최고 Free Time 팟캐스트 (2025)

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E1 | RAW, Riches & Rebirth: HIGH TIMES PRESENTS FREE WEED FROM DANNY DANKO® 2:03:37

17d ago2:03:37

2:03:37

HIGH TIMES WITH JOSH KESSELMAN PODCAST: E1 | RAW, Riches & Rebirth (The Reborn HIGH TIMES PRESENTS FREE WEED FROM DANNY DANKO®) Welcome to the High Times Podcast with Josh Kesselman! This isn't your average podcast. It's a journey into the heart of authentic connections, where we're here to take down our walls and connect soul to soul. In this pilo…

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273: Navigating Time Anxiety, Reducing Inbox Dread, and Creating Ease Loops with Chris Guillebeau 48:18

6M ago48:18

48:18

👋 Hello Free Timers! While we’re still not resuming the podcast’s regular publishing schedule, I’m popping into your feed today to share a fun conversation with my friendtor of over fifteen years, Chris Guillebeau. We’re discussing his new book, Time Anxiety: The Illusion of Urgency and a Better Way to Live — it was too aligned with Free Time not t…

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272: Seth Godin on Publishing Strategy, Missed Opportunities, Sunk Costs, Social Media, and Smart Risks 46:27

11M ago46:27

46:27

“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) 53:40

12M ago53:40

53:40

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 . . . 21:03

1+ y ago21:03

21:03

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 1:01:43

1+ y ago1:01:43

1:01:43

“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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268: Strategies for Surpassing “The Magic Number” of Book Sales with Todd Sattersten 1:02:03

1+ y ago1:02:03

1:02:03

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 40:14

1+ y ago40:14

40:14

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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266: The Framework Framework™️ (BFF Bonus Replay) 30:01

1+ y ago30:01

30:01

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) 34:13

1+ y ago34:13

34:13

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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264: 🦧 What to Do When You Lose Your Biggest Client (Part One) 38:52

1+ y ago38:52

38:52

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 44:33

1+ y ago44:33

44:33

“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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262: 🪜Climbing Down the Entrepreneurial Ladder — Rolling in D🤦🏻‍♀️h 14:37

1+ y ago14:37

14:37

“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 41:00

1+ y ago41:00

41:00

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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260: How to Focus on Long-Term Thinking in a Short-Term World with Dorie Clark 37:29

1+ y ago37:29

37:29

“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 36:37

1+ y ago36:37

36:37

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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258: To Do—A Small Business Owner’s Checklist (Rolling in D🤦🏻‍♀️h Crossover) 17:58

1+ y ago17:58

17:58

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 38:53

1+ y ago38:53

38:53

“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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256: Behind-the-Business: 1:1 Voxer Coaching Summer Pop-Up—Structure, Systems, and Pricing (Listener Q&A from Renee) 26:46

1+ y ago26:46

26:46

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 38:06

1+ y ago38:06

38:06

“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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254: 8 Lessons Learned from 8+ Years of Podcasting (Pivot Crossover) 36:31

2y ago36:31

36:31

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 48:45

2y ago48:45

48:45

“’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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252: Taking an Accidental Sabbatical with Mel Dizon 51:10

2y ago51:10

51:10

”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 36:13

2y ago36:13

36:13

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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250: Do what you love and the money will follow . . . IF you meet at least 3 of these 20 criteria (Rolling in D🤦🏻‍♀️h) 20:02

2y ago20:02

20:02

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 43:43

2y ago43:43

43:43

“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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248: Four Brand Personas, Biggest Mistakes, and Best/Worst Clients with Adam Chaloeicheep 42:07

2y ago42:07

42:07

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 46:53

2y ago46:53

46:53

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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246: The Unsustainability of Inauthenticity with Erin Weed 46:58

2y ago46:58

46:58

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 31:52

2y ago31:52

31:52

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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244: Asking Better Questions and Designing Your Ideal Day with Claire Giovino 36:32

2y ago36:32

36:32

“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 55:21

2y ago55:21

55:21

"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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242: From Commoditized Content to Visionary Quests + Digital Doppelgängers with Andrew Davis 46:45

2y ago46:45

46:45

“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 1:01:15

2y ago1:01:15

1:01:15

“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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240: 3 Ingredients to Fill a Program Faster When Launching (BFF Bonus Replay) 29:01

2y ago29:01

29:01

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 38:01

2y ago38:01

38:01

“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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238: Why Revenue Goals Don’t Work (For Me) 19:08

2y ago19:08

19:08

Abundance was my word of 2019. I’d love to tell you I meant abundance in the broadest possible sense, appreciating the bounty already in my life, financial and otherwise. But mostly, my theme was about money. Specifically: to surpass one million dollars in revenue by the end of the year. I was going to build the sexiest small business rocket ship t…

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237: Rest Easy with Ximena Vengoechea 45:30

2y ago45:30

45:30

What is your relationship to rest? How about your caretakers’ relationship to rest while you were young? What examples did they set? What attitudes, beliefs, and behaviors did they hold, and how does that still influence you today? Today I’m talking with Ximena Vengoechea about the five rest profiles, productivity dysmorphia, “tiny transition time,…

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236: Ignore the Odds — Rolling in D🤦🏻‍♀️h Crossover 17:01

2y ago17:01

17:01

“Startup CEOs should not play the odds. When you are building a company, you must believe there is an answer and you cannot pay attention to your odds of finding it. You just have to find it. It matters not whether your chances are nine in ten or one in a thousand; your task is the same.” —Ben Horowitz, The Hard Thing About Hard Things We are not m…

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235: Minimizing the Social Overhead of Managing Teams with Charlie Gilkey 54:55

2y ago54:55

54:55

You can calm chaos at work, but it starts with a reality check from Charlie Gilkey, delivered with his signature wit and generosity: You might not have a team problem, you have a you problem. It’s time to stop catering to air sandwiches, Crisco watermelons, broken printers, ghost plans, and other corrosive practices, and start implementing Charlie’…

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234: 11 Practices to Strengthen Business Intuition (Part Two) 26:07

2y ago26:07

26:07

“As long as we settle for thinking inside the brain, we’ll remain bound by the limits of that organ. But when we reach outside it with intention and skill, our thinking can be transformed. It can become as dynamic as our bodies, as airy as our spaces, as rich as our relationships—as capacious as the whole wide world.” —Annie Murphy Paul, The Extend…

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233: On Sensitive CEOs and Building a Soulful Business with Rose Cox 35:50

2y ago35:50

35:50

I’m excited to bring you this crossover episode with Rose Cox, founder of The HSP Business School and host of The Sensitive CEO Show ****podcast. She is one of the people I have been most excited to connect with across the globe the last few years, even though we have yet to meet IRL! In this conversation, we dive into the world of highly sensitive…

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232: 11 Practices to Strengthen Business Intuition (Part One) 31:17

2y ago31:17

31:17

Intuition is always speaking to you in subtle ways. Are you listening? Intuition isn’t a gift that is only bestowed on a special few; everyone can strengthen this muscle—how loudly you hear these signals, and the trust in yourself to take action on the information you’re receiving. In the comments of a recent ‘D🤦🏻‍♀️h post, Claudia asked: I read yo…

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231: Building and Selling a Profitable Content-Based Business with David Thomas Tao 43:47

2y ago43:47

43:47

“Let’s build ESPN.com for strength, and convince everyone they can lift weights.” With this mission in mind, the first six months of building the BarBend platform were a blur for today’s guest. By the end of the first year in 2016, they had had 1.4 million readers. By 2022, they had over 31 million registered users, allowing them to sell the busine…

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230: What’s Your Ratio of Quantity to Quality for Ongoing Creative Work? 28:41

2y ago28:41

28:41

“You can’t use up creativity. The more you use, the more you have.” —Maya Angelou Earlier this summer, I arrived late one day to the podcast studio, laying on the floor in lieu of actually recording anything. Should I take that as a sign to reduce my creative output? Not necessarily. Aside from big one-off projects like writing a book, where I pour…

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229: How (and When) to Trust Yourself and Others with Ilise Benun 53:29

2y ago53:29

53:29

When we say trusting ourselves, which self are we talking about? Which parts of ourselves can’t be trusted? That’s what we’re exploring today with returning guest, Ilise Benun. We discuss how confidence is a byproduct of action, what made her so angry that she decided to start her own business 35 years ago, building tolerance for silence and small …

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😬 On Moving Through Vulnerability Hangovers — Preview of October Bonus for Paying Subscribers 13:17

2y ago13:17

13:17

This is a free preview of this month's bonus episode for paying Free Time subscribers. Listen to the full episode (plus 100+ in the archives) and join us for live Q&A calls here » *** They say write from the scar, not the wound—but what do you do when you feel called to write or speak from the wound? Do you forge ahead, knowing you will wake up the…

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228: The Burdensome B’s—Four Red Flags Signaling it’s Time to Make The Big (Delegation) Leap 27:54

2y ago27:54

27:54

“I’m at my wit's end.” That was the conclusion of a text message that broke my heart a little bit. when a friend and fellow business owner showed it to me the other day. Their team member sent it to them, expressing exasperation at the state of unfinished tasks in the business where they were waiting on an answer or action from the owner. Seeing it…

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227: 🎁 The Best Gifting Strategies and Biggest Mistakes with John Ruhlin 29:29

2y ago29:29

29:29

“Nobody’s soul is moved by swag.” So says longtime friendtor of the pod, John Ruhlin, founder of strategic gifting company Giftology. Since the day I met John and encountered his work in 2016, I have been inspired by his commitment to elevating the relationship game with generosity, “heart bombs,” and expressing genuine appreciation in the business…

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226: Is your business a hot mess? If yes, let's celebrate — Rolling in D🤦🏻‍♀️h 13:07

2y ago13:07

13:07

I used to refer to myself as a hot mess often in the early blogging days circa 2008, until someone scolded me saying it wasn’t a nice way to describe myself, that maybe it wasn’t the best self-image to curate. So I stopped. But I lost something in dropping the “hot” and the “mess” as I now approach middle age (and grandma-status in my soul). Today'…

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