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Karo Zieminski spent nine days breaking Claude Cowork before writing this guide:

I’ve seen enough of shallow tutorials that simply rephrase the official docs to know I wanted to do something different. So I rebuilt some of my workflows from scratch, tracked what failed, measured what saved time, and mapped 56 practical tips into the resource I wish existed when I started.

I appreciate her methodical breakdown of the app, especially when to use which flavor of Claude, which for me TBH, has been an issue.

Comparison table of Claude Chat, Cowork, and Code modes across six aspects: interface, best for, output, sub-agents, file access, and target user.

Zieminski’s nice breakdown of the differences between Claude Chat, Cowork, and Code.

The guide barely talks about prompting. It’s almost entirely about the pre-work: dedicated folder structures, global instructions via CLAUDE.md, chunked skills, delegation patterns that define end-states instead of steps. The distinction Karo draws between Chat skills and Cowork skills:

Skills in Chat were useful. Skills in Cowork are operational. They shape autonomous work. Your brand guidelines skill doesn’t just influence a reply. It governs every file Claude creates. Your writing guidelines skill doesn’t just shape a draft. It governs every article Claude writes autonomously.

Zieminski on skill architecture:

Chunk your skills instead of building one giant skill that tries to handle everything. I’ve tested both approaches and the results from one giant skill were much worse. For example, I use three separate writing skills instead of one: an overall voice skill, a corporate writing skill, and a newsletter writing skill. Each handles its own context. Claude never confuses who I’m writing for.

If you’re already using Claude Cowork or just Cowork curious, bookmark this one.

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Claude Cowork Guide for Power Users: 50+ Tested Tips on Plugins, Skills, Sub-Agents, and Memory

What works, what breaks, and how to make Claude Cowork genuinely useful in 2026.

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When the Music Stopped: Inside the Sonos App Disaster

The fall of Sonos isn’t as simple as a botched app redesign. Instead, it is the cumulative result of poor strategy, hubris, and forgetting the company’s core value proposition. To recap, Sonos rolled out a new mobile app in May 2024, promising “an unprecedented streaming experience.” Instead, it was a severely handicapped app, missing core features and broke users’ systems. By January 2025, that failed launch wiped nearly $500 million from the company’s market value and cost CEO Patrick Spence his job.

What happened? Why did Sonos go backwards on accessibility? Why did the company remove features like sleep timers and queue management? Immediately after the rollout, the backlash began to snowball into a major crisis.

A collage of torn newspaper-style headlines from Bloomberg, Wired, and The Verge, all criticizing the new Sonos app. Bloomberg’s headline states, “The Volume of Sonos Complaints Is Deafening,” mentioning customer frustration and stock decline. Wired’s headline reads, “Many People Do Not Like the New Sonos App.” The Verge’s article, titled “The new Sonos app is missing a lot of features, and people aren’t happy,” highlights missing features despite increased speed and customization.

Thariq Shehzad, on the Claude Code team at Anthropic, has switched from markdown to HTML as his default agent output format. The reasoning is more honest than a format-war argument would suggest, because it’s about what humans will actually read. He opens by acknowledging what markdown was for:

Markdown has become the dominant file format used by agents to communicate with us. It’s simple, portable, has some rich text capability and is easy for you to edit. Claude has even gotten surprisingly good at using ASCII to make diagrams inside of markdown files. But as agents have become more and more powerful, I have felt that markdown has become a restricting format.

Then the pivot:

As Claude is able to do more complex work, it is also writing larger and larger specs and plans. In practice, I’ve found I tend to not actually read more than a 100-line markdown file, and I certainly am not able to get anyone else in my organization to read it. But HTML documents are much easier to read, Claude can organize the structure visually to be ideal to navigate with tabs, illustrations, links, etc.

When the spec gets long enough that you stop reading it, you’ve quietly moved from review to rubber-stamp. Shehzad’s answer isn’t to ask Claude for shorter specs. It’s to make the artifact something a human will actually open, scroll, and share. A controllable, shareable artifact is most of what made personal computing legible in the first place; HTML is the format that already does it.

He puts the trade-off honestly when the obvious objection comes up:

While markdown often uses fewer tokens, I’ve found that the added expressiveness of HTML and the much higher likelihood of me reading it means I get overall better output. With the 1MM context window in Opus 4.7, the increased token usage is not really noticeable in the context window.

And the close is the real argument:

The real reason I use HTML is that I feel much more in the loop with Claude. I had begun to fear that because I had stopped reading plans in depth I would simply have to leave Claude to make its choices. But I am happy to say instead that I feel more in the loop than ever before when using HTML.

Header image accompanying Thariq Shehzad's post on switching from markdown to HTML for Claude Code agent outputs.

Using Claude Code: The Unreasonable Effectiveness of HTML

Thariq Shehzad on Anthropic’s Claude Code team switched his agent output from markdown to HTML — because what keeps Claude honest is what humans actually read.

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Product Design Is Changing

I made my first website in Macromedia Dreamweaver in 1999. Its claim to fame was an environment with code on one side and a rudimentary WYSIWYG editor on the other. My site was a simple portfolio site, with a couple of animated GIFs thrown in for some interest. Over the years, I used other tools to create for the web, but usually, I left the coding to the experts. I’d design in Photoshop, Illustrator, Sketch, or Figma and then hand off to a developer. Until recently, with rebuilding this site a couple of times and working on a Severance fan project.

A couple weeks ago, as an experiment, I pointed Claude Code at our BuildOps design system repo and asked it to generate a screen using our components. It worked after about three prompts. Not one-shotted, but close. I sat there looking at a functioning UI—built from our actual components—and realized I’d just skipped the entire part of my job that I’ve spent many years doing: drawing pictures of apps and websites in a design tool, then handing them to someone else to build.

That moment crystallized something I’d been circling all last year. I wrote last spring about how execution skills were being commoditized and the designer’s value was shifting toward taste and strategic direction. A month later I mapped out a timeline for how design systems would become the infrastructure that AI tools generate against—prompt, generate, deploy. That was ten months ago, and most of it is already happening. Product design is changing. Not in the way most people are talking about it, but in a way that’s more fundamental and more interesting.

Collection of iOS interface elements showcasing Liquid Glass design system including keyboards, menus, buttons, toggles, and dialogs with translucent materials on dark background.

Breaking Down Apple’s Liquid Glass: The Tech, The Hype, and The Reality

I kind of expected it: a lot more ink was spilled on Liquid Glass—particularly on social media. In case you don’t remember, Liquid Glass is the new UI for all of Apple’s platforms. It was announced Monday at WWDC 2025, their annual developers conference.

The criticism is primarily around legibility and accessibility. Secondary reasons include aesthetics and power usage to animate all the bubbles.

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Beyond Provocative: How One AI Company’s Ad Campaign Betrays Humanity

I was in London last week with my family and spotted this ad in a Tube car. With the headline “Humans Were the Beta Test,” this is for Artisan, a San Francisco-based startup peddling AI-powered “digital workers.” Specifically an AI agent that will perform sales outreach to prospects, etc.

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Artisan ad as seen in London, June 2025

I’ve long left the Bay Area, but I know that the 101 highway is littered with cryptic billboards from tech companies, where the copy only makes sense to people in the tech industry, which to be fair, is a large part of the Bay Area economy. Artisan is infamous for its “Stop Hiring Humans” campaign which went up late last year. Being based in San Diego, much further south in California, I had no idea. Artisan wasn’t even on my radar.

Claude skills are structured markdown files that tell Claude how to handle a specific type of task. It is—as the name suggests—a new skill Claude or any AI agent can “learn.” Each one defines a role for Claude to adopt, the inputs it needs, a step-by-step workflow, and a quality bar for the output. You can build them for anything—research synthesis, writing, code review, design critique. Once loaded, Claude follows the workflow instead of improvising.

Nick Babich, writing for UX Planet, put together 10 skills aimed at product designers. The three I’d reach for first are the UX Heuristic Review, the Design Critique Partner, and the Competitor Analysis Generator. All three give a solo designer a structured second opinion on demand: a heuristic eval against Nielsen’s 10, a senior-level design critique, or a competitive feature matrix.

Babich’s skill format is clean and worth studying even if you end up building your own from scratch. (Hint: or use Claude Code to write its own skills.)

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Top 10 Claude Skills You Should Try in Product Design

Claude, Anthropic’s AI assistant, has become one of the most versatile tools in a product designer’s toolkit, capable of far more than…

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A futuristic scene with a glowing, tech-inspired background showing a UI design tool interface for AI, displaying a flight booking project with options for editing and previewing details. The screen promotes the tool with a “Start for free” button.

Beyond the Prompt: Finding the AI Design Tool That Actually Works for Designers

There has been an explosion of AI-powered prompt-to-code tools within the last year. The space began with full-on integrated development environments (IDEs) like Cursor and Windsurf. These enabled developers to use leverage AI assistants right inside their coding apps. Then came a tools like v0, Lovable, and Replit, where users could prompt screens into existence at first, and before long, entire applications.

A couple weeks ago, I decided to test out as many of these tools as I could. My aim was to find the app that would combine AI assistance, design capabilities, and the ability to use an organization’s coded design system.

While my previous essay was about the future of product design, this article will dive deep into a head-to-head between all eight apps that I tried. I recorded the screen as I did my testing, so I’ve put together a video as well, in case you didn’t want to read this.

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Spec-Driven Development: It Looks Like Waterfall (And I Feel Fine)

We’ve been talking a lot about agentic engineering, how software is now getting built with AI. As I look to see how design can complement this new development paradigm, a newish methodology called spec-driven development caught my eye. The idea is straightforward: you write a detailed specification first, then AI agents generate the code from it. The specification becomes the source of truth, not the code.

My first reaction when I started reading about SDD was: wait, isn’t this just waterfall?

Seriously. You gather requirements. You write them down in a structured document. You hand that document to someone (or something) that builds to spec. That’s the waterfall pattern. We spent two decades running away from it, and now it’s back wearing a blue Patagonia vest and calling itself a methodology.

Cat Wu, Anthropic’s Head of Product for Claude Code, describes the hiring filter on her team in her interview with Lenny Rachitsky:

I think all of the roles are merging. PMs are doing some engineering work. Engineers are doing PM work. Designers are PMing and also landing code. You can either hire a lot more engineers who have great product taste, or you can keep your engineering hiring the same and hire a lot more PMs to help guide some of their work. On our team, we’re pretty focused on hiring engineers with great product taste. This way we can reduce the amount of overhead for shipping any product. Like there are many engineers on our team who are fully able to end to end go from see user feedback on Twitter through to like ship a product at the end of the week with almost no product involvement. And this, I think, is actually like the most efficient way to ship something. So I think like engineer and PM are kind of overlapping and you will get a lot of benefit from having more of either. I think product taste is still a very rare skill to have and we’ll pretty much hire anyone who we feel has demonstrated this strongly.

This is what the Full Stack Builder pattern looks like as a hiring filter. The headline is the merging of roles. Wu’s own background says where the bench comes from:

Yeah, I was an engineer for many years. I was then a VC very briefly before joining Anthropic. And actually almost all the PMs on our team have either been engineers or ship code here on Claude Code. And so that’s one of the things that I think helps build trust with the team and also just enables us to move a lot faster. And then actually our designers also have been front-end engineers before.

So to be clear, Wu doesn’t say that the roles have merged, but what she’s describing is the continued blurring of lines.

How Anthropic’s product team moves faster than anyone else | Cat Wu (Head of Product, Claude Code)

Cat Wu is Head of Product for Claude Code and Cowork at Anthropic, building one of the most important AI products of this generation. Before joining Anthropic, Cat spent years as an engineer and briefly worked in VC. Today, she’s interviewing hundreds of product managers who are trying to break…

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