
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

May 26, 2026
May 26, 2026
1hr 8 min
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 only on deliverables and start paying attention to organizational behavior.
We talk about stakeholder maturity, managing up, AI adoption, why “UX is dead” discourse is exhausting, and the difference between having an opinion versus having enough experience to recognize patterns.
A lot of senior UX work isn’t designing interfaces. It’s learning how to function inside chaos without becoming part of it.
Key Topics
- UX maturity beyond organizational models
- Why senior UX work becomes political
- The difference between opinion and expert opinion
- How experienced practitioners are approaching AI
- Managing stakeholder chaos and “seagull management”
- Why experienced UX people stop complaining and start reframing problems

May 11, 2026
May 11, 2026
57 min
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 care about real users, and eventually walked away in spring 2025 because she had to.

May 5, 2026
May 5, 2026
42 min
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-page design guide that nobody could implement, and how a warmup presentation for Jared Spool led to an unexpected call from someone at the White House. The Corporate Underpants moments along the way are classics: great design that did not survive contact with the ecosystem, government websites that served the administrative process instead of the voter, and one very honest admission about not doing enough homework.

Apr 6, 2026
Apr 6, 2026
59 min
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 shared documents are not shared understanding (cake wrecks, anyone?), and what it looks like to do senior product work when your job is facilitation, not output.

Mar 24, 2026
Mar 24, 2026
22 min
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 decisions to stop.
Teams build quickly. Test quickly. Most ideas don’t go anywhere. That’s the point.
This is what happens after the initial wave. When the organization has to turn possibility into something real.
Key Topics
- What an internal AI product lab actually does
- Running fast experiments with small teams
- Why most ideas don’t make it
- Deciding what not to build
- What companies are actually looking for now

Mar 17, 2026
Mar 17, 2026
1hr 1 min
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 react to something it didn’t understand yet.
What followed wasn’t a clean strategy process. It was sorting through fragments. Figuring out which signals mattered. Ignoring a lot that didn’t.
Somewhere in that, they landed on something simple: Meeting summaries.
Not because it was flashy, but because it finally made something people already had usable.
This is what senior product work looks like in moments like this. Less building. More making sense of chaos.
Next week you can tune in for Part 2: What happened seven months later when the hype turned into actual product work in the AI lab he runs today.

Jul 30, 2025
Jul 30, 2025
56 min
- Using architecture to surface conflict
- Why navigation is a trust signal
- The difference between content systems and strategy
- How cartography, not templates, might be your best metaphor
- Why users—and teams—get stuck without context

Jul 30, 2025
Jul 30, 2025
57 min
- How research becomes a performance instead of a process
- The hidden cost of acting like an internal agency
- Why UX maturity models don’t equal real buy-in
- What to do when you get pulled into stakeholder tornadoes
- How to step into strategy without permission
- Red flags like “we already know the users”
- Why mapping stakeholders is just as important as mapping users

Jul 30, 2025
Jul 30, 2025
58 min
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 culture often disincentivizes good product decisions, and how to prioritize what to test when everything feels risky.
🔥 Key Takeaways:
– Testing is not about proving you’re right.
– Strategy without alignment = chaos disguised as agility.
– Even CEOs need facilitation.
– You can’t outsource clarity.
💬 Favorite Quote from David:
“You can do all the testing in the world, but if you didn’t prioritize your risk—or even agree on what your biggest risk was—you’re just running really fast in all directions.”
👤 Guest Info:
David Bland — Innovation coach, startup veteran, and co-author of *Testing Business Ideas*
https://davidjbland.com
📚 Mentioned:
– *Testing Business Ideas*
– Strategyzer value proposition canvas
– Corporate Venture vs. traditional VC
🎧 Listen & Subscribe:
Find more at www.adlininc.com

Jul 30, 2025
Jul 30, 2025
54 min
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 even know the goals)
🧠 How “mining for conflict” can surface the truth
🛠️ Using Daci to clarify decisions
🙃 Why facts don’t win arguments (and what to use instead)
⏳ And yes—you can change a system, if you’re patient enough Whether you’re managing up, navigating cross-functional chaos, or trying to make sense of your OKRs—this one’s for you.
Check out my interview with Bruce's co-author Melissa Appel for more Alignment deliciousness: https://www.youtube.com/watch?v=xDav6y647vk&t=11s
Watch on YouTube: https://youtu.be/69QqD0etKvA
Watch on LinkedIn: https://www.linkedin.com/events/7304991585195155456/
Got stories of your own corporate chaos? Drop a comment or tell me about it on adlininc.com.

Jul 15, 2025
Jul 15, 2025
56 min
- Using architecture to surface conflict
- Why navigation is a trust signal
- The difference between content systems and strategy
- How cartography, not templates, might be your best metaphor
- Why users—and teams—get stuck without context

Jun 25, 2025
Jun 25, 2025
57 min
- How research becomes a performance instead of a process
- The hidden cost of acting like an internal agency
- Why UX maturity models don’t equal real buy-in
- What to do when you get pulled into stakeholder tornadoes
- How to step into strategy without permission
- Red flags like “we already know the users”
- Why mapping stakeholders is just as important as mapping users

Jun 17, 2025
Jun 17, 2025
58 min
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 culture often disincentivizes good product decisions, and how to prioritize what to test when everything feels risky.
🔥 Key Takeaways:
– Testing is not about proving you’re right.
– Strategy without alignment = chaos disguised as agility.
– Even CEOs need facilitation.
– You can’t outsource clarity.
💬 Favorite Quote from David:
“You can do all the testing in the world, but if you didn’t prioritize your risk—or even agree on what your biggest risk was—you’re just running really fast in all directions.”
👤 Guest Info:
David Bland — Innovation coach, startup veteran, and co-author of *Testing Business Ideas*
https://davidjbland.com
📚 Mentioned:
– *Testing Business Ideas*
– Strategyzer value proposition canvas
– Corporate Venture vs. traditional VC
🎧 Listen & Subscribe:
Find more at www.adlininc.com
