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By John Gruber

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John Gruber

Gurman on Tang Tan and Paul Meade

bloomberg.com/news/articles/2026-07-11/openai-engineer-s-lol-moment-set-stage-for-legal-fight-with-apple?accessToken=eyJhbGciOiJIUzI1NiIsInR5cCI6IkpXVCJ9.eyJzb3VyY2UiOiJTdWJzY3JpYmVyR2lmdGVkQXJ0aWNsZSIsImlhdCI6MTc4Mzc3OTcwMCwiZXhwIjoxNzg0Mzg0NTAwLCJhcnRpY2xlSWQiOiJUSFpEVUhLR0lGUEMwMCIsImJjb25uZWN0SWQiOiJDNEVEQ0FFMUZBMDU0MEJFQTI0QTlGMjExQzFFOTA4MCJ9.lF9LVTMyaJOToYhpwph5JjsSJEjdBGXLbenBKQdpHhc&leadSource=uverify%20wall

Mark Gurman, reporting for Bloomberg (paywalled, alas): Apple was quickly alarmed by OpenAI’s recruiting drive, which included poaching senior hardware and design leaders and ravaging several teams across its engineering organizations. The practice continued as recently ...

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John Gruber

‘No Interest’

x.com/drewpusateri/status/2075708238650089981

Drew Pusateri, director of communications at OpenAI, on Twitter/X (or XCancel):

Our statement in response to this suit: We have no interest in other companies’ trade secrets. We remain focused on building innovative technology that empowers people everywhere.

Let’s say I think you stole my wallet. I approach a police officer and tell him my suspicion and describe the evidence that makes me think you have my wallet in your pocket. “Is that his wallet in your pocket?” the cop asks.

“I have no interest in other people’s wallets” would be a rather curious answer.

 ★ 

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John Gruber

Ice Cold

threads.com/@alexheath/post/DaoI2jaEioX

Alex Heath, on Threads: At WWDC, Apple execs I met with were ice-cold when I asked about their OpenAI partnership. Now we know why: Apple just sued OpenAI for allegedly stealing trade secrets related to consumer hardware (Apple and OAI senior leaders are in Sun Valley t...

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John Gruber

Ryanair Literally Sucks

apnews.com/article/greece-germany-ryanair-passenger-457c424f541152af1becdb387c90cfdd

The AP:

Fellow passengers pulled back a man who was partially sucked out of a dislodged airplane window on Friday, a few minutes after takeoff on a flight from northern Greece to Germany. The plane subsequently returned to the airport in Greece.

The incident happened on a morning flight from the northern Greek city of Thessaloniki to Memmingen, near Munich, operated by Malta Air, a subsidiary of Ryanair, Europe’s largest budget carrier.

Worse than bad date math.

 ★ 

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John Gruber

Newly Renamed Trump Airport in Palm Beach Has an AI Slop Logo

futurism.com/artificial-intelligence/trump-airport-logo-ai

Frank Landymore, writing for Futurism:

Look past its gaudiness, though, and you’ll notice some things that’re a little off in the finer details. The talons are horribly deformed and shaped differently from each other. The entire legs are uneven, too, and the base of them are represented as a strange conglomeration of blobs, which are also inconsistent. In fact, the whole thing is slightly asymmetrical. The wings have an uneven number of feathers. The two olive branches — another error in itself, because the eagle is supposed to be clutching a bundle of arrows in its right-side talon — have differing numbers of leaves. And the shield only has eleven stripes, as opposed to the thirteen that the actual Great Seal is supposed to feature.

The fourth star is crooked. What a mess. Perfect logo for Trump Airport.

 ★ 

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John Gruber

Mac OS 9’s Finder Had a ‘View as Buttons’ Mode

cryan.com/blog/20240502.jsp

Cryan.com: The “View as Buttons” option was a distinctive feature of the Macintosh OS 9 Finder. It allowed users to view the contents of a folder as clickable buttons, each representing a file or application. This view was particularly useful for quickly accessing freque...

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John Gruber

Squircle Jail Isn’t (Or at Least Shouldn’t Be) About Upcoming Touchscreen Macs

daringfireball.net/2026/07/whats_good_for_the_ios_goose_is_often_not_good_for_the_macos_gander

Another bit of follow-up on squircle jail on MacOS. The most-asked question in my inbox from readers is this: Is mandating the squircle a concession to the much-rumored upcoming touchscreen MacBooks?

No.

The visible shape and appearance of an app icon is unrelated to its clickable — or, perhaps soon, tappable — area. Rendering a visible squircle doesn’t change the shape of the clickable/tappable target area around an icon. In the bygone days when MacOS permitted delicious app icons — and Apple crafted delicious icons for its own apps — you could click in the middle of, say, the QuickTime Player icon and it just worked. It would have been pretty nutty if it didn’t.

Screenshot of the old QuickTime Player’s “Q” icon, with a transparent hole.

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John Gruber

John Ternus Calls Sam Altman

youtube.com/watch?v=ClASuxd8jQY

“Yeah, who’s this?”

“You know who this is.”

“Yes I do, yes I do. I sent a guy to deliver the package ... he didn’t call. Is everything alright?”

“Tell you what. Forget the money.”

 ★ 

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John Gruber

Apple Sues OpenAI, io, and Former Employees, Alleging Theft of Trade Secrets

9to5mac.com/2026/07/10/apple-sues-openai-trade-secret-theft/

Chance Miller, 9to5Mac: The lawsuit names Chang Liu and Tang Tan as two of the defendants. Tang Tan served as VP of product design at Apple, leading iPhone and Apple Watch product design. He departed the company in February 2024 to work with Jony Ive. Chang Liu, meanwhil...

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John Gruber

Shocking No One, Fidji Simo, Would-Be Usurper, Is Out at OpenAI

wsj.com/tech/openai-top-executive-fidji-simo-to-step-down-c3daca47?st=NfBZTe

Berber Jin and Anissa Gardizy, reporting for The Wall Street Journal (gift link): Fidji Simo, OpenAI’s No. 2 executive, plans to step down from her full-time role after an extended medical leave. She communicated her decision in a note to staff Thursday, saying that her ...

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John Gruber

Today’s the Day OpenAI Fucked Up the ChatGPT Mac App

9to5mac.com/2026/07/09/openai-announcing-the-next-chapter-for-chatgpt-today-watch-here/

Zac Hall, writing at 9to5Mac about OpenAI’s sprawling product announcements today: To summarize today’s desktop app changes: The existing ChatGPT app is now ChatGPT Classic. Codex is now the new ChatGPT desktop app. It still looks like Codex and includes the Codex icon...

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John Gruber

Apple’s Classic Mac Era Forays Into ‘Apps as Tiled Buttons’ Simplified Computing: At Ease and Launcher

daringfireball.net/2026/07/whats_good_for_the_ios_goose_is_often_not_good_for_the_macos_gander

Some historical follow-up regarding just-click-it launching and apps as tiled buttons with a uniform square shape. Back in the System 7 era in the 1990s, Apple sold (sold!) a product called At Ease (via Nathan Lineback’s venerable GUI Galley): I don’t recall ever usin...

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John Gruber

★ John Ternus Should Reverse Apple’s Slide Down the Advertising Slippery Slope

What gave Tim Cook’s privacy letter heft in 2014 wasn’t just the clarity of its plain language, but the fact that you didn’t have to take his word for it that the ads Apple showed you respected your privacy, because Apple didn’t show you ads in 2014.

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John Gruber

Meta Sets Default for Instagram Accounts to Permit Content Reuse by AI

nytimes.com/2026/07/08/technology/meta-instagram-ai.html?unlocked_article_code=1.wVA.Q5Do.Uvg5yPwCEB5H

Eli Tan, reporting for The New York Times (gift link): The company’s new A.I. image generator has a surprising twist: It allows people to use images from public Instagram accounts. When Meta unveiled an artificial intelligence image generator called Muse Image on Tuesda...

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John Gruber

★ What’s Good for the iOS Goose Is Often Not Good for the MacOS Gander

App icons in MacOS are not mere buttons. You can drag them, move them, and drop things on them. You click them to select, and double-click to launch. They are richer objects that deserve a richer visual vocabulary.

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John Gruber

‘Parry Encounters the Doctor’ — Chatbot on Chatbot Action Circa 1973

rfc-editor.org/info/rfc439/

Back in the primordial days of AI, Parry was an ELIZA-style chatbot created by psychiatrist Kenneth Colby to simulate the words of a paranoid schizophrenic. Someone had the genius idea to connect it to Eliza (a.k.a. “Doctor”). Vint Cerf published the transcript as an RFC in 1973, and I laughed my ass off reading it. A taste:

Do you know anything about bookies?

What makes you think I know anything about bookies?

A bookie didn’t pay me off once.

What does that suggest to you?

I beat up the bookie who did not pay off, and I thought he might use his friends in the underworld to get even with me.

What else would you like to discuss?

What do you know about racketeers?

Thanks to Bob Peterson for the link.

Vint Cerf, by the way, retired from Google last week at the spry age of 83.

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John Gruber

Mac Apps Can Escape From Squircle Jail If They’re Not in the Mac App Store

tyler.io/2026/07/05/escape-from-squircle-jail/

Tyler Hall:

We all know about macOS Tahoe’s terrible app icons and how 3rd party developers have been confined to squircle jail.

If you’re lucky enough to distribute an app outside the Mac App Store, you can break free of squircle jail using NSDockTilePlugIn. It’s not strictly the intended use-case of that API. And it’s not allowed in the Mac App Store, either. But it can solve the problem.

So today’s release of Iris adds three additional app icons to choose from in the app’s Special Preferences Settings pane. And since they use the NSDockTilePlugIn API, the custom icon remains even when you quit the app.

Iris is far from the only app using this or other techniques to sort-of escape squircle jail. All the apps I’m aware of doing something like this are Mac-assed apps. It’s a good litmus test.

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John Gruber

‘Searching for SmarterChild’ Kickstarter

kickstarter.com/projects/smarterchild/searching-for-smarterchild-a-feature-documentary/creator

After reading my posts earlier today about Eliza, the first “hit” chatbot from the 1960s, DF reader AP sent me a link to the Kickstarter page for Searching for SmarterChild, a project from documentary filmmakers Lindsey Sitz and Zan Gillies to make a movie about SmarterChild, an AOL Instant Messenger chatbot that once had 30 million “friends” (a.k.a. users). I don’t recall ever hearing of SmarterChild before, let alone using it. (I think I was on a very different level of the Internet back then.)

But this looks like a great indie nerd documentary. The Kickstarter campaign has just one week left and they’re a wee bit short of their primary goal, and quite a bit short of their stretch goals. I just chipped in.

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John Gruber

My Conversation With Eliza

sites.google.com/view/elizaarchaeology/try-eliza?authuser=0

I vaguely recall first trying some version of Eliza back in the 1990s. I never found it all that impressive nor understood its stature in the AI literature. It’s better than a bunch of if/then statements but not by much. There’s some natural language grammar parsing that is ...

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John Gruber

The Eliza Archaeology Project

findingeliza.org/

The Eliza Archaeology Project: ELIZA is the original and highly influential chatbot that launched the genre of human-computer interactions using text-based agents. It was created at MIT in the 1960s as part of Project MAC by it’s [sic] designer and programmer, Joseph Wei...

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John Gruber

App Icon Conventions From the Original Macintosh

leancrew.com/all-this/2026/07/old-icons/

Dr. Drang, in a post replete with examples of icons of popular apps from the original Macintosh, in their one-bit glory: You can see that Apple liked the idea of app icons being a tilted rectangle with some image inside the rectangle to indicate what the app did. The han...

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• Daring Fireball Department of Commerce

[Sponsor] WorkOS Pipes: More Context Makes for Smarter Products

workos.com/pipes?utm_source=daringfireball&utm_medium=newsletter&utm_campaign=q32026

Users expect apps and agents to reach the tools they already work in. Every integration that gets you there is a different OAuth flow, a different token lifecycle, weeks of infrastructure before you write a line of product code.

WorkOS Pipes handles it with one API call. Pre-built connectors for GitHub, Slack, Salesforce, Google Drive, and more. Pipes handles OAuth, token refresh, and credential storage. You call the real provider API with a fresh token, every time.

Connect to 100+ providers →

 ★ 

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John Gruber

OS 27 Developer Beta 3 Enables New ‘Pace’ and ‘Expressivity’ Sliders for Siri’s New Voices

techcrunch.com/2026/07/06/you-can-now-customize-siris-pace-and-expressivity-in-the-latest-ios-27-beta/

Sarah Perez, writing for TechCrunch: With the latest iOS 27 developer beta, Apple is giving testers an early look at one of the upcoming improvements to its AI-powered Siri: the ability to adjust how quickly and expressively the AI assistant speaks. In iOS 27 beta 3, out...

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John Gruber

★ Apple Should Eliminate the App Icon ‘Squircle Jail’

Shape was often the most iconic thing about an icon. Now it’s no part at all.

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John Gruber

Markdown Now Has a Uniform Type Identifer (UTI) in Apple’s Version 27 OSes

developer.apple.com/documentation/uniformtypeidentifiers/uttype-swift.struct/markdown

The third developer betas of Apple’s 27 OSes dropped today, and this new page in Apple’s developer documentation drew my attention — a built-in Uniform Type Identifier for Markdown data:

The identifier for this type is net.daringfireball.markdown.

This type conforms to [utf8PlainText].

My main link here is to the Swift documentation, but it’s available in good old Objective-C too.

I had previously recommended conforming to public.plain-text but stated that the text encoding should be UTF-8. I’ve updated my own recommendation to public.utf8-plain-text to enshrine the UTF-8 encoding. (Back in 2004 UTF-8 support was far from universal. Today it is.)

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John Gruber

Backblaze Versus Dropbox

mjtsai.com/blog/2025/12/19/backblaze-no-longer-backs-up-dropbox/

There’s a been a lot of (justified) concern and consternation over the last year regarding Backblaze — an online backup service whose simple pitch is that it backs up your entire computer, including the startup drive and external drives — and online file storage services lik...

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John Gruber

Allen Pike, Back in November: ‘Why Is ChatGPT for Mac So Good?’

allenpike.com/2025/why-is-chatgpt-so-good-claude/

Allen Pike, back in November (and corresponding Hacker News thread): Still, I wouldn’t count out the possibility of a change in course here. While mobile is king, desktop is still where work happens. While OpenAI has acquired Sky to double down on desktop, Google has lon...

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John Gruber

ATP Member Special: Mac-Assed Mac Apps

atp.fm/atp-dev-mac-assed-mac-apps

A banger of an Accidental Tech Podcast members-only special, right on time. ATP memberships are just $8/month or $88/year, and the members-only episodes alone are worth the price.

They do a great job explaining what makes for a Mac-assed Mac app, but an even better job talking about why users and developers should care about them.

 ★ 

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John Gruber

Maestral, the Open Source Splendidly Simple Mac Dropbox Client, Has Been Retired

maestral.app/

Maestral developer Sam Schott, on the Maestral website: As of June 2026, Maestral is no longer actively maintained. The current version will continue to work until certificates expire. Schott, on Maestral’s GitHub project page: As of 2026-07-28, this project is arc...

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John Gruber

Jason Snell Ends His Column, and 28-Year Run, at Macworld

macworld.com/article/3175482

Jason Snell, at Macworld: My first day on the job at Macworld, Apple was perilously close to going out of business. It was the fall of 1997, and Steve Jobs had returned to Apple and engineered the ejection of Gil Amelio as CEO, but there was no iMac yet, no visible turna...