Corporate Underpants

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, figured out how to make developers ca...

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 butterfly ballot, the gorgeous 350...

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 nothing new in here” actually means, why ...

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 experiments, dead ends, and decisio...

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 was the organization trying to re...

• Using architecture to surface conflict
• Why navigation is a trust signal
• The difference ...

• How research becomes a perfo...

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 and actually having one, why VC cu...

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 to do when execs don’t agree (or ...

• Why “doing ever...

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...

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 ...

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...

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...