Today, we hacked what we'd set out to hack: the iPhone
https://blog.calif.io/p/iphoneLike we did on HTC G1s in 2008
I want the freedom to install the OS I want on my phone. Now if I install a proprietary OS, I get what the developers of that proprietary OS choose to do. And if that proprietary OS does not give me root access, well, that's life.
https://projectzero.google/2022/03/forcedentry-sandbox-escap...
https://www.trendmicro.com/en_gb/research/21/i/analyzing-peg...
So pdf and images are the best vector for iPhones.
Once you escape the parser you have to reach and escape the sandbox and from there reach the kernel.
With today’s hardware I might have a different take - the 18 has more than enough hardware to be a laptop so maybe I’d use it for a docking mode. But my gut is I’d probably still want a laptop even then.
To me the upshot is : billions of development, software and hardware, have gone into the platforms - it’s hard to quickly make them significantly better.
iOS has come a long way since those days so a lot of the most common use cases of the past are no longer necessary. But the principle is the same - the hardware is a general-purpose computer but the software is locked down unnecessarily in many ways. Jailbreaking lets you do things that are outside of Apple's box.
It seemed like a silly party trick with no practical purpose, and required the terminal to reset things back to normal so the phone was useful again. Why does anyone want this? Surely there are better uses than what was demoed?
I used to jailbreak during the first few years of iPhone. I remember being able to drag out from the bottom right corner of the screen to have a launcher, similar to the Dock, but with more stuff. But over time, the iOS got more features and the argument for jailbreaking became less compelling. This is especially true now that so much sensitive information is in our phones… so I trust all this stuff that effectively has root?
Like what im mean is an attack vector shaped similar to https://pepsipu.com/blog/2026-10-switch2-jailbreak-ns2jb/ i.e. they compromised `fs` module that did not protect against a buffer attack(in memmov)? My understanding is that most core kernel modules are difficult to attack directly because of XOM, PAC and CFI like protections make it impossible for anyone/thing, so most likely only indirect attacks like above can work in such situations — there is a lot of incentive for teams like apple to do everything possible to improve security so i assume only these kind of difficult to find vectors remain.
[ Stage 1: Safari/WebKit ] ──> [ Stage 2: KASLR Bypass ] ──> [ Stage 3: Kernel Execution ]
(Memory Corruption/RCE) (Kernel Info Leak) (UAF Privilege Escalation)Now their "trusted cyber access" program is moat rather than safeguard.
Hence Sam Altman's latest public comment: "I don't even know a dramatic enough word to use… models can find bugs that are outside of the normal threat model of what we think a hacker can do… hardware-level, insane stuff… I no longer think we're gonna be able to just patch all the bugs."
Seeing all these gives me the same energy of early days of jailbroken Android phones where one could become root and do whatever with the hardware… I stopped considering such tinkering because I got tired of finding those little tweaks and fixes on forums like xda every time something was updated. With the LLMs capable of automating that tool, I might find those old school way of mobile phones again…
You shouldn’t have to use LLMs to run your software.
Give it another 6-12 months until the big AI shops shut those capabilities down and running local ones becomes cost prohibitive.
These clearly anti-consumer practices should just be illegal.
As someone who's been jailbreaking since the iPhone 3GS (and held onto a iOS 17.0 device for the longest time), Apple has never bothered to detect jailbreaks and lock people out of iCloud and iMessage.
If anything, it's those sleazy security framework providers that provide jailbreak detection to apps and cause them to either lock people out of accounts and features, or crash entirely.
Some government-mandated audit processes (at least, that's what I understand here in Singapore) also require jailbreak detection.
Several vendors sell Android devices that allow bootloader unlocking, Pixels being the most known.
Once unlocked, Magisk is the current and most used rooting tool.
The procedure is quite straightforward.
Does this actually happen? They did not do that in the good old days.
I do know that some apps try to detect jailbreaks and annoyingly refuse to let people log in. Banking and such.
There was a website jailbreakme you simple slid a slider and you were done.
From Wikipedia
August 1, 2010, exploited a vulnerability in the FreeType library used while rendering PDF files.
Don't sign into any of Apple services then! Just use it as a pure developer playground or create an alternate ID. Can't be looking for everything everywhere :-)
> we gave in to the “ecosystem”
No you do not. Go buy a FairphoneTwo things:
a) Why the would you never want to update an OS in this day and age ?
b) I understand the perspective of people insisting on wanting to be able to root their phone. But how about we take a step back and look at the reality of the 2026 security environment ? An environment where you have:
- Increasing volumes of increasingly sneaky security exploits on one side
- A phone with your 2FA apps, your banking apps, your email apps, your kids photos on the other
Frankly. I want Apple to lock down my iPhone as much as possible in that context.If I want to be root, I can do so on my desktop or a cloud VM or whatever.
But making root on a phone easy just seems like a recipe for disaster... if its easy for you, its easy for the bad guys too.
1) They of course lack the resources
2) Often lack professional displince across all skills required
3) Mostly make for themslves or whats interesting, not whats needed.
4) The release schedule is laughable at best.
They're basically the most interesting team working in vulnerability research right now; a cross product of ludicrous talent and full-tilt AI work.
Just before I left Fly.io a few months ago, we retained Calif for an annual pentest (we'd previously worked with Tetrel, Atredis, Doyen, and I think Include?). They were spooky good. Everybody we'd worked with was good, but Calif's results were unusually high-impact.
I love these people and everything they're doing.
This really blown my mind, and seem the 1/2 video is installed a app by click pdf link?
I guess and hope there will be update from apple quickly
I don't understand how in 2026 this is still a thing, we have many safe languages to parse/deserialize data. Why is it complicated?
We'll publish the technical details of these hacks over the coming weeks. Writing these articles takes time, and we've been busy with a PHP thing [1].
In the meantime, check out The Great Glyph Grift [2] for a glimpse of what can go wrong when iOS parses PDFs.
Just in case you wonder, we've disclosed most of the bugs in these exploit chains to Apple and will disclose the rest. So far in 2026, we've reported close to 100 bugs to Apple. We don't accept Apple bounties, and we're not being paid for this work. We don't sell bugs or exploits, and we have no sponsors funding this research.
We do this because it's fun, intellectually challenging, and we want to help make the iPhone safer. We also have a business to run, so we do need some marketing points.
On the cost side- How expensive is it to develop each of these demos w.r.t. inference cost? Are y'all purely using OAI/A\ cyber models or are there OSS models being used too?
Big fan!
The second video, the person who's shooting the video has his face mirrored onto the screen, anonymity is gone.
Insecure webpages, broken certificates and an insecure PDF library... You shouldn't have anything more connected than an FM radio at this point. Security is no longer something a private individual can deal with.
I for one have experienced multiple lifetimes worth of internet madness and will be looking to airgap / disconnect as many devices as I can get away with.
Decade of people's purchases has been invested into safety and security. It's absolutely unthinkable that a $7t market cap company with an army of 200k workers will ever leave people high and dry. They proudly went public, so we know they have the public's interests at heart.
that's just not how it works at all though is it. Good luck writing the kernel, firmware etc in a completely memory-safe way. And even if that was accomplished, memory safety isn't the only class of vulnerabilities, it's just the most common.
> and the rest are found
If they kept a stable version with no updates or new features *ever*, only security patches, for decades, then maybe that could be possible, yeah. But Apple users aren't exactly the kind of people who would enjoy such stability and security anyways, it comes with the compromise of novelty. Stability and security aren't very fashionable either.
edit: Obviously a "memory-safe way" means no `unsafe` blocks in Rust, too.
edit#2: This is all assuming we don't get true AGI. I hope my assumption is right
Absolutely crazy how PDF parsing and image rendering are still exploitable.
Just as a reminder for some folks here: During their WeWorm research in July–September 2026, Calif didn't stop at proving RCE to Tencent—they spent an extra week using AI to build a fully functional, self-propagating zero-click worm across three live phones, triggering temporary account bans from Tencent during testing.
They're of course also doing it for internet kudos, but attracting attention like this will help encourage people to update. Thanks to this article, I'm going to apply the next iOS security update ASAP, and tell everyone I know to do this the same. (hopefully it comes out soon)
I do wish they clearly stated the vulns have had been reported to Apple and when.
>Just as a reminder for some folks here: During their WeWorm research in July–September 2026, Calif didn't stop at proving RCE to Tencent—they spent an extra week using AI to build a fully functional, self-propagating zero-click worm across three live phones, triggering temporary account bans from Tencent during testing.
Not sure what exactly your point is. The WeWorm demo was done in a controlled environment.
Also we do this for free. We don't charge neither Tencent nor Apple. We don't even take their bounties. Why can't we have some fun?
If you're so upset about how we do it, my suggestion is go find your own bugs.
When they hacked the M5 (one week after release!), they used a data-only attack, which is outside the scope of MIE. That could be the case here, or something else entirely. We don't know.
The more of this stuff we see, the more people will start using GrapheneOS, I guess.
Also wonder why they choose to publish and not cash-in the Apple bounty..
More recently: iPhone Duo Jailbreak vid https://x.com/calif_io/status/2113570095549337977 (https://news.ycombinator.com/item?id=50206680)
I would like to think that they might've created the video so fast and perhaps out of so excitement that the name of the title had the typo :-D
Of course it's better that they found that before some shady mercenary spyware company, but I'd also want to control my ios device the same way they did in the video, but no, that's not for us.
Seriously, California has a cathedral problem, may the vault dweller succeed.
Paradoxically, people are happier to buy things that they have control over, but boy, Apple loves to control every layer of consumerism.
Second fuck Apple. Fuck all tech companies. And seriously fuck late stage capitalism. Foss or nothing. There should be a rule if you pay for it it has to be foss. This way people can still make proprietary but they just can’t charge for it.
We have zero privacy, zero security, all our politicians and all the corporations are against us.
Media parsing is an endless exploit vector. Like fuck. At some point you have to be like they (not just Apple) keep it broken
An yea I know foss gets these issues too. But if the only option was foss, then at least the whole world’s focus would be on it