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Hand Crafted: Don’t Count Developers Out

Source: Apple.

Source: Apple.

We’re days away from WWDC, and I’m excited. As much as I enjoy a good Apple hardware event, it’s WWDC’s focus on software that I truly love. But what WWDC means to me runs much deeper than the OS updates we’ll hear about next week. Of course, Apple’s announcements are a big part of what makes WWDC a special time of the year, but for me, it’s overshadowed by the people.

I’ve been to every WWDC since 2013. That first year, I sat on the sidewalk at 3 AM on a cold pre-dawn morning. I hardly knew anyone in the Apple developer community then, but after hours in that line and attending the events surrounding the conference, I’d gotten to know a few developers.

By the time 2016 rolled around, I was writing at MacStories and interviewing developers for the site, including the founders of Workflow, which became Shortcuts. Now, they’re building Sky. After that WWDC, Federico hit the nail on the head in Issue 37 of MacStories Weekly:

…there’s something special about meeting someone you’ve known for a long time exclusively through the Internet. While I thought I knew some people and had made some special friendships through the years, getting to know them in person is different.

He’s right, and even though WWDC is much smaller than it used to be, I look forward to the chance to get to know the developers whose apps we’ve covered, meet new people, and reconnect with old friends.

What’s special about so many of the developers I’ve met over the years is how much they care about their craft. They sweat all the details. Over the years, we’ve seen many of them go from novices to the makers of apps with big, passionate followings among our readers.

We’ve also seen developers and their importance to Apple’s hardware success undervalued by the very company whose platforms they’re so dedicated to. That’s not new, but it’s gotten palpably worse as the years have worn on.

Since WWDC 2024, that trend has collided head-on with the rise of artificial intelligence. I imagine that our reaction to learning that Apple had scraped MacStories and every other website to train their LLMs was familiar to developers who have felt taken advantage of for years. That was a bitter pill to swallow, but one of the upsides of the experience is that over the past year, it’s forced me to spend a lot of time thinking about creativity, work, and our relationship with technology.

To hear the AI fans tell it, I, the developers we write about, and nearly everyone else will be out of jobs before long. Some days, that threat feels very real, and others, not so much. Still, it’s caused a lot of anxiety for a lot of people.

However, as I get ready to head to this year’s WWDC, I’m far more optimistic than I was after WWDC 2024. I don’t expect AI to replace our friends in the indie developer community; far from it. That’s because what sets a great app apart from the pack on the App Store is the care and humanity that’s poured into it. I’ve yet to see a vibe-coded app that comes anywhere close. Those apps will simply join the vast sea of mediocrity that has always made up a big part of the App Store. Instead, I expect AI will help solo developers and small teams tackle bigger problems that were once the exclusive domain of bigger teams with more resources.

I realize this all may sound like blasphemy to anyone who’s either devoted to AI or dead set against it, but I believe there’s room for AI to serve the artist instead of the other way around. So despite the challenges developers, writers, and others are facing, I’m heartened by the many excellent apps I’ve tried in the past year and look forward to meeting and reconnecting with as many of their creators as I can next week.

If you see me and Federico wandering about, stop us to say hi. We’d love to hear what you’re working on.


From the Creators of Shortcuts, Sky Extends AI Integration and Automation to Your Entire Mac

Sky for Mac.

Sky for Mac.

Over the course of my career, I’ve had three distinct moments in which I saw a brand-new app and immediately felt it was going to change how I used my computer – and they were all about empowering people to do more with their devices.

I had that feeling the first time I tried Editorial, the scriptable Markdown text editor by Ole Zorn. I knew right away when two young developers told me about their automation app, Workflow, in 2014. And I couldn’t believe it when Apple showed that not only had they acquired Workflow, but they were going to integrate the renamed Shortcuts app system-wide on iOS and iPadOS.

Notably, the same two people – Ari Weinstein and Conrad Kramer – were involved with two of those three moments, first with Workflow, then with Shortcuts. And a couple of weeks ago, I found out that they were going to define my fourth moment, along with their co-founder Kim Beverett at Software Applications Incorporated, with the new app they’ve been working on in secret since 2023 and officially announced today.

For the past two weeks, I’ve been able to use Sky, the new app from the people behind Shortcuts who left Apple two years ago. As soon as I saw a demo, I felt the same way I did about Editorial, Workflow, and Shortcuts: I knew Sky was going to fundamentally change how I think about my macOS workflow and the role of automation in my everyday tasks.

Only this time, because of AI and LLMs, Sky is more intuitive than all those apps and requires a different approach, as I will explain in this exclusive preview story ahead of a full review of the app later this year.

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Early Impressions of Claude Opus 4 and Using Tools with Extended Thinking

Claude Opus 4 and extended thinking with tools.

Claude Opus 4 and extended thinking with tools.

For the past two days, I’ve been testing an early access version of Claude Opus 4, the latest model by Anthropic that was just announced today. You can read more about the model in the official blog post and find additional documentation here. What follows is a series of initial thoughts and notes based on the 48 hours I spent with Claude Opus 4, which I tested in both the Claude app and Claude Code.

For starters, Anthropic describes Opus 4 as its most capable hybrid model with improvements in coding, writing, and reasoning. I don’t use AI for creative writing, but I have dabbled with “vibe coding” for a collection of personal Obsidian plugins (created and managed with Claude Code, following these tips by Harper Reed), and I’m especially interested in Claude’s integrations with Google Workspace and MCP servers. (My favorite solution for MCP at the moment is Zapier, which I’ve been using for a long time for web automations.) So I decided to focus my tests on reasoning with integrations and some light experiments with the upgraded Claude Code in the macOS Terminal.

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Are Pride Wallpapers and a Watch Band Enough in 2025?

Today, Apple introduced their 2025 Pride Collection, with a set of new LGBTQ+-themed wallpapers for iOS and iPadOS that will be available as part of iOS and iPadOS 18.5. The collection also includes an Apple Watch Pride Edition Sports band, which matches a new Pride Harmony watch face in watchOS 11.5.

Despite being just another installment in what has become an annual tradition for the company, the 2025 collection rings hollow in contrast with Apple’s stance regarding the current U.S. administration.

Image: Apple

Image: Apple

On January 20th, President Trump signed executive orders that have already gravely impacted trans people across the United States. Despite the President’s clear intentions to do so before he was sworn into office, Apple CEO Tim Cook chose to donate $1M to the President’s inauguration fund and attended the inauguration alongside other American tech company leaders, including Google’s Sundar Pichai, Amazon’s Jeff Bezos, and Meta’s Mark Zuckerberg. The latter three have all scrapped Diversity, Equity and Inclusion (DEI) efforts inside their respective companies, following the President’s executive order terminating U.S. government DEI initiatives and scrubbing governmental documents of all references to trans people. In February, Apple shareholders rejected a proposal to follow the government’s lead, choosing to preserve the company’s diversity programs. However, Cook hedged saying that the company “may need to make some changes to comply”, while also reassuring that Apple’s “north star of dignity and respect for everyone and our work to that end will never waver.” Then last week, Cook remotely appeared at a celebration of the President’s first 100 days in office.

This seemingly nuanced alignment with President Trump contrasts with Tim Cook’s outspoken support for the LGBTQ+ community when he came out in 2014, and Apple’s continued participation in the San Francisco Pride Parade. The same dissonance appears in the final sentence of the company’s press release which states that “Apple is proud to financially support organizations that serve LGBTQ+ communities.

Today’s announcement of the 2025 Pride Collection’s made me think back to Joe Rosensteel’s great piece that he published in January soon after the inauguration, in which he expresses immense disappointment in Tim Cook. In regard to Apple’s yearly Apple Watch Pride bands and its participation in the San Francisco Pride parade, he rightly asked:

How should people reconcile Tim’s explicit support of Trump with his support of trans and enby people working at Apple, buying products from Apple, and attending pride parades with Apple?

At a time when some trans people are actively seeking to flee the U.S. to preserve their fundamental right to a healthy, safe, and decent life free from the threat of President Trump’s actions, Apple doesn’t seem to be stepping up to its professed values to the extent that the situation requires. As of today, there have been no reports of the company increasing its financial support of organizations that support LGBTQ+ people in the U.S. Nor has Apple attempted to publicly and explicitly speak out against the administration’s attacks targeting trans people. Instead, Apple has chosen to simply iterate on its Pride wallpapers and watch bands, which will retail at $49.

Maybe I should feel relieved that Apple chose not to discontinue the Pride Collection. But considering the urgency felt by the LGBTQ+ community, Apple releasing Pride bands and wallpapers is simply not enough to compensate for its decision not to speak out against President Trump’s attacks on trans people. There are certainly risks to Apple if it were to do more to stand up for the LGBTQ+ community, but those risks pale in comparison to the increasing threats trans and other people in the LGBTQ+ community face in the U.S. and around the world every day. It’s time for Apple to step up and do more than wallpapers and a watch band.


A Breach of Trust: Apple Held in Contempt Over App Store Rules

Late yesterday, U.S. District Judge Yvonne Gonzalez Rogers issued a blistering opinion, concluding that Apple had willfully disregarded the Court’s 2021 injunction, which found that the anti-steering provisions of the App Review Guidelines violated California state law. Judge Gonzalez Rogers also referred Apple’s conduct to the U.S. Attorney to investigate whether criminal prosecution of the company and one of its employees is warranted. For its part, Apple has said it disagrees with the decision and will appeal, but it will comply with the Court’s order in the meantime.

If that all sounds like it’s a big deal, that’s because it is. Judge Gonzalez Rogers’ 80-page opinion and order don’t pull any punches, painting a damning picture of Apple’s response to the Court’s injunction. It’s a unique and unflattering look behind the curtain at how Apple responded to the Court’s 2021 order that’s worth looking at more closely.

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What Siri Isn’t: Perplexity’s Voice Assistant and the Potential of LLMs Integrated with iOS

Perplexity's voice assistant for iOS.

Perplexity’s voice assistant for iOS.

You’ve probably heard that Perplexity – a company whose web scraping tactics I generally despise, and the only AI bot we still block at MacStories – has rolled out an iOS version of their voice assistant that integrates with several native features of the operating system. Here’s their promo video in case you missed it:

This is a very clever idea: while other major LLMs’ voice modes are limited to having a conversation with the chatbot (with the kind of quality and conversation flow that, frankly, annihilates Siri), Perplexity put a different spin on it: they used native Apple APIs and frameworks to make conversations more actionable (some may even say “agentic”) and integrated with the Apple apps you use every day. I’ve seen a lot of people calling Perplexity’s voice assistant “what Siri should be” or arguing that Apple should consider Perplexity as an acquisition target because of this, and I thought I’d share some additional comments and notes after having played with their voice mode for a while.

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The iPad’s “Sweet” Solution

In working with my iPad Pro over the past few months, I’ve realized something that might have seemed absurd just a few years ago: some of the best apps I’m using – the ones with truly desktop-class layouts and experiences – aren’t native iPad apps.

They’re web apps.

Before I continue and share some examples, let me clarify that this is not a story about the superiority of one way of building software over another. I’ll leave that argument to developers and technically inclined folks who know much more about programming and software stacks than I do.

Rather, the point I’m trying to make is that, due to a combination of cost-saving measures by tech companies, Apple’s App Store policies over the years, and the steady rise of a generation of young coders who are increasingly turning to the web to share their projects, some of the best, most efficient workflows I can access on iPadOS are available via web apps in a browser or a PWA.

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On Apple Offering an Abstraction Layer for AI on Its Platforms

Source: Apple.

Source: Apple.

I’ve been thinking about Apple’s position in AI a lot this week, and I keep coming back to this idea: if Apple is making the best consumer-grade computers for AI right now, but Apple Intelligence is failing third-party developers with a lack of AI-related APIs, should the company try something else to make it easier for developers to integrate AI into their apps?

Gus Mueller, creator of Acorn and Retrobatch, has been pondering similar thoughts:

A week or so ago I was grousing to some friends that Apple needs to open up things on the Mac so other LLMs can step in where Siri is failing. In theory we (developers) could do this today, but I would love to see a blessed system where Apple provided APIs to other LLM providers.

Are there security concerns? Yes, of course there are, there always will be. But I would like the choice.

The crux of the issue in my mind is this: Apple has a lot of good ideas, but they don’t have a monopoly on them. I would like some other folks to come in and try their ideas out. I would like things to advance at the pace of the industry, and not Apple’s. Maybe with a blessed system in place, Apple could watch and see how people use LLMs and other generative models (instead of giving us Genmoji that look like something Fisher-Price would make). And maybe open up the existing Apple-only models to developers. There are locally installed image processing models that I would love to take advantage of in my apps.

The idea is a fascinating one: if Apple Intelligence cannot compete with the likes of ChatGPT or Claude for the foreseeable future, but third-party developers are creating apps based on those APIs, is there a scenario in which Apple may regain control of the burgeoning AI app ecosystem by offering their own native bridge to those APIs?

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The ‘e’ Is for Elemental

Source: Apple.

Source: Apple.

For the past 10 days, I’ve been testing the iPhone 16e – but not in the way I typically test new hardware. You see, I didn’t buy the iPhone 16e to make calls, send email, surf the web, post to social media, or anything else, really. Instead, I got it for one thing: the camera.

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