Scaling Up, Not Giving Up

Richard Lee

"Scaling Up, Not Giving Up" is a podcast that dives into the realities of business growth without external investment. Hosted by Richard Lee, an entrepreneur who scaled his own company by 650% in a quarter, the show features raw, honest conversations with founders and business leaders. Each episode shares practical insights on scaling sustainably, overcoming challenges, and building resilience. Whether you’re a startup founder or small business owner, this podcast offers actionable strategies and real-world lessons to help you grow smarter and stronger.

  1. 12/02/2025

    The Business Shouldn’t Need You

    📘 Guest: Jeremy B. Shapiro — Serial Entrepreneur, Mastermind Facilitator, and Author of Your Business Growth Playbook 🧠 Episode Summary: What happens when the business you built starts to feel like a trap? This week, I’m joined by Jeremy B. Shapiro — a seasoned serial entrepreneur who’s spent over two decades helping business owners escape burnout, scale sustainably, and finally step out of the day-to-day. We explore the critical transition from solopreneur to true business owner, why many founders unknowingly build themselves into a corner, and how to design systems that give you real freedom — not just more responsibility. Whether you’re deep in the weeds or starting to pull back from the grind, this episode is your practical guide to building a business that works… even when you don’t. 🧩 In This Episode, We Cover: The difference between building a business vs. building yourself a jobThe early warning signs of founder burnoutWhy scaling too fast without systems can sabotage successTime-boxing and org chart hacks that actually workHow to start replacing yourself (without guilt)Jeremy’s approach to business sabbaticals — and why he took oneThe mindset shift that changes everything about how you scale🎧 Links & Resources: 💡 Get a free sample of Your Business Growth Playbook, an audio overview, and a growth checklist at YourBusinessGrowthPlaybook.com📚 Grab the full book on Amazon or wherever you get your books🔗 Connect with Jeremy on LinkedIn🗣️ Connect with Me: 🌐 richard-lee.co.uk🎙️ Listen to more episodes

    53 min
  2. 10/27/2025

    Scaling Smart: How to Grow Without Going Broke

    🎧 Scaling Smart: How to Grow Without Going Broke with Cash Flow Mike Episode Summary What if your business is growing... but your bank balance is shrinking? In this episode of Scaling Up, Not Giving Up, Richard sits down with Mike Milan — aka Cash Flow Mike — to unpack one of the most misunderstood aspects of scaling: cash flow. Mike has built 14 companies, taught over 25,000 business owners, and helped uncover more than $150 million in hidden cash. From his early days running a hotel staffing company to building bar-restaurants and eventually scaling fintech software, Mike shares the gritty truth about growing broke — and how to avoid it. If you’ve ever thought profit was enough… or found yourself staring at your accounts wondering where the money’s gone, this one’s for you. What We Cover in This Episode Mike’s leap from State Trooper to 14-time founderThe hotel staffing boom — and how it nearly bankrupted himWhy profitable businesses go bustHow to understand your financial gapWhy invoice factoring is like crackWhat founders get wrong about cash forecastingThe power of the 7-Minute ConversationBuilding scalable systems across staffing, hospitality, and techWhy advisors need to stop lecturing and start listeningMike’s formula for bouncing back from burnoutResources & Mentions 💻 Mike’s free course: https://cashflowmike.com📚 Mike’s books: Don’t Be a DUMB Business OwnerThe 7 Minute ConversationDon’t T.E.L.L. Me What To Do!Connect with Mike Milan Website: https://cashflowmike.comLinkedIn: https://www.linkedin.com/in/cashflowmikeConnect with Richard Lee 🌐 Website: https://richard-lee.co.uk🎙️ More episodes: https://pod.link/1804985577💬 Like this episode? Please subscribe, leave a rating & review, and share it with a founder who’s scaling — or struggling.

    46 min

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5
out of 5
3 Ratings

About

"Scaling Up, Not Giving Up" is a podcast that dives into the realities of business growth without external investment. Hosted by Richard Lee, an entrepreneur who scaled his own company by 650% in a quarter, the show features raw, honest conversations with founders and business leaders. Each episode shares practical insights on scaling sustainably, overcoming challenges, and building resilience. Whether you’re a startup founder or small business owner, this podcast offers actionable strategies and real-world lessons to help you grow smarter and stronger.