Issue #99988 showed the agent-mode cron summarizer calling a [Errno 63] File name too long crash a provider authentication error. The too-long filename was a script. The script contained Authorization. PR #99993 is still open at 90583a1ec6. It scans only the first line, then skips the provider-auth, timeout, and rate-limit labels when that line matches ^(?:[A-Za-z_][\w.]*: )?\[Errno \d+\].
I ran that regex. I did not run the scheduler or Windows. Live Linux OSError: {str(OSError(63, "File name too long", script))} is one line, matches, and skips those labels. The same string with Xuthorization no longer trips authoriz either. CPython on Windows writes [WinError N], not [Errno N]. OSError: [WinError 206] ...Authorization... is False on the published pattern, so the first-line auth scan still fires.
An [Errno N] exemption is not a [WinError N] receipt.