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Failing by Design

12 min

Lessons in Creativity from IDEO, America’s Leading Design Firm

Golden Hook & Introduction

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Joe: Alright Lewis, I'm going to say two words: 'Shopping Cart.' What's the first thing that comes to mind? Lewis: Ugh. A wobbly wheel, a sticky handle, and the existential dread of the cereal aisle. Why are you doing this to me on a Monday? Joe: Because the company we're talking about today, IDEO, was once challenged to redesign a shopping cart from scratch in just four days… for a prime-time television show. Lewis: For TV? That’s a wild stunt. Let me guess, they put spinners on it and a cup holder for your artisanal coffee? Joe: They did much more than that. They created a modular system with removable baskets so you wouldn't have to unload everything at checkout. They added scanners. They made it safer for kids. And they did it by following a process that has made them one of the most legendary design firms in the world. Lewis: Okay, now I'm intrigued. That's a company that clearly thinks differently. Joe: They absolutely do. And their whole philosophy is laid out in the book we’re diving into today: The Art of Innovation by Tom Kelley. Lewis: Right, Tom Kelley, who was the general manager of IDEO, and he co-wrote it with a journalist, Jonathan Littman. So you're getting the inside scoop, but told by a master storyteller. It's a smart combo. That probably explains why the book is so highly rated, even if some people find it a bit idealistic. Joe: It definitely has that blend of insider access and narrative flair. Kelley makes it clear from the start that their 'secret formula' isn't really a formula at all. He says it's a blend of methodologies, work practices, culture, and infrastructure. Lewis: That sounds… complicated. And expensive. Where does a normal person even start with that? Joe: Well, that's the beautiful part. It all begins with something incredibly simple: learning how to truly see the world.

The Human Lens: Seeing and Organizing for Breakthroughs

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Joe: IDEO's first principle is basically to act like an anthropologist. Kelley has this great line where he says, "Plenty of our well-meaning clients duly inform us what a new product needs to do... Of course, we listen... Then we get in the operating room, so to speak, and see for ourselves." Lewis: I love that. So they don't just trust the client brief or the market research report. They go out and watch actual humans fumbling and struggling with things in the real world. They're basically spies for product design. Joe: Exactly. They're looking for the gap between what people say they do and what they actually do. That gap is where innovation lives. Lewis: Okay, that makes sense in theory. But can you give me a story where this actually led to a breakthrough? A real 'aha' moment that came from just watching someone. Joe: The perfect example is the Oral-B kid's toothbrush. The client, Oral-B, wanted a new toothbrush for children. The standard approach would be to just shrink an adult toothbrush and make it a bright color. Lewis: Right, the 'shrink it and pink it' strategy. Or blue it, in this case. Joe: Precisely. But the IDEO team went out and watched kids brushing their teeth. They filmed them. They talked to them. And they noticed something fascinating that no one had ever paid attention to. Older kids and adults hold a toothbrush like a pen or a scalpel, with some dexterity. But very young children? They don't have that fine motor control. Lewis: Oh, I think I know where this is going. They just grab it, right? Joe: They make a fist around it. The designers called it the 'fist phenomenon.' A skinny, straight handle is actually really hard for a little kid to hold and control. It's ergonomically all wrong for them. Lewis: Wow. That is so obvious now that you say it, but I bet nobody in a boardroom had ever thought of it. They're all adults with adult hands. Joe: Exactly. So based on that single observation, IDEO designed the Oral-B Squish Grip toothbrush. It had this big, fat, squishy handle that was perfect for a little fist to grab onto. It looked more like a toy than a tool. And of course, it was a massive success. They found a multi-million dollar idea not by inventing new technology, but by having empathy for a four-year-old. Lewis: That's brilliant. It's a solution born from empathy, not from a spreadsheet. But that brings up another point. Having one brilliant observer is great, but the book talks a lot about teams. How do you build a whole culture around that kind of thinking? I've heard about these legendary 'Hot Groups' at IDEO. Joe: You have. And that's the second part of the 'Human Lens'—it's not just about observing users, it's about how you organize your own people. Kelley describes these 'Hot Groups' with a fantastic metaphor. He says the difference between a normal team and a Hot Group is "the difference between administering a trust fund and making an MTV video." Lewis: Okay, I love that. One is stale, bureaucratic, and safe. The other is chaotic, creative, and high-energy. So what makes a group 'hot'? Joe: It's a few things. They're self-selecting, meaning people are passionate about the project. They're empowered. And crucially, they're given a dedicated, personalized space—a 'neighborhood,' as they call it. The idea is that a team's physical environment should reflect its identity and mission. Lewis: A neighborhood. That sounds a lot better than a cubicle farm. Joe: It is. And it leads to one of the most famous stories from the book. One IDEO team decided to personalize their neighborhood in a big way. They went out and acquired the wing of a DC-3 airplane. Lewis: Hold on. A real airplane wing? What did they do with it? Joe: They hung it from the ceiling of their workspace. It was this massive, gleaming, metal symbol of their team's identity. It was a conversation starter, an inspiration, a piece of art. It was their flag. Lewis: Wow. Okay, that is an incredible story for a business book. But let's be real for a second. My boss won't even approve a new coffee machine. An airplane wing? This is where the book gets criticized for being a bit of a Silicon Valley fantasy, right? It sounds amazing, but completely impractical for 99% of companies out there. Joe: That's the number one pushback, and it's a fair one. Most companies don't have the budget or the cultural freedom to hang airplane parts from the ceiling. But the principle isn't about spending a fortune on decorations. Lewis: What is it then? Joe: It's about recognizing that space shapes culture. It's about giving a team a sense of identity and ownership. It could be as simple as letting them control a whiteboard wall, choose their own furniture, or just have a dedicated project room that doesn't get cleaned out every night. The wing is just the most extreme, memorable example of a deeper principle: great spaces celebrate teamwork. Lewis: I can see that. So the takeaway isn't 'buy an airplane wing.' It's 'fight for a dedicated wall your team can mess up.' That's more actionable. Joe: Exactly. But IDEO's response to the 'it's too expensive' critique would be even more profound. They'd argue that the cost of not innovating is infinitely higher. And their primary method for making innovation less risky and less expensive has nothing to do with fancy offices. It has everything to do with their bias for action.

The Bias for Action: Prototyping Your Way to Success

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Joe: This brings us to the absolute core of the IDEO philosophy. They have a mantra that directly contradicts decades of business school teaching. It’s not "Do it right the first time." It's "Fail often to succeed sooner." Lewis: That sounds great on a motivational poster, but it's the opposite of what every manager I've ever had has said. Their mantra is 'Don't screw this up, your bonus depends on it.' How does that 'fail often' idea actually work in practice without getting everyone fired? Joe: It works because they've redefined what 'failure' means. A failure isn't a catastrophe; it's a data point. It's learning. And the way you learn is by making your ideas tangible as fast as humanly possible. This is their culture of rapid prototyping. Lewis: Prototyping. So, building models of things. Joe: Yes, but it's so much more than that. It's a state of mind. They have an internal rule called 'Boyle's Law,' named after one of their pioneers, Dennis Boyle. It states: "Never go to a meeting without a prototype." Lewis: Never? That's a high bar. What if you're just discussing ideas? Joe: Their point is that ideas are cheap and often misunderstood. A physical object, no matter how crude, changes the conversation. It forces clarity. Kelley says, "Quick prototyping is about acting before you’ve got the answers, about taking chances, stumbling a little, but then making it right." You build something with foam core and a glue gun, and suddenly everyone in the room understands the concept in the same way. You can react to it, improve it, or realize it's a terrible idea and throw it away without having wasted months and millions of dollars. Lewis: Okay, that I get. A clunky model you can hold is worth a thousand PowerPoint slides. It makes the abstract real. You're not debating theories anymore; you're debating a thing. Joe: You are. And this philosophy was put to the ultimate test in another legendary IDEO story: the soapbox derby race. Lewis: A soapbox derby? This book is full of the best anecdotes. Joe: It really is. So, IDEO entered this race against other Silicon Valley firms. Two of the competitor teams were full of people who were, on paper, experts in building cars. They knew the physics, the aerodynamics, the theory. They were confident. Lewis: Let me guess. They spent weeks designing the 'perfect' car on a computer. Joe: You're on the right track. They relied on their theoretical expertise and went straight to building their final, polished car. They were following the 'do it right the first time' playbook. Lewis: And the IDEO team? Joe: The IDEO team did what they always do. They probably built ten different, ugly, terrible soapbox cars. They'd build one, roll it down a hill, watch it crash, and learn something. Then they'd build another one, slightly better. They were iterating, testing, and learning in the real world. They were failing their way to a good design. Lewis: So what happened on race day? Joe: On race day, the theoretically perfect cars from the expert teams failed miserably. They looked great, but they couldn't handle the bumps and turns of the actual track. They weren't designed for reality; they were designed for a perfect-world theory. Lewis: And the IDEO car? Joe: The IDEO car, born from dozens of little failures and real-world tests, performed beautifully. They won. Lewis: That is a perfect story. It's theory versus reality, and reality won. It proves that a clunky prototype you've actually tested is worth more than a perfect plan on paper. It's the physical embodiment of 'fail often to succeed sooner.'

Synthesis & Takeaways

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Joe: Exactly. And that's how the two big ideas of the book connect. You start with the 'Human Lens' to find a real, unmet need—like the way a child actually holds a toothbrush. You find a problem worth solving. Lewis: A problem that other people, stuck in their boardrooms, can't even see. Joe: Then, you use the 'Bias for Action' to solve it. You rapidly prototype solutions, like the soapbox cars, testing and learning and failing, until you find an answer that actually works in the messy, unpredictable real world. Lewis: So the big takeaway isn't 'hang an airplane wing in your office' or 'enter a soapbox derby.' It's a two-step process. First, get out of your building and go watch your actual customers. Actually watch them. And second, stop trying to be perfect on the first try. Build something, anything, even if it's just a sketch or a model made of cardboard and tape, to make your idea real and get feedback. Joe: That's the perfect summary. It's a loop: Observe, Prototype, Learn. Repeat. That's the engine of innovation. It's not magic; it's a discipline. Lewis: And that's something anyone can do, in any job. You don't need a huge budget for that. You just need curiosity and a willingness to be wrong on the way to being right. Joe: That's it. So the challenge for everyone listening is this: what's one assumption you have about your customers, your colleagues, or your work that you could test with a tiny, crude 'prototype' this week? Don't write a report. Don't make a slide deck. Make something. Lewis: I love that. It could be a new email template, a different way to run the first five minutes of a meeting, a sketch of a new workflow. And we'd genuinely love to hear what you come up with. Drop us a line on our socials and tell us about your 'soapbox derby' moment. Joe: This is Aibrary, signing off.

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