When GitHub webhooks fail to trigger, it’s often due to issues with the payload URL, permissions, or network restrictions. Begin by reviewing the webhook settings under *Settings > Webhooks* in the repository and ensuring the payload URL is accurate and accessible from GitHub’s servers. If the receiving server has a firewall or IP restriction, add GitHub’s IPs to the whitelist. Ensure the webhook has permission to execute on the event you want to trigger (e.g., pushes or PRs). Additionally, you can inspect delivery logs for any error messages that might hint at configuration issues. Correcting these settings generally resolves webhook issues, restoring the intended automated workflows.