Corporate Underpants

At some point in a UX career, you realize the problem isn’t wireframes. It’s tornadoes. Dr. Darren Hood has spent decades inside organizations watching projects get blown sideways by politics, confusion, shifting priorities, low UX maturity, and executives changing direction halfway through the work. This conversation is about what senior UX work actually starts to look like once you stop focusing...

What does it take to change how a 260,000-person organization thinks about the people it serves? Dana Chisnell took what she learned from elections and civic design into one of the hardest environments imaginable: the federal government itself. This is Part 2 of 2. Dana talks about her time at the U.S. Digital Service and DHS, where she built a user research practice inside immigration systems, fi...

Dana Chisnell did not set out to work on elections. She was a freelance UX consultant doing work for Intuit and Cisco when she watched the 2000 election returns and thought, "this is an interesting design problem." That thought turned into a twenty-year arc through ballot design, federal government, and eventually a meeting with a sitting president. This is Part 1 of 2. Dana tells the story of the...

Julie Francis and I have been solving the same problem from two different angles for over 20 years. She does it through journey mapping. I do it through alignment personas. This week we finally compared notes—and discovered we’ve been circling the same uncomfortable truth: it’s not about better deliverables. It’s about better alignment. We get into why the map isn’t the point, what “there’s nothin...

Seven months after Part 1 of my conversation with Josh Dulberger, the energy around AI hadn’t disappeared. But it had changed. Josh had left Zoom, joined a startup, watched it get acquired, and then stepped into running an internal AI product lab. Now the question wasn’t what could we do. It was what’s actually worth building. The work sounds exciting from the outside. Inside, it’s a lot of small...

FINALLY! A new (old) episode of Corporate Underpants has dropped! This is a two parter with Josh Dulberger. Part one is the story of what happened when AI “showed up” at Zoom. Spoiler alert: it didn’t show up as a clear opportunity. It showed up as noise. Josh was leading AI product work at Zoom when suddenly everyone had an idea, a request, or a question. Slack filled up. None of it connected. It...

Information architect and UX strategist Andy Fitzgerald joined me to talk about what happens when content systems reflect silos instead of shared understanding. We unpacked how messy navigation, broken taxonomies, and unclear content flows often reveal misalignment inside the org—not just design problems on the screen. We also talked about: Using architecture to surface conflict Why navigation is...

Why do so many UX researchers end up doing the wrong work for the wrong reasons? In this episode of Corporate Underpants Live, I talk with Bill Albert—author of Measuring the User Experience and founding director of Bentley’s Design and Usability Center—about the sneaky ways research gets misused, the traps UX teams fall into, and how to start being strategic before you’re invited to be. We cover:...

David Bland, co-author of *Testing Business Ideas*, joins Tamara Adlin for a candid conversation about what *actually* holds teams back from testing well, building great products, and aligning around a strategy that works. Spoiler: the biggest barriers aren’t lack of data—they’re misalignment, culture, and invisible power dynamics. This episode digs into the difference between performing strategy...

Ever felt like the goals are fuzzy, the execs are fighting, and your roadmap is just a wish list? You're not alone. In this episode of Corporate Underpants Live, I talk with Bruce McCarthy, co-author of Aligned, about what really derails progress in product, UX, and leadership—and how to build alignment even when it feels impossible.  We cover:  💥 Why tornadoes = political power struggles  ⚠️ Wha...

Information architect and UX strategist Andy Fitzgerald joined me to talk about what happens when content systems reflect silos instead of shared understanding. We unpacked how messy navigation, broken taxonomies, and unclear content flows often reveal misalignment inside the org—not just design problems on the screen. We also talked about: Using architecture to surface conflict Why navigation is...

Why do so many UX researchers end up doing the wrong work for the wrong reasons? In this episode of Corporate Underpants Live, I talk with Bill Albert—author of Measuring the User Experience and founding director of Bentley’s Design and Usability Center—about the sneaky ways research gets misused, the traps UX teams fall into, and how to start being strategic before you’re invited to be. We cover:...

David Bland, co-author of *Testing Business Ideas*, joins Tamara Adlin for a candid conversation about what *actually* holds teams back from testing well, building great products, and aligning around a strategy that works. Spoiler: the biggest barriers aren’t lack of data—they’re misalignment, culture, and invisible power dynamics. This episode digs into the difference between performing strategy...

Ever felt like the goals are fuzzy, the execs are fighting, and your roadmap is just a wish list? You're not alone. In this episode of Corporate Underpants Live, I talk with Bruce McCarthy, co-author of Aligned, about what really derails progress in product, UX, and leadership—and how to build alignment even when it feels impossible. We cover: 💥 Why tornadoes = political power struggles ⚠️ What t...

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 pict...

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 pict...

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...

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...

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 fi...

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 fi...

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 alignmen...

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 alignmen...

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 G overnance structures, diverse stakeholder groups, and entrenched institutional politics create substantial obstacles. You'll hea...

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 G overnance structures, diverse stakeholder groups, and entrenched institutional politics create substantial obstacles. You'll hea...

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...