As I round the corner into this ninth year of podcasting, after over 700 episodes today, I’m announcing a pause for both shows.
Listen in to hear what factors helped me reach this decision across time, money, energy, depressing industry articles, the pace of both shows’ growth, and mix of additional business factors that make this an important moment to pause and regroup. You might also appreciate the even deeper dive with my longtime friend (and first coach) Adrian Klaphaak in Pivot episode 360: 📦 Unpacking a Big Business Decision and Dissolving Related Doubts.
“Expectations are the enemy to the creative process. Sometimes you have to let go of the known to see the unknown.”
Today I’m speaking with James McCrae, an author, poet, and meme artist based in Austin, Texas. He is the founder of 🌻 Sunflower Club, a global school and community dedicated to conscious creativity.
Good decision-making is not about omniscience or clairvoyance—it's more about resilience, according to today’s guest, decision engineer Michelle Florendo. “Decision-making is harder than ever before, and it's not your fault,” Michelle says. “People feel like they ‘should just know’ how to decide.”
Today we’re talking about a framework more helpful than pro-con lists, tuning into your head, heart and gut; why the quality of your decision is not equal to the outcome—did good or bad things happen; keeping a decision journal to evaluate the quality of your decisions regardless of the outcome; and how to drop the guilt of “bad” past outcomes.
What happens when you make a big decision but still have lingering doubt, fear, and even despair? How do you know when a “download” from the universe is worth following, and what does test-driving a decision look like? What happens on the other side or when a pivot is taking far longer than planned?
We’re unpacking all these topics in today’s twelfth and final (for now) conversation for the Pivot x Career Pathfinder series with Adrian Klaphaak.
“You can’t give what you don’t have.” That’s just one of the powerful lessons that Nataly Kogan learned the hard way seven years ago, after suffering a debilitating phase of burnout. As a former refugee from the former Soviet Union, she began her American journey in the projects and on welfare, then going on to build an impressive career as a finance and tech executive and serial entrepreneur over the next 25 years. Until she crashed at thirty-eight years old and needed to find a new way of moving forward.
As part of her healing process, Nataly began to paint when she was 40 by signing up for a painting retreat in Tuscony (that turned out to be for semi-professional watercolorists), and now her paintings are on the cover of her books—front and center as part of her bold self-expression.
Have you ever considered teaching for a university? Even if you don’t take the path of Ph.D. student pursuing a tenure-track position, you can land adjunct roles after reaching a certain point in your professional career.
Today’s guest Alex Budak—who happens to be someone I went to high school and college with (and someone who gave me hope that I could succeed in the earliest days of self-employment!)—is taking us behind-the-scenes of pivoting into a professorship.
“When there’s a fork in the road, take it.” That’s one of my favorite Yogi Berra classics of paradoxical wisdom. Pivoting is defined by its own set of paradoxes and tricky decision points, so today I invited a special guest to the pod to share two of her frameworks that I fell instantly in love with, and that I know you will too!
We’re also celebrating the one-year bookiversary and recent Audiobook release of Sarah’s wonderful book, Expansive Impact: An Invitation to Lead in Everyday Moments.
“Cultivate 12 people who love you, because they are worth more than 12 million people who like you.”
That’s just one of many gems from Kevin Kelly’s new book Excellent Advice for Living: Wisdom I Wish I’d Known Earlier, bits of wisdom that he thinks of like handrails to grab when he needs a quick reminder about what is most important.
In this conversation, we revisit our 2016 discussion about the power of human-AI partnerships, give you permission not to become a billionaire, help you lean into serendipity and embrace paradox, and encourage you to buy your time (through delegation) so that you can focus on doing the work that only you can do. As Kevin says, “Don’t be the best, be the only.”
How ambitious are you? More importantly, how ambitious do you want to be in different areas of life and work? Today’s guest, Kathy Oneto, takes the long view on goals, especially for those of us who are naturally inclined to overwork until we burn out. Instead, we can be more intentional by toggling the dials of right ambition, right effort, and right time up and down as we move through different seasons.
In this conversation, Kathy and I discuss managing ambition anxiety, how to know if you’re bumping up against what Gay Hendricks calls an “Upper Limit Problem” versus your “truest fit reduced ambition,” mapping energy vs. urgency, and how to know when ambitions or life seasons have truly shifted versus handling a short-term setback.
Who is sitting in the boardroom of your brain? Who is sitting around the table, challenging your decisions, making noise, and offering critiques?
Today Adrian and I are walking through one of our favorite coaching exercises by offering up (and coaching each other through) identifying and describing three of our current loudest board members and who we want to hire moving forward. This work connects to a therapy tool called Internal Family Systems which Adrian will share more about in our next episode together.
“It’s OK to be a late bloomer as long as you don’t miss the flower show.” —Jane Fonda
That’s a quote that today’s guest, Jenna Valovic, pulled to remind herself that not all of us are what she calls straight arrows when it comes to career paths, landing on a singular purpose early without wavering and experiencing success and achievement from a young age.
Late bloomers, on the other hand, can learn to embrace the winding road—at least once they stop shaming and blaming themselves for not having it all figured out yet.
After all, as Jenna says, “Few things make you appreciate achievement more than waiting years to experience it. Consequently, many late bloomers find success to be even more savory when it comes.”
Are you feeling trapped by the infinite scroll of distractions? According to today’s returning guest, Paul Angone, we have all become cultural escape artists, what he dubs the “Refresh Generation.” Paul writes, “We are constantly getting a hit from our phone for the latest update. The iPhone is our cigarette, and too many of us are chain-smoking our phones."
It’s time to get off the dizzying carousel of phone addiction, and relearn how to listen to ourselves and our day for aha moments instead. Paul believes that “the most successful and fulfilled people on this Earth are simply better at paying attention to what's important.”
Today’s solo riff is on a three-word phrase that has helped quell countless waves of anxiety in the decade since I first heard it, wisdom passed from my friend Monica McCarthy (aka MonBon’s) mom, then to the pages of Pivot. Pardon the occasional panting (lol) and background noise—err New York City soundscape—as I recorded this one on a big hill at the park, running up and down while throwing a giant log for Ryder to chase. He chases sticks, I chase ideas!
What would you do if you had more confidence? Today’s guest, Kelli Thompson, polled over 500 people with this question, and received answers that were equal parts inspiring and heartbreaking.
In this conversation, Kelli shares the story of walking down the aisle at her first wedding, when her intuition was whispering that the relationship wasn’t right, but she didn’t yet have the confidence to listen.
We discuss strategies for listening to that still, small voice within; how to stop “box-checking” for external validation; the flip side of the imposter monster: pedestal syndrome; and working through the “poop soup” of liminal space between major changes. As Kelli says, “You can’t criticize yourself into more confidence.”
Joy and frustration can be equally motivating. Sometimes joy pulls our focus like a magnet to where it needs to be. On the other hand, sometimes being grumpy and frustrated is a sign we need to pivot in another direction. They both help us understand what roles or activities, or ideas we need to say no to to make sure we have enough space for what we want to say yes to.
Today, I’m joined by recurring guest host Adrian Klaphaak, who is just returning from a two-month parental leave after welcoming his second child into the world. We’re talking about preparing for, and returning from, time off; the challenges of parenting while running a business; and working toward sustainable joy and focus amidst it all.
As the saying goes, “Worrying is praying for what you don’t want.” A close cousin is future-tripping: projecting and living in the future instead of being present with what is actually happening, keeping an open mind about whatever might happen next.
If you are inclined to catastrophize, you’re not alone! But getting caught in a fictional movie can mean missing out on important opportunities, ideas, and relationships. Today, I’m talking about why we do this, how future-tripping manifests, and strategies for shifting into what I call present-calming instead.
As the saying goes, “Worrying is praying for what you don’t want.” A close cousin is future-tripping: projecting and living in the future instead of being present with what is actually happening, keeping an open mind about whatever might happen next.
If you are inclined to catastrophize, you’re not alone! But getting caught in a fictional movie can mean missing out on important opportunities, ideas, and relationships. Today, I’m talking about why we do this, how future-tripping manifests, and strategies for shifting into what I call present-calming instead.
I’m complete. Have you ever landed on that sense of satisfaction, perhaps after a peak experience when you’ve given everything you could? Often what quickly follows: Now, what’s next?
My guest this week — the very first partner coach I brought on to help in my business — pivoted out of academia after an accomplished trajectory into running her own coaching practice. Several years ago, she was featured in Shana Gaynor’s wonderful Business Insider article, I went to a career coach, so you don't have to—and it was a rude awakening, that has been bringing clients our way ever since!
“The Sensitive Leader is a wayfinder, not a truth teller” with all the answers. Learn how serendipity helped today’s guest, Ciela Hartanov, successfully pitch an internal project to co-found and lead The Google School for Leaders; why sense-making is an essential skill when pivoting; and how to “right-size” a proposal until you get a yes.
We also discuss what it means to develop “identity agency,” how Ciela knew it was time to go out on her own, why building a personal brand isn’t the end-all-be-all, and how to build trend-spotting skills.
“No [person] ever steps in the same river twice, for it’s not the same river, and they are not the same [person].” —Heraclitus, a Greek philosopher from ~500 BC
I share this quote in nearly every Pivot keynote because it speaks to the reality of uncertainty in every aspect of our lives, even when we’re not intentionally pursuing bigger career changes. Every day we are different, as are the companies we work for, the broader economy, our community, and even our physical, mental, spiritual, and emotional bodies.
Today, recurring guest Adrian Klaphaak and I are exploring how to keep moving and build momentum, even when you aren’t in a position to take big risks. How do you double down on your strengths and take small steps to pivot in place, creating room for bigger opportunities down the road?
Leaving the cool shade of a corporate tree with a great salary and benefits to start a business is never easy. But making the call mere months before a global pandemic hits seems on the surface to be ill-timed—to say the least. Or perhaps cosmic.
Don’t feel bad for Tony McGaharan, who is a pro at finding the silver lining in any situation. Suddenly the market for his budding business went from Belfast to global through virtual events, and his business is thriving because of it.
In this conversation, we cover how he knew it was time to give his two-weeks notice (and not just pivot internally), how he addressed financial fears of leaving a six-figure salary, navigating the first few months of the pandemic as a new business owner, and how he builds relationships to generate new business—including Google still a key part of his client roster. As his coach says to him, “Be careful what you do because what you do, you do more of.”
Is it too late to wish you a Happy New Year? Larry David, one of my favorite curmudgeons, would say yes — I have surpassed the HNY statute of limitations.
While the “new year, new you” energy is still fresh, I invite you to conduct a calendar audit: What are your shiny shoulds? The coulds? The so goods?
Today I’m sharing a crossover from the Free Time podcast and book about one of the most popular topics that readers ask me about most: Sailing the Sea of Shiny Shoulds. This also ties into one of the Pivot Paradoxes I share in the Pilot stage of Pivot: The Fauxspiration Foe.
The opening epigraph to Luke Burgis’ brilliant book gave me such a chuckle that I can’t resist sharing it here:
“We want what other people want because other people want it, and it’s penciled-in eyebrows all the way down, down to the depths of the nth circle of hell where we all die immediately of a Brazilian butt lift, over and over again.” —Dayna Tortorici via n+1 (as quoted in Wanting)
In today’s conversation, we’re talking about mimetic desire and our relationship to wanting. It’s a fundamental aspect of the fact that humans are social creatures: I see, therefore I want; I want, therefore I am.
“Even when you think something is set in stone—literal, actual stone—it changes.” Take it from actor-turned-entrepreneur and rock-climbing aficionado Ryan Devlin: successful pivots involve constant micro-adjustments. Even when you feel most stuck, you can find a new way forward, but you’ll need to double down on your unique skills and abilities.
I had so much fun chatting with Ryan about starting his give-back company, This Saves Lives, and his journey from a successful actor living the Hollywood life to an experimental entrepreneur piloting a new podcast based on his passion.
