Corporate Underpants

Corporate Underpants

Uncomfortable truths, hidden dynamics, and the messy underbelly of corporate life—welcome to Corporate Underpants, the podcast that pulls back the curtain on the challenges holding back great teams and ideas. Whether you’re a product manager, designer, or leader, this series is your guide to navigating office politics, aligning stakeholders, and tackling the organizational hurdles that stand between you and making a real impact.

Episodes

April 7, 2025 53 mins
What if the real reason your product failed wasn’t the team or the timeline—but that you were solving the wrong puzzle entirely? In this episode, I talk with Mike Neff, a seasoned product design leader, about what happened when he joined a company headed for IPO—and discovered that everything he thought he knew about success, alignment, and leadership was just one small piece of a much bigger picture. We cover:
  • Why “doing ever...
Mark as Played
What if the real reason your product failed wasn’t the team or the timeline—but that you were solving the wrong puzzle entirely? In this episode, I talk with Mike Neff, a seasoned product design leader, about what happened when he joined a company headed for IPO—and discovered that everything he thought he knew about success, alignment, and leadership was just one small piece of a much bigger picture. We cover:
  • Why “doing ever...
Mark as Played
I quiz Melissa Appel, the co-author of 'Aligned,' on the intricacies of corporate misalignment and its impact on developing and launching successful digital products. We discuss the importance of stakeholder alignment, how to tackle internal politics, and various strategies to address misalignments effectively. Melissa shares insights from her work as a coach for product leaders and her extensive experience in product management. W...
Mark as Played
I quiz Melissa Appel, the co-author of 'Aligned,' on the intricacies of corporate misalignment and its impact on developing and launching successful digital products. We discuss the importance of stakeholder alignment, how to tackle internal politics, and various strategies to address misalignments effectively. Melissa shares insights from her work as a coach for product leaders and her extensive experience in product management. ...
Mark as Played

Oh. My. God. You guys. Jared Spool is on Corporate Underpants. 🎉

In this episode, I sit down with the Jared Spool to talk about UX, product, and—of course—the corporate messes that make our jobs way harder than they need to be. We kick things off by diving into the early, wild days of UX (back when “user experience” wasn’t even a thing), and Jared shares hilarious and infuriating stories about fighting for better design before any...

Mark as Played

Oh. My. God. You guys. Jared Spool is on Corporate Underpants. 🎉

In this episode, I sit down with the Jared Spool to talk about UX, product, and—of course—the corporate messes that make our jobs way harder than they need to be. We kick things off by diving into the early, wild days of UX (back when “user experience” wasn’t even a thing), and Jared shares hilarious and infuriating stories about fighting for better design before any...

Mark as Played

In this episode of Corporate Underpants, I sit down with Adam to dig into the messy world of early-stage alignment in higher ed and non-tech-first organizations. Spoiler: It’s nothing like working at a tech company.

Adam shares war stories from two major web strategy projects—one that went off the rails thanks to (surprise, surprise) misalignment, and another that actually worked (because alignment wasn’t an afterthought). We talk ...

Mark as Played

In this episode of Corporate Underpants, I sit down with Adam to dig into the messy world of early-stage alignment in higher ed and non-tech-first organizations. Spoiler: It’s nothing like working at a tech company.

Adam shares war stories from two major web strategy projects—one that went off the rails thanks to (surprise, surprise) misalignment, and another that actually worked (because alignment wasn’t an afterthought). We talk ...

Mark as Played
This is a great 2-parter, people. The first part is all about how uniquely challenging Higher Ed and other non-tech-first orgs for website strategist and product people. Adam shares his experiences working in higher education and other sectors, where unique and complex Governance structures, diverse stakeholder groups, and entrenched institutional politics create substantial obstacles. You'll hear about how the first big project he...
Mark as Played
This is a great 2-parter, people. The first part is all about how uniquely challenging Higher Ed and other non-tech-first orgs for website strategist and product people. Adam shares his experiences working in higher education and other sectors, where unique and complex Governance structures, diverse stakeholder groups, and entrenched institutional politics create substantial obstacles. You'll hear about how the first big project he...
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In this episode of Corporate Underpants, host Tamara Adlin delves into the complex relationship between politics and product success with guest Jillian Hudson, a seasoned UX researcher and strategist. Through Jillian’s story, we learn about the unexpected challenges she faced when hired for a role that didn't match the initial promise, working under a manager who was often absent and dealing with a company in chaos prioritizing sto...

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Jeff Verona recounts the chaos caused by hidden misalignments and untested assumptions that ultimately derailed an initiative to streamline loan officer workflows. Woven into Jeff's tale are seven actionable "gems" that can help you spot and fix the kind of problems that left his team reeling.
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Are your Corporate Underpants showing? In this first episode of Corporate Underpants, we dive into the messy realities of workplace politics and uncover what it really takes to gain influence and grow as a product manager or designer. Learn from Scott’s journey as he reflects on the cultural biases that shape UX and product teams, why rigor isn’t always the answer, and how to align with decision-makers to drive meaningful impact. W...

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