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The Room Where It Happened

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The Room Where It Happened
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  • How To Spot If Your Boss Is Toxic & Surviving The Modern Workplace | Ben Askins
    Ben Askins didn’t expect his next big chapter to come from LinkedIn posts, but it did. After selling his first business in 2021 and being locked out of new ventures during his earnout, he turned his focus to storytelling online. One post about a bad recruitment experience went viral, sparking a flood of stories from employees around the world and revealing a universal truth: bad bosses are everywhere.In this episode, Ben shares what he’s learned from more than 200,000 workplace stories, why most managers are “accidental,” and the practical lessons every leader can apply to build stronger, happier, and more productive teams. From early mistakes in leadership to the strategies that really drive culture, his journey shows how honesty, clarity, and self-awareness can transform both businesses and people.It’s a candid conversation about management done right, and the hidden cost when it’s done badly.Partners:IFS - award-winning Asset & Service Management software👉 Reimagine your operations at: https://highpfrmc.com/ifs-auHeights 👉 Join Jake in maintaining your energy, with Vitals. Get 20% off with code Room20: https://highpfrmc.com/heights-vitals-au Hosted on Acast. See acast.com/privacy for more information.
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  • How I Sold My Startup To Adobe For $110M | Alex Packham
    Alex Packham knows what it’s like to have everything change in a single day, and nothing changes at all. From selling ContentCal to Adobe from his spare bedroom in the middle of lockdown to waking up the next morning wondering who he was without the business, Alex’s journey blends adrenaline highs with the quieter, harder work of rebuilding identity.In this episode, he opens up about the reality of sudden wealth, the role of luck in big wins, and why mental health matters just as much as the deal itself. Alex shares the behind-the-scenes strategies that helped a small team “punch above their weight,” the lessons he’s bringing from Silicon Valley back to the UK, and how letting go of ego has reshaped his approach to life and work.It’s a candid look at ambition, adaptation, and what happens after you’ve reached the milestone you spent years chasing.Partners:IFS - award-winning Asset & Service Management software👉 Reimagine your operations at: https://highpfrmc.com/ifs-auHeights 👉 Join Jake in maintaining your energy, with Vitals. Get 20% off with code Room20: https://highpfrmc.com/heights-vitals-au Hosted on Acast. See acast.com/privacy for more information.
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  • Monzo CEO: The Major Problem With Traditional Banking & How To Fix Financial Anxiety
    TS Anil’s journey through the world of banking has been anything but conventional. From boardrooms in Tokyo to the fast-moving culture of Silicon Valley, each step taught him that real change doesn't come from preserving the past, it comes from building something new.In this episode, TS reflects on his decision to leave the safety of big banks, the career-defining leap into tech at Visa, and how those experiences prepared him to lead Monzo through some of its toughest moments, including the height of the pandemic. He shares the story behind Monzo’s most innovative features, the importance of listening closely to customers, and why purpose and adaptability are the real keys to leading in uncertain times.It’s a story of bold decisions, quiet resilience, and building the kind of company you’d want to be a customer of.Partners:IFS - award-winning Asset & Service Management software👉 Reimagine your operations at: https://highpfrmc.com/ifs-auHeights 👉 Join Jake in maintaining your hydration. Get 20% off with code Room20:https://highpfrmc.com/heights-hydrate-auThe Book of Money: How to feel good (or better) about your finances by Monzo publishes 4th September: https://www.amazon.co.uk/Book-Money-better-about-finances/dp/1804948667 Hosted on Acast. See acast.com/privacy for more information.
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  • Gary Stevenson | The Structural Flaw In Society Billionaires Don’t Want You To Know
    Gary Stevenson didn’t follow a traditional path, he challenged it at every turn. Expelled from school at 16 and later pushed out of Citibank for speaking up, Gary’s journey has been shaped by resilience, rebellion, and a refusal to stay silent.In this episode, Gary opens up about the high-stakes world of trading, the psychological toll of chasing success, and the personal battles that came with confronting corporate power. From unexpected lessons in Tokyo to quiet acts of solidarity in a cutthroat industry, his story is as much about survival as it is about awakening.It’s a powerful look at what happens when you step off the fast track, and choose to fight for something bigger than yourself.Partners:IFS - award-winning Asset & Service Management software👉 Reimagine your operations at: https://highpfrmc.com/ifs-auHeights 👉 Join Jake in maintaining your hydration. Get 20% off with code Room20:https://highpfrmc.com/heights-hydrate-au Hosted on Acast. See acast.com/privacy for more information.
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  • From DIY T-Shirts To £100m Global Label: Represent’s Branding Blue Print
    George Heaton’s journey with Represent wasn’t a straight line, it was a series of hard pivots, gut checks, and quiet rebuilds. What started as a passion project in streetwear hit a breaking point, forcing George to confront what wasn’t working and make the kind of decisions most founders avoid.In this episode, George takes us through the moment everything stalled, the warehouse bathroom where reality hit, and the bold move to rebuild the brand from scratch. He shares how returning to simple product drops reconnected Represent with its roots, and how stepping back from the business side, by bringing in a CEO, unlocked new levels of creative and commercial growth.It’s a story about letting go, doubling down, and the power of starting over, with purpose.IFS - award-winning Asset & Service Management software👉 Reimagine your operations at: https://highpfrmc.com/ifs-auHeights 👉 Join Jake in maintaining your hydration. Get 20% off with code Room20: https://highpfrmc.com/heights-hydrate-au Hosted on Acast. See acast.com/privacy for more information.
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About The Room Where It Happened

Step inside the moments that shaped the world’s biggest brands in The Room Where It Happened, a brand-new podcast hosted by Jake Humphrey.Each episode sees the guest take us back inside a room and a moment that changed the course of their careers. With unprecedented insight on the pivotal decisions, unexpected turns, and behind-the-scenes moments that propelled companies to global recognition - and the lessons learned along the way from the people who were right in the middle of it all.The Room Where It Happened is your front-row seat to the conversations that shaped history, offering a rare glimpse into the defining moments of top entrepreneurs and industry leaders. Hosted on Acast. See acast.com/privacy for more information.
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