The Pragmatic Engineer

CI/CD with Robert Erez

June 17, 2026·1h 14m
Episode Description from the Publisher

Brought to You By:• Antithesis – verify your system’s correctness without human review or traditional integration tests – and avoid bugs or outages.• WorkOS – everything you need to make your app enterprise ready.• turbopuffer – a vector and full-text search engine built on object storage. It’s fast, cheap, and extremely scalable.—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.—Timestamps00:00 Intro02:09 Canary deployments at Skype05:01 Joining at Octopus Deploy06:15 Continuous deployment10:26 Why Kubernetes won15:51 Kubernetes on-prem18:50 How GitOps works25:00 The uses and limitations of GitOps31:04 The rise of platform teams35:51 How AI is changing CI/CD39:49 Progressive delivery explained47:31 Rollbacks and roll-forwards50:14 Feature flags54:32 How development environments are evolving57:40 Cloud development environments (CDEs)1:03:45 Self-hosting CI/CD1:09:25 Getting started with progressive delivery1:11:15 Book recommendations—The Pragmatic Engineer deepdives relevant for this episode:• Kubernetes and retiring at the top with Kelsey Hightower• The past and future of modern backend practices• Microsoft is dogfooding AI dev tools’ future• How Kubernetes is built with Kat Cosgrove• How Linux is built with Greg KH—Production and marketing by ⁠⁠⁠⁠⁠⁠⁠⁠https://penname.co/⁠⁠⁠⁠⁠⁠⁠⁠. For inquiries about sponsoring the podcast, email podcast@pragmaticengineer.com. Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe

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