On Dia, Arc, and "People Don't Know What They Want Until You Show it to Them"

I was absolutely captivated by the Arc web browser from the moment I started using it a few years ago and quickly became an evangelist. It really felt like an entirely new idea for how to use the internet, it was more organized while also somehow being more fun. It became an essential part of my …

“The Talk Show Live” Returns to Form—And It Was Great

While there was a lot of consternation heading into WWDC over Apple skipping John Gruber’s live taping of The Talk Show, it might have all been for the best. Instead of sitting down with Craig and Joz, who were both unlikely to say much more than they did during the day, we got to hear a really fun …

Apple Snuck an Endorsement for Ivory and Mastodon into WWDC

One of my favorite moments from WWDC 2025 was when Apple designer Billy Sorrentino introduced the changes to visual intelligence. The new screenshot features in iOS 26 are already among my favorites, but what really caught my eye was the surprising amount of screen time given to Tapbots’ Ivory.

WWDC 2025: Through Liquid Glass—No Longer Behind, Just Off to the Side

I was unusually concerned heading into this year’s WWDC, fully prepared to be disappointed. I feared that Apple would continue to be on weak footing after the Apple Intelligence failures of the past year. To my surprise, I feel very differently post-keynote. I worried that they wouldn’t acknowledge …

Apple’s Silence at "The Talk Show" Will Speak Volumes

If you follow Apple at all, you’ve likely heard the news: Apple’s skipping John Gruber’s The Talk Show Live at WWDC this year. For a decade, it’s been tradition for Apple executives to join John on stage at the annual conference to recap the the keynote and dive deeper into the announcements. It is …

A Tale of Two IOs: What it Looks Like When Apple Doesn't Lead

We are at more than just an inflection point; we’re at a moment where the global technological order may be about to fundamentally change. Don’t think about this just as an “iPhone moment” but as an “Apple acquires NeXT” event. A NeXTus event if you will. When Apple acquired NeXT, it kicked …

Is Memory Going to Become the New iMessage Lock-in?

Chances are that if you are reading this, you know all about iMessage lock-in. In case you do not, here is the gist: iMessage serves as both a technical and cultural lock-in keeping users on iPhone, making it more complicated to switch to an Android device. Of course it is entirely possible to go …

Raycast for iPhone is the Launch Center Successor I've Always Wanted

Before it was sort of abandoned I was a heavy user of Launch Center Pro. Apple enthusiasts and power users alike will almost certainly remember the powerful shortcut tool from Contrast that let you build out an extensive grid of quick ways to get things done. The app is technically still available …

Jony Ive, Laurene Powell Jobs, and Sam Altman Walk into a Bar—Will They Walk Out with the Gadget of the Future?

The worst kept secret in Silicon Valley right now is that Jony Ive is helping Sam Altman build new gadgets. On the surface that may not seem like that much of a big deal. After all, Jony left Apple six years ago. But his career is inextricably linked to and was fundamentally shaped by Steve Jobs and …

Apple Will Try to Fix the iPad a Fifth Time, Will it Work?

Apple has tried to fix the iPad four times. First in 2015 with the introducing of Split View, picture-in-picture, and better accessory support for keyboards and the Pencil. Then they immediately took a year off. iOS 10 on the iPad sort of phoned it in. It became abundantly clear that they either …

The Week ChatGPT Truly Became an Assistant

Yesterday, OpenAI introduced a new feature under the radar that I think might have just changed everything. ChatGPT has had a rudimentary “memory” system for quite some time. It lets the model look for important context in your messages, like your job or a particular spot you enjoy. It then saves …

Craig Saves the Day, Gives Engineers the Green Light to Use Off-the-Shelf LLMs

According to The Information, Apple is now letting engineers build products using third-party LLMs. This is a huge change that could seriously alter the course of Apple Intelligence. I have been a proponent of Apple shifting its focus from building somewhat mediocre closed first-party models to …

Microsoft is Filling in Essential Gaps on the Mac For the First Time in Decades

Microsoft has a long history of Mac software development. It is not something you often hear about anymore, but the company’s legacy is as intertwined with Apple’s as any other. I tend to be quite negative about Mac Office. I have never been a fan of PowerPoint, Excel, or Word. I was always an iWork …

From a small garage in Los Altos to billions of pockets, wrists, ears, faces, desks, and living rooms. Happy 49th birthday Apple. Next year is the big one.

A Sneak Peek At My First App

It is not quite ready yet, but I wanted to share a first-look at the app that I have been working on over the past several weeks. I still need to squash a few bugs and complete some business-related tasks, but I expect to submit it to the App Store in the near future after a small TestFlight group …

Apple Adds the Lumon Terminal its Mac Lineup

Apple’s marketing campaign for Severance has been top notch. Between the Grand Central pop up, live events with the cast, a marching band, dedicated websites to generate art, a Tim Cook commercial, and a giant balloon in London, they have kept their foot on the gas even with the second season having …

Finally, ChatGPT Can Accurately Generate Images with Text

OpenAI dropped an all-new image generation system for ChatGPT today and man is it good. One of the biggest problems with artificially generated images has been the inability to generate accurate text within them. There have historically been problems with inaccurate characters, spelling, or even …

Fill the Severance-sized Hole in Your Heart with The Studio

The ridiculously good new Seth Rogen series, The Studio, just hit Apple TV+. A few weeks ago I got to watch the first two episodes premiere at SXSW and I walked away from the theater beyond excited for the rest of the series. Both of those episodes are now available to stream and they are as …

Gemini, Siri, and Default Assistants on iOS

I do not want to harp on the Siri situation, but I do have one suggestion that I think Apple should listen to. Because I suspect it is going to take quite some time for the company to get the new Siri out the door properly, they should do what was previously unthinkable. That is, open up iOS to …

Very Good News: Mike Rockwell, No Fan of Siri, is Here to Save It

Mark Gurman has just reported that Apple is reshuffling the Siri team’s leadership in light of the recent Apple Intelligence controversy. They are putting Mike Rockwell, the man behind Vision Pro, in charge of the effort and taking AI chief John Gianndrea off the project. While you can lament …

It's Time for WWDC 2025 to Return to Traditions Broken by COVID

This is a weird time. Everybody knows it, even if they do not want to acknowledge it. Apple’s trust with its customers is on the line and today’s news from Mark Gurman about internal conversations proves that they know they are in a complicated position. The company is staying quiet …

Sky Blue Really is Blue

The new sky blue MacBook Air really is blue. I know that there has been much debate about just how blue it really is. But now that I own one and have seen it in quite a few different lighting conditions, I can say for certain that this is more blue than silver to my eyes. I fully understand that …

Hands-On With the Vision Pro Metallica Experience at SXSW

This past weekend, I spent some time in Austin with some very cool Apple folks and a Vision Pro. The company invited me to come and watch the latest immersive video experience at SXSW, and my word is it quite something. I loved Submerged and Parkour, but neither compares to the newest entrant: an …

‘The Studio’ is Probably Apple TV+’s Next Big Hit

Apple TV+ has had quite the ride since it launched in 2019. It took a few months to really begin to hit its stride with the first season of Ted Lasso, which helped keep us all feeling just a little sane during COVID. More recently, Severance has been a huge hit. It is one of the best shows I have …

Can Apple Even Pull This Off?

I guess I should not be surprised, but I am still furious. Apple shared with John Gruber earlier today that they are delaying the launch of the flagship new personalized Siri features for Apple Intelligence that were unveiled last summer at WWDC. We have been waiting what already feels like forever …