Today Apple released watchOS 6.1.1 and I decided to update my Apple Watch from the watch itself at the same time that I was was updating my iPhone. By that I mean using the software update function on each device so that they would update independently of each other. I have done that before and nothing bad has happened. But this time that turned out to be a mistake as the watchOS update would not install. It prompted me with an “Install” button on the Apple Watch. Then it went to “verifying”, and then it put me back to “Install”. I tried rebooting the Apple Watch and that did not help.
So after I updated my iPhone to iOS 13.3, I tried doing the update from there and got exactly the same behavior. That was interesting. I tried rebooting the iPhone and that didn’t help either. So I tried this as my next troubleshooting step:
- I opened the Watch app on my iPhone
- I went to General > Usage > Software Update.
- I then deleted the update file and tried to download and install the update again. What was curious about that was that it sat there for a very long time and said it couldn’t communicate with my Apple Watch. Then it deleted the update. Weird.
Now by doing that, I got a different issue. It downloaded the update, but it said that It could not communicate with the Apple Watch. I checked the Bluetooth settings and it said it was connected. But I figured that it wasn’t really connected, so I put both the Apple Watch and iPhone into airplane mode and then took it out of that mode and let them connect to each other. I then tried updating again and it worked.
So, it seemed that I had a couple of problems and I believe that it all started with me trying to update my iPhone and Apple Watch at the same time. That’s something that I will not be doing again going forward. Instead I will do the watchOS update from my iPhone after I install the iOS update. That seems to not only the safer choice, but it would have saved me an hour of troubleshooting this. But hopefully my pain is your gain if you find yourself in a similar situation.
UPDATE: Apparently, many other people are in a similar situation with watchOS 6.1.1:
@AppleSupport my watchos 6.1.1 fails to install on a fully charged and connected apple watch. Suggestions?
— Brandon Joseph (@B_Joseph1) December 12, 2019
@AppleSupport hi my Apple watch series 3 won’t update to watch OS 6.1.1 it continually reverts to install, I have a new XR phone and my son has the same problem with his XR phone on a series 4 watch. Is there a known problem on this update ?
— red_claudius1964 (@red_claudius64) December 11, 2019
@AppleSupport Hello, I am trying to install the 6.1.1 on my series 5 watch but it won’t work. Both my phone and watch screen keep flicking and going off and then I get a message saying there’s an error 🤷🏻♀️The watch is on charge and my phone is next to it
— Lydia (@Lydia4652) December 11, 2019
The symptoms above are the same ones I had before I was successfully able to upgrade. And on top of that, one person responded directly to my Tweet trying to solicit help from Apple Support on Twitter:
Yep, I’m having the exact same problem.
— Dan Harte (@DanHarte) December 12, 2019
Clearly there’s some sort of issue with watchOS 6.1.1. I’ll be keeping an eye on this.





A Great Reason To Update Your Apple Watch, iPhone, and Mac ASAP: Apple Fixes A FaceTime Bug That Appears To Be Very Serious
Posted in Commentary with tags Apple on December 10, 2019 by itnerdApple as many of you are aware released a number of software updates today. Specifically:
I spent part of my day reading through the security info of all these updates. That is something that I do as a matter of course because it helps me to judge if I need to install an update now or if it can wait a day two. And after reading through the security info, users of following OSes should update ASAP
The reason being is that all of these OSes share a FaceTime bug in common. Specifically this one (copied from this page related to watchOS 5.3.4):
FaceTime
Available for: Apple Watch Series 1, Apple Watch Series 2, Apple Watch Series 3, and Apple Watch Series 4 when paired to a device with iOS 12 installed
Impact: Processing malicious video via FaceTime may lead to arbitrary code execution
Description: An out-of-bounds read was addressed with improved input validation.
CVE-2019-8830: Natalie Silvanovich of Google Project Zero
The key part is that this was reported by Google’s Project Zero team. Now Google Project Zero doesn’t report trivial bugs. They only report the most serious ones. Thus whatever this bug that allow “arbitrary code execution” from a malicious video via FaceTime has to be pretty serious. Which means that you by default must take it seriously because there’s a very good chance that if it isn’t already being exploited, it will be now.
As an aside, in case you are wondering why watchOS is on this list, the Apple Watch Walkie Talkie feature uses FaceTime audio, and it has historically been buggy.
Thus if I were you, I would set aside some time to update your Apple Watches, iPhones running iOS 12 or 13, and Macs running Catalina ASAP as there is likely a clear and present danger that you need to protect yourself from.
UPDATE: Macrumors is reporting that another serious flaw that is related to AirDrop on iOS has been fixed. That’s another reason to update ASAP. Strangely, this issue isn’t listed in the security info for iOS 13.3. Nor is it listed in the release notes for iOS 13.3. Strange.
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