Best Jack Dowling Podcasts (2026)

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#238 Inside a Top LP’s Mind: Beezer Clarkson’s Path to Sapphire and Why Legendary VCs Started Small 1:08:09

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7d ago1:08:09

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Welcome to this classic episode. Classics are our favorite episodes from the past 5 years, published every month or two. These are N of 1 conversations with N of 1 people. This is a replay of Episode 145, originally released in October 2023— one of our most loved classics. Episode #238 features Beezer Clarkson, Partner at Sapphire Ventures — one of…

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#237 Brendan Dowling: Deputy Secretary, Critical Infrastructure + Protective Security, Australia’s Home Affairs (Special series w Australian Government) 1:18:17

15d ago1:18:17

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Episode #237 features a rare public interview with Brendan Dowling, Deputy Secretary for Critical Infrastructure and Protective Security at Australia’s Department of Home Affairs — one of the government’s most senior national security roles. Brendan was previously Australia’s Ambassador for Cyber Affairs. In conversation with Vidit Agarwal, Brendan…

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EE471 - Live Podcast Special: Aine Kennedy, Nadia Adan, and Jack Pierse: Building Brands in Public

19d ago

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Recorded live at The Sugar Club, this special edition of The Entrepreneur Experiment brings three standout Irish founders on stage for an honest, high-energy conversation about building modern businesses in public. Aine Kennedy, founder of The Smooth Company and newly crowned EY Entrepreneur of the Year, shares how she launched her first product wi…

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#236 Matteo Franceschetti: Starting Eight Sleep, High Performance, Helping Elon Musk Sleep Better, Learning English at 20 1:04:05

21d ago1:04:05

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Welcome to this classic episode. Classics are my favorite episodes from the past 5 years, published every month or two. These are N of 1 conversations with N of 1 people. This is a replay of Episode 159, originally released in March 2024 — one of our most loved classics. Episode #236 features Matteo Franceschetti, Co-Founder & CEO of Eight Sleep — …

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EE470 - Mentor Moment: Trevor McFarlane — Building an Elite Network from Scratch

24d ago

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How do you build a powerful business network when you’re starting with no members, no brand, and no shortcuts? In this Mentor Moment, Trevor McFarlane, founder and CEO of EMIR, shares how he built one of the Middle East’s most influential private CEO networks — starting with a single event, a lot of nerve, and an obsession with trust and curation. …

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EE469 - Air Miles for the High Street: How Squid Is Rewiring Local Loyalty

26d ago

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In this episode of The Entrepreneur Experiment, Gary Fox welcomes back Matthew Coffey, co-founder of Squid, Ireland and the UK’s largest local loyalty network with 550,000+ users and nearly 2,000 independent businesses. What began as a simple tap-for-coffee reward app has evolved into a powerful loyalty and payments infrastructure - and now Squid h…

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#235 Steve Hind: Forging Lorikeet’s Exponential Growth With Unlearnings from Debating, Bridgewater and Stripe 1:23:13

28d ago1:23:13

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Episode #235 features Steve Hind — Co-Founder & CEO of Lorikeet, one of the fastest-growing AI companies backed by QED Investors, Square Peg, Blackbird and the founders of Canva. In this conversation, Steve traces his journey from growing up in regional Queensland to competitive debating, and then an unconventional path across BCG, Bridgewater, Buz…

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EE468 - Mentor Moment: Opening the Books - How Eoin Cantwell Built a Transparent Food Empire

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What happens when a founder opens the company’s books to every single staff member — salaries, P&L, everything? In this episode, Eoin Cantwell, founder of Fitt Meals, shares the bold move that transformed his culture, boosted performance, and created true ownership across his team. Eoin opens up about: why he embraced full financial transparency wi…

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How Jac Dunne Reinvented Her Career and Stepped into Fintech Leadership

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Jac Dunne, CEO of Dimply, an AI-powered financial experience platform that’s quietly reshaping how banks, insurers and wealth managers serve their customers. After almost three decades in legacy finance, Jac made a bold move in her mid-50s into regtech and then fintech, “booken…

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#234 John Haddock: From Phoenix’s desert trails to leading Harvey’s AI rise after a decade scaling Stripe’s hyper-growth 1:22:10

1M ago1:22:10

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Episode #234 features John Haddock — Chief Business Officer at Harvey, the fast-growing US$700M+ AI startup backed by Sequoia, OpenAI’s Startup Fund, Kleiner Perkins and Elad Gil. In this conversation with host Vidit Agarwal, John reflects on his childhood in Phoenix, lessons from a decade at Stripe: working closely with the Collison brothers, lead…

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EE466 - Mentor Moment: Building a Personal Brand & Authentic Entrepreneurship With Conor McHugh

1M ago

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Forget the corporate polished front - authenticity wins every time. Conor McHugh, founder of Alchemy Search, shares why building a personal brand has been key to his success in Dubai, how honesty drives relationships, and why you should never pretend to be bigger than you are. 🎙️ For the full episode (412) of The Entrepreneur Experiment, listen to …

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EE465 - From Pharmacy Counter to 1,500 Stores: How Laura Dowling Built Fabu Wellness

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In this episode of The Entrepreneur Experiment, Gary sits down with Laura Dowling — “The Fabulous Pharmacist” — a pharmacist, founder, educator, entertainer, and one of Ireland’s most recognisable health voices. From 20 years behind the pharmacy counter to running a fast-growing wellness brand stocked in 1,500+ stores, Laura shares the real story b…

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#233 Peter Varghese: "One of Australia’s most influential architects of foreign policy" (special series with the Australian Government) 1:20:52

1M ago1:20:52

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Episode #233 features Peter Varghese — widely regarded as one of Australia’s most influential architects of foreign policy. He currently serves as Chancellor of the University of Queensland and previously held two of the Australian Government’s most senior diplomatic roles: Secretary of the Department of Foreign Affairs and Trade and Australia’s Hi…

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EE464 - Mentor Moment: Pádraig Ó Céidigh — From Teaching to Buying an Airline

2M ago

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How does a schoolteacher from Connemara end up buying his own airline? In this Mentor Moment, Pádraig Ó Céidigh, former owner of Aer Arann, shares how instinct and courage led him to take one of the boldest entrepreneurial leaps in Irish business — remortgaging his home to keep a vital island service alive. 🎙️ Listen to the full conversation in Epi…

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EE464 - The Hidden Industry Powering the World’s Biggest Events

2M ago

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In this episode of The Entrepreneur Experiment, Gary sits down with Mark Breen, co-founder of Safe Events Global, the Irish team behind some of the world’s most ambitious events - from Dublin Zoo’s Wild Lights to Formula 1 in Qatar and mega-city festival sites across the Middle East. Mark shares the real, behind-the-scenes story of how a student “h…

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#232 Jason Collins: Professional tennis dreams to Journalism to how he’s leading BlackRock with empathy first 1:00:57

2M ago1:00:57

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Episode #232 of The High Flyers Podcast features Jason Collins — Head of Australasia at BlackRock, the world’s largest investment management firm, with over USD 13 trillion in assets under management (AUM). In this conversation, Jason reflects on his competitive upbringing on Sydney’s Northern Beaches, the resilience built through early career setb…

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EE463 - Mentor Moment - Building the Biggest Media Brand in Dubai with Richard Fitzgerald

2M ago

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When opportunity knocks, sometimes the smartest move is to just say yes and figure it out later. Richard Fitzgerald, founder of Augustus Media - the company behind Lovin’ Dubai, Lovin’ Saudi and more — reveals how 100 days of relentless work and curiosity helped him build one of the Middle East’s leading media companies from scratch. 🎙️ Hear the fu…

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EE462 - How To Build a Brand the World’s Best Athletes Trust (in Just 3 Years)

2M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Ryan Casey, the founder of C11 Recovery — one of Ireland’s fastest-growing performance and recovery brands. From spending his days as an electrician to working with Rory McIlroy, Manchester City, Munster Rugby, and the DP World Tour, Ryan’s journey is a masterclass in turning g…

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#231 Sweta Mehra: Executive GM at NAB; ex-Chief Marketing Officer at ANZ (special series with the Australian Government) 1:13:03

2M ago1:13:03

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Episode #231 of The High Flyers Podcast features Sweta Mehra — Executive General Manager at National Australia Bank (NAB) and Former Chief Marketing Officer (CMO) at ANZ. Born in Agra, India, Sweta’s journey spans Procter & Gamble, ANZ and NAB. At P&G, she rose to Brand Director, leading global consumer brands across Asia. At ANZ, she became Chief …

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EE461: Mentor Moment - From Student Debt to Premier League Clients with Greg Bradley

2M ago

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From his parents’ house to supplying the world’s top athletes, Greg Bradley’s journey is pure entrepreneurial grit. In this Mentor Moment, the founder of BLK BOX shares how he went from teaching himself manufacturing to building a global fitness equipment brand trusted by Premier League clubs. 🎙️ Go back to Episode 406 of The Entrepreneur Experimen…

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EE460 - The 4 Pillars of Elite Performance: Dan Lawrence’s Blueprint for Founders

2M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with elite performance coach Dan Lawrence — the man behind some of the world’s top athletes and executives, including boxer Conor Benn. From his roots in London to building a thriving high-performance business in Dubai, Dan reveals what it really takes to operate at the highest leve…

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#230 Bowen Pan: How he created Facebook Marketplace, working with Mark Zuckerberg, and unpacking product leadership 1:27:19

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Episode #230 of The High Flyers Podcast features Bowen Pan, who led the creation of Facebook Marketplace and held product leadership roles at Trade Me, Meta, Stripe, and Common Room. He now advises startups and serves on boards including NZME and the Auckland University Business School. Born in China and raised in New Zealand, Bowen shares how lear…

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EE459 - Mentor Moment - Is AI Really Coming For Your Job? With Brian O'Rourke

2M ago

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Is AI really coming for your job — or is that just the hype talking? Brian O’Rourke, co-founder and CEO of CitySwift, shares his grounded view on the real role of AI, the importance of founder-market fit, and why celebrating your wins along the way matters just as much as chasing the next goal. 🎙️ Catch the full story in Episode 367 of The Entrepre…

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EE458: How I Bought a Business Without Spending a Cent – Jenny Johnston’s Story

2M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Jenny Johnston, CEO and owner of Azure Communications — a print, packaging, and marketing company based in Dublin. Jenny’s story is a masterclass in courage, negotiation, and belief. After joining Azure as CEO, she pulled off a leveraged buyout to acquire the business outright—…

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EE457 - Mentor Moment - Oonagh O’Hagan: Shaping the Future of Healthcare

2M ago

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What does it take to grow from one pharmacy to a nationwide network, and redefine what healthcare means along the way? In this Mentor Moment, Oonagh O’Hagan, founder of Meagher’s Pharmacy, shares how curiosity, courage, and a willingness to step outside your comfort zone can spark incredible innovation. 🎙️ Listen to the full conversation in Episode…

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EE456 - £25M ARR and Zero Gimmicks: The Heights Story with Dan Murray-Serter

3M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Dan Murray, co-founder of Heights, the brain health and wellness brand redefining supplements through science and transparency. From building a startup after insomnia and burnout to scaling Heights to over £25 million ARR, Dan’s story is a masterclass in resilience, product int…

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#229 Jack Zhang: The Relentless Founder of Airwallex — From Rural China to Building a $8B FinTech Powerhouse 54:24

3M ago54:24

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Welcome to this classic episode. Classics are my favorite episodes from the past 5 years, published every month or two. These are N of 1 conversations with N of 1 people. This is a replay of Episode 157, originally released in February 2024 — one of our most loved classics. Episode #229 of The High Flyers Podcast features Jack Zhang, Co-Founder and…

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EE455 - Mentor Moment - Aimee Connolly: The 19-Month Journey to Launching Sculpted

3M ago

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In this Mentor Moment from episode 403 of The Entrepreneur Experiment, Aimee Connolly shares the behind-the-scenes story of building Sculpted by Aimee: from 19 months of figuring out formulation, logistics, and packaging on her own, to spray-painting roses gold for her first press drop. She opens up about what it really takes to bring an idea to li…

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EE454 - He Quit Pro Rugby at 26 - And Started a Sauna Revolution

3M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Steve Crosbie, former professional rugby player turned founder of Fad Saoil Saunas — one of the pioneers of Ireland’s sauna movement. After years playing for Leinster, Munster, and Connacht, Steve walked away from his dream rugby career at just 26. The transition from athlete t…

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#228 Sam Wong: The Blackbird Partner Redefining VC — Lessons on Identity, Courage and Building a Venture Fund While Pregnant 1:01:31

3M ago1:01:31

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Welcome to this classic episode. Classics are my favorite episodes from the past 5 years, published every month or two. These are N of 1 conversations with N of 1 people. This is a replay of episode 129 that originally released in May 2023 — one of our most loved classics. Episode #228 of The High Flyers Podcast features Sam Wong, General Partner a…

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EEE453 - Mentor Moment - Nature vs Nurture: Are Entrepreneurs Born or Built? With Sean Blanchfield

3M ago

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In this Mentor Moment, tech founder Sean Blanchfield, best known for building and scaling Demonware (acquired by Activision, now part of Microsoft), PageFair, and now Jentic, shares his take on the age-old question: are entrepreneurs born or made? From being the “willing geek” in college to helping shape Ireland’s startup ecosystem, Sean reflects o…

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EE452 - The 5-Year, £60m Fragrance Empire with Connor Martin, The Essence Vault

3M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Connor Martin, founder of The JAQ Group, home to the viral fragrance brand The Essence Vault, as well as Thomson Carter and Liquid London. From selling wax melts at a Saturday market to building a £60 million e-commerce empire in just five years, Connor’s story is a masterclass…

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#227 Richard Joffe: The Founder Who Wouldn’t Quit — 3 Startups, 300 Rejections, a Divorce, and a $1B+ Legacy 56:00

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By Vidit Agarwal

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EE451 - Mentor Moment - Hiring Only A-Players with Dan Hobbs & Ciaran O’Mara, Protex AI

3M ago

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In this week’s Mentor Moment, Protex AI founders Dan Hobbs and Ciaran O’Mara share how they maintain an incredibly high bar when hiring, and why resilience, not just skill, is the real marker of top talent. They reveal how take-home exercises, structured culture frameworks, and a transparent interview process help them find and grow people who thri…

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EE450 - From Market Stall to 75 Employees: The Rise of Oishii Sushi

3M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Ciara Troy, founder of Oishii Sushi, to uncover the 19-year journey of building Ireland’s most recognisable sushi brand. From her first Saturday market in Greystones to supplying nationwide through Lidl, Aldi, Tesco, and Spar, Ciara shares the grit, resilience, and fearless nai…

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#226 Bharat Sundaresan: Sports Commentator, Writer & Storyteller (special series with the Australian Government) 1:13:24

3M ago1:13:24

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Episode #226 of The High Flyers Podcast features Bharat Sundaresan, award-winning cricket commentator, writer and storyteller. Based in Adelaide, he’s covered cricket worldwide for over 18 years and is a regular media voice on shows from ABC Breakfast to The Project. Known for his flamboyant style, Bharat was profiled on ABC’s Australian Story in 2…

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EE449 - Mentor Moment - Consistency Over Brilliance: Colin Harmon on Building Trust at 3FE

3M ago

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In this Mentor Moment, Colin Harmon, founder of 3FE Coffee, reveals why consistency beats occasional brilliance when it comes to building lasting brands. He shares the lesson that changed how he thought about coffee forever: customers don’t need the “best cup ever” - they just need it never to be bad. By raising the floor instead of the ceiling, Co…

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EE448 - The $72 Million Blueprint: Thinking Bigger in Dubai with Colin Meagle

3M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Colin Meagle, serial entrepreneur, venture builder, and founder of Continuous Ventures. Colin has built, scaled, and exited multiple businesses: from creative agencies to international tech ventures, and now operates out of Dubai, where he helps founders and corporates spin up …

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#225 Andrew Penn: The Untold Story of Telstra’s CEO — High School Dropout, Art, Scorecards and Calm Leadership 1:13:30

3M ago1:13:30

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Episode #225 of The High Flyers Podcast features Andrew Penn, Recent CEO of Telstra (2015–2022) and Group CEO of AXA Asia Pacific. Today, he chairs Visit Victoria, sits on the Coles board, and advises Government on cybersecurity and national security. In this conversation, Andy reflects on dropping out of high school and working two jobs before stu…

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EE447 - Mentor Moment - The Secret Sauce of Social with Nadia Adan & Michael Corcoran

4M ago

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This week’s Mentor Moment dives into how Nadia Adan built her brand through bold, disruptive content, and why testing, learning, and finding a repeatable format is the secret to scaling on social media. Michael Corcoran shares why standing out often means doing the opposite of everyone else, and how brand storytelling, even with its raw ups and dow…

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EE446 - The Retreat Episode: Let This Be Your 30-Minute Reset

4M ago

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In this solo episode of The Entrepreneur Experiment, Gary Fox takes us behind the scenes of the very first Entrepreneur Experiment Retreat — a transformative five-day experience in Marbella, Spain that brought together a select group of founders to focus on their body, brain, and business. Gary shares how a spontaneous idea in 2024 turned into a fu…

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#224 Chris Wirasinha: Building Pedestrian TV & Linkby, Navigating AI in Publishing, Raising Two Kids & unpacking "GEO" 1:19:00

4M ago1:19:00

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Episode #224 features Chris Wirasinha, co-founder of Linkby — the Performance PR platform used by 3,800+ brands and 600 publishers, backed by US$15m in funding and growing 100% YoY across the US & UK. Previously, Chris co-founded Pedestrian Group at 21, scaling it to 100 staff, a ~$100m valuation and an exit to Channel Nine. +++ To support this pod…

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EE445 – Mentor Moment with Mary Sadlier: Nobody’s Coming (Ask the Right Questions)

4M ago

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This Mentor Moment with Mary Sadlier (from Episode 398) dives into why digital is the great equaliser for entrepreneurs. Mary shares the art of getting products on and off shelves, why persistence matters, and the hard truth that nobody’s coming — unless you ask the right questions. A powerful reminder that value creation and resourcefulness win in…

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EE444: Paul Buckley (Multi-Exit Founder): $0 to $84M in 3 Years and The Exit That Nearly Broke Me

4M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Paul Buckley — the fiercely honest and deeply reflective founder behind C2O Group. From nearly going pro in golf to blowing his savings in a poker room, to scaling and selling one of Australia’s fastest-growing engineering companies, Paul shares his rollercoaster journey throug…

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#223 Lisa Sthalekar: 4x World Cup Winner & ICC Hall of Fame Inductee (special series with the Australian Government) 59:41

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Episode #223 features Lisa Sthalekar — 4x World Cup Winner and Inductee into both the ICC and Australian Cricket Halls of Fame, recognised as one of the most influential figures in the history of women’s cricket (the first woman to have scored over 1000 runs and taken 100 wickets). +++ This episode is part of a special series in partnership with th…

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EE443 - From Side Hustle to €10M: The Mystery Shirt Story

4M ago

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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Rory, the 22-year-old founder of Shirt in a Box, the mystery jersey startup on track to hit €10 million in revenue. What began as a lockdown side hustle selling vintage shirts has exploded into a full-blown e-commerce machine — with 200,000 shirts sold, 2,500 US subscribers, an…

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#222 Tim Thomas: From Melbourne to Asia to Canberra; Leading Australia’s India Strategy and the $10 Trillion Opportunity Ahead 1:12:02

4M ago1:12:02

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Tim Thomas is the recent CEO of the Centre for Australia-India Relations, the federal body set up by the Australian Government to deepen ties between the two nations across business, technology, education, sport, and culture. With a career spanning senior roles at AXA, Prudential, and KPMG, and lived experience building businesses across India, Sin…

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EE442 - Mentor Moment with Keith Barry: Why Going Against the Algorithm Works

4M ago

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When everyone else is chasing trends, mentalist and hypnotist Keith Barry goes the opposite direction. In this Mentor Moment, Keith reveals how leaning into long-form content—when everyone else was focused on short-form Reels—helped him go viral and land major event bookings. He also shares how he uses platforms like LinkedIn in unconventional ways…

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EE441 - From 0 to 5 Million Views in 1 Week: The Adults-Only Café That Went Viral

4M ago

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In this episode of The Entrepreneur Experiment, Gary sits down with Alan Andrews, the unapologetically honest founder behind Old Barracks Roastery and Guji Coffee Bar. Known for his bold social content and Ireland’s most controversial coffee shop (no kids allowed, dogs welcome, €15 cups of coffee), Alan lifts the lid on the real cost of starting an…

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#221 Kelly Vohs: SafetyCulture's CEO on becoming a US Army Green Beret, Inverted Pyramid Leadership and Building for 100M Workers 1:13:28

4M ago1:13:28

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Kelly Vohs is the CEO of SafetyCulture, a globally renowned tech company headquartered in Australia. Valued at approximately $2.5 billion, its platform serves 85,000+ organisations across 180+ countries, including major global brands like Toyota, GE, Coles, Qantas, Schneider Electric, Marriott, John Deere, Sodexo, National Health Service (UK), Brit…