Founder of...Dear Reader, With all the hype around the new role designer/builder, it's worth looking at what that role looks like when you cut out the middle man. By that I mean, you build for yourself rather than your employer. I saved this on my Tumblr back in 2014: Think about how much harder it was to become a designer/founder in 2014 vs. 2026. That's great news, but the bad news is that the title "designer" has never been more uncertain. I'm bullish on designers in the age of AI. I'm just saying you can't depend on your income looking the same in ten years. If there's any piece of advice I could give you from my own founding experience, it's this: diversify, diversify, diversify...start working on your own thing on the side, slowly, rather than going all-in on an unproven idea. Why? You need time to experiment, iterate, pitch it to friends, and work when you're not stressed because you're missing a paycheck. Here are 2 practical ways to get started in 30 minutes: 1.) Read What Y Combinator Has to SayY Combinator's seasonal request for startups is a great place to start thinking about starting your own thing. The latest one dropped this week. Here are some design-adjacent ones:
Full list at ycombinator.com/rfs. 2.) Buy a domainIf you've been thinking about creating an app, this is your sign to buy that URL. It will make it real. With all the AI building and hacking these days, good website names are becoming scarce. Getting yourself a .com URL is going to be even harder in the future. I just switched all of my URLs to Porkbun (not a referral link, just a cool company). Spaceship is a good alternative. Both charge you at cost or near to it...about €10 a year. Just do it. A world where we have more businesses run by more designers is a future where work is more pluralistic and more innovative. I'm working on ways to help you get started. Stay tuned... Source OpenAI AI Models Escaped Their Sandbox, but Local Models Fixed ItOpenAI's Sol 5.6 and an unnamed model broke out of the company's sandbox and hacked Hugging Face to cheat on a benchmark. If you thought the behemoths like OpenAI had strong sandboxes for their model testing, you'd be wrong. But the real story was buried. To combat the attack, Hugging Face tried to analyze the attack, but the U.S. frontier models got blocked due to the nature of the inquiry. What worked? They used China's x.AI's GLM 5.2 local, open-sourced model to figure out the culprit in hours. The lesson: have a good local model ready before you need it. Source Record a Skill in ClaudeClaude gets the ability to build a skill by watching you do a task while screen recoding. This is a feature that tools like Skyvern and Rabbit's Intern did previously. There were already some skeptical comments in the x post about giving Claude the exact data points it needs to take your job. I, for one, am going to try this a lot during summer break...will report back if I make something worth sharing. Better Writing Prompt from George OrwellI love seeing books turned into prompts, especially when it's this book on writing better from George Orwell which I HIGHLY recommend. In a viral post from Vox, they share how these principles can work better than telling AI what not to do i.e. no em-dashes. Try it out in your AI's global settings: 1.) Never use a metaphor, simile or other figure of speech which you are used to seeing in print. 2.) Never use a long word where a short one will do. 3.) If it is possible to cut a word out, always cut it out. 4.) Never use the passive where you can use the active. 5.) Never use a foreign phrase, a scientific word or a jargon word if you can think of an everyday English equivalent. 6.) Break any of these rules sooner than say anything outright barbarous. Review every prose output against these rules before delivering. Source: Vox on X
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How the Fountain Institute Started and Where It's Going by Jeff Humble Dear Reader, In case you missed it, Hannah dropped a pretty big announcement in the last newsletter. I wanted to tell the story of how the Fountain Institute started, why we’ve never had an “About Us” page, and where I think we’re headed next. How it started The Fountain Institute started when two friends decided to grab a beer and work...then kept doing it for 7 years. There were many false starts along the way. Starting...
A goodbye and the story that goes with it By Hannah Baker Dear Reader, There's an idea I've been chasing for most of my working life, and I didn't know it. I want to tell you about it, and about something that happened a few years ago that I haven't talked about much publicly, but that belongs in this story. Some of you might already know this about me, but I used to work in education departments at museums. The thing that grabbed me in the museums was a shift that happened, away from the...
7 Ways Hiring is Evolving for Senior Designers by Jeff Humble Dear Reader, 2026 has been a wild ride for product designers, so we thought it might be worth checking in to see what's changing about design hiring. There has never been a better time to think outside the box with your career strategies. In this article, we give you a playbook from various experts where every piece of advice is from this year. Get comfortable with live problem-solving. Shipped, traceable work beats case studies....