Set your time free through smarter systems so you can do more of your best work. Free Time launched in 2021 and releases on Tuesdays and Fridays. It's a Webby-nominated business podcast and winner of three W3 awards for best show and best host. Join Jenny Blake, author of three award-winning books—including Free Time: Lose the Busywork and Love Your Business and Pivot: The Only Move That Matters Is Your Next One—to explore our guiding question: How can we earn twice as much in half the time, ...
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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 ...
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272: Seth Godin on Publishing Strategy, Missed Opportunities, Sunk Costs, Social Media, and Smart Risks
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“How do you decide who has the power to judge you? Who are you seeking to please? Is that validation directly in alignment with how you are rewarded and how you're organized?” Seth Godin is back with a brand new book, This Is Strategy: Make Better Plans, and if you loved Free Time, I know you will love this one for geeking out on systems thinking! …
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271: Specific Road-Tested Tips for Book Sales and Marketing with Todd Sattersten (Part Two)
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Hi Friends! Although the podcast is still paused, I'm dropping into the feed this week and next with two very special conversations :) Today is a bonus episode from February for paid subscribers with Todd Sattersten, publisher and owner of Bard Press, and next week features Seth Godin and his new book, This Is Strategy. If you haven't already liste…
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270: 🌈 Taking a Quiet Sabbatical and Pausing the Podcasts — For Now . . .
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As I round the corner into this ninth year of podcasting and 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 m…
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363: 🌈 Taking a Quiet Sabbatical and Pausing the Podcasts — For Now . . .
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As I round the corner into this ninth year of podcasting and 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 m…
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269: 🏦 “I am not a bank” — Strategies for Getting Corporate Clients to Pay on Time with Joey Coleman
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“I don’t get on the airplane—and definitely not the stage—unless all invoices are paid in full.” When my friend and fellow keynote speaker Joey Coleman said this to me over coffee, I started drilling him for details: Really?! How do you have the nerve to say that to a speaking client?! How do you avoid caving in to make sure their event doesn’t fal…
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362: Setting Creative Intentions Instead of Expectations with James McCrae
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“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. As a creative strategist, he has wo…
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268: Strategies for Surpassing “The Magic Number” of Book Sales with Todd Sattersten
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What mysterious ingredients make a book launch successful? What number of first-week and first-year sales truly make a difference to a book’s longevity? What can you do to turn lagging numbers around? In a flagship illuminating post for the industry, Todd Sattersten, publisher and owner of Bard Press, shared his findings in The Magic Number. In thi…
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267: Insights from Google's Productivity Expert—On Saying No, Cozy Corners, The Laundry Method, and More with Laura Mae Martin
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Laura Mae Martin has a fascinating role as the Executive Productivity Advisor at Google in the Office of the CEO—one that she helped create six years ago (with big thanks to Jenny Wood for introducing us!). ****She coaches Google’s top executives on the best ways to manage their time and energy and sends out a weekly productivity newsletter that re…
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361: On Decision Engineering and Evaluating Quality instead of Outcomes with Michelle Florendo
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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.” More About Michelle: Michelle Florendo is a decisio…
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266: The Framework Framework™️ (BFF Bonus Replay)
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While the title of this episode, The Framework Framework™ is tongue-in-cheek, I’m pulling this out of the BFF bonus vault because it’s one of the community’s favorites. I’m sharing the first steps to how you can set up a framework to help bolster your IP and your business; either by scaling through programs like certification and licensing, and to …
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265: 🦧 What to Do When You Lose Your Biggest Client (Part Two)
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What do you do when you lose your biggest client? If you haven’t already, listen to part one for some answers—264: What to Do When You Lose Your Biggest Client— and save these links for a rainy day :) The next time you’re going through something challenging in your business, remember: you are not alone! I hope you find comfort through the voices of…
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360: 📦 Unpacking a Big Business Decision and Dissolving Related Doubts with Adrian Klaphaak
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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 twelf…
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264: 🦧 What to Do When You Lose Your Biggest Client (Part One)
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What do you do when you lose your biggest client? That was my Spotify search query for podcast episodes on this topic in the summer of 2023. It came up empty—there was not a single podcast episode on this topic. Of course not. Who wants to admit out loud and in their archives that they've lost their biggest client? In the past, I probably wouldn't …
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263: Finding Product-Market-Founder Fit and Launching Downhill Sales Snowballs ☃️ through Relationship-Marketing with Michelle Warner
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“I am great in the early, messy days and I know that about myself, so I designed my business around serving others in that stage.” In this conversation with business strategist (genius!) Michelle Warner, we cover the three growth stages most relevant to tiny business owners, how to fix broken business models, validating product-market-founder fit, …
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359: “You can’t give what you don’t have” — Expecting Greatness While Practicing Acceptance with Nataly Kogan
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“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 finan…
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262: 🪜Climbing Down the Entrepreneurial Ladder — Rolling in D🤦🏻♀️h
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“Things today are waaayyyyy better than Things have ever been. Cavemen had sticks. In the Middle ages they had typhoid. We have iPhones and Hermann Miller chairs and shoes with air in the soles. Inside the soles! How do they get the air inside the soles??? We are living in the Golden Age of Things, in the Golden Empire of Things.” —Shalom Auslander…
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261: Cringe-Free Launches and Evergreen Sales Considerations with Anne Samoilov
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If you’re anything like me, you may find conducting online launches for your programs or events exhausting and sometimes even cringe-inducing. Thankfully, today’s guest, Anne Samoilov, is here to help! Anne is a long-time expert in the space who has helmed product launches for Laura Roeder, Marie Forleo, and Jonathan Fields. Today, we’re talking ab…
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358: Crossing the Cringe Chasm when Taking Career and Creative Risks with Henna Pryor
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Bravery requires being off balance. You will only find the courage to “cross the cringe chasm” by remembering that the risk of losing your identity is greater than the risk of losing approval. As today’s guest Henna Pryor writes in her wonderful debut book, Good Awkward: “The idea of releasing this book into the world without knowing how you’ll rec…
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260: How to Focus on Long-Term Thinking in a Short-Term World with Dorie Clark
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“Whenever you have a choice of what to do, choose the more interesting path." In honor of our upcoming Free Time x Long Game IRL event in Miami on February 1 and 2 (it’s not too late to join!), today I’m bringing you a favorite episode from the earliest days of the Free Time pod. In this conversation with Dorie Clark—aka “DC”—one of my closest frie…
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259: Crisis Communication Strategies with Aliza Licht
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Before you post anything, ask: Why am I posting this? Is this within my brand guardrails? Even still, you may find yourself in hot water someday, and it’s important to think through how you will respond (and the pop-up team you will assemble to help) in advance. Today, we’re breaking down the tricky art of crisis communications and apologies with A…
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357: Addressing the Mental Health Challenges of Doing Humanitarian Work with Dimple Dhabalia
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Holding space for thousands of others, primarily those who have experienced unspeakable trauma, is not for the faint of heart, nor should it be swept under the rug as simply par for the course of doing social work. Today’s guest, Dimple Dhabalia has written a forthcoming book that’s part memoir, part manifesto—Tell Me My Story—Challenging the Narra…
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258: To Do—A Small Business Owner’s Checklist (Rolling in D🤦🏻♀️h Crossover)
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What’s on your business owner to-do list? Here’s a peek at mine, full of items large, small, and existential. This is another crossover from Rolling in D🤦🏻♀️h, a recent essay that was an unexpected runaway hit—the most popular to date in the six months since I started on Substack. I had no idea (as usual) whether it would resonate or not when I hi…
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257: How to Become a Friction Fixer with Huggy Rao
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“We don’t want our time to be spread thin like peanut butter on a slice of toast. You will have greater impact when you concentrate your efforts on work that is closely tied to winning—however you define it.” Are you working in a frustration factory? If so, it’s important to recognize that not all friction is created equal. Some is good, to slow do…
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356: Four Brand Personas with Adam Chaloeicheep — Free Time Crossover (Part Two)
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Are you running a Franken-Brand? A quick, inexpensive logo here. And then someone a few months later tries to write the brand strategy. And then another junior hire adds in graphics and you don’t even know where they came from. Suddenly, you have this brand that is cobbled together, and no one on the team is feeling compelled. In part two of today’…
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256: Behind-the-Business: 1:1 Voxer Coaching Summer Pop-Up—Structure, Systems, and Pricing (Listener Q&A from Renee)
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I'm so excited to bring you a listener submission today from Renee Rubin Ross about my summer Voxer coaching pop-up. I've done these two summers in a row now, and I've learned so much every subsequent time. In this episode, I’ll share the structure, systems, and pricing that help me create a joyful asynchronous program that keeps our calendars free…
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255: Operationalizing Kindness and Absolute Excellence while Building Birch Coffee with Paul Schlader
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“It wasn’t about being better than others, it was being ourselves, and true to our ideals in our work.” That’s just one of many gems from today’s guest, Birch Coffee co-founder Paul Schlader, who says, “I don’t accept anything less than absolute excellence.” In this conversation we talk about how he stands out in the New York City noise by hiring f…
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355: Building a Brand Strategy from Scratch with Adam Chaloeicheep — Free Time Crossover (Part One)
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What do a flying money emoji, a stray takeaway coffee cup, and a heart have in common? Those were the starting clues I brought to Adam Chaloeicheep and his cofounder Marisol at Together Agency before starting work on the Free Time brand—as now expressed in my latest podcast, website, and book. This is a two-part crossover from the Free Time podcast…
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254: 8 Lessons Learned from 8+ Years of Podcasting (Pivot Crossover)
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Today is a crossover episode from the Pivot podcast celebrating eight lessons learned from over eight years of podcasting. The Free Time podcast is now approaching its third birthday—I launched it on March 21, 2021—a year prior to the book coming out. I encourage you to grab your copy if you haven’t already, or even better—🎁 give the gift of free t…
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253: Channeling Main Character Energy into Writing a Debut Novel with Jamie Varon
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“’Something I always say: at the very least, do it for the plot. Do it for the story. Be bold in life, mostly because not being bold is boring as hell.’ Margot tipped her head back in glittery laughter and I felt my chest expand in hope.” That’s just one of many glittering conversations that the main character of Jamie Varon’s debut novel, Main Cha…
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354: How Do You “Un-Rut” Yourself? Live Show with Adrian Klaphaak
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How do you “un-rut” yourself? If you want to say yes to exploring a pivot, what do you need to say no to? What's the secret dream? These are just some of the questions that recurring guest host Adrian Klaphaak and I answer in today’s live Pivot podcast taping. Are you looking for a little support and guidance on finding your purpose, or best next s…
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252: Taking an Accidental Sabbatical with Mel Dizon
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”In a society that glorifies titles, visibility, reach, and the grind, taking a beat to opt out of all that isn’t easy,” today’s guest Mel Dizon writes in the origin story to her pop-up Substack. Mel shares how she defines an accidental sabbatical; the energetic urgency and pent up ambition that let her know it was time to leave her job; the permis…
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251: Simply Put—Reducing Friction on Sales Pages and in Business Communication with Ben Guttmann
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Just because you use pretty words that sound nice doesn’t mean they are effective. Although we know what we do because we do it all the time; it’s hard to separate that from what your audience wants and experiences. Thankfully, today’s guest is here to help. Ben Guttmann is a marketing and communications expert and author of Simply Put: Why Clear M…
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353: Pain, Purpose, and Portals—Pivoting from Massage Therapist to Coach with John O'Connor
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“You have to condition your nervous system to feel free, to access and hold that state, no matter the context.” In this conversation, we talk about leadership advisor John O’Connor’s pivot from masseuse to executive coach. He shares strategies for listening to your true calling, which often emerges from friction and frustration, and how those manif…
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250: Do what you love and the money will follow . . . IF you meet at least 3 of these 20 criteria (Rolling in D🤦🏻♀️h)
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The phrase is emblazoned at WeWorks across the globe: in large neon lights across lobby walls, bedecking laptops via swag stickers, and printed in playful cursive on the mugs that facilitate bottomless free coffee—with the addition of always in small print at the top. But what becomes of the adage to do what you love when the company blasting it ev…
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249: Systems for Selling Over One Million Books with Josh Kaufman
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“The biggest breakthroughs came from the random side projects that I had no expectation would turn into anything.” Josh Kaufman is a longtime friendtor (13 years and counting!) who I admire for his streamlined approach to running his business in a way that supports family life and creative solitude. In our last conversation we spoke about releasing…
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352: “A Goal Should Not Be a Chore” — How to Set Aspirational Pull Goals with Ayelet Fishbach
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It is a mistake to frame motivation as a muscle, according to today’s guest, Dr. Ayalet Fischbach. If you set your goals well, they will pull you like a magnet. In this conversation, we cover why numerical goals can backfire, the best practices for choosing a goal, how to monitor progress and cope with setbacks, and why social support is critical. …
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248: Four Brand Personas, Biggest Mistakes, and Best/Worst Clients with Adam Chaloeicheep
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Are you running a Franken-Brand? A quick, inexpensive logo here. And then someone a few months later tries to write the brand strategy. And then another junior hire adds in graphics and you don’t even know where they came from. Suddenly, you have this brand that is cobbled together, and no one on the team is feeling compelled. Today, returning gues…
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247: Has your Business Brand Become a Liability? How to Know When It’s Time for a Tune-up with Adam Chaloeicheep
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Has your business brand become stale, perhaps to the point of being a liability? After a few years, especially with major pivots, you may run the risk of losing clients and credibility. Sometimes it’s time for a tune-up and fresh tires, and sometimes, it’s time for a whole new brand engine. As today’s returning guest, my good friend and part of the…
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351: The Ultimate Guide to Great Mentorship with Scott Jeffrey Miller
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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 differ…
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246: The Unsustainability of Inauthenticity with Erin Weed
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What do you do when a business area becomes energetically draining, or the income isn’t flowing? Today’s guest has many intuitive superpowers, and one of them is “following the data points of truth.” In this episode, Erin Weed and I discuss why you shouldn’t just stick with something that is no longer aligned; the tragic event that launched her jou…
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245: Business Development Misfires and Best Practices with Terry Rice
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How can you get paid for who you are, not just what you do? Today’s guest, Terry Rice, is teaching us his Golden Link Strategy for creating a steady stream of potential clients, without giving them (or you) “the ick” through cold outreach misfires. He also shares speaking and marketing tips he pulled from one of his mentors, Daymond John, how he re…
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350: The Simple Yet Powerful Three-Word Phrase that Shifts My Day
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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 t…
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244: Asking Better Questions and Designing Your Ideal Day with Claire Giovino
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“What am I pretending not to know?” There is tremendous power in asking better questions, whether it comes to ideal day design, creating systems in your business, or teaching someone how to help tame your inboxes. Today’s conversation with Claire Giovino covers all that ground and more. We talk about what qualities make email so vexing for many bus…
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243: Engineering Serendipity and Best Practices for Community-Building with David Spinks
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"For the first time in a decade, I feel free again." That’s how one of my earliest blogging friends, longtime community leader David Spinks, was feeling when I caught up with him in-person in the middle of his yearlong sabbatical, after selling his community-based business. David and I discuss best practices for creating and nurturing communities, …
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349: Embracing Doubt and Going for “Good-Enough” Work with Simone Stolzoff
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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…
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242: From Commoditized Content to Visionary Quests + Digital Doppelgängers with Andrew Davis
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“The world doesn’t need another expert.” So says today’s guest, Andrew Davis. Experts rely on hacks, tips, tricks, teaching, preaching, and over-promising. Visionary leaders a) tend not to call themselves that and b) focus on the quest for knowledge itself, with enough humility to admit what they don’t know, or the problems they are exploring even …
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241: Finding Freedom and Financial Reciprocity through a Paid Newsletter with Nic Antoinette
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“You do not need to cannibalize your healing for content.” Today, I’m in conversation with longtime blog-turned-IRL friend Nic Antoinette, diving deeper into her decision to shut down her Patreon community (taking a $30,000/year haircut to do so), then pivoting to a private paid Substack while she navigated her way through decisions about what migh…
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348: How to Experience More Everyday Awe with Dacher Keltner
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“The evolution of our species built into our brains and bodies an emotion, our species-defining passion, that enables us to wonder together about the great questions of living.” That’s just one of many illuminating conclusions that researcher Dr. Dacher Keltner discovered in his scientific studies of awe. In this conversation, you’ll learn about th…
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240: 3 Ingredients to Fill a Program Faster When Launching (BFF Bonus Replay)
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If you have been in business for any amount of time, then you know the feeling when a launch just isn’t working. The sales are crawling, you start doubting yourself, wondering if you created the right thing in the first place, if you built a big enough audience to sell anything at all. All kinds of additional questions and insecurities follow when …
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239: “Don’t Wait Until You’re an Expert” — Scratch Your Own Curiosity Itch with Nir Eyal
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“I only write books for problems I can’t otherwise solve,” Nir Eyal says. “I don’t write my books for my readers; I write my books for myself.” Driven by curiosity to fix his own problems, Nir’s books have sold over one million copies. Listen to today’s conversation on how he weathered the criticism storm around his first book, Hooked; the one esse…
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