Skip to content

CI/CD with Robert Erez

June 17, 2026 · 1 h 15 min

Show notes

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.

—

Timestamps

00:00 Intro

02:09 Canary deployments at Skype

05:01 Joining at Octopus Deploy

06:15 Continuous deployment

10:26 Why Kubernetes won

15:51 Kubernetes on-prem

18:50 How GitOps works

25:00 The uses and limitations of GitOps

31:04 The rise of platform teams

35:51 How AI is changing CI/CD

39:49 Progressive delivery explained

47:31 Rollbacks and roll-forwards

50:14 Feature flags

54:32 How development environments are evolving

57:40 Cloud development environments (CDEs)

1:03:45 Self-hosting CI/CD

1:09:25 Getting started with progressive delivery

1:11:15 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 [email protected].



Get full access to The Pragmatic Engineer at newsletter.pragmaticengineer.com/subscribe

All episodes of The Pragmatic Engineer

Settings

Display

Language

Decides which stations you see first on the home page.

History

Recently played stations and episodes and your latest searches are only stored in this browser.

Notifications

A short notice when a podcast you follow has a new episode. Turn off single podcasts with the bell on their page.

Account

Save favorites – in the app and on the website.

Keyboard shortcuts

/
Open search
Space
Play or pause
← →
In the player: back 15 s, forward 30 s (episodes) · in a row: next tile
↑ ↓
In a row: target within the tile
Home / End
In a row: first or last tile
Esc
Close window or menu
?
This overview
Now playing

Go to station page

Play next

    Add episodes with “Play next” – they play after the current episode.