Does this issue occur when all extensions are disabled?: Yes

• VS Code Version: 1.102.2 (Universal)
• OS Version: Darwin arm64 24.5.0

Steps to Reproduce:

1. Open VSCode and connect to remote CLI
2. Wait for an update to CLI to be published
3. Answer "Always update" for the 100-th time (a preference that does not save)
4. Wait for VSCode trying to connect to a version it does not support
5. Shell into the Remote CLI server and issue "systemctl restart --user code-tunnel.service"

What I expected to occur:

1. When answering "always update" to the CLI update question, I would expect it to not ask me again; have tried answering always update for > 1 year. It's broken!
2. After updating the CLI, I would expect that VSCode would be able to connect to the updated version; have been forced to login to the remote host for > 1 year and manually restart the service