Chatboxes have become the uber box for all things AI. The criticism of this blank box has been the cold start issue. New users don't know what to type. Designers shipping these product mostly got around this problem by offering suggested prompts to teach users about the possibilities.

The issue on the other end is that expert users end up creating their own library of prompts to copy and paste into the chatbox for repetitive tasks.

Sharang Sharma writing in UX Collective illustrates how these UIs can be smarter by being predictive of intent:

Contrary, Predictive UX points to an alternate approach. Instead of waiting for users to articulate every step, systems can anticipate intent based on behavior or common patterns as the user types. Apple Reminders suggests likely tasks as you type. Grammarly predicts errors and offers corrections inline. Gmail’s Smart Compose even predicts full phrases, reducing the friction of drafting entirely.

Sharma says that the goal of predictive UX is to “reduce time-to-value and reframe AI as an adaptive partner that anticipates user’s intent as you type.”

Imagine a little widget that appears within the chatbox as you type. Kind of a cool idea.

Ah, this brings back memories! I spent so much time in MacPaint working with these patterns when I was young. Paul Smith faithfully recreates them:

I was working on something and thought it would be fun to use one of the classic Mac black-and-white patterns in the project. I'm talking about the original 8×8-pixel ones that were in the original Control Panel for setting the desktop background and in MacPaint as fill patterns.

I figured there'd must be clean, pixel-perfect GIFs or PNGs of them somewhere on the web. And perhaps there are, but after poking around a bit, I ran out of energy for that, but by then had a head of steam for extracting the patterns en masse from the original source, somehow. Then I could produce whatever format I needed for them.

For men of a certain age, Pink Floyd represents a milieu—brooding, melancholy, emo before emo had a name. I started listening to Floyd in high school and being a kid who always felt like an outsider, The Wall really resonated with me. In college, I started exploring their back catalog and Animals and Wish You Were Here became my favorites. Of course, as a designer, I have always loved the album covers. Storm Thorgerson and Hipgnosis’ surreal photos were mind-bending and added to the music’s feelings of alienation, yearning, and the aching beauty of being lost.

I hadn’t listened to the music in a while but the song “Two Suns in the Sunset” from The Final Cut periodically pops into my head. I listened to the full album last Sunday. On Tuesday, I pulled up their catalog again to play in the background while I worked and to my surprise, all the trippy cover art was replaced by white type on a black surface!

Thinking about this morning’s link about web forms, if you abstract why it’s so powerful, you get to the point of human-computer interaction: the computer should do what the user intends, not the buttons they push.

Matt Webb reminds us about the DWIM, or Do What I Mean philosophy in computing that was coined by Warren Teitelman in 1966. Webb quotes computer scientist Larry Masinter:

DWIM is an embodiment of the idea that the user is interacting with an agent who attempts to interpret the user’s request from contextual information. Since we want the user to feel that he is conversing with the system, he should not be stopped and forced to correct himself or give additional information in situations where the correction or information is obvious.

Webb goes on to say:

Squint and you can see ChatGPT as a DWIM UI: it never, never, never says “syntax error.”

Now, arguably it should come back and ask for clarifications more often, and in particular DWIM (and AI) interfaces are more successful the more they have access to the user’s context (current situation, history, environment, etc).

But it’s a starting point. The algo is: design for capturing intent and then DWIM; iterate until that works. AI unlocks that.

Forms is one of the fundamental things we make users do in software. Whether it’s the login screen, billing address form, or a mortgage application, forms are the main method for getting data from users and into computer-accessible databases. The human is deciding what piece of information to put into which column in the database. With AI, form filling should be much simpler.

Luke Wroblewski makes the argument:

With Web forms, the burden is on people to adapt to databases. Today's AI models, however, can flip this requirement. That is, they allow people to provide information in whatever form they like and use AI do the work necessary to put that information into the right structure for a database.

How can it work?

With AgentDB connected to an AI model (via an MCP server), a person can simply say "add this" and provide an image, PDF, audio, video, you name it. The model will use AgentDB's template to decide what information to extract from this unstructured input and how to format it for the database. In the case where something is missing or incomplete, the model can ask for clarification or use tools (like search) to find possible answers.

Today’s Apple keynote opened with a classic quote from Steve Jobs.

Then a video played, focused on the fundamental geometric shapes that can be found in Apple’s products: circles in the HomePod, iPhone shutter button, iPhone camera, MagSafe charging ring, Digital Crown on Apple Watch; rounded squares in the charging block, Home scene button, Mac mini, keycaps, Finder icon, FaceID; to the lozenges found in the AirPods case, MagSafe port, Liquid Glass carousel control, and the Action button on Apple Watch Ultra.

Then Tim Cook repeated the notion in his opening remarks:

I believe purity tests of any sort are problematic. And it’s much too easy to throw around the “This is AI slop!” claim. AI was used in the main title sequence for the Marvel TV show Secret Invasion. But it was on purpose and aligned with the show’s themes of shapeshifters.

Anyway, Daniel John, writing in the Creative Bloq:

[Lady] Gaga just dropped the music video for The Dead Dance, a song debuted in Season 2 of Netflix's Wednesday. Directed by Tim Burton, it's a suitably nightmarish black-and-white cacophony of monsters and dolls. But some are already claiming that parts of it were made using AI.

John shows a tweet from @graveyardquy as an example:

i didn’t think we’d ever be in a timeline where a tim burton x lady gaga collab would turn out to be AI slop… but here we are

We need to separate quality critiques from tool usage. If it looks good and is appropriate, I’m fine with CG, AI, and whatever comes next that helps tell the story. Same goes for what we do as designers, ’natch.

Gaga’s song is great. It’s a bop, as the kids say, with a neat music video to boot.

Brad Frost, of atomic design fame, wrote a history of themeable UIs as part of a deep dive into design tokens. He writes, “Design tokens may be the latest incarnation, but software creators have been creating themeable user interfaces for quite a long time!”

About Mario and Luigi from Super Mario Bros.:

It’s wild that two of the most iconic characters in the history of pop culture — red-clad Mario and green-clad Luigi — are themeable UI elements born from pragmatic ingenuity to overcome technological challenges. Freaking amazing.

Here’s a fun visual essay about a artist Yufeng Zhao’s piece “Alt Text in NYC.” It’s a essentially a visual search engine that searches all the text (words) on the streets of New York City. The dataset comprises of over eight million photos from Google Street View! Matt Daniels, writing for The Pudding:

The result is a search engine of much of what’s written in NYC’s streets. It's limited to what a Google Street View car can capture, so it excludes text in areas such as alleyways and parks, or any writing too small to be read by a moving vehicle.

The scale of the data is immense: over 8 million Google Street View images (from the past 18 years) and 138 million identified snippets of text.

Just over halfway down the article, there is a list of the top 1,000 words in the data. Most are expected words from traffic signs like “stop.” But number twenty-five is “Fedders,” the logo of an air-conditioner brand popular in the 1950s to the 1990s. They’re all over the exteriors of the city’s buildings.

Best viewed on your computer, IMHO.

Josh Miller, CEO, and Hursh Agrawal, CTO, of The Browser Company:

Today, The Browser Company of New York is entering into an agreement to be acquired by Atlassian in an all-cash transaction. We will operate independently, with Dia as our focus. Our objective is to bring Dia to the masses.

Super interesting acquisition here. There is zero overlap as far as I can tell. Atlassian’s move is out of left-field. Dia’s early users were college students. The Browser Company more recently opened it up to former Arc users. Is this bet for Atlassian—the company that makes tech-company-focused products like Jira and Confluence—around the future of work and collaboration? Is this their first move against Salesforce? 🤔

DOC is a publication from Fabricio Teixeira and Caio Braga that I’ve linked to before. Their latest reflection is on interfaces.

A good user interface is a good conversation.

Interfaces thrive on clarity, responsiveness, and mutual understanding. In a productive dialogue, each party clearly articulates their intentions and receives timely, understandable responses. Just as a good conversationalist anticipates the next question or need, a good interface guides you smoothly through your task. At their core, interfaces translate intent into action. They’re a bridge between what's in your head and what the product can do.

Reflection is the best word I’ve found to describe these pieces. They’re hype-free, urging us to take a step back, and—at least for me—a reminder about our why.

In the end, interfaces are also a space for self-expression.

The ideal of "no interface" promises ultimate efficiency and direct access—but what do we lose in that pursuit? Perhaps the interface is not just a barrier to be minimized, but a space for human expression. It's a canvas; a place to imbue a product with personality, visual expression, and a unique form of art.

When we strip that away, or make everything look the same, we lose something important. We trade the unique and the delightful for the purely functional. We sacrifice a vital part of what makes technology human: the thoughtful, and sometimes imperfect, ways we present ourselves to the world.

I rewatched the 1982 film TRON for the umpteenth time the other night with my wife. I have always credited this movie as the spark that got me interested in computers. Mind you, I was nine years old when this film came out. I was so excited after watching the movie that I got my father to buy us a home computer—the mighty Atari 400 (note sarcasm). I remember an educational game that came on cassette called “States & Capitals” that taught me, well, the states and their capitals. It also introduced me to BASIC, and after watching TRON, I wanted to write programs!

Back in the early days of computing—the 1960s and ’70s—there was no distinction between users and programmers. Computer users wrote programs to do stuff for them. Hence the close relationship between the two that’s depicted in TRON. The programs in the digital world resembled their creators because they were extensions of them. Tron, the security program that Bruce Boxleitner’s character Alan Bradley wrote, looks like its creator. Clu looked like Kevin Flynn, played by Jeff Bridges. Early in the film, a compound interest program who was captured by the MCP’s goons says to a cellmate, “if I don’t have a User, then who wrote me?”

Hard to believe that the Domino’s Pizza tracker debuted in 2008. The moment was ripe for them—about a year after the debut of the iPhone. Mobile e-commerce was in its early days.

Alex Mayyasi for The Hustle:

…the tracker’s creation was spurred by the insight that online orders were more profitable – and made customers more satisfied – than phone or in-person orders. The company’s push to increase digital sales from 20% to 50% of its business led to new ways to order (via a tweet, for example) and then a new way for customers to track their order.

Mayyasi weaves together a tale of business transparency, UI, and content design, tracing—or tracking?—the tracker’s impact on business since then. “The pizza tracker is essentially a progress bar.” But progress bars do so much for the user experience, most of which is setting proper expectations.

President Trump signed an executive order creating America by Design, a national initiative to improve the usability and design of federal services, both digital and physical. The order establishes a National Design Studio inside the White House and appoints Airbnb co-founder and RISD graduate Joe Gebbia as the first Chief Design Officer. The studio’s mandate: cut duplicative design costs, standardize experiences to build trust, and raise the quality of government services. Gebbia said he aims to make the U.S. “the most beautiful, and usable, country in the digital world.”

Ironically, this follows the gutting of the US Digital Service, left like a caterpillar consumed from within by parasitic wasp larvae, when it was turned into DOGE. And as part of the cutting of thousands from the federal workforce, 18F, the pioneering digital services agency that started in 2014, was eliminated.

Ethan Marcotte, the designer who literally wrote the book on responsive design and worked at 18F, had some thoughts. He points out the announcement web page weighs in at over three megabytes. Very heavy for a government page and slow for those in the country unserved by broadband—about 26 million. On top of that, the page is full of typos and is an accessibility nightmare.

In other words, we’re left with a web page announcing a new era of design for the United States government, but it’s tremendously costly to download, and inaccessible to many. What I want to suggest is that neither of these things are accidents: they read to me as signals of intent; of how this administration intends to practice design.

Here’s a fun project from Étienne Fortier-Dubois. It is both a timeline of tech innovations throughout history and a family tree. For example, the invention of the wheel led to chariots, or the ancestors of the bulletin board system were the home computer and the modem. From the about page:

The historical tech tree is a project by Étienne Fortier-Dubois to visualize the entire history of technologies, inventions, and (some) discoveries, from prehistory to today. Unlike other visualizations of the sort, the tree emphasizes the connections between technologies: prerequisites, improvements, inspirations, and so on.

These connections allow viewers to understand how technologies came about, at least to some degree, thus revealing the entire history in more detail than a simple timeline, and with more breadth than most historical narratives. The goal is not to predict future technology, except in the weak sense that knowing history can help form a better model of the world. Rather, the point of the tree is to create an easy way to explore the history of technology, discover unexpected patterns and connections, and generally make the complexity of modern tech feel less daunting.

I have always wanted to read 6,200 words about color! Sorry, that’s a lie. But I did skim it and really admired the very pretty illustrations. Dan Hollick is a saint for writing and illustrating this chapter in his living book called Making Software, a reference manual for designers and programmers that make digital products. From his newsletter:

I started writing this chapter just trying to explain what a color space is. But it turns out, you can't really do that without explaining a lot of other stuff at the same time.

Part of the issue is color is really complicated and full of confusing terms that need a maths degree to understand. Gamuts, color models, perceptual uniformity, gamma etc. I don't have a maths degree but I do have something better: I'm really stubborn.

And here are the opening sentences of the chapter on color:

Color is an unreasonably complex topic. Just when you think you've got it figured out, it reveals a whole new layer of complexity that you didn't know existed.

This is partly because it doesn't really exist. Sure, there are different wavelengths of light that our eyes perceive as color, but that doesn't mean that color is actually a property of that light - it's a phenomenon of our perception.

Digital color is about trying to map this complex interplay of light and perception into a format that computers can understand and screens can display. And it's a miracle that any of it works at all.

I’m just waiting for him to put up a Stripe link so I can throw money at him.

Interesting piece from Vaughn Tan about a critical thinking framework that is disguised as a piece about building better AI UIs for critical thinking. Sorry, that sentence is kind of a tongue-twister. Tan calls out—correctly—that LLMs don’t think, or in his words, can’t make meaning:

Meaningmaking is making inherently subjective decisions about what’s valuable: what’s desirable or undesirable, what’s right or wrong. The machines behind the prompt box are remarkable tools, but they’re not meaningmaking entities.

Therefore when users ask LLMs for their opinions on matters, e.g., as in the therapy use case, the AIs won’t come back with actual thinking. IMHO, it’s semantics, but that’s another post.

Anyhow, Tan shares a pen and paper prototype he’s been testing, which breaks down a major decision into guided steps, or put another way, a framework.

This user experience was designed to simulate a multi-stage process of structured elicitation of various aspects of strongly reasoned arguments. This design explicitly addresses both requirements for good tool use. The structured prompts helped students think critically about what they were actually trying to accomplish with their custom major proposals — the meaningmaking work of determining value, worth, and personal fit. Simultaneously, the framework made clear what kinds of thinking work the students needed to do themselves versus what kinds of information gathering and analysis could potentially be supported by tools like LLMs.

This guided or framework-driven approach was something I attempted wtih Griffin AI. Via a series of AI-guided prompts to the user—or a glorified form, honestly—my tool helped users build brand strategies. To be sure, a lot of the “thinking” was done by the model, but the idea that an AI can guide you to critically think about your business or your client’s business was there.

Designer Tey Bannerman writes that when he hears “human in the loop,” he’s reminded of a story about Lieutenant Colonel Stanislav Petrov, a Soviet Union duty watch officer who monitored for incoming missile strikes from the US.

12:15 AM… the unthinkable. Every alarm in the facility started screaming. The screens showed five US ballistic missiles, 28 minutes from impact. Confidence level: 100%. Petrov had minutes to decide whether to trigger a chain reaction that would start nuclear war and could very well end civilisation as we knew it.

He was the “human in the loop” in the most literal, terrifying sense.

Everything told him to follow protocol. His training. His commanders. The computers.

But something felt wrong. His intuition, built from years of intelligence work, whispered that this didn’t match what he knew about US strategic thinking.

Against every protocol, against the screaming certainty of technology, he pressed the button marked “false alarm”.

Twenty-three minutes of gripping fear passed before ground radar confirmed: no missiles. The system had mistaken a rare alignment of sunlight on high-altitude clouds for incoming warheads.

His decision to break the loop prevented nuclear war.

Then Bannerman shares an awesome framework he developed that allows humans in the loop in AI systems “genuine authority, time to think, and understanding the bigger picture well enough to question” the system’s decision. Click on to get the PDF from his site.

Simon Sherwood, writing in The Register:

Amazon Web Services CEO Matt Garman has suggested firing junior workers because AI can do their jobs is "the dumbest thing I've ever heard."

Garman made that remark in conversation with AI investor Matthew Berman, during which he talked up AWS’s Kiro AI-assisted coding tool and said he's encountered business leaders who think AI tools "can replace all of our junior people in our company."

That notion led to the “dumbest thing I've ever heard” quote, followed by a justification that junior staff are “probably the least expensive employees you have” and also the most engaged with AI tools.

“How's that going to work when ten years in the future you have no one that has learned anything,” he asked. “My view is you absolutely want to keep hiring kids out of college and teaching them the right ways to go build software and decompose problems and think about it, just as much as you ever have.”

Yup. I agree.

This post from Carly Ayres breaks down a beef between Michael Roberson (developer of an AI-enabled moodboard tool) and Elizabeth Goodspeed (writer and designer, oft-linked on this blog) and explores ragebait, putting in the reps as a junior, and designers as influencers.

The tweet earned 30,000 views, but only about 20 likes. “That ratio was pretty jarring,” [Roberson] said. Still, the strategy felt legible. “When I post things like, ‘if you don’t do X, you’re not going to make it,’ obviously, I don’t think that. These tools aren’t really capable of replacing designers just yet. It’s really easy to get views baiting and fear-mongering.”

Much like the provocative Artisan campaign, I think this is a net negative for the brand. Pretty sure I won’t be trying out Moodboard AI anytime soon, ngl.

But stepping back from the internet beef, Ayres argues that it’s a philosophical difference about the role friction in the creative process.

Michael’s experience mirrors that of many young designers: brand audits felt like busywork during his Landor internship. “That process was super boring,” he told me. “I wasn’t learning much by copy-pasting things into a deck.” His tool promises to cut through that inefficiency, letting teams reach visual consensus faster and spend more time on execution.

Young Michael, the process is the point! Without doing this boring stuff, by automating it with AI, how are you going to learn? This is but one facet of the whole discussion around expertise, wisdom, and the design talent crisis.

Goodspeed agrees with me:

Elizabeth sees it differently. “What’s interesting to me,” Elizabeth noted, “is how many people are now entering this space without a personal understanding of how the process of designing something actually works.” For her, that grunt work was formative. “The friction is the process,” she explained. “That’s how you form your point of view. You can’t just slap seven images on a board. You’re forced to think: What’s relevant? How do I organize this and communicate it clearly?”

Ultimately, the saddest point that Ayres makes—and noted by my friend Eric Heiman—is this:

When you’re young, online, and trying to get a project off the ground, caring about distribution is the difference between a hobby and a company. But there’s a cost. The more you perform expertise, the less you develop it. The more you optimize for engagement, the more you risk flattening what gave the work meaning in the first place. In a world where being known matters more than knowing, the incentives point toward performance over practice. And we all become performers in someone else’s growth strategy.

…Because when distribution matters more than craft, you don’t become a designer by designing. You become a designer by being known as one. That’s the game now.

In the 2011 documentary Jiro Dreams of Sushi, then 85 year-old sushi master Jiro Ono says this about craft:

Once you decide on your occupation… you must immerse yourself in your work. You have to fall in love with your work. Never complain about your job. You must dedicate your life to mastering your skill. That’s the secret of success and is the key to being regarded honorably.

Craft is typically thought of as the formal aspects of any field such as design, woodworking, writing, or cooking. In design, we think about composition, spacing, and typography—being pixel-perfect. But one’s craft is much more than that. Ono’s sushi craft is not solely about slicing fish and pressing it against a bit of rice. It is also about picking the right fish, toasting the nori just so, cooking the rice perfectly, and running a restaurant. It’s the whole thing.

Therefore, mastering design—or any occupation—takes time, experience, or reps as the kids say. So it’s to my dismay that Suff Syed’s essay “Why I’m Giving Up My Design Title — And What That Says About the Future of Design” got so much play in recent weeks. Syed is Head of Product Design at Microsoft—er, was. I guess his title is now Member of the Technical Staff. In a perfectly well-argued and well-written essay, he concludes:

As a follow-up to yesterday’s item on how Google’s AI overviews are curtailing traffic to websites by as much as 25%, here is a link to Nielsen Norman Group’s just-published study showing that generative AI is reshaping search.

Kate Moran, Maria Rosala and Josh Brown:

While AI offers compelling shortcuts around tedious research tasks, it isn’t close to completely replacing traditional search. But, even when people are using traditional search, the AI-generated overview that now tops almost all search-results pages steals a significant amount of attention and often shortcuts the need to visit the actual pages.

They write that users have developed a way to search over the years, skipping sponsored results and heading straight for the organic links. Users also haven’t completely broken free of traditional Google Search, now adding chatbots to the mix:

While generative AI does offer enough value to change user behaviors, it has not replaced traditional search entirely. Traditional search and AI chats were often used in tandem to explore the same topic and were sometimes used to fact-check each other.

All our participants engaged in traditional search (using keywords, evaluating results pages, visiting content pages, etc.) multiple times in the study. Nobody relied entirely on genAI’s responses (in chat or in an AI overview) for all their information-seeking needs.

In many ways, I think this is smart. Unless “web search” is happening, I tend double-check ChatGPT and Claude, especially for anything historical and mission-critical. I also like Perplexity for that fact—because it shows me its receipts by giving me sources.

The designer of the iconic “007” logo from the James Bond movies has died. Joe Caroff was 103. Jeré Longman, writing for The New York Times:

For the first Bond movie, “Dr. No” (1962), Mr. Caroff was hired to create a logo for the letterhead of a publicity release. He began working with the idea that as a secret agent, James Bond had a license to kill (as designated by the numerals “00”), but Mr. Caroff did not find Bond’s compact Walther PPK pistol to be visually appealing.

As he sketched the numerals 007, he drew penciled lines above and below to guide him and noticed that the upper guideline resembled an elongated barrel of a pistol extending from the seven.

He refined his drawing and added a trigger, fashioning a mood of intrigue and espionage and crafting one of the most globally recognized symbols in cinematic history. With some modifications, the logo has been used for 25 official Bond films and endless merchandising.

John Gruber of Daring Fireball also wrote a piece about Caroff:

Caroff had a remarkably accomplished career. He created iconic posters for dozens of terrific films across a slew of genres. The fact that he created the 007 logo but only earned $300 from it is more like a curious footnote than anything.

Jessica Davies reports that new publisher data suggests that some sites are getting 25% less traffic from Google than the previous year.

Writing in Digiday:

Organic search referral traffic from Google is declining broadly, with the majority of DCN member sites — spanning both news and entertainment — experiencing traffic losses from Google search between 1% and 25%. Twelve of the respondent companies were news brands, and seven were non-news.

Jason Kint, CEO of DCN, says that this is a “direct consequence of Google AI Overviews.”

I wrote previously about the changing economics of the web here, here, and here.

And related, Eric Mersch writes in a LinkedIn post that Monday.com’s stock fell 23% because co-CEO Roy Mann said, “We are seeing some softness in the market due to Google algorithm,” during their Q2 earnings call and the analysts just kept hammering him and the CFO about how the algo changes might affect customer acquisition.

Analysts continued to press the issue, which caught company management completely off guard. Matthew Bullock from Bank of America Merrill Lynch asked frankly, “And then help us understand, why call this out now? How did the influence of Google SEO disruption change this quarter versus 1Q, for example?” The CEO could only respond, “So look, I think like we said, we optimize in real-time. We just budget daily,” implying that they were not aware of the problem until they saw Q2 results.

This is the first public sign that the shift from Google to AI-powered searches is having an impact.

I grew up on MTV and I’m surprised that my Gen Z kids don’t watch music videos. ¯\_(ツ)_/¯

Rob Schwartz, writing in PRINT Magazine:

…the network launched the iconic “I Want My MTV” ad campaign. Created by ad legend George Lois, the campaign featured the world’s biggest rock stars literally demanding MTV. At the time, this was unheard of. Unlike today, rock stars would never sell out to do ads. But here you had the biggest stars: Mick Jagger, David Bowie, Pete Townshend, the Police…and rising star Madonna, all shouting the same line in different executions: ‘I want my MTV!” The campaign was a stroke of genius. It mobilized viewers to call up their cable providers and shout over the phone: “I want my MTV!” In due time, MTV was on damn-near every cable box and damn-near every young person’s TV.