HeyJaredThe Heels in the Hierarchy Podcast
We discuss the experiences and challenges faced by working women today, exploring a range of topics, from navigating career advancement to balancing work and personal life without stepping on toes.Each episode features relevant topics, inspiring stories and practical advice…
- Indexed episodes, last 90 days
- 5
- Latest publication
- Sep 1, 2026
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- Earliest in this view
- Jul 7, 2026
Latest episodes
The Messy Middle: What Reese, Maya, Brené & Michelle Teach About Leadership (opens the original)
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You know their names. You know their achievements. But do you know what happened in between? SJ and Pegsy are back — and this week they're doing something a little different. Rather than a highlights reel in the latest of our looks at Inspirational Women, this episode goes behind the polished, press-ready versions of four extraordinary women — Reese Witherspoon, Maya Jama, Brené Brown, and Michelle Obama — and into the messy, uncertain, often uncomfortable middle ground that actually shaped who
From Skincare to Steel — What Happens When You Walk Into a Room Nobody Expected You In (opens the original)
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SJ and Pegsy welcome you back to Heels in the Hierarchy - and this week SJ sits down with someone whose career story genuinely stopped us in our tracks. She welcomes Debbie - a woman who built a successful, people-focused career in beauty and medical sales, and then made one of the most unexpected pivots you'll hear about on this podcast: into a technical, commercial, male-dominated manufacturing environment. "I've built confidence in one world — and suddenly none of it seemed to apply anymore."
Beyond the Glass Ceiling: Take the Elevator, Not the Headache (opens the original)
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Everyone talks about the glass ceiling. SJ and Pegsy ask a more interesting question: is it always someone else's doing? In this episode SJ and Pegsy have an honest, nuanced conversation about career progression — the real structural barriers women face, and the ones we sometimes build for ourselves. Because quite often, it's both happening at the same time. From crowded leadership tiers and the difference between a mentor and a sponsor, to the confidence gap, the broken promises of "great progr
Walk the Talk — Why Your Next 1:1 Should Be Outside (opens the original)
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Some of the best management conversations don't happen in a meeting room. They happen on a walk. In this episode SJ and Pegsy explore the real evidence behind walking meetings — why movement boosts creativity, reduces fatigue, and quietly shifts the power dynamic in ways that make difficult conversations easier and honest ones more likely. Drawing on research-backed insights and their own expertise in wellbeing and HR, they get practical about when walking meetings genuinely work best — appraisa
From Failure to Success — Emmy's Honest Account of Starting Over (opens the original)
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She failed the exams that were meant to define her future. It turned out to be the best thing that ever happened to her career. In this episode SJ speak with Emmy, a payments product manager, about a journey that didn't start where she expected — or wanted — it to. Failing anatomy exams meant letting go of a lifelong plan to become a doctor, and facing a version of failure that felt deeply personal. What followed was a rebuild: new direction, new identity, and ultimately, a career and sense of f
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