The Brief: How our recent past should prepare us for the age of AI
Design Better20 Okt 2025

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 Learn more about your ad choices. Visit megaphone.fm/adchoices

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Episoder(268)

Creative Leadership Retreat: Paul Dichter

Creative Leadership Retreat: Paul Dichter

This episode kicks off a special series recorded live at our Creative Leadership Retreat in Sonoma, which we co-hosted with our friends at September Works in late September. We gathered 40 leaders fro...

4 Nov 1h

Maurice Cherry: Revision Path creator on why attention isn’t impact

Maurice Cherry: Revision Path creator on why attention isn’t impact

For eleven years, Maurice Cherry made a weekly podcast called Revision Path showcasing Black designers from around the world. He recorded more than 500 episodes with designers on six continents and bu...

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Tom Foley: How to pair typefaces and why the best brand fonts go unnoticed

Tom Foley: How to pair typefaces and why the best brand fonts go unnoticed

Tom Foley didn’t set out to design typefaces. As a postgraduate student at Central Saint Martins in London, he was researching why Ireland, unlike Switzerland, the Netherlands, or Germany, never seeme...

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Kevin Flores: Find Your Inner Rebel

Kevin Flores: Find Your Inner Rebel

Kevin Flores has been part of the Design Better community for years — we first met him in 2017, while he was leading design at 23andMe, back when we were researching how design teams are structured fo...

14 Okt 39min

Randy Hunt: Notion and Etsy design leader on why the best design teams stay small

Randy Hunt: Notion and Etsy design leader on why the best design teams stay small

In graduate school, Randy Hunt poured his heart and soul into a poster for Milton Glaser’s class, a picture built entirely from hand lettering that read as an image from across the room and as words u...

7 Okt 40min

Matt Owens:  Athletics co-founder on keeping your creative fire lit

Matt Owens: Athletics co-founder on keeping your creative fire lit

When Aarron was fresh out of grad school, working at an agency outside Philadelphia, he and his coworkers used to crowd around a monitor to study volumeone.com. Most websites back then had a picture, ...

5 Okt 55min

Blaine Billingsley: OpenAI designer on the collaboration problem AI hasn't solved yet

Blaine Billingsley: OpenAI designer on the collaboration problem AI hasn't solved yet

Blaine Billingsley is a staff designer at OpenAI, and his path there was anything but a straight line. He studied music composition and comparative religion, played guitar in Texas for a living (he re...

23 Sep 28min

Mack Paul: Co-author of Miracle Road on designing places where innovation happens

Mack Paul: Co-author of Miracle Road on designing places where innovation happens

In the mid-1950s, North Carolina was one of the poorest states in the country. Its economy ran on tobacco, furniture, and textiles — all three in decline — and its universities were turning out talent...

17 Sep 44min

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