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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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Notes on the Apple Intelligence Delay

Simon Willison, one of the more authoritative independent voices in the LLM space right now, published a good theory on what may have happened with Apple’s delay of Apple Intelligence’s Siri personalization features:

I have a hunch that this delay might relate to security.

These new Apple Intelligence features involve Siri responding to requests to access information in applications and then perform actions on the user’s behalf.

This is the worst possible combination for prompt injection attacks! Any time an LLM-based system has access to private data, tools it can call and potentially malicious instructions (like emails and text messages from untrusted strangers) there’s a risk that an attacker might subvert those tools and use them to damage or exfiltration a user’s data.

Willison has been writing about prompt injection attacks since 2023. We know that Mail’s AI summaries were (at least initially?) sort of susceptible to prompt injections (using hidden HTML elements), as were Writing Tools during the beta period. It’s scary to imagine what would happen with a well-crafted prompt injection when the attack’s surface area becomes the entire assistant directly plugged into your favorite apps with your data. But then again, one has to wonder why these features were demoed at all at Apple’s biggest software event last year and if those previews – absent a real, in-person event – were actually animated prototypes.

On this note, I disagree with Jason Snell’s idea that previewing Apple Intelligence last year was a good move no matter what. Are we sure that “nobody is looking” at Apple’s position in the AI space right now and that Siri isn’t continuing down its path of damaging Apple’s software reputation, like MobileMe did? As a reminder, the iPhone 16 lineup was advertised as “built for Apple Intelligence” in commercials, interviews, and Apple’s website.

If the company’s executives are so certain that the 2024 marketing blitz worked, why are they pulling Apple Intelligence ads from YouTube when “nobody is looking”?

On another security note: knowing Apple’s penchant for user permission prompts (Shortcuts and macOS are the worst offenders), I wouldn’t be surprised if the company tried to mitigate Siri’s potential hallucinations and/or the risk of prompt injections with permission dialogs everywhere, and later realized the experience was terrible. Remember: Apple announced an App Intents-driven system with assistant schemas that included actions for your web browser, file manager, camera, and more. Getting any of those actions wrong (think: worse than not picking your mom up at the airport, but actually deleting some of your documents) could have pretty disastrous consequences.

Regardless of what happened, here’s the kicker: according to Mark Gurman, “some within Apple’s AI division” believe that the delayed Apple Intelligence features may be scrapped altogether and replaced by a new system rebuilt from scratch. From his story, pay close attention to this paragraph:

There are also concerns internally that fixing Siri will require having more powerful AI models run on Apple’s devices. That could strain the hardware, meaning Apple either has to reduce its set of features or make the models run more slowly on current or older devices. It would also require upping the hardware capabilities of future products to make the features run at full strength.

Inference costs may have gone down over the past 12 months and context windows may have gotten bigger, but I’m guessing there’s only so much you can do locally with 8 GB of RAM when you have to draw on the user’s personal context across (potentially) dozens of different apps, and then have conversations with the user about those results. It’ll be interesting to watch what Apple does here within the next 1-2 years: more RAM for the same price on iPhones, even more tasks handed off to Private Cloud Compute, or a combination of both?

We’ll see how this will play out at WWDC 2025 and beyond. I continue to think that Apple and Google have the most exciting takes on AI in terms of applying the technology to user’s phones and apps they use everyday. The only difference is that one company’s announcements were theoretical, and the other’s are shipping today. It seems clear now that Apple got caught off guard by LLMs while they were going down the Vision Pro path, and I’ll be curious to see how their marketing strategy will play out in the coming months.

From a Turntable to an iPad Home Dashboard: My First Experience with Vinyl

This month, amidst the increasingly chaotic rumblings of the world in the news, I found myself looking for a new distraction. Since Civilization VII wasn’t out just yet, my eyes quickly turned to the vinyl record player that my partner and I had been storing in its cardboard box for months without ever taking the time to set it up. It’s not even ours; we’ve been keeping it safe, along with a sizable vinyl collection, for a close friend who unfortunately doesn’t have enough space for it in their current home.

This turntable is definitely not fancy – it’s even quite affordable compared to similar models – but it looks pretty, and our friend gracefully gave us permission to set it up for ourselves in the living room. While I’m sure they only pitied my desperate need for a new distraction, I took them up on this offer and opened the turntable’s box for the first time.

At the risk of sounding like a total youngster, I must disclose that until three weeks ago, I had never interacted with vinyl before. All I had were some presumptuous preconceptions. ”Doesn’t music sound worse on vinyl? Also, why should I bother with large, fragile music discs and a whole record player when I already have Apple Music in my pocket with lossless audio and Dolby Atmos?”

Still, I was not only intrigued, but also motivated to solve the main problem that setting up this record player posed: how can I make it work when our audio gear at home consists only of a handful of HomePod minis, one pair of wired headphones, and several pairs of Bluetooth headphones? While some turntables ship with built-in Bluetooth connectivity, ours can only output audio over USB or RCA with the help of a sound amplifier, and it definitely can’t broadcast audio to AirPlay devices like our HomePod minis.

Allow me to spoil the ending of this story for you: in the end, unboxing this turntable escalated into a legitimately awesome tech upgrade to our living room. It’s now equipped with a docked 11“ iPad Pro that acts as a shared dashboard for controlling our HomeKit devices, performing everyday tasks like consulting the weather and setting up timers, and of course, broadcasting our vinyls to any HomePod mini or Bluetooth device in the apartment. This setup is amazing, and it works perfectly; however, getting there was a tedious process that drastically reinforced my long-standing frustrations with Apple’s self-imposed software limitations.

Let me tell you how it all went.

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