I got a message from my group chat with my boys. I looked at the Apple Intelligence-generated summary and it said:

(3) Flying too close to the sun, experiencing AI chaos.

I think this is my current favorite implementation of AI because it makes the messaging experience completely unpredictable.

Like, what could that summary actually be about?

What series of three messages could that unravel to?

Apple Intelligence (and most generative AI tools) work really well when the text is predictable. Business cases are perfect for these summarizations, because business talk is relatively predictable (what with its “action items” and “agendas” and whatnot).

A group chat filled with inside jokes is not gonna make sense to an AI unless it’s been trained to do so.

Which has led to one of the best messaging experiences I’ve experienced in decades: trying to guess from the AI-generated summary what the individual texts will actually say.

Some examples:

(3) Tired and wants candy before 8:45am, stuck on a song.

(3) Item unavailable due to legal holding period for used goods.

(9) Kirk on 8th, guest room set up, Sam may forgive Pat, Aldi groceries ordered.

I’m sure Apple will continue to be very successful for many years to come and I expect to buy many products in the future as well (after all, Microsoft and Google don’t feel much better). I’ll surely even give some of those products glowing reviews on this very blog. And yet, I do wonder if the Apple enthusiast crowd as we know is in permanent decline.

You don’t need Daring Fireball, Panic, ATP, Birchtree, or anyone else like us to be massively financially successful (just look at Microsoft and Samsung), but I do find it a bit sad to see Apple stroll down the road to being a totally heartless mega corp like the rest. Why does Apple feel it’s worth trashing their relationship with creators and developers so that they can take 30% of the money I pay an up-and-coming creator who is trying to make rent in time each month?

If Homer was trying to start an internet business today, Tim Cook would be the one smashing up his home office and declaring he didn’t get rich by writing a lot of checks¹.

I’ve all but checked out on the Apple community these days. I still follow a few choice folks like David Smith and John Siracusa, but the overall tone of most Apple pundits today feels like that of a kid who was bullied in high school and became the bully’s boss.

Here’s my problem: Apple makes the best products out there today, and they know it. They deserve to be rewarded financially for this, but the problem is that they don’t know when to stop.

That mindset tends to be a problem in humans in general. People who are great at saving money tend to be unsure how to spend it when they retire.

I’ve been an Apple supporter since I got my first iPod back in 2003. Whenever I need to get a new electronic item, my first instinct is to grab whatever Apple made and be done with it.

At first, that instinct was pursued with enthusiasm. Now, after twenty years of selfish financial moves, I’m starting to follow that instinct with a funky taste in my mouth, like when you drink a can of pop after not having one in years.

Even if Apple wanted to change their behavior, I’m not sure they even know how to. Just look at how they’ve responded to all the regulations that have been thrown their way.

When they’re told they must allow apps to link to external payment sources, they require you to pay a 5% “Initial Acquisition Fee”.

When they’re told they need to allow for alternative app stores on their platform, they respond with instituting a Core Technology Fee so developers can “utilize the capabilities that we have introduced, including the ability to direct app users to the web to complete purchases at a very competitive rate”.²

Even with a market cap of 3.44 trillion dollars, they still feel the need to charge exceptionally high fees for access to their platforms.³

I guess maybe this is inevitable? Call it enshittification, call it the natural order of things, but I can’t help feeling like we’ve reached peak Apple fandom.

Heh, I suppose this whole blog post could be summarized by this excellent Adam Mastroianni quote:

Notice that, while lots of people are happy to tell you about Golden Ages, nobody ever seems to think one is happening right now. Maybe that’s because the only place a Golden Age can ever happen is in our memory.

I am supposed to be camping with my family today, but I feel like death, so instead, I’m gonna lay on the couch and clear through my watch later queue.

First up, this inside look at Apple’s approach to chip fabrication.

It’s videos like these that make me feel as though hardware is an approachable hobby to get into.

Yeah, maybe I don’t know how to put a billion 6 nanometer transistors onto a piece of silicon… but I don’t think I need to know that in order to make something useful.

Also, this was delightful to experience with the hindsight of 8 months. We now know about Apple Intelligence, and we also know how the Vision Pro rollout went.

I haven’t felt like much of an Apple fanboy lately, but this piece made me appreciate how hard their engineers are working to build super useful products.

The whole point of the web is that we’re not supposed to be dependent on any one company or person or community to make it all work and the only reason why we trusted Google is because the analytics money flowed in our direction. Now that it doesn’t, the whole internet feels unstable. As if all these websites and publishers had set up shop perilously on the edge of an active volcano.

But that instability was always there.

The only social network I post on anymore is LinkedIn. I have close to 2,000 followers there.

Lately, I’ve noticed that the “engagement” on my posts is increasingly sparse. Earlier this year, I was routinely seeing thousands of views per post. These days, I’m only seeing hundreds, and when it comes to sharing links to my newsletter, I’m seeing only dozens.

Meanwhile, here on my rag tag blog, I know my thoughts end up reaching people who matter the most to me.

It’s certainly less than the 2,000 people who follow me on LinkedIn, and substantially less than the tens of thousands of people a week who “engage” with my “content”¹ there… but I don’t care.

By posting here, I’m taking the harder route of building an audience without the flashy shortcuts promised by platforms like LinkedIn and Google.

Whenever I try to take shortcuts and play SEO games, I end up doing things to my website which make it feel less authentic.

And these days, I find myself asking, “what exactly do I need to take a shortcut for?”

Robin also quotes this piece by Jeremy Keith where he discusses our need for human curation:

I want a web that empowers people to connect with other people they trust, without any intermediary gatekeepers.


The evangelists of large language models (who may coincidentally have invested heavily in the technology) like to proclaim that a slop-filled future is inevitable, as though we have no choice, as though we must simply accept enshittification as though it were a force of nature.

But we can always walk away.

It’s tough to walk away from the big tech companies, but I can assure you it is possible.

Facebook used to dominate my daily existence, but besides perhaps Marketplace for selling my junk, I do not miss any of Meta’s properties since I left several years back.

Google was my portal to my email, search, and maps for years. In the past few years, I have switched to primarily using Fastmail, Ecosia, and Apple Maps. Here in 2024, they all work well.²

I do my best to avoid ordering stuff off of Amazon, and I hardly stream anything on Netflix anymore.³

I haven’t made the move over to the Light Phone yet, and I find it hard to believe that I’ll give up my Apple Watch, Apple TV, or iPad/Macs… but I do find myself questioning the prolific presence of Apple in my life more often than I did, say, ten years ago.

As I continue to experiment with LLMs, I’ve noticed that the locally-run, open source models getting closer to the performance you see in closed source models like GPT-4o and Claude Sonnet 3.5 Sonnet. It’s only a matter of time that they’re good enough to do the tasks that I find myself turning to ChatGPT to complete today.

Enshittification isn’t inevitable. Like depression, it’s an indicator that something in your digital life needs to change.

This is an article from nine months ago, but it’s still mind-blowing how much better the M1 chip is than anything else out there at the moment.

I can’t wait to get an M1 MacBook Pro and really stretch it.