429 Too Many Requests

Apple released macOS 27.0.1, which fixes this issue. Early tests show the fix works; the update solved the problem on my system after installation.

<< So, I guess it's not caused by any VPN or third-party software, even though I also tried turning off those programs. >>

The mere presence of VPN software can completely mess up your networking.

it is generally not enough to merely disable VPN software to get relief. You usually have to completely Un-Install VPN software, using the software-maker's un-install procedure.

I also saw this. It was working previously (quite well, actually . . .) but then I just got the "I’m having trouble with the connection. Please try again later" error. It persisted through a cold reboot. My date and time are correct.

Then, I connected to the internet via my phone, rather than via my eduroam network at work (at a university), and . . . it worked.

I thenn re-connected to my eduroam wifi, and it worked.

So, changing my network seemed to help. (?) Sorry if this observation ends up as a red herring . . . but here's hoping it helps.

MacBook Pro M4 Max.

Darn. I previously noted that I could get it to work by using my iPhone instead of wifi. It turns out that the problem can sometimes resolve temporarily when you disconnect and reconnect to wifi. However, it seems to fail again shortly with the same error.

So I think this is just a bug. I am going to file a report (I do not think that Apple monitors the boards....)

Feedback - macOS - Apple

It sounds like the basic Siri functions are working, but more advanced requests are failing with the connection message. Have you tried signing out and back into your Apple Account, and also checking whether Siri and Apple Intelligence are available normally on Apple’s system status page? I’d also be interested to know whether the same issue happens on a different Wi-Fi network.

Re: "Siri AI" "... every time I try to use it, Siri keeps saying "I’m having trouble with the connection. Please try again later."

See whether Apple support's article on connection trouble-shooting (link below) can help: See what to do: If you can't connect to the App Store, iTunes Store, or other Apple services - Apple Support

Eg: Amongst other tips: Article says:

4..."Check the date and time on your device

Make sure that the date and time on your device are set correctly for your time zone. If the date and time are incorrect, update them or turn on the option to set date and time automatically. Get more help with date and time."

NB: Many more tips in the linked article at the top:

So bad news to anyone that has tried everything and still no fix. The only thing that worked for me was fresh install of MacOS, even a reinstall didn't work for me I had to erase everything and install MacOS.

Thank you kindly for checking, and for taking the time to reply and to let us know :-)

Apple's: Requirements for Siri AI (Beta) - Apple Support

Eg: says (amongst other things):

"Siri AI is not available in the EU on iOS, iPadOS, or watchOS. It is available in the EU on macOS 27 Golden Gate and visionOS 27 if your Apple Account region is in the EU and your device language and Siri language are both set to English.

Siri AI will not work in China mainland if your Apple Account region is in mainland China."

____

Also, you may want to check for possible interference :

See what to do: If your device has network connectivity issues, check for VPN and other third-party security software - Apple Support

I reverted to Siri Classic on my devices. Siri AI is still in beta and isn't responsive / reliable enough for me yet.

No fix in 27.0.1 The issue can temporarily go away with a change from wifi to a hotspot or after a reboot, but it recurs.

Same problem on multiple Macs -- a nearly new M5 MacBook Air with 24GB of RAM and an M1 iMac with 16 GB of RAM. Siri responds when triggered, so that much works. But after that, any question results in an "Uh oh, something's gone wrong." message.

I've been through all of the troubleshooting steps and nothing works. Meanwhile, Siri works fine on my iPhone 16 Pro. Seems like a fair number of other Mac owners are having this same problem. This is a terrible way to roll out the new marquee feature. Related: Apple Intelligence-powered Writing Tools don't work most of the time either.

there may be TWO cases in play here, based on writings in the Trade Press:

• device has >=12 GB RAM. AI Model can run on device, far less 'phone home' for ordinary results.

• device has < 12 GB RAM. AI Model will run on Apple Servers on the Internet, talk back and forth much more and be less responsive.

Didn't work for me, even got on the phone with support and only options were reinstall OS or wait till next update since it is beta still.

Leave it plugged in for a few days without use, not sure if it’s an actual fix but that’s what I did.

I was able to use Siri AI when it first became available on my Mac. However, all of a sudden it can't be used and keeps replying "Sorry, something's gone wrong, please retry."

So, I guess it's not caused by any VPN or third-party software, even though I also tried turning off those programs.

You may want to double check Apple's requirements and settings:

The latest info. I found from Apple: Published Date: September 14, 2026t

How to get the next generation of Apple Intelligence - Apple Support

Eg: says:

"System requirements

• iOS 27, iPadOS 27, macOS 27 Golden Gate, visionOS 27, watchOS 27
• Up to 14 GB of storage on device for iPhone 17 Pro, iPhone 17 Pro Max, iPhone Air, iPad models with M4 and later and at least 12GB of unified memory, Mac models with M3 and later and at least 12GB of unified memory, and Apple Vision Pro (M5)
• Up to 8 GB of storage for other Apple Intelligence-enabled iPhone, iPad, Mac, and Apple Vision Pro models*
• Up to 1.5GB of storage is required on Apple Watch
• Device language and Siri language set to the same supported language

If you change Siri language, Apple Intelligence may become unavailable until the new Siri language fully downloads and matches the device language.

Supported languages and regions

With iOS 27, iPadOS 27, and macOS 27, many Apple Intelligence features are available in most regions around the world on compatible iPhone, iPad, and Mac models. Apple Intelligence is available with support for these languages: English, Danish, Dutch, French, German, Italian, Norwegian, Portuguese, Spanish, Swedish, Turkish, Vietnamese, Chinese (simplified), Chinese (traditional), Japanese, and Korean. Some features may not be available in all regions or languages. "

There's a lot more info. in the above linked article.

It's the same exact issue on my Macbook Pro M4 as well.

I am situated in Canada, and have updated to the latest software, and have been invited to the Siri beta (otherwise i wouldn't have even had access to the Siri App)

Its so frustrating that I have completely given up on it until they fix their Siri App on a new version or an update. If anyone has found a solution, would be great to share with the rest of us.

I am having the exact same issue: Siri AI works fine on iPad and iPhone, but not on my Mac mini (M4 Pro) or my M1 Mac MacBook Pro. Both devices check all the required boxes regarding compatibility but still nothing...

I hope Apple will release a software update soon to fix this.

I’m having the same problem on my iPhone 17 and it’s happening more frequently. I’m getting the same response on the simplest requests, eg: “Siri, Add bread to my shopping list.” and, on CarPlay, “”Siri, drive home.” I’m considering reverting to the original Siri until the bugs are fixed.

Well this morning I was getting set up for my call from Apple Support, opened the MacBook and like magic Siri AI was working as it should, I missed the call and spoke with another but they were like ok cool.

The only thing I did was leave it plugged in since Tuesday night. I did update my Studio and it updated with zero issues.

So maybe the Matrix actual exists. LOL

Updating to 27.0.1 had no effect for me. I've tried prompting Siri AI every day since macOS 27 released, and it's only succeeded twice. Changing networks, toggling VPN, etc. seems to have no effect.

My iPhone sees more success—Siri prompts fail maybe 15% of the time, although that's still an unacceptable rate.

I'm noticing that I get a mild feeling of dread whenever I think to ask Siri something, because these past two weeks have had me develop a strictly negative association with it.

Thanks, but the tips and the said troubleshooting steps are just not helpful. The problem remains.

My Mac, iPhone, and iPad are connected to the same WiFi. Siri AI works on both my iPhone and iPad, but not on the Mac. In fact, no matter which Wi-Fi I connect to, it just doesn’t work on my Mac.

Unfortunately, the update to macOS 27.0.1 did not fix this for me. :( Have others seen an improvement after the update?

Im also having this same issue. Update works fine on my iPhone 15 Pro Max, not so much on the MacBook Pro

I have an Apple Support call in the morning, hopefully it'll get resolved, either way I'll post back

No fix for me. Waiting for another call on Thursday

im currently running that version and the problem continues.

So no Siri at all? What about your iPhone?

There's no shame in doing that.

I reverted to Siri Classic on my phone because the delays are too impactful to how I use it.

I still have Siri AI beta enabled on my Macs.