Corporate Underpants

e15 Dr. Darren Hood On UX Maturity, Flying Cows, and Corporate Chaos

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

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E14 Part 2 Dana Chisnell on Scaling UX Inside the U.S. Government

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.

e14 Dana Chisnell on Ballot Design, Civic UX, and the 2000 Election

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.

E13 Julie Francis On Journey Mapping, Alignment, and Why Your Work Isn’t Landing

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.

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E12 Part 2 Josh Dulberger On Running An AI Product Lab

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

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E12 Part 1 AUDIO Josh Dulberger On Building AI Inside Zoom

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.

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E11 AUDIO Andy Fitzgerald on Taxonomies, Trust, and Making Sense of Organizational Chaos

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 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 Whether you’re working in higher ed, government, or any content-heavy org, this one’s packed with alignment gold.

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E10 AUDIO Bill Albert on UX Theater, Agency Traps, and What Research Is Really For

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: 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 This episode is a guide to getting unstuck, getting heard, and doing research that actually matters. Subscribe for more uncomfortable truths, sharp tools, and real talk about leadership, politics, and UX strategy. #CorporateUnderpants #UXResearch #UXMaturity #StakeholderManagement #UserExperience #BillAlbert #TamaraAdlin #DesignLeadership #ProductStrategy #ResearchOps

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E9 AUDIO David Bland on Testing Business Ideas, Strategy Confusion, and Why VC Culture is Broken

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

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E8 AUDIO Bruce McCarthy on Alignment and Why Sometimes You Have To Let It Break

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 🎥 Prefer to watch the video version? Watch on YouTube: https://youtu.be/69QqD0etKvA Watch on LinkedIn: https://www.linkedin.com/events/7304991585195155456/ 💬 Let’s talk about it: Got stories of your own corporate chaos? Drop a comment or tell me about it on adlininc.com.

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E11 VIDEO Andy Fitzgerald on Taxonomies, Trust, and Making Sense of Organizational Chaos

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 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 Whether you’re working in higher ed, government, or any content-heavy org, this one’s packed with alignment gold.

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E10 VIDEO Bill Albert on UX Theater, Agency Traps, and What Research Is Really For

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: 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 This episode is a guide to getting unstuck, getting heard, and doing research that actually matters. Subscribe for more uncomfortable truths, sharp tools, and real talk about leadership, politics, and UX strategy. #CorporateUnderpants #UXResearch #UXMaturity #StakeholderManagement #UserExperience #BillAlbert #TamaraAdlin #DesignLeadership #ProductStrategy #ResearchOps

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E9 VIDEO David Bland on Testing Business Ideas, Strategy Confusion, and Why VC Culture is Broken

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

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E8 VIDEO Bruce McCarthy on Alignment and Why Sometimes You Have To Let It Break

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 🎥 Prefer to watch the video version? Watch on YouTube: https://youtu.be/69QqD0etKvA Watch on LinkedIn: https://www.linkedin.com/events/7304991585195155456/ 💬 Let’s talk about it: Got stories of your own corporate chaos? Drop a comment or tell me about it on adlininc.com.

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E7 AUDIO Mike Neff on Puzzle Perspective and Decoding Leadership Behavior

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 everything right” isn’t enough How to spot invisible misalignment before it wrecks your roadmap Using design tools to align stakeholders (not just users) What to ask when nothing makes sense Why puzzle perspective is a leadership superpower If you're a designer, PM, or exec trying to make a real impact in a complex org—this one’s for you.

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E7 VIDEO Mike Neff on Puzzle Perspective, Leadership Blind Spots, and Asking the Right Questions

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 everything right” isn’t enough How to spot invisible misalignment before it wrecks your roadmap Using design tools to align stakeholders (not just users) What to ask when nothing makes sense Why puzzle perspective is a leadership superpower If you're a designer, PM, or exec trying to make a real impact in a complex org—this one’s for you.

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E6 AUDIO Melissa Appel on the Magical Powers of Alignment

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. We also delve into practical tools like alignment personas and stakeholder canvases, and offer advice for those looking to make impactful changes within their organizations. 02:06 Meet Melissa Appel! 03:18 Meeting Bruce & Writing Aligned 06:04 "Us Vs. Them" Mentality 07:38 Mining for conflict (even when you have clear goals) 09:27 Seniority means becoming a stakeholder manager 10:53 Underpants Story: A 'delivery' problem was actually a 'culture' problem. 16:06 Melissa's two-pronged approach: quick fixes plus longer-term culture shifts 19:35 Find champions by figuring out individuals' goals 20:40 The bad apples & two kinds of assholes 25:19 Glossaries: the unsung heroes of alignment 27:36 Being brave enough to say "let me get this straight..." 30:58 How to tweak the language you use to get results 33:14 How Alignment Personas fit with Aligned the Book 39:42 Get Melissas & Bruce's Free Stakeholder Canvas 45:07 Politics vs Alignment vs Agreement vs Acceptance 49:02 How Melissa builds roadmaps 50:50 Melissa's Pre-Quit Checklist For Changing Jobs

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S1E6 VIDEO Melissa Appel on the Magical Powers of Alignment

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. We also delve into practical tools like alignment personas and stakeholder canvases, and offer advice for those looking to make impactful changes within their organizations. 02:06 Meet Melissa Appel! 03:18 Meeting Bruce & Writing Aligned 06:04 "Us Vs. Them" Mentality 07:38 Mining for conflict (even when you have clear goals) 09:27 Seniority means becoming a stakeholder manager 10:53 Underpants Story: A 'delivery' problem was actually a 'culture' problem. 16:06 Melissa's two-pronged approach: quick fixes plus longer-term culture shifts 19:35 Find champions by figuring out individuals' goals 20:40 The bad apples & two kinds of assholes 25:19 Glossaries: the unsung heroes of alignment 27:36 Being brave enough to say "let me get this straight..." 30:58 How to tweak the language you use to get results 33:14 How Alignment Personas fit with Aligned the Book 39:42 Get Melissas & Bruce's Free Stakeholder Canvas 45:07 Politics vs Alignment vs Agreement vs Acceptance 49:02 How Melissa builds roadmaps 50:50 Melissa's Pre-Quit Checklist For Changing Jobs

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E5 VIDEO: A Lively Debate About Things We (Mostly) Agree On with Jared Spool

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 anyone knew why it mattered. Then we get into the real stuff: ⚡ Why proving UX’s value is still an uphill battle (and what to do about it) ⚡ How business metrics—not just usability—can make UX indispensable ⚡ How to stop waiting for a seat at the table and make leadership pay attention Jared also casually drops the fact that he accidentally invented voicemail (oops), helped define the way we use keyboards, and somehow made usability testing sound fun. If you’ve ever had to fight for UX, justify your work, or convince execs to stop launching terrible products, you need this episode. 04:24 Jared's Early Badassery: The 70's and 80's 07:15 The Era of "Computer Operators" 09:49 The First Word Processors in the Era Before UX 13:27 Jared Accidentally Invents Voicemail 17:06 Getting People To Think About "Users" 18:23 Early 2000's: The First Research Into "What Makes A Good Website?" 21:05 The Trick: What Does Great UX Mean To Your Team or Org? 23:40 De mocratization vs. Delegation 25:14 The First Usability Lab 30:39 Jared's Work Today: How To Get A Seat At The Table 31:26 We Know How To Design Things. So Why Are Things Still Poorly Designed? 32:31 The 2010s' Boom: 6,221 Days Without Becoming a Bank 36:12 Our Snobbishness About "The Bottom LIne" 38:28 The Face Weasel 38:58 How To Become Hyper-Valuable To Mount Olumpus 41:59 Tamara And Jared Argue Over Job Titles 43:12 How To Become Powerful In An Organization 46:49 Leaders Of Awesomeness Helps You Become Undeniably Valuable 48:30 Pro-tip: Metrics Aren't "Numbers." They're "Measuring Change." 49:22 Shifting from Tactical Research to Strategic Research

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E5 AUDIO: A Lively Debate About Things We (Mostly) Agree On with Jared Spool

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 anyone knew why it mattered. Then we get into the real stuff: ⚡ Why proving UX’s value is still an uphill battle (and what to do about it) ⚡ How business metrics—not just usability—can make UX indispensable ⚡ How to stop waiting for a seat at the table and make leadership pay attention Jared also casually drops the fact that he accidentally invented voicemail (oops), helped define the way we use keyboards, and somehow made usability testing sound fun. If you’ve ever had to fight for UX, justify your work, or convince execs to stop launching terrible products, you need this episode. 04:24 Jared's Early Badassery: The 70's and 80's 07:15 The Era of "Computer Operators" 09:49 The First Word Processors in the Era Before UX 13:27 Jared Accidentally Invents Voicemail 17:06 Getting People To Think About "Users" 18:23 Early 2000's: The First Research Into "What Makes A Good Website?" 21:05 The Trick: What Does Great UX Mean To Your Team or Org? 23:40 De mocratization vs. Delegation 25:14 The First Usability Lab 30:39 Jared's Work Today: How To Get A Seat At The Table 31:26 We Know How To Design Things. So Why Are Things Still Poorly Designed? 32:31 The 2010s' Boom: 6,221 Days Without Becoming a Bank 36:12 Our Snobbishness About "The Bottom LIne" 38:28 The Face Weasel 38:58 How To Become Hyper-Valuable To Mount Olumpus 41:59 Tamara And Jared Argue Over Job Titles 43:12 How To Become Powerful In An Organization 46:49 Leaders Of Awesomeness Helps You Become Undeniably Valuable 48:30 Pro-tip: Metrics Aren't "Numbers." They're "Measuring Change." 49:22 Shifting from Tactical Research to Strategic Research

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