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Option 1: Disable Network Privacy Filters (iCloud Private Relay)
MacOS Sequoia includes enhanced privacy features that can interfere with cross-domain authentication tokens. Disabling these temporarily often resolves the redirect loop.
- Navigate to System Settings > [Your Name] > iCloud > Private Relay.
- Toggle Private Relay to Off.
- Additionally, in Safari Settings > Advanced, uncheck "Use advanced tracking and fingerprinting protection".
- Restart your browser and attempt the login again.
source: https://support.apple.com/en-us/102022
Option 2: Amazon Q CLI
If the web-based login continues to fail, you can bypass the standard browser-initiated handshake by using the command line. This triggers a "Device Flow" which is more resilient to browser redirect issues.
- Open your Terminal.
- Run the following command to reach the subscription management page directly:
q chat
- Inside the interactive session, type:
/subscribe --manage
- Copy the URL provided in the terminal and paste it into a Private/Incognito window. This forces a clean authentication session that often bypasses the Sequoia local cache loop.
In many cases, this type of sign-in issue is caused by network-level interference. We’ve seen it resolved by disabling any active VPN or local antivirus/security software, as these can block or alter authentication redirects.
Suggested Troubleshooting Steps:
- Disable VPN (if enabled)
- Temporarily turn off antivirus or endpoint security tools
- Try from a different machine
- Switch to a different network (e.g., use a mobile hotspot)
These steps help isolate whether the issue is related to your local environment or network configuration.
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