Oof. Adam Wathan and his colleagues on the Tailwind team deserve better. One case where AI is eating a business that was doing right by everyone involved. I bought Tailwind Plus last year to support their work. github.com/tailwindlabs/tailwindcss.com/pull/2388#issuecomment-3717222957
The curse of productivity is that it's self-perpetuating. Respond to e-mails with lightning speed and you just get more replies. Demonstrate your reliability to others long enough, and they'll just bring you more shit to do. Develop productive routines and habits and—before you know it—your natural disposition will shift towards being done with things and away from actually doing things.
Left unconstrained, optimizing for a productive life can diminish the joys of living. Many of us who opt into the lifestyle of "staying on top of shit" do so, ostensibly, to maximize time for creative work, or for leisure, or for family. That's the spirit with which I first discovered Getting Things Done near the beginning of my career. And it really worked! I have no doubt I owe much of my success to adopting a clear productivity process, low-friction tools, and ruthless discipline.
But even for the handful among us who successfully find a productivity regime we can stick with, the technologies that both enabled remote work and unintentionally led to the disintegration of work-life boundaries have resulted in a situation where highly productive people often wind up cursed with the inability to turn it off. I had no problem forgetting about the hundreds of e-mails and things to do in 2009 when I would—get this—leave my computer at the office overnight. But once I started working from home, there was no longer a natural threshold through which to transition from being "productive" to being "unproductive". I doubt I am alone in this.
Depressingly, even after I retired and no longer had any job at all, I found myself continuing to be hyper-vigilant about checking e-mail, tackling todo after todo, and generally prioritizing productivity over whatever shit I claimed to want to do. I've been promising myself a hedonistic life of video games, vodka, and gummy bears since I was 19 years old. And yet, even though I have plenty of money, zero constraints on my time, and a backlog of thousands of games, here I am writing a fucking blog post instead of literally ever doing the one activity I set out to achieve before starting my career.
Moreover, when others look at me and how I go about getting shit done, and—rather than wanting to emulate it—they tend to walk away feeling grateful they're not as tightly-wound as I am. When I consider all the people in my life, it's starting to feel like there are essentially two classes of humans: people who never get shit done and people who never stop getting shit done.
This state of affairs was clearly suboptimal. That's why, last year, Becky and I adopted a bespoke weekly schedule that enables us to get things done without getting carried away. The key insight was, as usual, to implement a strict timebox. We call it "weekstart", and this is how it works.
Weekstart kicks off Monday morning and ends with the dinner bell on Tuesday.
AirPods Pro 3 are a disappointment. Seal is less reliable. They whistle from feedback when carried. 15s after popping in a second AirPod, it often still won't start playing. Reduced range. Running the microwave results in constant audio interference. Same issues on multiple pairs
Glad someone else wrote this. IDGAF about macOS Tahoe app icons because they're something I see for a split-second when launching apps, but the new contextual menu icons are far more of a nuisance to trying to use apps. So much visual noise. tonsky.me/blog/tahoe-icons/
This is a copy of the Searls of Wisdom newsletter delivered to subscribers on January 1, 2026.
As promised last month, this issue is just oyster meat. It's a new year and as good a time as any to hit reset and get this monthly newsletter back on its preordained beginning-of-the-month-ish delivery cadence. That makes this a quick turnaround after our last issue, so there's not much new to report. Good thing I asked you all to lower your expectations!
Let's see, since we last corresponded:
For the second year in a row, us kids paid a visit to dad's second-favorite spot in Walt Disney World on Christmas Day:
Fortunately, gallows humor has always played in the Searls family.
Stay tuned for next month's note, as I'll have just gotten back from the storied land of Shizuoka following the next chapter of our condo purchase journey. We're still on track to close in July, but in mid-January I have the not-technically-mandatory opportunity to pick out the curtains and the drapes at a sort of mini trade show event held by the developer. Well, curtains, yes, but also air conditioners. And tile. And how to finish the balcony. And how many mirrors we want, and where, and whether to tint them in sepia tones. And which LED mood lighting package should line the toilet. Should I pay for them to seal a brand new Japanese wood floor or is that a scammy upsell?
Reply and tell me what to do, please—the decision overload is truly overwhelming.
Anyway, the next week of my life is going to be spent poring over a dozen product catalogs. Bridging the language and cultural divide is extremely slow going. It's a good thing I failed to predict how much work this condo would turn out to be, or I'd never have gone through it. If you catch me having any fun this month, yell at me and tell me to get back to work.
Speaking of bridging language and culture, keep reading for one more stupid thing.
My most-used display has been Vision Pro ever since it launched in February 2024, but it's been used exclusively as a Mac Virtual Display. This is not only because the Mac is a real computer and visionOS is an IMAX-sized iPad, but because its software keyboard is worse than the worst iPhone keyboard to ever be released. And while I'd be happy to pack a travel keyboard, Vision Pro is already too bulky to fit in my bag. As a result, I may as well lug a real computer around with me and just use Vision Pro as a dumb display.
My second most-used display is an iPad mini, which essentially replaces my iPhone when I'm at home. It's set up to be more book-like: an iPhone stripped of any way to communicate with the outside world, with the exception of e-mail. Only problem is that when I do want to type, I'm stuck with what is probably Apple's second-worst software keyboard after visionOS.
My third most-used display is one of a handful of XR/AR glasses—I've been using the XReal Air 2, but am currently trialing the RayNeo Air 3s and Viture Luma Pro. With these, I can use output from any device straight to my eyeholes, so long as it supports DisplayPort over USB-C (e.g., iPhone, iPad, MacBook, Steam Deck). These are great, but once you pair an iPhone or iPad with a desktop-grade display, their lack of a similarly serious keyboard becomes apparent. Besides, when you've got shit on your face, guessing where touch targets are on a screen you can only see indirectly is maddening.
I've wanted the same solution for all three of these modalities: a well-made, pocketable keyboard I could pair with multiple devices. Yesterday, Clicks announced a mobile keyboard that looks like a real contender for solving this problem:
I'm reserving judgment (and praise) until I get my hands on this thing, but the headline features made it an insta-preorder:
Little touches abound, too:
Alas, the one thing holding it back is no escape key. Not sure how I'll manage.
$70 if pre-ordered today (shipping in "Spring"), $110 after launch.
Full. Breadth. Developer. simonwillison.net/2026/Jan/2/will-larson/#atom-everything
Problem: I have hundreds of pages of PDF catalogs in Japanese and no great way to translate them while retaining visual anchors. I like how Safari's built-in translate tool handles images, but it doesn't support PDFs
Solution: point Codex CLI at the directory of PDFs, tell it to rasterize every page of every doc into high-resolution images, then throw together a local webapp to navigate documents and pages. Now I can toggle Safari's built-in translation wherever I want.
Result: I'm no longer worried the curtains won't match the drapes. 💁♂️
This is the golden age of custom software if you've got an ounce of creativity in your bones.
A low stakes, immediately useful task for AI agents would be to stand in for humans in co-op games. I want to play Void Crew, but don't want to recruit friends or party with randos. Wish I could just spin-up a few artificial teammates store.steampowered.com/app/1063420/Void_Crew/
Happy New Year! Need something low-key to watch while you recover? How about a couple hours of Aaron and I shooting the shit as we look back on 2025's best and worst dad jokes in Breaking Change's 2nd annual Punsort! justin.searls.co/casts/feature-release-v48.1-2nd-annual-punsort/
Becky gave me a $100 gift card to Steam for Christmas, so for the first time in a decade I endeavored to hunt for some hidden gems in the Steam Winter Sale. I haven't even booted it up yet, but this trailer immediately convinced me to instabuy Ball x Pit.
I'm sure the game is great, but I wish more trailers were this stupid and irreverent. Gaming is a silly hobby and the best favorite game marketing isn't afraid to embrace that fact.
For a terrifying time, check out what Claude Code produced when asked to "draw a nightmare." reddit.com/r/ClaudeAI/comments/1pxudjr
Video of this episode is up on YouTube:
During the end-of-year podcasting doldrums, I'm pleased to bring you this Feature Release, in which I eschew my tradition of eschewing traditions and present a second annual sorting of the puns. As 2025 (a.k.a. Season 2) of Breaking Change comes to a close, Aaron Patterson once again joins the show to execute our latest iteration of the punsort algorithm.
Following along at home? Here's a spoiler-free link to the original Season 2 rankings.
Ready to be spoiled? Visit /puns for the final pun rankings of 2025.
If you agree, disagree, or are indifferent about where things landed, feel free to get it off your chest at podcast@searls.co.
This perfectly encapsulates the coding agent paradox. Agents make coding boring and formulaic. That some see a tragedy where others see a triumph exposed a disagreement over what coders want out of coding that didn't matter until now reddit.com/r/ClaudeAI/s/VDTxoeiBIh
If you look closely, you'll spot that the Instagram algorithm has successfully identified my absolute number-one-with-a-bullet favorite topic. How on earth did it figure that out? My phone must be listening to me.
Who is this for? STEM majors realizing they're better off running Uber Eats?
Followed Ruby type systems for years. Spent a month of my life porting my meta-programming-heavy library Mocktail to Sorbet, only to realize zero tooling lift. No idea if it works, but I gotta say T-Ruby's pitch is the first that makes intuitive sense type-ruby.github.io
TIL if you want Safari to render 120fps, you need to go to Settings -> Advanced -> WebKit Feature Flags and TURN OFF "Prefer Page Rendering Updates near 60 fps". You can test it here—big difference! testufo.com/
