Embodiments of the present disclosure relate to detecting and mitigating errors associated with software pull requests such as software deployment packages. The embodiments include identifying a failure of a pull request, identifying a system error associated with the failure, determining a failure mitigation process based on the failure and the system error, and executing the failure mitigation process to resolve the failure. The errors can be classified as system errors, user errors or planned downtime. The failure mitigation process can include generating an alert associated with the identified system error, updating a status of the pull request, re-evaluating the failure after a predetermined period of time, and retrying deployment of the pull request using an exponential retry process.