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Why'd You Think You Could Do That?

Sam Penny
Why'd You Think You Could Do That?
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  • More than a Man with a Mower: How Jim Penman is Trying to Change The World
    When you hear the name Jim’s Mowing, you probably think of the trailers, the uniforms, and the empire of small business owners mowing lawns across Australia. But behind the mower is a man whose true mission has always been far bigger than lawns.In this episode of Why’d You Think You Could Do That?, I sit down with Jim Penman, founder of Jim’s Group - a business that now spans over 5,000 franchisees in 50 industries. While most know him as the face of Australia’s most iconic franchise, few realise that mowing was never the endgame. For Jim, it was just the funding model. His real obsession? Understanding the rise and fall of civilizations, the power of epigenetics, and how character shapes the destiny of societies.What You’ll Learn in This EpisodeFrom Rock Bottom to an Empire - how Jim went from a rejected PhD candidate in history to creating Australia’s largest franchise network.The Real Why Behind Jim’s Mowing - why mowing lawns wasn’t the mission, but the stepping stone to funding millions of dollars in scientific research.The Science of Biohistory & Epigenetics - Jim’s controversial research into why civilizations collapse, why birth rates are dropping, and how character (not just economics) determines societal outcomes.Business Lessons That Defy Convention - how Jim rewrote the franchise model to protect franchisees, why he screens them like family, and why putting people before profit has been the key to scaling.A Life of Purpose Over Profit - why Jim believes meaning, not money, is the real measure of success, and how he wants his life’s work to change the world long after he’s gone.Key Quotes from Jim“Character is destiny. Character is everything.”“Mowing lawns wasn’t the mission. It was just the way to fund the mission.”“If I can give people a treatment to be more hardworking, healthier, and happier - that can change the world.”Why ListenWhether you’re a business owner, an entrepreneur, or just someone fascinated by big ideas, Jim’s story is a reminder that empires aren’t always built on money alone. They’re built on persistence, purpose, and the willingness to think differently.This episode will challenge the way you see business, leadership, and even the future of society itself.Links & ResourcesExplore Jim’s research: biohistory.orgConnect with Jim directly: jimpenman.com.auLearn more about the Jim’s Group: jims.net🎙️ Discover more episodes of Why’d You Think You Could Do That?: sampenny.com/brave🚀 Want me personally in your corner, pushing you further than you thought possible? Start here: sampenny.com/action
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  • Stop Waiting for Permission!
    In this Bravery Digest, Sam Penny reminds us of a truth that stops far too many people from doing something extraordinary: you don’t need permission.Most of us wait — for the right time, the right feeling, or someone else’s approval. But bravery isn’t about waiting. It’s about acting before you’re ready.In this 2-minute burst of courage, you’ll discover:Why waiting for permission keeps you stuck.How action creates momentum, clarity, and confidence.A simple reflection to push you into your next bold step.And stick around until the end — Sam reveals this Thursday’s guest on Why’d You Think You Could Do That?: Jim Penman, the man behind Jim’s Mowing. You’ve seen the vans, you’ve seen the beard, but there’s far more to Jim’s story than you might think.Take the step. Don’t wait for permission.And don't forget: If you want to work 1:1 with Sam, he has a small number of coaching spots available. Head to sampenny.com/action
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  • What Broke Him, Built Him: Paul Watkins on being an Ordinary Guy with Unordinary Grit
    What if the bravest thing you ever did wasn’t crossing a finish line, but starting again after falling short the first time?In this gripping episode, Sam Penny sits down with Paul Watkins, pharmacist by day, ultra-endurance adventurer by choice. Paul shares how a career in retail pharmacy turned into a journey through the world’s most extreme environments, including a 614-kilometre footrace through the Canadian Arctic where most competitors quit before the halfway mark… and he came back to win.This isn’t just a story about survival. It’s about building courage, piece by piece, until you have enough to take on something you once thought was impossible.🧭 Inside This EpisodeHow burnout sent Paul from the pharmacy to the HimalayasThe moment he collapsed… and what came nextWhy failure in his first Arctic race was his greatest teacherWhat it really takes to finish when your body shuts downThe mindset shift from “just finish” to “I can win this”How to train courage the same way you train your bodyWhy ordinary people are more capable than they thinkRedefining discipline as self-love (not self-punishment)The role of tiny daily habits in doing impossible things🔥 One Big Takeaway“Bravery isn’t being fearless. It’s choosing to move forward even when the outcome is uncertain.”Paul’s story will shift your perspective on what it means to be ‘qualified’ to do hard things. Spoiler: you probably already are; you just haven’t stacked the evidence yet.👇 Links + Resources📚 Paul’s book: Lost and Found 🌏 Paul online: paulwatkins.com.au 📸 Follow Paul on Instagram | LinkedIn 🧠 For more show notes: sampenny.com/brave
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  • Fear to Fuel: How to Move Anyway (Even When It’s Hard)
    🧠 What You’ll Hear in This EpisodeIn this short solo drop, host Sam Penny flips the script on fear.We all feel it—whether you're leading a business, standing on the edge of a bold new move, or simply facing a tough personal decision. But waiting for fear to disappear? That’s not how brave people operate.In this episode, Sam introduces his practical 3-step Fear to Fuel Framework—a tool designed to help you move through fear, not around it.You’ll learn how to:🔍 Label the fear – Get specific so it stops running the show.🔁 Flip the frame – Understand what your fear is really trying to tell you.🚀 Move anyway – Take a small, brave step (even with your knees shaking).This isn’t weak motivation—it’s what high-performing leaders use when hesitation starts whispering “not yet.”⚡ Challenge of the WeekSam lays down a practical challenge: Think of the thing you’ve been avoiding. Run it through the Fear to Fuel Framework. Then take one small, brave step forward—today.Tag @90dayswithsam and let him know how it goes.🎧 Coming Up This ThursdayDon’t miss the full interview with Paul Watkins—business leader, adventurer, and a man who has built an extraordinary life by asking himself one simple question: "Why not me?"From epic expeditions to bold business decisions, Paul brings a powerful blend of courage and clarity that will leave you asking bigger questions of your own.🔗 Stay Connected👤 Follow Sam Penny – @90dayswithsam 💬 Got a story about bravery? Drop Sam a DM or leave a comment. 📩 Join the Brave Digest – Weekly insights for those building bold lives.Subscribe to the show and share this episode with someone who needs a nudge to act—especially when fear starts whispering “not yet.”
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  • "I was in Agony!": Brianna Thompson’s Double Channel Crossing at just 17
    What were you doing at 17?Brianna Thompson was swimming the English Channel; not once, but twice, in one go. In this epic episode of Why’d You Think You Could Do That?, Sam Penny sits down with the second-youngest person in history to complete a double crossing of the Channel, and the youngest to do it three times in a single year.But behind the headlines is a powerful story of grit, fear, identity, and resilience.🎧 In this episode:The moment a teenage girl decided to swim 68km across freezing, jellyfish-filled watersWhat it really takes to train for a 22-hour endurance swim (while finishing Year 12)How she kept going when her shoulder seized up mid-ChannelThe mental collapse after the glory, and what it took to come backWhy she’s setting her sights on New Zealand’s infamous Cook StraitThis isn’t just a story about swimming. It’s about choosing courage, losing momentum, and finding your way back.If you've ever faced burnout, imposter syndrome, or that haunting question of “What next?”, this episode is for you.🔗 Links & Resources:💪 Follow Brianna’s journey: Brianna’s Channel Swims on Facebook📷 Connect with Brianna on Instagram: @brianna.t17🌊 Read the article at: sampenny.com/brave🧠 Quotes to Remember:“You're only as good as the effort you put in. The effort you put in is a reflection of how good you want to be.” - Brianna Thompson“Bravery isn’t always the big moment. Sometimes it’s just choosing to get back in the water.” - Sam Penny🔔 Subscribe & Stay Brave:New episodes every Thursday — conversations with extraordinary people who dared to say yes to the impossible.🎧 Visit the Podcast Home Page at sampenny.com/brave 💬 Share this episode with someone who needs a dose of courage#WhyDidYouThinkYouCouldDoThat #BriannaThompson #ChannelSwimmer #BraveryPodcast #SamPenny
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About Why'd You Think You Could Do That?

They’ve swum oceans, scaled mountains, launched empires, and shattered expectations. But before they did any of it, someone, maybe even themselves, thought: “You can’t do that.” Hosted by Sam Penny, Why’d You Think You Could Do That? dives into the minds of people who said “screw it” and went for it anyway. From adventurers and elite athletes to wildcard entrepreneurs and creative renegades, each episode unpacks the one question they all have in common: “Why'd you think you could do that?” If you’re wired for more, haunted by big ideas, or just sick of playing it safe, this is your show.
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