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(253)

Ian Bogost: Game designer, Atlantic writer, and philosopher of the ordinary, on the small stuff that makes life delightful

Ian Bogost: Game designer, Atlantic writer, and philosopher of the ordinary, on the small stuff that makes life delightful

A few years ago, Ian Bogost wrote what he thought was a throwaway Atlantic piece about how electric vehicles would finally kill the manual transmission. It went off like a bomb — and the reaction told...

15 Jul 47min

Chris Entwisle and Mark Havens: authors of WAIL on the constraints that led to timeless designs for Prestige Records

Chris Entwisle and Mark Havens: authors of WAIL on the constraints that led to timeless designs for Prestige Records

Years ago, two friends in Philadelphia — both designers, both obsessed with jazz — kept noticing the same notation on the back of their favorite records: “recorded by Van Gelder in Hackensack.” So one...

1 Jul 24min

Niyati Gupta: Netflix Product Design Lead on what happens when a designer becomes a product manager, and why your influence might not be in your title

Niyati Gupta: Netflix Product Design Lead on what happens when a designer becomes a product manager, and why your influence might not be in your title

Niyati Gupta describes her career as one long experiment — deliberately putting herself in uncomfortable, ambiguous situations and treating every move as a personal learning loop. That instinct took h...

25 Jun 44min

Mike Schnaidt: Fast Company Creative Director on typography, creative endurance, and designing for the long haul

Mike Schnaidt: Fast Company Creative Director on typography, creative endurance, and designing for the long haul

Typography is often treated as a detail — the thing you finalize after the real design decisions are made. But for our next guest, it’s closer to the foundation everything else rests on. He’s spent tw...

17 Jun 23min

Bonus Episode: Dorrian Porter returns with the Vestaboard Note

Bonus Episode: Dorrian Porter returns with the Vestaboard Note

There’s something magical about the Vestaboard: it’s a physical, split-flap display connected to the internet that displays missives and useful information with a charm that we love. The Vestaboard in...

11 Jun 39min

Tina Roth Eisenberg: Creative Mornings founder on building communities that run on trust

Tina Roth Eisenberg: Creative Mornings founder on building communities that run on trust

When Tina Roth Eisenberg moved to New York in 1999 as a new designer, she kept asking herself the same question: where are my people? Eighteen years ago, she answered it by starting Creative Mornings—...

10 Jun 37min

Paul Ford: Writer, developer & "fun Cassandra" on why everything is changing (but not how you think)

Paul Ford: Writer, developer & "fun Cassandra" on why everything is changing (but not how you think)

Paul Ford likes to call himself a “fun Cassandra” — someone who, like the priestess in Greek mythology, sees trouble coming, but unlike her tries to make the warning as entertaining as possible. He’s ...

3 Jun 26min

Jessie McGuire: National Design Award-winning studio leader on design as a civic tool

Jessie McGuire: National Design Award-winning studio leader on design as a civic tool

As the United States approaches its 250th anniversary, the Constitution remains the most consequential document in American life — and more people are reading it than ever. But pick up almost any comm...

27 Mai 41min

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