Bulletproof Entrepreneur

Alan Smith
  • 4.9 (128)
  • ENTREPRENEURSHIP
  • UPDATED FORTNIGHTLY

A podcast for entrepreneurs – reverse engineering the formula for successful scale, sale and exit. Inspired conversations with world-class entrepreneurs and the specialists who support them.

  1. 16 HR AGO

    #87 He arrived in the UK with £500 and sold his company to one of word's biggest banks - Anton Padmasiri

    Send us Fan Mail Anton arrived in the UK with £500 in his pocket. Years later, he founded WealthOS. He recently sold it to one of the world's largest banks. In this episode, Alan sits down with the founder of WealthOS to talk through what the journey from arrival to acquisition actually looked like. We hear about the door-knocking days in suburban Surrey, and the decision to leave a senior corporate role with two children in private school and a mortgage to cover. He shares the framework he used to pick a co-founder, and why the person who scored highest was not who anyone expected. We get into the angel rounds, the strategic investment from Barclays, and the Liz Truss-era fundraising window that nearly ended the company. There is the November when the bank account was down to four figures and payroll was three weeks away. The conversation he had with his wife about pulling the kids out of school. And the call from JP Morgan that came when an exit was not on his mind. He also shares the principle his former chair gave him about how good businesses get acquired, and his answer to what wealth actually means after you have built and sold one. Links: Wealth OS: https://www.wealthos.cloud/ Anton's LinkedIn: https://www.linkedin.com/in/antonpadmasiri/ Books: "Dreams From My Father" by Barack Obama - https://amzn.eu/d/074kFId1 "Range" by David Epstein - https://amzn.eu/d/0iBX3kyj "Build" by Tony Fadell - https://amzn.eu/d/06ueeONi Podcasts: "Invest Like The Best" by Patrick O'Shaughnessy - https://pod.link/1154105909 This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 7min

  2. 16 APR

    #86 Darya Simanovich — I Arrived in London with £300 and Built 15 Businesses. Here’s What Actually Worked.

    Send us Fan Mail Darya Simanovich arrived in London 20 years ago with £300, no contacts, and barely any English. Today she runs two businesses, holds a full-time role supporting small business owners across London, mentors 400 founders a year, and has just published her first book. In this episode, Daria breaks down what 15 businesses across completely different industries actually taught her about failure, timing, and the kind of resilience nobody calls resilience to your face. She also shares the frameworks she gives every founder she meets, including one with a 72-hour deadline that she says determines whether anything actually gets done. If you have ever wondered whether the entrepreneurship path is for you, or you are already on it and wondering what separates the ones who make it, this is the conversation. Darya's book: https://amzn.eu/d/0j0KvWsr Links to other recommended resources:  The Artist's Way: A Spiritual Path to Higher Creativity Atomic Habits The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life The Psychology of Money: Timeless lessons on wealth, greed, and happiness This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 11min

  3. 2 APR

    #85 The Music Entrepreneur Who Sold Out To Stay In - Ian Grenfell of Quietus

    Send us Fan Mail Ian has spent 45 years in the music industry, managing Simply Red, Simple Minds, The Pretenders, and Suede. He started at 17 with a boot full of vinyl and a two-litre Cortina, driving 1,200 miles a week as a sales rep.  He went on to oversee the biggest self-released album in history - Simply Red's Home, which outsold most Taylor Swift records and still holds the record today! But Ian's story isn't just about music.  It's about what happens when a founder tries to exit a business built entirely on relationships, trust, and instinct. After a bruising experience selling 50% to Live Nation and rejecting a buyout offer before his plane left the runway at Heathrow, Ian found a route almost nobody in his world had heard of - and it changed everything. This is a conversation about sliding doors moments, creative courage, knowing when enough is enough, and an exit strategy that let him cash out, stay involved, and reward every person who helped him build it. This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 12min

  4. 19 MAR

    #84 He was told his business was worth nothing. Five years later he sold it for millions - on his own terms.

    Send us Fan Mail Neil Osmond never set out to be an entrepreneur. He was a pharma executive with a steady job, a young family, and no savings when a friend showed him something on a computer that he couldn't stop thinking about.  What followed was a 15-year journey - mapping the London Olympics, pivoting into healthcare, nearly running a glorified lifestyle business, and eventually selling Earthware to a global medical communications group after more than ten first-stage offers. In this episode, Neil walks through all of it: the brutal feedback that changed his direction, how he used Vivid Vision, EOS, and 8 Agencynomics benchmarks to transform the business, why knowing your number before you sell is non-negotiable - and what true wealth looks like when the chapter is finally closed. Books mentioned:  Maverick – Ricardo Semler | Business Model Generation – Osterwalder & Pigneur | Agencynomics – Spencer Gallagher & Peter Hoole Connect with Neil on LinkedIn: https://www.linkedin.com/in/neilmeosmond/  Subscribe to the Bulletproof Entrepreneur newsletter: https://alan-smith-bulletproofentrepreneur.kit.com/newsletter   Follow Alan on LinkedIn:  https://www.linkedin.com/in/alancapital/ This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 17min

  5. 5 MAR

    #83 From Bomb Survivor to 32x EBITDA Exit - Andrew Scott’s Extraordinary Entrepreneurial Journey

    Send us Fan Mail He survived a bomb at four years old. Lost everything in his thirties. Then built a group of companies employing nearly 100 people and sold his media business for 32 x  EBITDA. I sat down with Belfast-born entrepreneur Andrew Scott for one of the most honest conversations about failure, resilience, and reinvention you’ll hear anywhere. Andrew shares the full story -  from growing up during the Troubles, to arriving in London at 18 with nothing, to the moment he sat in a clapped-out BMW on a beach and thought it was all over. And what happened next. Topics covered: surviving childhood trauma, the power of work ethic, building and losing businesses, the Purpose Plan Execute framework, creative deal-making, company culture, AI in business, and achieving a 32x EBITDA exit. Links 🔗 Connect with Andrew:   https://www.andrewscott.bio/  🔗 Subscribe to the Bulletproof Entrepreneur newsletter: https://alan-smith-bulletproofentrepreneur.kit.com/newsletter  🔗 Follow Alan on LinkedIn: CLICK HERE This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 17min

  6. 19 FEB

    #82 He Ditched Cash, Bought Bitcoin, Then Listed His Company on the Stock Market: Entrepreneur, Scott Ellam of XCE.

    Send us Fan Mail Scott Ellam started with a £13,000 basic salary, cold-called his way into closing a company acquisition at 22, and then built a thriving international executive search firm from his kitchen in 2014. Then he did something almost no UK founder has done - he put Bitcoin on his business balance sheet, and then took the whole thing public - listing it on the stock market. In this episode, Scott tells the full story:  Why he believes the £230 billion sitting in UK business bank accounts is quietly losing value every year, How he held his nerve watching Bitcoin drop from £60k to £16k while still buying daily, Why he believes the IPO structure he’s built solves one of recruitment’s oldest problems - attracting and retaining top billing talent.This isn’t really a Bitcoin episode. It’s an episode about what you do with the profits you’ve worked hard to build  - and whether cash in the bank is actually as safe as it feels. Whether you agree with the strategy or not, this conversation will challenge how you think about incentives, capital allocation, and long-term value creation. What’s the “don’t get poor slowly strategy” for your business? Links https://uk.linkedin.com/in/scott-p-ellam-5a097449 https://www.spencer-riley.com/about-us/meet-the-team/scott-ellam https://xce.io/ https://m.youtube.com/watch?v=YtFOxNbmD38 https://bitcoincollective.co/ https://www.amazon.co.uk/Principles-Bitcoin-Technology-Economics-Philosophy/dp/023122012X This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 8min

  7. 5 FEB

    #81 Rachel Murphy - From £0 to Eight-Figure Exit in 1,042 Days

    Send us Fan Mail Episode Overview Rachel Murphy sold her company during lockdown. While building the national COVID-19 digital service. Without ever meeting the buyers in person. This conversation is equal parts masterclass and madness - covering everything from selling timeshare at 13, to negotiating 50% equity in a struggling business, to achieving an eight-figure exit in under three years, to why every founder her acquirer bought has since left. Rachel now runs The Grafter, helping entrepreneurs navigate exits with the playbook and emotional support that didn't exist when she needed it. Guest Bio Rachel Murphy is a multi-exited entrepreneur and founder of The Grafter, a business that helps entrepreneurs build, scale, and exit their companies. After building and selling her first company in her 20s, she spent 10-15 years as a high-level interim executive (CIO for Department of Education, leading NHS.UK digital transformation and launching the NHS app).  In 2015, she negotiated 50% equity in consultancy Difference and sold it for eight figures in 2020 - during lockdown, while simultaneously building the national COVID-19 digital solution.  She now leads a community of 200+ entrepreneurs and has helped facilitate 5 exits, 12 revenue doublings, and a £44M non-dilutive raise in just 38 months. Key Takeaways 1. Build Your Exit Strategy Before You Need It Rachel had a complete sell pack ready 18 months into the business. When unsolicited buyers called, she didn't scramble - she sent comprehensive documentation immediately, putting her in a position of strength. Action: Start documenting your strategy, financials, and exit roadmap now - even if exit is years away. 2. Creative Deals Beat Starting From Scratch Instead of building from zero, Rachel negotiated 50% equity in an existing struggling business by bringing her expertise, network, and turnaround strategy. One plus one equalled ten. Action: Look for businesses adjacent to your skillset that need what you have. Equity partnerships can accelerate your journey. 3. Use Objective Frameworks for Emotional Decisions Rachel used Wardley mapping to objectively assess three acquisition offers. The result: she chose the best fit for her team, not the highest bidder or her personal preference. Action: Remove emotion from major decisions with frameworks. Work backwards from outcomes. Be brutally objective. Links: https://www.linkedin.com/in/rachthegrafter/?originalSubdomain=uk  The Grafter The 5 Types of Wealth: The life-changing international bestseller, a guide to building a happier, healthier, wealthier life This podcast is produced by Tribunista Sponsored by Capital Asset Management

    1hr 8min

  8. 04/12/2025

    #80 The 2025 Budget: Hidden Traps Every Founder Must Avoid - with tax guru Malli Kini.

    Send us Fan Mail The Autumn Budget landed last week -  and while the headlines were busy talking about ‘black holes,’ and ‘fairness,’ the fine print tells a very different story. Nimesh Shah, The CEO of leading tax advisers, Blick Rothenberg didn’t mince words calling it “the most damaging Budget in living memory” If you own a business, if you’re scaling your company, or if you’re even thinking about an exit in the next few years, this Budget will affect your future wealth more than you realise. And most founders have absolutely no idea. So I’ve brought back one of the sharpest tax brains in the country - Malli Kini -  to unpack the traps, the opportunities, and the moves you need to make right now to stay ahead. We’re talking;  • The stealth tax hikes nobody’s mentioning  • The dividend and pension changes that hit founders hardest  • The EOT crackdown and what it means for succession And so many other issues that didn't make the headlines. This is one of those episodes where a single insight could save you six figures - or more -  over the next few years. If you’re a business owner, buckle up. If you’re planning an exit, take notes. And if you care about keeping more of what you’ve built… this one’s for you.  Let’s get into it. Ladies and gentlemen, Malli Kini This podcast is produced by Tribunista Sponsored by Capital Asset Management

    54 min
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About

A podcast for entrepreneurs – reverse engineering the formula for successful scale, sale and exit. Inspired conversations with world-class entrepreneurs and the specialists who support them.

Information

  • Creator
    Alan Smith
  • Years Active
    2022 - 2026
  • Episodes
    89
  • Rating
    Clean
  • Copyright
    © 2026 Bulletproof Entrepreneur
  • Show Website
    Bulletproof Entrepreneur

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