iPadOS26 – Life on the Wicked Stage: Act 3

Things Apple Won’t Fix In The Next Round of OS 26 Updates

I’d bet money these issues persist after new OS releases

Apple is announcing new iPhones, Apple Watches and possibly other things today. They’ll also announce the release date for the operating systems for all of those new devices and previous generations already in use. All of the focus is going to be on everything new, improved, changed and Liquid Glassed.

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I’m sure I’ll write about some of that down the road. For today I’m writing about the things I’m thinking Apple won’t address in any of the new operating systems. These are lingering issues that in some cases have not been corrected over the life of multiple operating systems. As much as I get excited about a new software release I remain frustrated year after year when Apple steps forward while dragging its feet on correcting existing problems.

Believe me, I get that Apple has created such a large ecosystem that it is impossible to pay attention to every detail and correct every mistake. I get it, but I don’t sympathize with it. Introducing new operating systems pumped out on what seems like an impossible to meet annual cycle creates other issues that need to be addressed and it is apparently too easy to just let the older ones go unattended. And from what I’ve seen from developers I follow, there are going to be a host of new issues that are going to need to be resolved over the next year. Or longer. The longer you let an existing issue hang around without attention, the more the “control the whole widget” promises seem not quite in control.

Certainly it’s a question of priorities. How the priorities are set makes me question the priorities of those that set them.

Some of these issues I’ve highlighted before, others I have not. Here are a few that continue my questioning of Apple’s priorities. I’m sure there are some that others experience that fall into the same category of hoping Apple pays attention to them someday.

Syncing

I’ve seen a decrease in syncing issues with iCloud in general. That’s a good thing. But Apple still insists on syncing Photos on its own schedule. Whether it’s battery life optimization or system optimization the delay is never optimized for the user experience.

Shared Reminder Notifications

I’ve written about this before. The fact that this one hasn’t been corrected since Shared Reminders became a thing undercuts all of the very good work Apple has done with the Reminders app in general.

Bluetooth Weirdness

I don’t know how else to describe this other than it’s just weird. There are times when Bluetooth connectivity works as designed with my AirPods and other peripherals. There are times when things just go bonkers especially with AirPods. Things will work as designed for days on end, then they won’t. AirPods switch between devices as designed, but then stop doing so. Adaptive Listening will work well sometimes and sometimes not. Connectivity with my car works well and then it doesn’t. My car isn’t smart by any stretch of the imagination and gets no software updates so it makes sense to me that it’s a Bluetooth issue on the iPhone. Note that it happens at random times unrelated to iOS updates or those mysterious AirPod firmware updates. The Magic Trackpad works 98% of the time. Then not. It’s weird.

Shortcuts

It’s become either a legend or a joke that every time Apple releases a new update (full release or point release) something goes wrong with Shortcuts. Either way it’s a problem for “the future of automation.” I particularly love it when a Shortcut just hangs with no indication that there’s a problem after working well for days on end. This inconsistent problem is consistent.

The App Store

Apple’s biggest retail outlet is the slowest loading and buggiest piece of software it has ever designed. It’s also designed abysmally.

Focus Modes

I use very few Focus Modes. I do not share them between devices. Sometimes they work. Sometimes they don’t. I’ve never set a Sleep Focus on my iMac. Yet one mysteriously appears at random during the day about twice a month. The Focus I’ve set for listening to Podcasts inconsistently fails to kick in.

Mail Rules

I think Apple has just given up on Mail Rules because the ones I’ve built just don’t work anymore.

Apple News

I enjoy that on my Mac I can choose to open an article in Safari or that I can open a webpage in Apple News. I don’t understand why that can’t happen on the iPhone.

Notification Summaries

I long ago turned Notification Summaries off because they were just confusing and caused more work than just dealing with the Notification. I recently turned them back on to check and see if there had been any improvement. There has not.

As I said, I don’t anticipate Apple fixing any of the above with all of the new ’26 releases. I’ve learned to work around them the same way I work around the passenger side backdoor on my car won’t open from the inside and I have to open it from the outside whenever I’ve got a back seat passenger. It’s a walk around workaround. It’s not ideal. And each time I have to do it I’m reminded just how imperfect things are and can be. I’m sure it will diminish the value of the car when I do decide to trade it in, but it’s already reduced the value of it in my mind.

I feel the same way when Apple doesn’t address longstanding issues that I and others have brought to their attention. Here’s hoping Apple addresses some of these issues. Here’s hunching they won’t.

You can also find more of my writings on a variety of topics on Medium at this link, including in the publications Ellemeno and Rome. I can also be found on social media under my name as above.

Craig Hockenberry’s Take on the Why of Liquid Glass

Is Liquid Glass an edge case?

There is a quote largely attributed to Robert F. Kennedy. No not the one rampaging through the U.S. healthcare system. It goes “some men see things as they are and ask why. I dream things that never were, and ask why not?” But, it actually came first from George Bernard Shaw in his play Back to Methuselah.

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The text gets mangled often enough as does the attribution. Regardless, the point is made. In my experience as a theatre producer/director/designer/playwright the biggest part of the game is the “dreaming” part. The next hurdle is finding a way to turn that into reality. The dreams often come when least expected, occasionally after many attempts at finding a solution, and sometimes at random moments. They sometimes come into focus as almost impossible, or perhaps wrong-headed.

Typically, in something completely uncharacteristic for me, when I find I can’t articulate what I’m feeling or seeing, I know I’m on to something, and that’s the moment to ask “why not?” rather than “why?”

I’m also very familiar with the desire or temptation to do something new instead of doing again what I know works. Speaking from my experience that’s yielded both positive and negative results. There’s a reason some things are called “tried and true.” There’s also a reason to hold your breath, roll the dice and gamble it all on something new.

Honestly, either way is a risk. And that’s how it should be. But if you feel the need for change, go for it and don’t reverse course.

But what do I know? I’m just a theatre guy who’s produced hits and flops along the way and comfortable taking slings and arrows along with occasional accolades. I’m not sure what feels better, being admired for a courageous leap of faith, or feeling accomplished for sticking the landing. In the end, I’m not sure it matters.

Liquid Glass

A lot has already been said, good, bad, or indifferent about how Apple’s designers dreamed up its new Liquid Glass design approach. But that doesn’t answer the “why?” Was it a compulsion for something new? Time for a change? A diversion to distract? Or a romantic new vision spurred on by a heavy new headset?

App developer and designer Craig Hockenberry of the

, in an interesting post recently asked that question and provided what he thinks is a possible answer. It’s titled simply Liquid Glass. Why? I don’t want to spoil the post. You should go read it yourself. But his answer points to a possible future of devices “with screens that disappear seamlessly into the physical edge.”

A cautionary note here. For several years Apple trumpeted “edge-to-edge screens” that still had bezels. Marketing mavens often outrace product dreamers to the destination.

I joked with Craig on Mastodon that he should have subtitled the piece Liquid Glass is an Edge Case.

The joke may indeed prove to be true, but it’s a truth we’ll live with in some form or fashion for the next few years, edge case or not, regardless of the good, bad, or indifferent reactions.

Anyway, go read Craig’s piece. However Liquid Glass is received in a few weeks, I’m looking forward to discovering it myself.

I mean, why not?

You can also find more of my writings on a variety of topics on Medium at this link, including in the publications Ellemeno and Rome. I can also be found on social media under my name as above.

Through A Glass Darkly: Apple’s Liquid Glass Future Isn’t Clear

Continuing to watch Apple’s Betas from the sidelines.

Apple’s adventures with its new Liquid Glass design language reminds me of the title of a terrific, yet gloomy, Ingmar Bergman film, Through a Glass Darkly. Keep in mind that I’m not running the beta and living vicariously through the reactions of those whose opinions I trust. That said, based on some of those opinions of the recently released 4th developer beta, the future of Apple’s new design approach appears less than clear.

From most accounts it’s a battle between legibility and the “coolness” of the design’s featured transparency that overlays content with the intent for the content below to bleed through. The challenge seems to be finding the right amount of bleed through that also allows users to easily read a notification or a control.

In my view, the challenge with that challenge seems to be one of fighting things you can’t control. Holding liquid in your bare hands without spilling a drop might be easier. Every website and app designer has their own preference and approach. Even Apple apparently has difficulty as some of their own apps with background bleed through obscuring text.

Since Apple announced Liquid Glass there have been three iterations of the approach. In a sort of Goldilocks and the Three Bears adventure with Apple dialing transparency features back and forth. Now in the 4th version of the developer beta reengaging more transparency. Searching for a “just right” solution doesn’t yet seem to be yielding any clear direction. But then, Apple’s ambitions, perhaps by design, have created a lose-lose short term future. The eventual product will never please everyone with this design change. But to be fair, that’s always the case with design changes and the folks at Apple knew that going in.

There are other usability issues as well, including things like making it easy to tell which tab or control is in focus, and having to tap multiple times to perform a function that used to be one tap to name a couple I see repeatedly mentioned.

But the clear focus of complaints (and some praise) is Liquid Glass. I would venture that for users it’s still too early to judge, but supposedly the Public Beta is due soon and the consensus is that what we see there will be pretty close to what we see in the Fall. Developers on the other hand are increasingly worried about Apple’s search for a “just right” solution while they try to find a path forward to have their own apps ready for the big release alongside or close to the release of this new wave of operating systems.

The problem becomes magnified when designing for the lowest common denominator with so many users. From my perspective of supporting clients and family members, most folks just want to pick up their devices and do what they want or need to do. They don’t want a new learning curve getting in the way. They certainly don’t want legibility issues to get in the way. There’s a real tension between what Apple needs to do to keep the cash registers ringing and the familiarity users want that I don’t think the folks in Cupertino understand given the annual pace they seem locked into.

The Bigger Picture

From where I sit on the sidelines, I think Apple has also created some real and perhaps less transparent problems beyond how Liquid Glass eventually rolls out.

Coming on the heels, and at least somewhat intended as a distraction from last year’s Apple Intelligence and Siri woes, Apple needs to create a clear narrative surrounding Liquid Glass in order to sell this year’s new crop of iPhones. (I imagine the commercials have already been scripted if not filmed.)

That already seemed like quite a challenge given that the only big hardware news this year is the rumored introduction of a smaller, lighter, apparently with less features iPhone Air. I don’t imagine that Apple’s traditional iPhone lineup is going to have new features to tout that makes those familiar device form factors must haves or must upgrades.

If you’re counting on a flashy UI design change as the distraction that gets criticized as much as the issue you’re trying to distract from you’re magnifying your problems. Unless of course, you bank on criticism of the distraction further distracting from bigger issues.

Adding to that, the larger narrative has somewhat already passed by this year’s iPhones to what comes next year, with just about everyone assuming Apple’s version of folding iPhones will be the new focus.

Sum all of that up and this is starting to feel potentially like a lost year for Apple. Sure, Apple will sell lots of iPhones, but if it can’t capture the imagination the way Apple usually does, much of the narrative will be wait ’til next year. Apple historically takes a long view. Time will tell if they have lost control of the visible horizon.

iPadOS 26

That said, somewhat under the radar, iPad beta users continue to trumpet the success of changes made in iPadOS 26. I’m looking forward to seeing that myself. That said, as much as those potential changes will be welcome, I can’t imagine that’s the tentpole Apple wants to rely on to create excitement this year.

I mentioned the film Through A Glass Darkly in the opening of this post. The story of that classic film is about a family that gathers to try and heal after a member diagnosed with schizophrenia is released from an asylum. If you ask me, the challenges we’re seeing at Apple with design changes, Apple Intelligence and Siri among other things demonstrate that there are multiple personalities exhibiting control at various times within Apple, at a time when some turnover at the top is already underway, with quite a few calling for more.

As always, I recommend Michael Tsai’s Blog as a good source to keep track of how all of this continues to develop.

And with that, I’ll leave this update from the sidelines with this.

Update: The public betas for all of Apple’s new operating systems were released shortly after this post was originally published.

You can find more of my writings on a variety of topics on Medium at this link, including in the publications Ellemeno and Rome. I can also be found on social media under my name as above.

Apple Beta Season Is Upon Us and iPad Debates Are Around the Corner

Changes look promising. Wait and See is the operative condition.

Apple announced what it has in store for the next versions of all of its operating systems during it’s annual World Wide Developers Conference this week. Or rather Apple put out a pretty nice commercial for some of what it has in store. But that’s the way of these things whether pre-taped or live. The beta testers and pundits are off and running looking into every nook and cranny of the code, celebrating, criticizing, and screenshotting. That will go on deep into the summer.

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The biggest, most observable change is the new design language, Liquid Glass, that is intended to bring all of Apple’s operating systems into a more unified look and feel, sorta, kinda based on the Vision Pro. Who knew that headset would provide new Vistas ahead?

They also unified the current OS numbering system, ditching the previous version numbers. Now each operating system will increase by the last two digits of each year ahead, as in iOS 26, watchOS 26, etc… We’re going to get to iOS 50 sooner than we thought.

I no longer play the beta game with my devices so I haven’t seen anything first hand, beyond the reactions of others that range from it’s terrible to the best thing since sliced bread. Keep in mind that any reactions you see following the release of the first developer beta should always include the caveat that what you see now will probably evolve over the course of the summer. Wait and see is the operative condition that needs to be set.

As far as I’m concerned the big news was about the iPad and what iPadOS 26 is promised to offer. There has been lots of back and forth about trying to define the iPad ever since there have been iPads. But certainly since Apple, in the pre-M1 chip era, put out the What’s a Computer campaign in 2018. There were quite a few loud voices always wanting more than Apple delivered in terms of making the iPad more like a Mac. And in recent conversations many of those loud voices were putting down their megaphones and were moving on from those iPad as their main computer dreams.

But this year Apple seems to be promising most of the changes those users have been clamoring for. They include a multiple windowing UI, much more similar to MacOS than any of the previous multi-tasking attempts. There’s even a menu bar, the inclusion of a new Preview app and more Finder-like functionality in the Files app. Better background processing and enhancements to the audio system are sure to make podcasters happy. There are a host of other new tidbits as well. There are also casualties. Many are already mourning the loss of Slide Over.

To give you an idea of how big a deal this change is, noted Windows advocate, Paul Thurrott ended his first look piece with “I may need to get a Smart Cover. Or whatever it’s called. This changes everything.”

The cynic in me has to say that the depth and breadth of these new iPad features makes me suspicious as to why Apple didn’t take this path earlier. It seems obvious that it had been thought through. The hardware has certainly been capable. Regardless of those suspicions, Apple has set up another new iPad story to keep us chattering.

So, iPads are being dusted off again. Soon, and more importantly deeper into the summer, we’ll hear how successful these features may be in fulfilling the desires of those who want the iPad to be more like a Mac. What we won’t have to wait for is the debates around the iPad to heat up.

I’ve never been one that felt disappointed by the iPad’s less than Mac-like features. For my work it has always served me well and gotten better in doing so over its evolution. Stage Manager was never my thing, but Slide Over worked well for my usage as my primary multi-tasking metaphor. Will I miss it? I’m sure I will. But I’ll wait and see what this new multi-tasking UI offers before rendering judgment.

But that’s me and I’m not everybody. So, as I look forward to living vicariously through the summer as others poke around these new changes, let me close with this. Regardless of whatever differences exist between the iPad and the Mac they always had one great similar strength that these new changes appear poised to make stronger still. Different users with different needs can use an iPad or a Mac for just about anything they want and need to do.

You can find more of my writings on a variety of topics on Medium at this link, including in the publications Ellemeno and Rome. I can also be found on social media under my name as above.