2025-12-11T045446.206073Z [info ] Email alerting: attempt 1 [airflow.utils.email] loc=email.py:261 Traceback (most recent call last): File "<stdin>", line 1, in <module> File "/home/airflow/.local/lib/python3.12/site-packages/airflow/utils/email.py", line 79, in send_email return backend( ^^^^^^^^ File "/home/airflow/.local/lib/python3.12/site-packages/airflow/utils/email.py", line 154, in send_email_smtp send_mime_email(e_from=mail_from, e_to=recipients, mime_msg=msg, conn_id=conn_id, dryrun=dryrun) File "/home/airflow/.local/lib/python3.12/site-packages/airflow/utils/email.py", line 263, in send_mime_email smtp_conn = _get_smtp_connection(smtp_host, smtp_port, smtp_timeout, smtp_ssl) ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ File "/home/airflow/.local/lib/python3.12/site-packages/airflow/utils/email.py", line 306, in _get_smtp_connection return smtplib.SMTP(host=host, port=port, timeout=timeout) ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ File "/usr/python/lib/python3.12/smtplib.py", line 255, in init (code, msg) = self.connect(host, port) ^^^^^^^^^^^^^^^^^^^^^^^^ File "/usr/python/lib/python3.12/smtplib.py", line 341, in connect self.sock = self._get_socket(host, port, self.timeout) ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ File "/usr/python/lib/python3.12/smtplib.py", line 312, in _get_socket return socket.create_connection((host, port), timeout, ^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^^ File "/usr/python/lib/python3.12/socket.py", line 865, in create_connection raise exceptions[0] File "/usr/python/lib/python3.12/socket.py", line 850, in create_connection sock.connect(sa) OSError: [Errno 99] Cannot assign requested address

I’m sorry, but the provided Airbyte knowledge sources do not mention Airflow email alerting, SMTP configuration, or the specific error

OSError: [Errno 99] Cannot assign requested address

, so I can’t give a confident, Airbyte‑specific explanation or fix for this issue. From the context available, this looks like an Apache Airflow SMTP/network configuration problem rather than something documented for Airbyte in the retrieved sources. Since my scope here is limited to Airbyte and to what’s in the linked documents, I’m not able to reliably guide you further on this particular error.