Anki refusing to connect to web

Hello there,

I keep getting this error:

It started after I updated Anki and then my Mac. I have tried everything recommended online and I can’t figure it out. I don’t have a firewall, nor do I have a VPN. I can sync fine on my other devices. Any help would be greatly appreciated, as I am a new medical student as of this week and I have a lot of work I am falling behind on!

I’ve redownloaded, restarted, etc. Please let me know if you have any other ideas!

This issue is generally caused by something on your device that is preventing the connection to AnkiWeb’s servers – Error establishing a secure connection when syncing - Anki FAQs . It might be something that isn’t called a VPN, but really is a VPN (like iCloud Private Relay) – or you might have something else now “protecting” you that you need to allow Anki through.

What version of macOS are you currently running? And, what model is your Mac?

Please see if performing any of the troubleshooting activities in this post might help with the issue.

I am still unable to sync AnkiWeb on my Mac and am hoping someone can help identify what is going on.

The issue started after updating both Anki and macOS. I receive:

A network error occurred.
Error details: error sending request for url ()

I can sync normally on my other devices, so the AnkiWeb account/server side appears to be working.

System information:

  • Anki: 26.08.1 (official DMG installation)
  • macOS: Sequoia 15.7.8
  • MacBook Pro

Troubleshooting completed:

  • Reinstalled Anki from the official website

  • Restarted Mac

  • Tested with add-ons disabled (holding Shift during launch)

  • Tested with a brand-new Anki profile

  • Confirmed no proxy is configured:

    scutil --proxy
    

    only shows the default exceptions

  • Confirmed no proxy-related environment variables:

    env | grep -Ei 'proxy|http|https'
    

    returns nothing

  • Checked system extensions:

    systemextensionsctl list
    

    The only extension listed is:

    org.pqrs.Karabiner-DriverKit-VirtualHIDDevice
    

    which is unrelated to networking.

  • Verified AnkiWeb connectivity outside of Anki:

    curl -Iv https://ankiweb.net
    

    succeeds:

    • TLS 1.3 handshake completes
    • Certificate verifies correctly
    • Server returns HTTP 200

I do not have a VPN, firewall, or antivirus installed. I have also not found any network filtering software on the Mac.

The only unusual detail is that this began around the same time as updates to Anki and macOS. Any suggestions for further diagnostics would be greatly appreciated.

Thank you!

Hello, I responded to BenJamesBen with a pretty thorough outline of what I’ve done so far. It didn’t let me repeat it, so would you mind glancing at that?

macOS Sequoia 15.7.9 was just released an hour ago. It should become available to you later today or tomorrow. Please try updating your OS to 15.7.9 to see if it might fix your issue.

(I don’t know what is causing this Mac “error sending request for url ()” problem, but historically it seems that the only thing that has fixed it for other people is updating the OS.)