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Hitting The Ceiling

Author: EOS Worldwide

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Most entrepreneurs will tell you about the pivot, Hitting The Ceiling™ will tell you what happened the night before. Hitting The Ceiling, brought to you by EOS Worldwide is the perfect podcast for businesses, entrepreneurs, and key leaders and managers to talk about the moments they’ve never said out loud. 

Hitting the Ceiling is where business leaders and entrepreneurs talk about the moments they’ve never said out loud that often keep them from growing their businesses in healthy ways. These stories often happen behind closed doors, in the quiet, when the business was surviving, but the entrepreneur wondered if they were burning out. The cashflow ran out. The team walked. The personal life fell apart while the company kept going. 

Everyone hits a ceiling. On this show, host Mark O’Donnell helps guests identify the Five Leadership Disciplines that help leaders break through those seasons to realize the business and entrepreneurial success they were made for. 

New episodes drop weekly. Subscribe wherever you consume podcasts. 

In upcoming episodes of Hitting The Ceiling, you can expect to hear: 

  • What Happens When The Business Owner Is The System with Jill Young
  • The Power of Simplifying Business When Everything Collapses with Sue Hawkes
  • How Success Nearly Destroyed Their Friendship with Al Alexander and Ryan Loos of ConEquip
  • When You’re Forced To Lead Before You’re Ready with Avery Ward
  • When Growth Starts Stealing From Your Family with Ben Glass
  • Upcoming episodes with Patrick Lencioni, Gino Wickman, Kelly Knight and more on leadership, business growth, managing growing teams, and the Five Leadership Disciplines in business.  

Hitting The Ceiling is hosted by Mark O’Donnell, CEO and Visionary of EOS Worldwide™. The Entrepreneurial Operating System is a better way to run your business with tools that hundreds of thousands of business around the world are using to strengthen their businesses, 

New episodes drop weekly. Subscribe wherever you consume podcasts. 

To find out more about EOS Worldwide, visit www.EOSWorldwide.com 

To subscribe to Clarity Break Thoughts, visit www.ClarityBreakThoughts.com

28 Episodes
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How do you keep leading when every new stage of growth exposes skills you don’t have yet Shannon Badger helped grow Badger CPA from nothing into a 60-person firm, but behind the inspiring growth story was a founder learning in real time how much a business can take from your confidence, marriage, health, parenting, and sense of control. As the firm scaled, Shannon and her husband Jonathan remortgaged their house, gave up vacations, fought through the chaos of seeing the outcome of spending too much time away from their young kids. Eventually, she realized that she could not simply “work harder” and magically solve unclear roles, weak systems, bad incentives, or the people problems they were avoiding. She needed a system, and fast. In this episode, you’ll hear how Shannon moved from white-knuckling the business to building the structure, leadership capacity, accountability, and discipline needed to create a firm that could grow without consuming the couple that built it. What you’ll learn in this episode:  (01:52) What Shannon learned when being a great accountant did not prepare her for hiring, firing, infrastructure, accountability, and the emotional weight of running a firm. (03:24) Why the entrepreneurs who survive are often the ones stubborn enough to recover from failure faster than they fall apart. (06:25) How Shannon used faith, mentors, peer groups, and coaches to keep from carrying the isolation of firm ownership alone. (10:02) How Shannon, Jonathan, and their leadership team used outside structure to calm shiny object syndrome and decide what actually mattered each quarter. (11:21) Why implementing a real operating system can feel worse at first because it exposes every vague role, weak expectation, and wrong-seat team member. (15:41) What changes when a founder realizes the work that gives them purpose may no longer be the work the company needs from them. (27:20) How Shannon and Jonathan remortgaged their house, traded homes for family vacations, and went fully all in before the firm had stability. (31:44) Why Shannon no longer believes working harder can fix system breakdowns, toxic employees, unclear expectations, or a team trained to upward delegate. Learn more about Shannon Badger and Badger CPA: https://badgercpa.com/ Want to gain traction in your own company? As written about in the best-selling book, "Traction" by Gino Wickman, the Entrepreneurial Operating System (EOS) helps entrepreneurial leadership teams clarify their vision, gain traction, and work together more effectively. Learn more at www.eosworldwide.com Want a little more clarity in your week? Sign up for Mark O'Donnell's Clarity Break Thoughts newsletter: www.eosworldwide.com/claritybreakthoughts Follow the show on your favorite platform: www.eosworldwide.com/htc This episode was produced by Story On Media: https://www.storyon.co/
When does your personal brand become the ceiling on your company? Ryan Hawk built his life around hard work, competition, and consistency, but losing the quarterback job to Ben Roethlisberger forced him to confront an uncomfortable truth: sometimes effort alone cannot change the outcome. Years later, he walked away from a successful corporate career to turn The Learning Leader Show into a business, only to discover a new ceiling as the podcast, coaching work, and livelihoods of his team became increasingly dependent on him. You’ll hear how Ryan learned to change the situation instead of simply grinding harder, unlearning a zero-sum mindset, protecting his family while taking calculated risks, and building a life where consistency and action compound without pretending the pressure ever fully disappears. What you’ll learn in this episode:  (02:39) Why changing your situation can matter more than simply working harder when grit stops producing the outcome you want. (05:57) How Ryan had to unlearn a zero-sum competitive mindset before he could become the kind of teammate and leader others wanted to follow. (11:42) How dissatisfaction with traditional education led Ryan to build The Learning Leader Show as his own personal leadership PhD. (14:35) What made walking away from VP salary, bonuses, and options with five children feel like a calculated risk instead of a blind leap. (18:38) Why Ryan now wrestles with the possibility that his personal brand and involvement are becoming the ceiling on the business he built. (22:49) What ownership costs mentally when the work never fully switches off and other families depend on the business continuing to succeed. (35:08) How more than a decade of relentless consistency helped Ryan build trust through hundreds of podcast episodes and 533 consecutive Mindful Mondays. (49:17) How three end-of-day prompts turn learning, discomfort, service, and repetition into a practical system for compounding leadership growth. Learn more about Ryan Hawk and Learning Leader: https://learningleader.com/ Want to gain traction in your own company? As written about in the best-selling book, "Traction" by Gino Wickman, the Entrepreneurial Operating System (EOS) helps entrepreneurial leadership teams clarify their vision, gain traction, and work together more effectively. Learn more at www.eosworldwide.com Want a little more clarity in your week? Sign up for Mark O'Donnell's Clarity Break Thoughts newsletter: www.eosworldwide.com/claritybreakthoughts Follow the show on your favorite platform: www.eosworldwide.com/htc This episode was produced by Story On Media: https://www.storyon.co/
How long should you tolerate “growing pains” before admitting the way you are operating is not working? Brock Beiersdoerfer and his wife Kimberly opened The Heavenly Donut Company hoping to build something meaningful, but the business soon had Brock working brutal hours, worrying about payroll, covering overnight shifts, and watching the freedom they wanted disappear. The pressure peaked in moments like a 35-hour shift, canceled direct deposits, unreliable employees, and the realization that the business was consuming time he could never recover with his family.  You’ll hear how Brock learned to stop carrying every responsibility himself, developed leaders who could run the company without him, and ultimately transformed a business that trapped him into one that gave him room to build a new purpose. What you’ll learn in this episode:  (01:30) How a business that begins as a shared dream can quietly take over your marriage, conversations, and home life. (03:20) What a 35-hour work shift taught Brock about the difference between owning a business and being owned by one. (05:19) Why learning to delegate became the first major breakthrough after years of trying to carry everything himself. (07:39) How financial fear can convince you that hiring help is too expensive even when doing everything yourself costs far more. (07:57) Who changed Brock’s business by stepping from part-time donut decorator into a leadership role that created real freedom. (11:36) What happened when Brock’s managers told him one of the best things he had done for the business was not being there. (13:03) How stepping out of daily operations forced Brock to confront a new question about identity, purpose, and what came next. (20:44) When “growing pains” stop being temporary and become proof that the way you are running the business needs to change. Learn more about Brock Beiersdoerfer and The Heavenly Donut Company: https://www.theheavenlydonutco.com/   Want to gain traction in your own company? As written about in the best-selling book, "Traction" by Gino Wickman, the Entrepreneurial Operating System (EOS) helps entrepreneurial leadership teams clarify their vision, gain traction, and work together more effectively. Learn more at www.eosworldwide.com Want a little more clarity in your week? Sign up for Mark O'Donnell's Clarity Break Thoughts newsletter: www.eosworldwide.com/claritybreakthoughts Follow the show on your favorite platform: www.eosworldwide.com/htc This episode was produced by Story On Media: https://www.storyon.co/
How much of your business is actually being run by the eight-year-old version of you? Kieran James built Stryde from the ground up, but the real story starts earlier than that: a working-class childhood where food got stretched with oats and money was never quite enough. That scarcity mindset didn't stay in his childhood home — it followed him into every pricing conversation, every hiring decision, and eventually into a franchise opportunity that looked like the growth of a lifetime. In this episode, Kerian opens up about the moment he realized his business decisions weren't logic, they were an old survival pattern still running in the background, and what it actually took to notice it, question it, and choose differently. Whether we like it or not, your upbringing will deeply impact your relationship with money and risk. So, in this episode, we dig into why "rising above" it isn't a one-time decision but an ongoing practice of catching yourself in the moment, and how Kieran rebuilt his pricing, his team, and his own role in the business once he stopped letting a childhood mindset make adult decisions. What you'll learn in this episode: (01:22) How a working-class childhood — and the small, specific ways his family stretched what little they had — quietly installed a scarcity mindset Kieran carried into adulthood. (03:31) The difference between a scarcity and abundance mindset, illustrated through something as ordinary as letting your kids eat a nice snack whenever they want versus saving it "for the right moment." (04:19) How that same hardwiring showed up in sales conversations, making him feel he had to fight for every prospect instead of simply solving their problem. (06:37) The moment Kieran caught himself building a business case to lower a quote — not because the price was wrong, but because he could hear his dad's voice telling him it looked expensive. (08:31) Why it takes a healthy leadership team to hold up a mirror to your inherited beliefs, and what to do if no one around you is equipped to challenge them. (10:35) How an old pattern of "prove it before you believe it" led Kieran to burn £96,000 in year one while bringing in only about £3,500, and the lean-startup mindset shift that followed. (15:06) How being blinded by a big opportunity let Kieran override the warning signs his gut — and his integrator — were already picking up on with a major franchise deal. (18:57) Why letting go of control wasn't just an org-chart decision for Kieran, but a direct rewrite of the "hold onto everything tightly" instinct his upbringing had trained into him. Learn more about Kieran James and Stryde: https://www.stryde.co.uk/ Want to gain traction in your own company? As written about in the best-selling book, "Traction" by Gino Wickman, the Entrepreneurial Operating System (EOS) helps entrepreneurial leadership teams clarify their vision, gain traction, and work together more effectively. Learn more at www.eosworldwide.com Want a little more clarity in your week? Sign up for Mark O'Donnell's Clarity Break Thoughts newsletter: www.eosworldwide.com/claritybreakthoughts Follow the show on your favorite platform: www.eosworldwide.com/htc This episode was produced by Story On Media: https://www.storyon.co/
What happens when the drive to succeed becomes the very thing holding you and your business back? Glen Smith built GDS Wealth Management from relentless cold calls and early financial uncertainty into a firm managing roughly $1.8 billion. But behind that business growth was a fear of failure that shaped nearly every decision he made, pushing him to work harder, hold on tighter, and believe that every important problem ultimately belonged to him. As the company scaled, Glen faced a different kind of challenge: building a leadership team he could trust, delegating effectively, confronting perfectionism, and learning how to get out of the day-to-day without lowering his standards. In this episode, Glen shares what it takes to move from founder-driven growth to a more sustainable way of leading. You’ll hear how he’s replacing personal endurance with stronger leadership, clearer structure, greater accountability, and a business built to grow beyond its founder. What you’ll learn in this episode:  (01:49) How fear can make you confuse being indispensable with being responsible. (03:13) What to consider before sacrificing an irreplaceable life moment for an urgent business problem. (04:49) Why the work ethic that gets you through survival mode can become dangerous once the business succeeds. (07:58) How being physically present but mentally trapped in the business can quietly damage your closest relationships. (09:34) Why having less experience, money, or connections does not have to matter if you are willing to outlast the competition. (14:28) Why walking away from guaranteed money can be the right move to build a company around your values. (23:58) Why scaling gets easier when you stop trying to clone yourself and start hiring people who are better where you are weak. (26:56) How to know when your next ceiling is not growth, but your inability to let go of the roles keeping you stuck. Learn more about Glen Smith and GDS Wealth: https://www.gdswealth.com/ Want to gain traction in your own company? As written about in the best-selling book, "Traction" by Gino Wickman, the Entrepreneurial Operating System (EOS) helps entrepreneurial leadership teams clarify their vision, gain traction, and work together more effectively. Learn more at www.eosworldwide.com Want a little more clarity in your week? Sign up for Mark O'Donnell's Clarity Break Thoughts newsletter: www.eosworldwide.com/claritybreakthoughts Follow the show on your favorite platform: www.eosworldwide.com/htc This episode was produced by Story On Media: https://www.storyon.co/
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