Apple may not be the world's most valuable company at the moment — that's Nvidia — but it is still by far the world's most scrutinized.

Thanks to a robust set of supply-chain leakers revealing every aspect of new Apple products before they arrive (catch up on the latest iPhone Fold and iPhone 18 rumors and leaks), an Apple launch event can often lack surprises. And in a normal year, Apple's annual Worldwide Developers' Conference (WWDC) is no exception.

But WWDC 2026 is not a normal year, and an unusual air of mystery still clings to the keynote. That's not just because we expect the AI version of Siri to make its debut, but also because we don't know whether Tim Cook, in his last WWDC as CEO, will pass the baton to CEO-in-waiting John Ternus during the event.

Will Ternus get on-the-job training, keynoting side-by-side with Cook? Or will he take a lesser role, like he did introducing the iPhone Air last September?

Beyond that mystery, here are our three big burning questions for the Apple WWDC keynote, which kicks off at 10 a.m. PT on Monday, June 8, 2026.

Will we see the iPhone Fold (or Ultra) at all?

The last we heard about the iPhone Fold, Apple's late-to-the-party entry into the foldable smartphone market, its official launch date had been pushed back, likely until the holiday season. Given a global memory chip shortage, analysts have warned that the company may not have enough supply to satisfy demand until 2027.

Still, iPhone Fold prototypes exist (or iPhone Ultra, if one report is to be believed — the dueling names being just one example of Apple exerting an unusual amount of lockdown). Cook may reason that it makes sense to wow us with an early look at one, and end that confusion about the name.

After all, that's what Steve Jobs did with the original iPhone: gave us a sneak peak in January 2007, long before the official summer launch.

The Jobs strategy would make sense here, given that Apple is already late to the foldable game — and is effectively leapfrogging competitors with its larger folding screen. Cook may also want to cement his association with the Fold/Ultra, given that he led the company during its development.

What better way to do that than to bring back, just this once, a Jobs-like "one more thing"? Ternus takes over on September 1, so any future iPhone Fold/Ultra launch event will be his baby. Does Cook want the world's first official look at the Fold/Ultra to be in Ternus' hands?

Then again, Cook's lack of ego has been one of the defining features of his tenure. So he may be perfectly fine letting his chief product guy take the credit (or, if the Fold/Ultra fails in any way, the fall).

Will the new AI Siri surprise us?

During the Cook years, Apple has struggled with a delicate balancing act on the subject of AI. On the one hand, Cook is clearly a skeptic about the tech industry's tendency to overhype LLMs — and given that bombshell white papers coming out of Apple's research arm show plainly that even so-called reasoning models can't reason, he has every reason to think that way.

On the other hand, consumers have every right to expect that they could treat Siri, Apple's creaky old AI chatbot, like it has the intelligence of models like OpenAI's ChatGPT or Google's Gemini.

And that's what we're expecting to get: A Gemini-powered Siri voice assistant, along with a new Siri app and an AI agent app store, that fulfills the company's long-deferred promise of Apple Intelligence. Reportedly, you'll be able to choose third-party AI tools too.

Upgraded Siri will also likely feature in the camera app, offering editing options and other forms of "Visual Intelligence." And it will reportedly be ad-free and more focused on privacy than its AI rivals, with features like auto-deleting chat logs.

OK, but how does Cook (or Ternus) effectively demonstrate the AI power of the new Siri? Here the company may run into a boy-who-cried-wolf problem.

Thanks to Apple's, um, overly enthusiastic marketing after the original Apple Intelligence announcement, showcasing features that didn't exist, the company had to settle a class-action lawsuit.

How, then, can an ad within this keynote showcasing Apple Intelligence capabilities not give us skeptical vibes, even if they do exist this time around?

The biggest Siri surprise of all would be a live demo — but given that Apple hasn't done that in keynotes since 2019 (Cook went pre-recorded in 2020), don't hold your breath.

Will we see a 'GenAI' Apple website?

However much we see of Siri, the focus of WWDC 2026 is on Apple's "AI advancements." So how else will that manifest in practice?

One possibility is that a selection of AI apps and services will appear on the web as well as on Apple devices — perhaps at genai.apple.com, a website Apple has reportedly added to its domain name servers but hasn't yet populated.

Apple doesn't tend to do much on the web, but it does do more than you think. All your iCloud backups and services are available when you sign in at iCloud.com, a lifesaver if you've lost your phone.

A website that provides the new Siri, alongside third-party AI chatbots and other Apple Intelligence services, would make a lot of sense, especially given Apple's longtime emphasis on privacy and security.

Such a site could also boost its popularity by offering ChatGPT (Apple has an ongoing deal with OpenAI, despite a potential lawsuit) without the ads that OpenAI has started serving.

Will iOS 27 be lighter... and less Liquid?

The real star of the WWDC show, of course, is Apple's latest iteration of its signature iPhone operating system. But iOS 27 has more riding on it than most upgrades.

That's not just because of the new Siri, or the foldable software supposedly stuffed into iOS 27. It's because iOS 26 was a controversial upgrade, to say the least.

Reports of low adoption numbers turned out to be exaggerated. But the unease was undeniable. Many users expressed outrage on Reddit that iOS 26 felt like "bloatware" that slowed down the keyboard, among other features.

Most controversial of all: the Liquid Glass aesthetic that made app icons look like cheap gel stickers, as some saw it. Certainly, the hurried departure of the design chief behind Liquid Glass doesn't suggest it was a hit inside the company.

So, how different will iOS 27 look? Is the cool glowing animation promoting WWDC 2026, reportedly the Siri redesign hiding in plain sight, a harbinger of good things to come?

Did Apple engineers spend the last year effectively filleting the bloat, or making it worse? Will it end support for the iPhone 11?

Join us on the series finale of Tim Cook's Apple keynotes to find out!