s on your mind! Take the Pivot listener survey☎️ Submit a question or comment for future episodes🎧 Make sure you’re subscribed wherever you listen to ‘casts📝 Check out full show notes at http://pivotmethod.com/344 Learn more about your ad choices. Visit megaphone.fm/adchoices