After a macOS update, tmux sessions started by cron lost access to the Keychain, causing Claude CLI batch jobs to silently fail. Diagnosing the issue, the fix, and why this is a structural macOS Keychain problem rather than a Claude CLI bug.
In January 2026, Logi Options+ and G HUB stopped working on macOS due to an expired certificate. Here's how to fix it and why this happened in the first place.
