Posts in stories

visionOS 27: The MacStories Beta Preview

Summer beta season is in full swing, with a new wave of testers coming aboard via the just-released public OS 27 betas. While visionOS hasn’t ever been included in the public beta program, now is as good a time as any to check in on visionOS 27. What’s it like living with the features Apple highlighted at WWDC, and if you’re jumping on the public betas with your other devices, is it a good time to give the visionOS 27 developer beta a try, too? Let’s dig in and find out.

Siri AI

Given the massive overhaul Siri is receiving this year and the fact that the Vision Pro has always been a little behind when it comes to Apple Intelligence features, I didn’t expect visionOS to get the full Siri AI treatment this year. Thankfully, I was wrong. Not only is Siri AI fully present in visionOS 27, but the experience of interacting with the assistant has even been adapted to fit a spatial context.

For starters, Siri is much more capable in visionOS 27 than ever before. It’s not just for opening apps anymore. With access to your personal context, Siri can handle tasks I would have never imagined prompting it for until now. Questions like, “When was the last time I ate at this restaurant?” or, “How many years in a row have I attended this local event?” used to lead me down time-intensive rabbit holes of scavenging emails, texts, calendar events, photos, and more. Now, Siri can pull all of that information for me and answer the question in just a few seconds.

That “in a few seconds” bit is important. At least this point in the beta cycle, every request I give the assistant takes some time. Even tasks like checking my calendar and opening apps have a bit of lag to them on my M2 Vision Pro. This seems to be a side effect of Siri’s new architecture: it can do more, but parsing input, coordinating resources, and performing tasks takes a little longer than you might expect.

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watchOS 27: The MacStories Public Beta Preview

Last year was a quiet year for watchOS. While Apple took a couple of swings with Workout Buddy, Smart Stack hints, and a redesign of the Workout app, watchOS 26 was a scaled-back release compared to the big changes and upgrades in watchOS 11 the year before.

Of those swings, the excellent redesign of the Workout app felt severely hampered by bizarre scrolling behavior, Smart Stack hints didn’t appear often enough, and I found Workout Buddy to be mildly annoying and limited (though it’s true some users had the opposite view).

Let’s not forget the addition of Liquid Glass, too, a design system that was more like a coat of paint for the Apple Watch than the behavioral change seen on iOS.

Out of everything that was added, the wrist flick gesture was my favorite, and something I continue to use throughout the day. I don’t mean to sound down on last year’s release – there were genuine improvements in several areas – but it just felt more like a small evolution.

This year’s WWDC keynote didn’t feature a dedicated watchOS section (or a dedicated section for any particular OS, for that matter), but that’s not to say there’s nothing to see in watchOS 27. In fact, after several weeks of beta use, I see several intriguing things going on here.

So with that obvious tease out of the way, let’s break down what you can expect from watchOS 27.

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macOS 27 Golden Gate: The MacStories Public Beta Preview

The public beta of macOS 27 Golden Gate is out today, and I’m sure many of you are wondering whether to take the plunge and give it a try in advance of its official fall release. That’s the question this preview is here to help answer. It’s not my final take on Golden Gate by any means; after all, I’ve only been using it for about a month, and there will be several more turns in the beta cycle between now and the public release. However, I’ve used Golden Gate long enough to help you make an informed decision about whether or not to install the public beta now.

Of course, it’s impossible for me to account for everyone’s unique Mac setups when considering Golden Gate’s stability, but it’s worth reiterating what I’ve said in past previews: modern Apple betas have been consistently stable. That’s to say, the risks of using the public beta are modest. It’s been years since I’ve had a critical app fail or lost data. I never go into beta season without a backup plan, though. If something goes terribly wrong, I have backups, backups of those backups, and alternate Macs I can switch to in the event of a disaster. I don’t expect to have to go to Plan B, but if you’re going to jump on the Beta Bus, you should have a Plan B, too.

Okay, you’ve been warned. Let’s get to the fun part.

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Siri AI and Apple’s Trickle-Up Strategy

The new Siri AI in iOS 27.

The new Siri AI in iOS 27.

In the month that I’ve been using iOS 27 (launching in public beta today) and the new Siri AI, I’ve come to a few conclusions: Siri AI is a much better Siri and will (probably) be a massive success; the newfound chatbot capabilities of Siri will pose a serious threat to OpenAI and the vast majority of free ChatGPT users they have; and the new Siri is (again, probably) not for me at the moment. At the very least, it can’t be right now given its lack of support for third-party apps and technical issues I’ve encountered during beta testing.

It took me a while to accept the fact that Siri AI can’t be the kind of AI assistant I’d spend hours working with every day. But after testing iOS 27’s new Siri experience every day (and breaking it often in the process), I think that’s okay – and, arguably, what Apple is shooting for at the moment.

The new Siri AI is not designed for people who have grown accustomed to working with frontier models and agents such as Claude Code and Codex. The first version of Siri AI can’t be considered an “agent”, nor can it be compared to products from Anthropic, OpenAI, or Google that are targeting power users living at the bleeding edge of AI. If you go into Siri AI thinking that it’s Apple’s answer to ChatGPT Work or Claude Cowork for long-running tasks or deep research queries, you’re going to be disappointed – like I initially was.

Instead, Siri AI carries all the typical traits of a new Apple product: it’s a user-friendly experience designed for the masses, without any of the complexities that define a power-user tool, for better or worse. This is how Apple rolls: they don’t start from a high power-user ceiling and let products trickle down to consumers; they always start from the consumer level and refine, iterate, and extend until products trickle up to power users. This perspective isn’t meant to excuse the (many) current flaws of Siri AI. (More on them below.) It’s just the necessary lens for understanding how Apple is addressing their AI shortcomings in a way that doesn’t betray the company’s soul and design ethos.

There will be plenty more to say about iOS 27, the improved Shortcuts app, Liquid Glass tweaks, and other system enhancements later this year. After all, I have a review to write. Today’s column is merely an opportunity for me to reason through the obstacles I’ve faced with Siri AI and the way I’ve had to re-learn how to think about Siri.

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Finishing with Fable 5

When Fable 5 returned last week, I knew exactly what to throw at it. In February, I started a project out of frustration that likewise ended in frustration, so I put it on the shelf and waited. Five months later, Fable 5 was released, and I knew it was time to finish Editor, a single-view diffing tool for writers rather than developers.

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Headless Macs and Hamstrung iPads

My Codex setup.

My Codex setup.

In the current era of coding agents becoming productivity assistants, iPadOS’ limitations are no longer defined by the lack of desktop-class multitasking or access to external peripherals. A new class of iPadOS shortcomings looms large on the horizon: the iPad’s app sandboxing and the absence of an open filesystem have relegated it to acting as a remote control for agents.

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WWDC 2026: Between Seasons

It’s my last day at Apple Park for my seventh in-person WWDC, and as I’m waiting for my final briefing just outside the Steve Jobs Theater – ever so magnificent in its polish, and yet always so strangely calm a place – I keep returning to a thought that’s been circling my head, begging for attention. I’ve never felt so “in between” phases of my career. Physically in this very moment, of course, as I’m literally sitting on an also-polished wooden bench overlooking one side of the ring, watching groups of people climb the hill to the theater and others leave. But more so mentally, insofar as I don’t recall another WWDC that’s made me feel so aware of how much things are changing around me.

At my first WWDC in San Francisco in 2016, I didn’t feel like I belonged. I was a 28-year-old blogger from Italy and somehow found my way to the most important event about the software I loved writing about. It was uncomfortable: what was I even doing there, taking notes on an iPad while folks from The New York Times or Wall Street Journal prepared articles that millions of people would read? But I didn’t mind it. I was in the middle of change; the discomfort fueled me.

10 years later, as an almost 38-year-old blogger from Italy who’s wondering just how, exactly, Apple managed to hide speakers playing music in the bushes outside the Steve Jobs Theater, I look at the content creators who are possibly experiencing their first WWDC, and realize: how am I still here, and still taking notes on an iPad, while these younger folks are shooting videos that millions of people will watch? I’m in between changes again, but I don’t mind it. The challenge still feeds me. I’m more comfortable now, but – miraculously – I don’t feel cynical or jaded. Some people are into that sort of attitude; I’ve always preferred to put in the work to be critical and enthusiastic about the things I like. In a world of complaints, optimism is a skill.

The music is still mysteriously coming from somewhere around the bushes. My friend Myke walks out the theater and tells me I’m going to love the session downstairs about AI on the Mac. “Who would have thought I’d be into that someday”, I think to myself.

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Introducing RemCTL: The Power-User Reminders CLI for macOS and AI Agents

RemCTL in the macOS Terminal app.

RemCTL in the macOS Terminal app.

Today, I’m pleased to release my latest free and open source project: RemCTL, a power-user Reminders CLI that, unlike others, exposes all the latest Reminders features as of iOS and macOS 26. RemCTL supports reading and writing subtasks, tags, sections, rich links, image attachments, grocery lists, and even templates.

It’s available on GitHub here, and it comes bundled with a skill for desktop agents.

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