Clare Laycock – You Make It Look Too Easy: Leaving Status Behind to Redefine Success cover art

Clare Laycock – You Make It Look Too Easy: Leaving Status Behind to Redefine Success

Clare Laycock – You Make It Look Too Easy: Leaving Status Behind to Redefine Success

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 What if your career success was never meant to be about the next promotion—but how free you feel every single day when you show up? In this powerful episode of Legendary Leaders, host Cathleen O'Sullivan sits down with Clare Laycock—former SVP at Warner Brothers Discovery who spent 30+ years leading major UK television brands—whose honest account of walking away will make you question what you're actually chasing. Clare shares how she fell into TV by grabbing someone else's unwanted placement, why her boss told her "you make it look too easy" when she asked for promotion, and why in television if you're not failing you're not trying hard enough. With disarming candor, she explains why she ran an Epic Fails Day with her team every year, why losing status hit harder than expected when people stopped returning her emails, and why she spent months dreaming about work even though her shoulders felt physically lighter the moment she left. Together, Cathleen and Clare explore what it means to protect your team while the pressure crushes you, why "soft skills" being dismissed made her want to scream, and the shock of having to rehearse what to say at events when "I used to be..." doesn't work anymore. This conversation is for anyone navigating change, stuck at a crossroads, or binge-watching The Sopranos while processing what just happened to their identity—because sometimes the bravest thing isn't climbing higher, it's finally admitting you're done pretending easy work means it doesn't matter. Episode Timeline: 00:06:24 Falling into TV by grabbing an unwanted placement 00:10:04 If you're not failing, you're not trying hard enough 00:14:21 Selling creativity to the bottom line 00:18:48 Protecting your team through brutal restructures 00:25:15 Vulnerability without losing strength 00:29:35 What difficult leaders taught her 00:31:45 Make a decision and make it the right one 00:35:09 Epic Fails Day and undervalued soft skills 00:43:06 You make it look too easy 00:50:28 When a culture just isn't right for you 00:59:53 Her shoulders felt instantly lighter 01:05:02 Redefining success beyond title and salary 01:10:59 Losing status and binge-watching The Sopranos 01:14:29 Introducing yourself without a big title Key Takeaway: Walking Away Isn't Failure—Staying Stuck Is: Just because you've spent 30 years building success doesn't mean you can't choose differently. Clare's shoulders felt physically lighter the moment she left, even through the shock. The real trap isn't leaving—it's staying somewhere that crushes you when you know you're ready for something else. "You Make It Look Too Easy" Is a Leadership Compliment—Not a Reason to Deny Promotion: When your boss tells you this, it means you've mastered the hardest skill: making complex work feel simple. But organizations undervalue leadership as a "soft skill," so you have to learn to dial up your profile by just 5%—not to brag, but to be seen for what you're actually delivering. Failure Isn't Something to Hide—It's How You Innovate: Clare ran Epic Fails Day every year with her team. In TV, most programs fail—so if you're not failing, you're not trying hard enough. Getting failure out in the open takes the fear away and feeds into your strategy for next year. It's liberating when you stop pretending everything's perfect. Losing Status Hits Harder Than You Think—And That's Okay to Admit: When you leave, people stop returning your emails. You have to rehearse new words at industry events because "I used to be..." doesn't work anymore. Clare dreamed about work for months even after leaving. Processing the identity shift takes time—and pretending it doesn't is what keeps people trapped. About Clare Laycock: Clare Laycock is a leadership coach working with media professionals navigating transition, growth, and change. A former SVP and Head of Content Networks & Streaming UK at Warner Brothers Discovery, Clare spent over 30 years leading major UK television brands. She launched channels during the digital revolution, managed multi-million dollar content strategies, and built fiercely loyal teams through brutal restructures and industry upheaval. Clare brings hard-won experience in protecting creative teams while managing business pressures and leading through ambiguity. Since retraining as a coach, she works with leaders who are stuck, burned out, or ready for something different—helping them redefine success beyond titles and build careers that feel aligned instead of crushing. Connect with Clare Laycock: Website: https://www.clarelaycock.com/ LinkedIn: https://www.linkedin.com/in/clare-laycock-2200b821/ Email: clarelaycock5@gmail.com Connect with Cathleen O'Sullivan: Business: https://cathleenosullivan.com/ LinkedIn: https://www.linkedin.com/in/cathleen-osullivan/ Instagram: https://www.instagram.com/legendary_leaders_cathleenos/ YouTube: https://www.youtube.com/@...
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