Sign up

Daring Fireball

Not verified No WebSub updates No webmention support Valid

Author
John Gruber
Public lists
Featured
Fetched

Daring Fireball Valid
• 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 ...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• John Gruber

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

In September 2014, in the wake of a series of hacks that stole private photos from the iCloud accounts of multiple celebrities, Tim Cook wrote an open letter to customers that was published at apple.com/privacy. Apple seemingly no longer hosts a copy of the letter. (That ten...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• John Gruber

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

Tobias Steinke, replying on Mastodon to my “Apple Should Eliminate the App Icon ‘Squircle Jail’” piece: But iOS app icons (and iPadOS) were always in squircle shape. Why is and was this okay for you, but it’s not for macOS? This is a good and fair question. But I not o...

Daring Fireball Valid
• 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.

Link: rfc-editor.org/info/rfc439/

Daring Fireball Valid
• 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.

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

Daring Fireball Valid
• 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.

Link: kickstarter.com/projects/smarterchild/searching-for…

Daring Fireball Valid
• 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 ...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• 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 →

Link: workos.com/pipes?utm_source=daringfireball&utm_medium…

Daring Fireball Valid
• 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...

Daring Fireball Valid
• John Gruber

★ Apple Should Eliminate the App Icon ‘Squircle Jail’

Paul Kafasis, in a post at Rogue Amoeba’s blog titled “Free the Icons”: Apple’s prohibition on shapes is a step backward for both usability and creativity in app icons. Icons are now harder to distinguish because they’re no longer allowed to be distinctive. But there’s n...

Daring Fireball Valid
• 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.)

Link: developer.apple.com/documentation/uniformtypeidentifiers…

Daring Fireball Valid
• 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...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• 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.

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

Daring Fireball Valid
• 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...

Daring Fireball Valid
• 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...

Daring Fireball Valid
• John Gruber

Day One Journal

dayoneapp.com/blog/introducing-daily-chat/

My thanks to Day One Journal for once again sponsoring Daring Fireball. Day One first launched in 2011 and has been the stalwart of journaling apps on Mac and iOS ever since. Day One’s apps exhibit a commitment to technical and design excellence, and, more importantly, every...

Daring Fireball Valid
• John Gruber

From the DF Archive: ‘Electron and the Decline of Native Apps’

daringfireball.net/2018/12/electron_and_the_decline_of_native_apps

Yours truly, back in 2018: I don’t share the depth of their pessimism regarding native apps, but Electron is without question a scourge. I think the Mac will prove more resilient than Windows, because the Mac is the platform that attracts people who care. But I worry. I...

Daring Fireball Valid
• John Gruber

Fantastical 4.1.15 Adds Calendar Mirroring

flexibits.com/blog/2026/06/double-booked-never-heard-of-it-meet-calendar-mirroring-in-fantastical/

Flexibits: Calendar Mirroring allows you to connect two separate calendars (like work and personal) so that events from one automatically show up on the other. The best part? No event information is sent to Flexibits servers or saved outside of your device. You can cho...

Daring Fireball Valid
• John Gruber

★ Claude’s Criminally Bad Electron Mac App Is an Inside Job

Anthropic released the first version of the Claude “desktop” app for MacOS in October 2024 — an Electron clunker that did not impress UI designers. When it came out, I wrote: ChatGPT’s native Mac app, on the other hand, is a truly native Mac app. It looks like a Mac app ...

Daring Fireball Valid
• John Gruber

April Report From Ookla: ‘A Return to mmWave 5G’

ookla.com/articles/a-return-to-mmwave-5g

Mike Dano, in a long (too long, I say) report for Ookla (makers of the nifty Speedtest app): Further, few other countries in the world followed in the mmWave footsteps of the U.S., with international spectrum regulators instead putting a focus on releasing mid-band spect...

Daring Fireball Valid
• John Gruber

Introducing the Safari MCP Server for Web Developers

webkit.org/blog/18136/introducing-the-safari-mcp-server-for-web-developers/

Saron Yitbarek, writing on the WebKit blog, with a nice post-WWDC surprise: In Safari Technology Preview 247, we’re introducing the Safari MCP server — a Model Context Protocol server for web developers that makes your web development and debugging workflow faster and mo...

Daring Fireball Valid
• John Gruber

EveryMac Turns 30

everymac.com/whatsnew/

EveryMac: Thirty years is a long time — and a great deal has changed since then — but what has not changed is that EveryMac.com has been there to provide you with detailed info on every Mac from the original 128k to the current line. Thank you very much for your support ...

Daring Fireball Valid
• John Gruber

I Repeat Myself (5G vs. LTE Edition)

daringfireball.net/linked/2022/03/23/5g-battery-life

Back in March 2022, Nicole Nguyen of The Wall Street Journal compared the battery life effects of 5G vs. LTE by streaming videos on several iPhone and iPad models. She found that using LTE saved significant battery life. (It would be nice if someone re-ran similar tests on m...

Daring Fireball Valid
• John Gruber

Truth Social Is Still Just Trump’s Blog

daringfireball.net/2025/06/truth_social_is_just_trumps_blog

After I linked to Commerce Secretary Howard Lutnick posting on Twitter/X about the Trump administration allowing Anthropic to once again release Claude Fable 5, I was reminded once again that no one else in the Trump administration uses Truth Social other than Trump himself....