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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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A Sunday Afternoon with Claude Design

It’s really hard to get momentum on a side project when you have a full-time job with lots of travel, an active blog, and a newsletter. But I had to recapture that momentum because this side project is important. It’s for a preschool website for my cousin.

Walking into My Little Learning Tree is like stepping into pure warmth. Yes, yes, preschools are inherently fun environments, but the kids and the teachers there create a visceral energy that is simply special. I wanted to capture that specialness in a long-overdue website redesign project.

Looking at my in-progress design, something felt off. I had these long horizontal lines preceding the eyebrows—the small text above a heading that names the section—that didn’t feel right. First, they were straight. Second, the lines only occurred before the text, not also after. I clicked on the Comment button to enter Comment mode, then clicked on the eyebrow and prompted, “These lines aren’t playful enough. Let’s make them squiggles and have them before and after the eyebrow text.”

And then Claude Design did its thing.

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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.

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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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.

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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.

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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.

Tommaso Nervegna, a Design Director at Accenture Song, gives one of the clearest practitioner accounts I’ve seen of what using Claude Code as a designer looks like day to day.

The guide is detailed—installation steps, terminal commands, deployment. This is essential reading for any designer interested in Claude Code. But for me, the interesting part isn’t the how-to. It’s his argument that raw AI coding tools aren’t enough without structure on top:

Claude Code is powerful, but without proper context engineering, it degrades as the conversation gets longer.

Anyone who’s used these tools seriously has experienced this. You start a session and the output is sharp. Forty minutes in, it’s forgotten your constraints and is hallucinating component names. Nervegna uses a meta-prompting framework called Get Shit Done that breaks work into phases with fresh contexts—research, planning, execution, verification—each getting its own 200K token window. No accumulated garbage.

The framework ends up looking a lot like good design process applied to AI:

Instead of immediately generating code, it asks:

“What happens when there’s no data to display?” “Should this work on mobile?” “What’s the error state look like?” “How do users undo this action?”

Those are the questions a senior designer asks in a review. Nervegna calls it “spec-driven development,” but it’s really the discipline of defining the problem before jumping to solutions—something our profession has always preached and often ignored when deadlines hit.

Nervegna again:

This is spec-driven development, but the spec is generated through conversation, not written in Jira by a project manager.

The specification work that used to live in PRDs and handoff docs is happening conversationally now, between a designer and an AI agent. The designer’s value is in the questions asked before any code gets written.

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Claude Code for Designers: A Practical Guide

A Step-by-Step Guide to Designing and Shipping with Claude Code

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The design process isn’t dead. It’s changing. My belief is that the high-level steps are exactly the same, but where designers spend their time is being redistributed.

Jenny Wen, head of design for Claude at Anthropic (formerly at Figma), on Lenny’s Podcast:

This design process that designers have been taught, we sort of treat it as gospel. That’s basically dead. I think it was sort of dying before the age of AI, but given now that engineers can go off and spin off their seven Claudes, I think as designers, we really have to let go of that process.

It’s a strong headline. But Wen then describes her actual day-to-day, and it sounds familiar:

We are still prototyping stuff. I’m still mocking stuff up. I think it’s just I have a wider set of tools now, and I think the proportion of time I spend doing each thing just has changed.

So the process isn’t dead. The proportions shifted. Wen breaks it down:

A few years ago, 60 to 70% of it was mocking and prototyping, but now I feel the mocking up part of it is 30 to 40%. And then there’s that other 30 to 40% there that is now jamming and pairing directly with engineers. And then there’s a slice of it that is now implementation as well.

What’s missing from that breakdown is user research and discovery. Wen mentions having a researcher on the team, mentions reading studies and feedback, but those activities don’t factor into the breakdown at all. For a team building products where, by Wen’s own admission, “you can’t mock up all the states” and “you actually discover use cases as you see people using them,” you’d think research would be eating a larger share of the pie, not disappearing from the conversation entirely. In my day-to-day, the designers on my team spend 30–40% on discovery and flows. Maybe 40–50% on mockups and prototypes. We’re basically already at her breakdown.

There’s also a context problem. Wen’s “ship fast, iterate publicly, build trust through speed” approach makes sense for Anthropic. They’re building greenfield AI products where nobody knows the right interaction patterns yet. The models are non-deterministic. Labeling something a “research preview” and iterating in public is the right call when the design space is that undefined.

That approach gets harder with a product that has an established install base. When you’re updating features that millions of people depend on, “ship it and iterate” has real costs. Sonos learned this. Or if your product is mission-critical as Figma learned when it shipped its UI3 and designers revolted. Or worse, an essential service like a CRM or operational software. The slow, unglamorous work of discovery and user testing exists because breaking what already works is expensive. Wen has the advantage of building greenfield — there’s no install base to protect. Not every team has that luxury.

The interview gets more interesting when Wen turns to hiring. She describes three archetypes: the “block-shaped” strong generalist who’s 80th percentile across multiple skills, the deep T-shaped specialist who’s in the top 10% of their area, and then a third she says the industry is overlooking:

My last one is probably the one that I think we’re all overlooking, which is what I call the crack new grad. It’s just somebody who’s early career and feels, like, wise and experienced beyond their years, but is also just very humble and very eager to learn. I think this person is really interesting right now because I think most companies are just hiring senior talent, folks that have done things before, are super experienced, but given how much the roles are changing and what we’re expected to do is changing, I think having somebody who almost has a blank slate, and is just a really quick learner and is really eager to learn new tactics and stuff like that, and doesn’t have all these baked in processes and rituals in their mind, that’s super valuable.

Wen’s “crack new grad” maps closely to the strategies I wrote for entry-level designers: build things, get comfortable with AI tools, be what Josh Silverman calls the “dangerous generalist.” Someone without baked-in rituals who learns fast and ships. That a design leader at a frontier lab is actively looking for this profile matters, because most of the industry is still filtering for ten years of experience.

The design process is dead. Here’s what’s replacing it. | Jenny Wen (head of design at Claude)

Jenny Wen leads design for Claude at Anthropic. Prior to this, she was Director of Design at Figma, where she led the teams behind FigJam and Slides. Before that, she was a designer at Dropbox, Square, and Shopify.

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“Slop cannons” is Darragh Curran’s term for the fear that AI-generated code will degrade craft. The fear is real. The same fear runs through design: AI-generated interfaces will be derivative, generic, indistinguishable from each other. Curran is Intercom’s CTO, and he published a detailed report on what happened when Intercom went agent-first across their entire R&D org. The result: 3x productivity in 16 months, tracked across nine metrics. The code quality results were not what anyone expected.

Curran:

A legitimate worry with the use of coding Agents, is that they won’t write high-quality code and the craft we’ve fought to protect will be undermined by slop cannons. We have a system to rate the structural quality of code contributions using static analysis and various rules/heuristics. It’s clear that prior to agentic coding, this metric would oscillate up and down above the line. As we started to use AI for writing more and more of our code, the overall quality (by this measure) declined. My intuition was that this was inevitable in the short term, but correctable in the medium term, as models and harnesses get better. We are starting to see this and recently had possibly our first ever five-week streak of net positive code quality overall.

Quality did dip. He confirms it. The slop cannon fear describes a real phase: at 93.6% agent-driven PRs, when agent-generated code degrades, the whole org feels it. But there’s a second finding:

There is huge latent potential. Some people are really pushing the limit of what is possible, tokenmaxxing, doing really interesting things, while others have only really made incremental changes to how they’re working and don’t see much change in their personal throughput. Ultimately one of the biggest bottlenecks to progress is with humans; how we work together, how we change behavior, etc.

Intercom’s top 5% of contributors produce 6x the median PR throughput. Those are the people spending over $1,000 a month on tokens. That spread is the real finding from going agent-first. The slop cannon fear is about whether agents can execute well. The 6x gap is about who’s learned to orchestrate them, and Curran’s candid that most of his org is still finding out.

For design, we worry about going too fast, of solving the wrong problem, and building the wrong thing. Those are legitimate fears. Nonetheless, if you’re working in startupland as a designer, acceleration and automation are coming.

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2× – nine months later: We did it

You can too.

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