I’ve been focused a lot on AI for product design recently, but I think it’s just as important to talk about AI for web design. Though I spend my days now leading a product design team and thinking a lot about UX for creating enterprise software, web design is still a large part of the design industry, as evidenced by the big interest in Framer in the recent Design Tools Survey.

Eric Karkovack writing for The WP Minute:

Several companies have released AI-based site generators; WordPress.com is among the latest. Our own Matt Medeiros took it for a spin. He “chatted” with a friendly bot that wanted to know more about his website needs. Within minutes, he had a website powered by WordPress.

These tools aren’t producing top agency-level websites just yet. Maybe they’re a novelty for the time being. But they’ll improve. With that comes the worry of their impact on freelancers. Will our potential clients choose a bot over a seasoned expert?

Karkovack is right. Current AI tools aren’t making well-thought custom websites yet. So as an agency owner or a freelance designer, you have to defend your position of expertise and customer service:

Those tools have a place in the market. However, freelancers and agencies must position themselves as the better alternative. We should emphasize our expertise and attention to detail, and communicate that AI is a helpful tool, not a magic wand.

But Karkovack misses an opportunity to offer sage advice, which I will do here. Take advantage of these tools in your workflow so that you can be more efficient in your delivery. If you’re in the WordPress ecosystem, use AI to generate some layout ideas, write custom JavaScript, make custom plugins, or write some copy. These AI tools are game-changing, so don’t rest on your laurels.

In this short piece by Luke Wroblewski, he observes how the chat box is slowly giving way as agents and MCP give AI chatbots a little more autonomy.

When agents can use multiple tools, call other agents and run in the background, a person's role moves to kicking things off, clarifying things when needed, and making use of the final output. There's a lot less chatting back and forth. As such, the prominence of the chat interface can recede even further. It's there if you want to check the steps an AI took to accomplish your task. But until then it's out of your way so you can focus on the output.

Sebastiaan de With, former designer at Apple and currently co-founder and designer at Lux (makers of Halide, Kino, Spectre, and Orion) imagined what the next era in iOS design might be. (WWDC, Apple’s developer conference is next week. This is typically when they unveil the new operating systems that will launch in the fall. Rumors are flying as usual.)

But he starts with a history lesson:

Smart people study history to understand the future. If we were to categorize the epochs of iOS design, we could roughly separate them into the Shaded Age, the Adaptive Age, and the New Age.

The Shaded Age, or skeuomorphic age, took inspiration from the Dashboard feature of Mac OS X Tiger. And then the Flat Age brought on by the introduction of iOS 7.

de With’s concept mocks for the New Age are fantastic. Based on the physicality of visionOS, with specular highlights and reactive reflections, it’s luscious and reminds me of the first time I ever laid eyes on Aqua—the glossy, candy-like look of the original Mac OS X. Steve Jobs said at its introduction, “…one of the design goals was when you saw it you wanted to lick it.”

Apologies for linking to a lot of Christopher Butler recently, but I really love his thinking about design. This time, Butler reminds us about the importance of structure and how the proto-graphic designers we studied in art history, like Piet Mondrian, mastered it.

A well-composed photograph communicates something essential even before we register its subject. A thoughtfully designed page layout feels right before we read a single word. There’s something happening in that first moment of perception that transcends the individual elements being composed.

My favorite passage in his essay begins here:

Perhaps we “read” composition the way we read text — our brains processing visual structure as a kind of fundamental grammar that exists beneath conscious recognition. Just as we don’t typically think about parsing sentences into subjects and predicates while reading, we don’t consciously deconstruct the golden ratio or rule of thirds while looking at an image. Yet in both cases, our minds are translating structure into meaning.

The next eight short paragraphs build on this idea and crescendo with this banger:

In recognizing composition as this fundamental visual language, we begin to understand why good design works at such a deep level. It’s not just about making things look nice — it’s about speaking fluently in a language that predates words, tapping into patterns of perception that feel as natural as breathing.

Composition is a fundamental visual language. I had never thought of it that way and yet it feels right.

The whole thing is great. Please go read it.

Brad Feld is sharing the Cursor prompts his friend Michael Natkin put together. It is more or less the same that I’ve gleaned from the Cursor forums, but it’s nice to have it consolidated here. If you’re curious to tackle any weekend coding project, follow these steps.

Nate Jones performed a yeoman’s job of summarizing Mary Meeker’s 340-slide deck on AI trends, the “2025 Technology as Innovation (TAI) Report.” For those of you who don’t know, Mary Meeker is a famed technology analyst and investor known for her insightful reports on tech industry trends. For the longest time, as an analyst at Kleiner Perkins, she published the Internet Trends report. And she was always prescient.

Half of Jones’ post is the summary, while the other half is how the report applies to product teams. The whole thing is worth 27 minutes of your time, especially if you work in software.

Tommy Geoco and team are finally out with the results of their 2024 UX Design Tools Survey.

First, two quick observations before I move on to longer ones:

• The respondent population of 2,200+ designers is well-balanced among company size, team structure, client vs. product focus, and leadership responsibility 
• Predictably, Figma dominates the tools stacks of most segments

Surprise #1: Design Leaders Use AI More Than ICs

As a reaction to the OpenAI + io announcement two weeks ago, Christopher Butler imagines a mesh computing device network he calls “personal ambient computing”:

…I keep thinking back to Star Trek, and how the device that probably inspired the least wonder in me as a child is the one that seems most relevant now: the Federation’s wearables. Every officer wore a communicator pin — a kind of Humane Pin light — but they also all wore smaller pins at their collars signifying rank. In hindsight, it seems like those collar pins, which were discs the size of a watch battery, could have formed some kind of wearable, personal mesh network. And that idea got me going…

He describes the device as a standardized disc that can be attached to any enclosure. I love his illustration too:

Essentially, it’s an always-on, always observing personal AI.

I am a huge Severance fan (as evidenced by my Outie fact generator). Here’s a behind-the-scenes look at how the “Lumon Listens” animated sequence from the premiere of season two came together.

I knew instantly that the brand identity was paying homage to Eadweard Muybridge’s famous photographic studies of a galloping horse. It’s a logo for an AI video company.

The whole case study from Jody Hudson-Powell and Luke Powell of Pentagram is great.

Some fun, free tools for designers, curated by Danil Vladimirov.

Following up on OpenAI’s acquisition of Jony Ive’s hardware startup, io, Mark Wilson, writing for Fast Company:

As Ive told me back in 2023, there have been only three significant modalities in the history of computing. After the original command line, we got the graphical user interface (the desktop, folders, and mouse of Xerox, Mac OS, and Windows), then voice (Alexa, Siri), and, finally, with the iPhone, multitouch (not just the ability to tap a screen, but to gesture and receive haptic feedback). When I brought up some other examples, Ive quickly nodded but dismissed them, acknowledging these as “tributaries” of experimentation. Then he said that to him the promise, and excitement, of building new AI hardware was that it might introduce a new breakthrough modality to interacting with a machine. A fourth modality. 

Hmm, it hasn’t taken off yet because AR hasn’t really gained mainstream popularity, but I would argue hand gestures in AR UI to be a fourth modality. But Ive thinks different. Wilson continues:

Ive’s fourth modality, as I gleaned, was about translating AI intuition into human sensation. And it’s the exact sort of technology we need to introduce ubiquitous computing, also called quiet computing and ambient computing. These are terms coined by the late UX researcher Mark Weiser, who in the 1990s began dreaming of a world that broke us free from our desktop computers to usher in devices that were one with our environment. Weiser did much of this work at Xerox PARC, the same R&D lab that developed the mouse and GUI technology that Steve Jobs would eventually adopt for the Macintosh. (I would also be remiss to ignore that ubiquitous computing is the foundation of the sci-fi film Her, one of Altman’s self-stated goalposts.)

Ah, essentially an always-on, always watching AI that is ready to assist. But whatever the form factor this device takes, it will likely depend on a smartphone:

The first io device seems to acknowledge the phone’s inertia. Instead of presenting itself as a smartphone-killer like the Ai Pin or as a fabled “second screen” like the Apple Watch, it’s been positioned as a third, er, um . . . thing next to your phone and laptop. Yeah, that’s confusing, and perhaps positions the io product as unessential. But it also appears to be a needed strategy: Rather than topple these screened devices, it will attempt to draft off them.

Wilson ends with the idea of a subjective computer, one that has personality and gives you opinions. He explains:

I think AI is shifting us from objective to subjective. When a Fitbit counts your steps and calories burned, that’s an objective interface. When you ask ChatGPT to gauge the tone of a conversation, or whether you should eat better, that’s a subjective interface. It offers perspective, bias, and, to some extent, personality. It’s not just serving facts; it’s offering interpretation. 

The entire column is worth a read.

Nick Babich writing for UX Planet:

Because AI design and code generators quickly take an active part in the design process, it’s essential to understand how to make the most of these tools. If you’ve played with Cursor, Bolt, Lovable, or v0, you know the output is only as good as the input.

Well said, especially as prompting is the primary input for these AI tools. He goes on to enumerate his five parts to a good prompt. Worth a quick read.

Related to my earlier post today about Arc’s novelty tax, here’s an essay by DOC, a tribute to consistency.

Leveraging known, established UX patterns and sticking to them prevent users from having to learn net-new interactions and build net-new mental models every time they engage with a new product.

But, as Josh Miller wrote in the aforementioned post, “New interfaces start from familiar ones.” DOC’s essay uses jazz as a metaphor:

Consistency is about making room for differentiation. Think about a jazz session: the band starts from a known scale, rhythm. One musician breaks through, improvising on top of that pattern for a few minutes before joining the band again. The band, the audience, everyone knows what is happening, when it starts and when it ends, because the foundation of it all is a consistent melody.

Josh Miller, writing in The Browser Company’s substack:

After a couple of years of building and shipping Arc, we started running into something we called the “novelty tax” problem. A lot of people loved Arc — if you’re here you might just be one of them — and we’d benefitted from consistent, organic growth since basically Day One. But for most people, Arc was simply too different, with too many new things to learn, for too little reward.

“Novelty tax” is another way of saying using non-standard patterns that users just didn’t get. I love Arc. It’s my daily driver. But, Miller is right that it does have a steep learning curve. So there is a natural ceiling to their market.

Miller’s conclusion is where things get really interesting:

Let me be even more clear: traditional browsers, as we know them, will die. Much in the same way that search engines and IDEs are being reimagined [by AI-first products like Perplexity and Cursor]. That doesn’t mean we’ll stop searching or coding. It just means the environments we do it in will look very different, in a way that makes traditional browsers, search engines, and IDEs feel like candles — however thoughtfully crafted. We’re getting out of the candle business. You should too.

“You should too.”

And finally, to bring it back to the novelty tax:

New interfaces start from familiar ones. In this new world, two opposing forces are simultaneously true. How we all use computers is changing much faster (due to AI) than most people acknowledge. Yet at the same time, we’re much farther from completely abandoning our old ways than AI insiders give credit for. Cursor proved this thesis in the coding space: the breakthrough AI app of the past year was an (old) IDE — designed to be AI-native. OpenAI confirmed this theory when they bought Windsurf (another AI IDE), despite having Codex working quietly in the background. We believe AI browsers are next.

Sad to see Arc’s slow death, but excited to try Dia soon.

Nearly three weeks after it was introduced at Figma Config 2025, I finally got access to Figma Make. It is in beta and Figma made sure we all know. So I will say upfront that it’s a bit unfair to do an official review. However, many of the tools in my AI prompt-to-code shootout article are also in beta. 

Since this review is fairly visual, I made a video as well that summarizes the points in this article pretty well.

Patrick Morgan writing for UX Collective:

The tactical tasks that juniors traditionally cut their teeth on are increasingly being delegated to AI tools. Tasks that once required a human junior designer with specialized training can now be handled by generative AI tools in a fraction of the time and cost to the organization.

This fundamentally changes the entry pathway. When the low-complexity work that helped juniors develop their skills is automated away, we lose the natural onramp that allowed designers to gradually progress from tactical execution to strategic direction.

Remote work has further complicated things by removing informal learning opportunities that happen naturally in an in-person work environment, like shadowing senior designers, being in the room for strategy discussions, or casual mentorship chats.

I've been worried about this a lot. I do wonder how the next class of junior designers—and all professionals, for that matter—will learn. (I cited Aneesh Raman, chief economic opportunity officer at LinkedIn, in my previous essay.)

Morgan does have some suggestions:

Instead of waiting for the overall market to become junior-friendly again (which I don’t see happening), focus your search on environments more structurally accepting of new talent:

1. Very early-stage startups: Pre-seed or seed companies often have tight budgets and simply need someone enthusiastic who can execute designs. It will be trial-by-fire, but you’ll gain rapid hands-on experience.

2. Stable, established businesses outside of ‘big tech’: Businesses with predictable revenue streams often provide structured environments for junior designers (my early experience at American Express is a prime example). It might not be as glamorous as a ‘big tech’ job, but as a result they’re less competitive while still offering critical experience to get started.

3. Design agencies: Since their business model focuses on selling design services, agencies naturally employ more designers and can support a mix of experience levels. The rapid exposure to multiple projects makes them solid launchpads even if your long-term goal is to work in-house in tech.

Tabitha Swanson for It’s Nice That:

A few years ago, I realised that within a week, I was using about 25 different design programs, each with their own nuances, shortcuts, and technological learning curves. (That number has continued to grow.) I also began to notice less time to rest in the state of full technological proficiency in a tool before trends and software change again and it became time to learn a new one. I’ve learned so many skills over the years, both to stay current, but also out of genuine curiosity. But the pressure to adapt to new technologies as well as perform on social media, update every platform, my portfolio, website and LinkedIn and keep relations with clients, is spiritually draining. Working as a creative has never felt more tiring. I posted about this exhaustion on Instagram recently and many people got in touch saying they felt the same – do you feel it too?

I get it. There's always so many new things to learn and keep up with, especially in the age of AI. That's why I think the strategic skills are more valuable and therefore more durable in the long run.

OpenAI is acquiring a hardware company called “io” that Jony Ive cofounded just a year ago:

Two years ago, Jony Ive and the creative collective LoveFrom, quietly began collaborating with Sam Altman and the team at OpenAI.

…

It became clear that our ambitions to develop, engineer and manufacture a new family of products demanded an entirely new company. And so, one year ago, Jony founded io with Scott Cannon, Evans Hankey and Tang Tan.

We gathered together the best hardware and software engineers, the best technologists, physicists, scientists, researchers and experts in product development and manufacturing. Many of us have worked closely for decades.

The io team, focused on developing products that inspire, empower and enable, will now merge with OpenAI to work more intimately with the research, engineering and product teams in San Francisco.

It has been an open rumor that Sam Altman and Ive has been working together on some hardware. I had assumed they formalized their partnership already, but I guess not.

There are some bold statements that Ive and Altman make in the launch video, teasing a revolutionary new device that will enable quicker, better access to ChatGPT. Something that is a lot less friction than how Altman explains in the video:

If I wanted to ask ChatGPT something right now about something we had talked about earlier, think about what would happen. I would like reached down. I would get on my laptop, I'd open it up, I’d launch a web browser, I'd start typing, and I'd have to, like, explain that thing. And I would hit enter, and I would wait, and I would get a response. And that is at the limit of what the current tool of a laptop can do. But I think this technology deserves something much better.

There are a couple of other nuggets about what this new device might be from the statements Ive and Altman made to Bloomberg:

…Ive and Altman don’t see the iPhone disappearing anytime soon. “In the same way that the smartphone didn’t make the laptop go away, I don’t think our first thing is going to make the smartphone go away,” Altman said. “It is a totally new kind of thing.”

…

“We are obviously still in the terminal phase of AI interactions,” said Altman, 40. “We have not yet figured out what the equivalent of the graphical user interface is going to be, but we will.”

While we don’t know what the form factor will be, I’m sure it won’t be a wearable pin—ahem, RIP Humane. Just to put it out there—I predict it will be a voice assistant in an earbud, very much like the AI in the 2013 movie “Her.” Altman has long been obsessed with the movie, going as far as trying to get Scarlett Johansson to be one of the voices for ChatGPT.

EDIT 5/22/2025, 8:58am PT: Added prediction about the form factor.

I remember two years ago, when my CEO at the startup I worked for at the time, said that no VC investments were being made unless it had to do with AI. I thought AI was overhyped, and that the media frenzy over it couldn’t get any crazier. I was wrong.

Looking at Google Trends data, interest in AI has doubled in the last 24 months. And I don’t think it’s hit its plateau yet.

Sam Bradley, writing for Digiday:

One year in from the launch of Google’s AI Overviews, adoption of AI-assisted search tools has led to the rise of so-called “zero-click search,” meaning that users terminate their search journeys without clicking a link to a website.

“People don’t search anymore. They’re prompting, they’re gesturing,” said Craig Elimeliah, chief creative officer at Code and Theory.

It’s a deceptively radical change to an area of the web that evolved from the old business of print directories and classified sections — one that may redefine how both web users and marketing practitioners think about search itself.

And I wrote about answer engines, earlier this year in January:

…the fundamental symbiotic economic relationship between search engines and original content websites is changing. Instead of sending traffic to websites, search engines, and AI answer engines are scraping the content directly and providing them within their platforms.

I was recently featured on the Design of AI podcast to discuss my article that pit eight AI prompt-to-code tools head to head. We talked through the list but I also offered a point of view on where I see the gap.

Arpy Dragffy and Brittany Hobbs close out the episode this way (emphasis mine):

So it's great that Roger did that analysis and that evaluation. I honestly am a bit shocked by those results. Again, his ranking was that Subframe was number one, Onlook was two, v0 number three, Tempo number four. But again, if you look at his matrix, only two of the tools scored over 70 out of 100 and only one of the tools he could recommend. And this really shines a dark light on AI products and their maturity right now. But I suspect that this comes down to the strategy that was used by some of these products. If you go to them, almost every single one of them is actually a coding tool, except the two that scored the highest.

Onlook, its headline is “The Cursor for Designers.” So of course it's a no brainer that makes a lot of sense. That's part of their use cases, but nonetheless it didn't score that good in his matrix.

The top scoring one from his list Subframe is directly positioned to designers. The title is “Design meet code.” It looks like a UI editor. It looks like the sort of tool that designers wish they had. These tools are making it easier for product managers to run research programs, to turn early prototypes and ideas into code to take code and really quick design changes. When you need to make a change to a website, you can go straight into one of these tools and stand up the code.

Listen on Apple Podcasts and Spotify.

I tried early versions of Stable Diffusion be ended up using exclusively Midjourney because of the quality. I’m excited to check out the full list. (Oh, and of course I’ve used DALL-E as well via ChatGPT. But there’s not a lot of control there.)

John Gruber wrote a hilarious rant about the single-story a in the iOS Notes app:

I absolutely despise the alternate single-story a glyph that Apple Notes uses. I use Notes every single day and this a bothers me every single day. It hurts me. It’s a childish silly look, but Notes, for me, is one of the most serious, most important apps I use. 

Since that sparked some conversation online, he followed up with a longer post about typography in early versions of the Mac system software:

…Apple actually shipped System 1.0 with a version of Geneva with a single-story a glyph — but only in the 9-point version of Geneva. At 12 points (and larger), Geneva’s a was double-story.

To me, it does make sense that 9-point Geneva would have a single-story a, since there are less pixels to draw the glyph well and to distinguish better from the lowercase e.

Allen Pike:

While chat is powerful, for most products chatting with the underlying LLM should be more of a debug interface – a fallback mode – and not the primary UX.

I agree. Pike breaks down the various non-chat UIs in his post.