Siri AI keep saying 'I’m having trouble with the connection' on my MacBook Pro M4

My MacBook Pro M4 has all the right settings to use Apple's new Siri AI, and the software is fully installed. However, every time I try to use it, Siri keeps saying "I’m having trouble with the connection. Please try again later." The only prompts that worked were simple ones like "Hi or "What time is it".


  • Cleared my iCloud storage
  • Turned off and on Siri AI multiple times
  • Restarted my MacBook multiple times
  • Apple Account region is in Taiwan, which I believe is available
  • Has been accepted on the waitlist, and installed the new Siri AI
  • Language is set to English (United States)




[Edited by Moderator]

Original Title: My MacBook Pro M4 has all the right settings to use Apple's new Siri AI, and the software is fully installed. However, every time I try to use it, Siri keeps saying "I’m having trouble with the connection. Please try again later."

MacBook Pro 14″, macOS 27.0

Posted on Sep 21, 2026 4:53 PM

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Question marked as Top-ranking reply

Posted on Sep 28, 2026 5:29 PM

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.

31 replies

Siri AI keep saying 'I’m having trouble with the connection' on my MacBook Pro M4

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