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Robert Erez is a principal engineer at Octopus Deploy, and a longtime expert in CI/CD, deployment systems, and software delivery. Rob and I were also once colleagues on the Skype web team, working on large-scale deployments and release processes.

In this episode of The Pragmatic Engineer, I sit down with Rob to discuss how teams deploy software safely and efficiently at scale. We cover Kubernetes, GitOps, platform engineering, progressive delivery, feature flags, cloud development environments, and the growing role of AI in CI/CD workflows. We also get into the tradeoffs in different deployment approaches, why self-hosted software still matters for some organizations, and the recent evolution of software delivery practices.