Ep 06: Breaking Through Ceilings and Building the Right Team with Josh Cherry

Ep 06: Breaking Through Ceilings and Building the Right Team with Josh Cherry

What does a Marine Corps veteran with 10 businesses under his belt and 13 years of full-time entrepreneurship know about hitting a ceiling? Everything. In this episode of Business Book Club Breakthroughs, Christin Cherry sits down with Josh Cherry, co-founder and president of Patient Convert, a lead conversion agency helping medical and wellness facilities turn leads into predictable, walking-through-the-door revenue. Josh has built and operated businesses across fitness franchises, salt therapy studios, marketing agencies, and more. And every single time, the same challenge showed up: how do you break through the next ceiling without blowing up everything you already built? Through the Book Club, Josh revisited two books he had already read, 10x Is Easier Than 2x and Who Not How by Dan Sullivan and Dr. Benjamin Hardy, and this time they hit differently. He shares the concept that changed the way he runs his business: be the buyer, not the seller. From walking away from the wrong clients to protect his team, to stacking opportunities so no single deal feels terrifying, to finally building a C-suite that solves problems better than he and his partner Cody can, this episode is packed with real, been-through-it advice. Conversations like this one happen inside Christin's Business Book Club. If you are ready to read, grow, and be challenged alongside other driven entrepreneurs, join us at thewoodlandsbusinessbookclub.com [http://thewoodlandsbusinessbookclub.com] CHAPTERS 00:36 Welcome to Business Book Club Breakthroughs: Christin introduces the show and today's guest 01:52 Who Josh Cherry is: Marine Corps veteran, serial entrepreneur, and co-founder of Patient Convert 03:02 Breaking through the ceiling and what it looks like when a business caps out and stops clicking 04:28 What hitting a ceiling actually feels like: different divisions rowing in different directions 07:53 Building the plane while flying it: why 90-day resource allocation is the only way forward without chaos 09:13 The books that hit hardest this time and why rereading them inside a community changed everything 12:10 Be the buyer not the seller: the concept that made the jump from single operators to enterprise finally possible 16:51 What this shift did for the team: "maybe we are not the best fit for you" became their most powerful phrase 20:40 How to hold the buyer frame when payroll is due in 10 days: stack more opportunities so no single deal feels scary 23:41 What success looks like now: a C-suite solving problems better than Josh and Cody ever could on their own 25:57 A message to every founder who thinks it cannot be done: trust the books, put the systems in, it is doable 28:03 Christin closes with gratitude and reflects on what Josh's growth has meant to her and the community

Ep 05:Who Not How: Delegating, Elevating, and Building a Business Beyond Yourself with Hunter Cherry

What if the question you have been asking your entire career is the wrong one? In this episode of Business Book Club Breakthroughs, Christin Cherry sits down with Hunter Cherry, founder of Fran Placement, a franchise consulting firm that helps everyday people explore entrepreneurship through franchise ownership. For five and a half years, Hunter built his business the same way so many founders do, by doing absolutely everything himself. It was not until he read Dan Sullivan and Dr. Benjamin Hardy's book Who Not How that he finally understood the question he should have been asking all along. Hunter walks through exactly how he is applying the who not how mindset across every part of his business, from lead generation to client consulting to the back half of the funnel, and the honest truth about which parts have been easy to delegate and which parts have been a real struggle. He also shares the realization that changed everything: there is even a who can help you find your who, so you do not have to search alone. This is a grounded, practical conversation about what it actually looks like to stop being the bottleneck and start building a business that can run without you doing all of it. Conversations like this one happen inside Christin's Business Book Club. If you are ready to read, grow, and be challenged alongside other driven entrepreneurs, learn more and join us at entreprocess.com/woodlands-book-club. [https://thewoodlandsbusinessbookclub.com/] Chapters 00:39 - Welcome to Business Book Club Breakthroughs: Christin introduces the show and what makes these conversations different 01:59 - What Fran Placement does: helping individuals explore entrepreneurship through franchise ownership, funding, and legal review 02:50 - Five and a half years in and still doing it all: Hunter names the real challenge of scaling beyond himself 04:20 - The book that stood out most: Who Not How, and what it taught Hunter about what he loves doing versus what he is actually good at 05:37 - Breaking down the title: why entrepreneurs default to asking how instead of who, and what that costs them 09:08 - The biggest realization in the book: there is even a who who can help you find your who, so you are never searching alone 11:21 - Building the team: the two who's currently running lead generation and lead conversion for the business 14:33 - Not recreating the craft: connecting with veteran consultants instead of trying to build every process from scratch 15:42 - The real challenge: letting go of how he thinks something should be done and trusting an expert's process instead 17:20 - Staying accountable while delegating: why KPIs, quarterly rocks, and leading the team still matter 22:45 - Why it took five years: the honest admission that this realization did not come until he joined the book club 25:24 - Where Hunter wants to go next: stepping into a leadership role and viewing the business from a 30,000 foot view 29:02 - Hunter's advice to listeners: dive into the book club, read the books, and actually implement what they teach 31:07 - Christin closes with an invitation to grab the book and join the next monthly business book club

Ep 04: From Solopreneur to CEO: Letting Go of the How to Finally Scale with Jordan Dolan

What happens when the very thing that built your business starts to be the thing holding it back? In this episode of Business Book Club Breakthroughs, Christin Cherry sits down with Jordan Dolan, executive chef and founder of Savory Events and The Woodlands Supper Club. For 12 years, Jordan has worn every hat in her business, from sales to admin to washing dishes at midnight. Through Christin's book club and Dan Sullivan and Dr. Benjamin Hardy's book Who Not How, Jordan finally faced the realization that she could not scale any further by doing it all herself. Jordan opens up about the impact filter framework that is helping her get specific about exactly who she needs to bring into her business next, why releasing the how and focusing on the who changes everything, and what it means to finally trade midnight dishwashing for more time with her growing family. She also shares the honest truth about freedom of time, freedom of money, and the mental load that comes with being a solopreneur for over a decade. If you have ever felt like you are doing too much and growing too little, this conversation is going to feel like a long exhale. Chapters: 01:38 - Christin introduces Jordan Dolan, executive chef and founder of Savory Events and The Woodlands Supper Club 04:23 - The biggest pain point named out loud: 12 years as a solopreneur wearing every single hat in the business 06:32 - The featured book is revealed: Who Not How by Dan Sullivan and Dr. Benjamin Hardy 08;04 - How not who versus who not how: the childhood lesson Jordan had to consciously unlearn 09:41 - The four freedoms in the book: freedom of time, money, relationship, and purpose 11:01 - Why Jordan started her business in the first place: a single mom chasing freedom of time for her daughter 23:07 - Breaking through the invisible ceiling: the moment Christin names what Jordan has been bumping up against 23:49 - The impact filter: getting specific about exactly who you need and what you need from them 26:18 - Letting the how go: finding someone better at the task than you and trusting them with it 29:55 - The midnight dishwashing realization: the moment Jordan knew her time was worth more than the task in front of her 30:18 - The most expensive admin and the most expensive dishwasher: reframing what your time is actually worth 34:40 - Jordan's biggest piece of advice: you do not have to do it alone, and asking for help is not weakness 37:10 - Christin closes with an invitation to join the business book club

Ep 03: How Amanda Discovered the One Thing That Changed Everything

What if everything that made you successful is now the very thing holding you back from the next level? In this episode of Business Book Club Breakthroughs, Christin Cherry sits down with Amanda Carreon, fourth-generation luxury designer, founder of Rose Wade Interior Design, and owner of A Divine Closet. Amanda opens up about finally releasing the "get your hands dirty and do it all" identity she had carried since childhood, what building real calendar boundaries looks like in practice, and why she now sees her team as an investment rather than a cost. She also shares how setting limits with clients actually created more exclusivity, why she believes you are always the ceiling in your own company, and what a 10-year team member taught her about building a business worth staying for. If you are a driven business owner who has been doing it all yourself and wondering why you still feel stuck, this conversation is going to meet you right where you are. Chapters 00:03 - Introduction to Amanda Carreon, fourth-generation designer and founder of Rose Wade Interior Design and A Divine Closet 02:31 - What got her here will not get her there and why the "do it all yourself" identity finally had to go 06:48 - The pre-planned year: protecting recharge time, free focus buffer days, and being proactive instead of reactive 08:16 - Seeing your team as an investment not a cost: why withholding is actually a disservice to the people around you 14:09 - Setting boundaries with clients creates exclusivity: why being available around the clock was working against her 16:03 - You are always the ceiling in your company: if family and time do not start at the top, it will never trickle down 20:04 - Closing takeaway: the hard work that got you here is worth honoring, and so is the vulnerability it takes to grow beyond it The Business Book Club is a 6-week peer learning experience for founders and business leaders. We read one powerful book together, meet live, and leave with more than notes — we leave with momentum. 🔔 Subscribe so you don't miss the next episode. 📖 Join the next cohort → https://www.entreprocess.com/business-book-club [https://www.entreprocess.com/business-book-club] 📲 Follow Amanda → @amandad.carreon on Instagram #BusinessBookClubBreakthroughs #10xIsEasierThan2x #WhoNotHow #DanSullivan #ChristinCherry #EntrepreneurPodcast #SmallBusinessGrowth #DelegationTips #TransformationalLeadership #RoseWadeInteriorDesign #ADivineCloset #LuxuryInteriorDesign #ClientBoundaries #LegacyBusiness #BookClubForFounders

Ep 02: She Was Dreaming Too Small & Didn't Know It: 10x Is Easier Than 2x with Jessica Fraser

What if the biggest thing holding your business back is not your strategy or your systems, but the size of your own goals? In this episode of Business Book Club Breakthroughs, Christin Cherry sits down with Jessica Fraser, founder and CEO of ElucidCX, a voice-of-customer consultancy that helps companies understand what their customers truly value and turn those insights into real, strategic growth. Jessica shares how Dan Sullivan and Dr. Benjamin Hardy's book 10x Is Easier Than 2x helped her realize she had been playing it too safe with her own business, and what happened when she finally gave herself permission to stop shrinking and start owning the visionary role she was always meant to play. If you have been running hard but staying comfortable, this conversation will challenge you to say the big goal out loud and actually mean it. Chapters: 00:00:43 - Welcome to Business Book Club Breakthroughs: Christin introduces the show and what makes it different 00:02:41 - What Jessica does: voice of the customer consultancy explained in her own words 00:04:54 - The email that brought Jessica to tears: a client shares how the work is fundamentally changing their entire company 00:07:23 - Why surveys and reviews miss the nuance and what a real human conversation finds that nothing else can 00:09:43 - The hard truth: her goals were too small and she was playing it too safe with her own business 00:10:51 - Nobody is coming to tell you your potential: you have to be the one to say the big thing out loud 00:13:11 - There is more competition around average goals than extraordinary ones: the Blue Ocean parallel that changes everything 00:15:23 - Defining unique ability: it is not just what lights you up, it is what lights up the world around you too 00:18:29 - You cannot get to 10x goals by yourself: finding the right people to activate in their unique ability 00:21:26 - The visionary versus integrator framework from EOS and what it looks like when both roles finally click 00:22:32 - The self-retreat that changed everything: stepping back to figure out which hat she was truly built to wear 00:25:09 - From plugging every hole in the wall to finally unlocking: what burnout was trying to tell her all along 00:26:43 - Identity is not wrapped up in the company: who she is drives what could be, not the other way around 00:29:10 - The advice every founder needs to hear: it will also work, so stay in the fight and dream bigger 00:32:06 - Entrepreneurship is hard and we signed up for that: but building something worth building changes the whole game 00:35:44 - Jessica closes with gratitude to Christin for creating the psychological safety that made this whole conversation possible The Business Book Club is a 6-week peer learning experience for founders and business leaders. We read one powerful book together, meet live, and leave with more than notes — we leave with momentum. 🔔 Subscribe so you don't miss the next episode. 📖 Join the next cohort → https://www.entreprocess.com/business-book-club [https://www.entreprocess.com/business-book-club] 📲 Follow Jessica → @jessica_fraser on Instagram #BusinessBookClub #10XIsEasierThan2X #VoiceOfTheCustomer #EntrepreneurMindset #FounderLife #DreamBig #UniqueAbility #SmallBusiness #BusinessGrowth #WomenInBusiness #Solopreneur #EOSLife #Founders #EntreProcess #ChristinCherry #BusinessPodcast #MindsetShift #ScalingYourBusiness #ElucidCX #BookClubForFounders #WoodlandsTexas