Behind every successful insight (BI analytics or ML model) is a reliable data pipeline! These pipelines are planned, implemented, deployed, and monitored in an ongoing fashion referred to as the DataOps infinity loop (similar to CI/CD for traditional software). This talk covers battle scars in managing DataOps at scale, and how building checkpoints in the DataOps loop can reduce missed SLAs, cost outages, escalation from data users, and most importantly avoid data pipeline surprises!