I am having the same issue. New apple watch series 6 purchased from the apple store. When I try setup cellular service I get the error message. "Sorry, looks like we are having technical difficulties. Please try again." This has been going on for days everytime I try. @ComcastChrisL please help me! I've spent hours on the phone with comcast reps both tier 1 and 2. They told me maybe it's because I have to wait until 9/22 to activate. But it's still not working today.
Add me to the list. I have two brand new Apple Watch Series 6s to upgrade mine and my wife's Series 5s and both are getting stuck at Step 1 with the, "Sorry, looks like we are having technical difficulties. Please try again." error. For the record, I also had this problem last year when upgrading from the Series 4 to Series 5. I ended up at an Xfinity store for 4 hours while they figured it out. I'd prefer to avoid that this year. I started with Xfinity chat support. They were unable to help, but they confirmed they were seeing the error on their back-end. They suggested that I call Xfinity Mobile and ask for tier 2 support (1-888-936-4968). They were even less helpful than the chat support. The representative (Nicole) said that she escalated to someone (Spencer) and that he had never seen this before. I referred them to this thread. In the end, they told me they had no idea why it wasn't working and that they couldn't do anything more. That I should just keep trying. I thanked them for attempting to help, but to say that I'm frustrated would be an understatement.
For reference, here's a screen recording showing the error: https://youtu.be/xCuQi2oagLQ
The extreme part of this frustration is when support tries to make you do silly things to try to fix the issue. I told them that it was not allowing me to activate cellular when I paired it to EITHER of my two iPhones, and they wanted me to factory reset my phone, because that was going to fix it. Seriously? I should factory reset my phone and go through the hassle of all that on a known issue?
Chris from Comcast here seems to know what is going on though, he identified the issue and escalated it, though it isn't resolved yet.
Hi, I'm having issues activating my wifes apple watch...can't keep pass step 1 of the xfinity activaion...it tells me sorry we're having technical issues please try again...help
@ComcastChrisL I'm having the same "technical difficulties" activation problem on my series 6 watch. I'm going on my 3rd hour with a level 2 rep right now after countless hours of previous calls. If this is a known problem, could you PLEASE pass the word to the support reps so as not to waste hours and hours of time for you customers.