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Design Better

The Curiosity Department, sponsored by Wix Studio
Design Better
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  • Alison Rand: Leading with radical humanity instead of radical candor
    We’ve worked alongside people for years, only to realize that we know nothing about their personal life. And it probably affected our working relationship. Knowing your colleagues as humans reframes inevitable challenges at work. Had we known our colleagues better, would we have worked through disagreements better or found new ways to collaborate? Yeah, we sure would have. Alison Rand, who helped establish the discipline of design operations through roles at Hot Studio, Frog, Automattic, and SAP, explores building relationships at work in her new book Sentido—a term that encompasses both making sense of things and feeling them deeply. In our conversation, Alison challenges the Silicon Valley orthodoxy of radical candor with her concept of radical humanity. She also explains why designops is fundamentally heart-driven work, and draws unexpected parallels between organizational dynamics and the regenerative systems of Puerto Rico’s El Yunque rainforest. Bio Alison Rand brings a unique perspective forged in the crucible of real experience. A native NewYorker who lost her mother at sixteen, she learned early that life rarely follows neat narratives. Her career trajectory—from navigating the male-dominated agency world to building design operations practices at scale—taught her that the skills needed to thrive professionally often mirror those learned navigating the New York subway in the 1980s. After being laid off the same week MIT Press accepted her book proposal, she retreated to the woods to write what became part memoir, part radical reimagining of design leadership. She makes the case that organic intelligence matters as much as academic credentials, and that the future of design leadership lies not in prescriptive frameworks but in building cultures of genuine mutualism. Whether you’re wrestling with organizational transformation or questioning the artificial boundaries between personal and professional identity, Alison offers hard-won wisdom about leading with both courage and compassion in spaces that often reward neither. *** Premium Episodes on Design Better This ad-supported episode is available to everyone. If you’d like to hear it ad-free, upgrade to our premium subscription, where you’ll get an additional 2 ad-free episodes per month (4 total). Premium subscribers also get access to the documentary Design Disruptors and our growing library of books: You’ll also get access to our monthly AMAs with former guests, ad-free episodes, discounts and early access to workshops, and our monthly newsletter The Brief that compiles salient insights, quotes, readings, and creative processes uncovered in the show. And subscribers at the annual level now get access to the Design Better Toolkit, which gets you major discounts and free access to tools and courses that will help you unlock new skills, make your workflow more efficient, and take your creativity further. Upgrade to paid
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  • The Brief: How our recent past should prepare us for the age of AI
    In this issue of The Brief, we’re reflecting on what we learned about the past and future of design from our conversation with Paola Antonelli (The Museum of Modern Art), Mark Wilson (Fast Company), Kate Aronowitz (GV), Mike Davidson (Microsoft), and Meaghan Choi (Anthropic). Looking back at 30 years of design by Eli Woolery Roughly thirty years ago, I was an undergrad, sitting in our dorm’s computer cluster —this was before the days when most students had laptops. I ran into something I hadn’t seen before. It was called Netscape Navigator, and it was one of the first commercial internet browsers (which our very first guest on Design Better, Irene Au, helped design). I clicked on one of the buttons (probably, “What’s Cool”), and along with a nifty loading animation, the browser took me down some early internet rabbit hole. I don’t remember where exactly I ended up, but I do remember being blown away by the experience. As a computer nerd kid in the 80’s, I had spent plenty of time with bulletin board systems (BBS’s) and things like America Online, which we could access through a dial-up modem from home. But this was very different. It was fast—compared to what I was used to—and it felt like I could almost instantaneously access content from all around the world (even though the content online at the time was a miniscule fraction of what it is today). I had entered school to study product design, but this was for products in the physical world…digital product design didn’t exist as we know it today. The first use of the phrase “User Experience” in a job title was Don Norman’s role a a User Experience Architect at Apple in the mid-90s. Browsers like Netscape Navigator, and then the introduction of the iPhone in 2007, opened up a new world of opportunities and challenges for the field of design. In our conversation with Paola and Mark, we talked about four: the democratization paradox, design’s loss of innocence, the fragmentation of the design profession, and the shift from tangible to intangible design. The Democratization Paradox “We democratized all the tools and we democratized none of the platforms. And that gap is just in a nutshell, kind of what’s broken about the individual’s ability to communicate.”—Mark Wilson, Fast Company While design tools and capabilities have been democratized (everyone can now access design software, create content, etc.), the platforms and systems remain highly centralized within a few large companies—Meta, Google, TikTok, etc. The early, messy days of the internet (Geocities, MySpace) have been largely tamed, which can make for better user experiences, but we also miss the wild creativity that came from having an infinite number of ways to express yourself online. Back then, your personal web page could be a nightmare of animated GIFs, visitor counts, and autoplay music—terrible for usability, but at least it was yours. Today, we’re all posting in the same formats, and are subjected to the same algorithmic rules for engagement. The tools to create have never been more powerful or accessible, yet we’re increasingly creating within narrower and narrower boundaries defined by a handful of tech giants. Visit our Substack to read the whole article: ⁠https://designbetterpodcast.com/p/the-brief-how-our-recent-past-should⁠
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  • Fitz and the Tantrums: Finding your creative voice in your 40's and why success feels different than you think
    This is a preview of a premium Design Better episode. Visit our Substack to hear the whole interview, for bonus content, and more: ⁠https://designbetterpodcast.com/p/fitz-and-the-tantrums With the 150th official episode of Design Better, we’ve got something special for you. For many of us, if we haven’t had creative success by our 40’s, we feel like we may have missed the boat. But Michael “Fitz” Fitzpatrick of Fitz and the Tantrums didn’t achieve pop star status until he was well into his 40’s, and now that he’s in his 50’s he feels like he’s just getting started. Haven’t heard of Fitz and the Tantrums? Yes you have...their hit single "HandClap" has rocked stadiums at sporting events around the world. In our conversation, Fitz reveals how the band prototypes their live performances and why constraint has been essential to their creative evolution. He talks to us about the parallels of songwriting and product design, the importance of reading the room—whether it’s 50 or 50,000 people—and why the best performances, like the best designs, create space for the audience to become co-creators. Fitz also opens up about how even after achieving his creative dreams, there was an emptiness that he struggled with, and where he found true happiness. Bio Michael “Fitz” Fitzpatrick (born Michael Sean Fitzpatrick on July 21, 1970) is a French-American musician, singer, and songwriter best known as the frontman and creative force behind the indie pop and neo-soul band Fitz and the Tantrums. Born in Montluçon, France and raised in Los Angeles, Fitzpatrick studied vocal music in high school and later attended the California Institute of the Arts, where he explored experimental film. Before forming his own band, he worked behind the scenes as a sound engineer, collaborating with producer Mickey Petralia. In 2008, Fitzpatrick bought a used church organ for fifty dollars and wrote “Breakin’ the Chains of Love” that same night — the song that would inspire the creation of Fitz and the Tantrums. As lead vocalist and keyboardist, he helped the group rise quickly with their debut album Pickin’ Up the Pieces (2010), which drew praise for its blend of Motown soul, indie pop, and modern energy. Subsequent albums such as More Than Just a Dream and their self-titled 2016 release, featuring the breakout hit “HandClap,” cemented the band’s place in the modern pop landscape.
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  • Bonus Episode: 30 years of design with Wert&Co, live in NYC featuring Paola Antonelli, Mark Wilson,Kate Aronowitz, Mike Davidson, and Meaghan Choi
    Visit our Substack for bonus content and more:https://designbetterpodcast.com/p/bonus-episode-30-years-of-design Today we celebrate 30 years of Wert&Co.—the quiet champions of design who have shaped our field by placing the brightest designers in roles of influence at brands that impact culture, commerce, and community. Design Better is brought to you by Wix Studio, the most powerful web design platform for entrepreneurs, agencies, and creative thinkers. Learn more → To mark the occasion, Design Better is live in New York City with an inspiring panel. We’ll look back at how design has shaped the world over the past three decades and look ahead to the essential role design must play as technology reshapes the human experience. Our conversation begins with Paola Antonelli, Senior Curator of Architecture and Design and Director of Research & Development at The Museum of Modern Art. Paola is one of the most influential voices in contemporary design, exploring how design shapes culture, technology, and society. We’re also joined by Mark Wilson, Global Design Editor at Fast Company. Mark covers the intersection of design, technology, and culture, bringing a journalist’s rigor and a designer’s eye to stories that reach millions. In the second half of our conversation, we shift our focus to the present and future of design—the teams, the individual contributors, and the leaders who are navigating this evolution in real time. Kate Aronowitz, and Meaghan Choi, and Mike Davidson are three leaders who have different perspectives on where design is headed, and what it means to build meaningful careers in this rapidly changing landscape. Kate Aronowitz is a Design Partner at GV, where she helps companies of all sizes build design-driven cultures. Meaghan Choi is a Product Designer at Anthropic, focused on developer experiences for emerging technologies like AI and cloud computing, including her work on Claude Code. Mike Davidson is VP of Design and User Research at Microsoft AI, with more than two decades leading design at companies including Twitter, Disney, and ESPN.
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  • Rewind: Paola Antonelli: How design shapes culture
    Visit our Substack for bonus content and more: https://designbetterpodcast.com/p/rewind-paola-antonelli Design Better has been on the road recently, recording a live episode in Manhattan for design search firm Wert & Co’s 30th anniversary. Guests for the episode included Paola Antonelli (senior curator in the Department of Architecture and Design at MoMA) Mike Davidson (VP of Design and User Research at Microsoft AI), Kate Aronowitz (Design Partner at Google Ventures), Meaghan Choi (Product Designer at Anthropic), & Mark Wilson (Global Design Editor at Fast Company). While Aarron and I are catching up from travel, and as a lead-in to the live episode airing next week, we’re rewinding to our interview with Paola Antonelli. We hope you enjoy the episode. And if you haven’t checked it out yet, did you know you can save over $1600 on popular productivity tools and design and AI courses with the Design Better Toolkit? Just head over to dbtr.co/toolkit to learn more. *** The Museum of Modern Art brings to mind images of Van Gough’s Starry Night, Salvador Dali’s Persistence of Memory, and Andy Warhol’s Campbell Soup Cans. But thanks to Paola Antonelli, senior curator in the Department of Architecture and Design, MoMA exhibitions also encompass the role design has played in shaping culture and the human experience. We talk with Paola about how we can look at digital design through a historic lens, some of the most important design movements in the past 100 years, and how the creative process has evolved through these different movements. We also talk about the history of the @ symbol, why craftsmanship is necessary to experimentation, and some of the current challenges in design education. We hope you enjoy this episode which is a part of our series on design history, with upcoming episodes on typography with Jonathan Hoefler, and the history and philosophy of design with Professor Barry Katz. Paola Antonelli joined The Museum of Modern Art in 1994 and is the Museum’s Senior Curator in the Department of Architecture and Design, as well as MoMA’s founding Director of Research and Development. Her work investigates design in all its forms, from architecture to video games, often expanding its reach to include overlooked objects and practices. An architect trained at the Polytechnic of Milan and a pasionaria of design, Antonelli has been named one of the 25 most incisive design visionaries in the world by TIME magazine, has earned the Design Mind Smithsonian Institution’s National Design Award, has been inducted in the US Art Directors Club Hall of Fame, and has received the AIGA (American Institute of Graphic Artists,) the London Design Medal, and the German Design Award, among other accolades.
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About Design Better

Design Better co-hosts Eli Woolery and Aarron Walter explore the intersection of design, technology, and the creative process through conversations with guests across many creative fields, helping you hone your craft, unlock your creativity, and learn the art of collaboration. Whether you’re design curious or a design pro, Design Better is guaranteed to inspire and inform. Vanity Fair calls Design Better, “sharp, to the point, and full of incredibly valuable information for anyone looking to better understand how to build a more innovative world.”
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