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Lessons from 25 Years in Infra: What’s Changed, What Hasn’t,...

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25 years of infrastructure evolution condenses into concrete lessons: hand-managed servers with ~10GB disks and 64MB RAM give way to CI/CD and config tools like Puppet, Chef, Ansible and build systems such as Jenkins, then cloud on‑demand and Kubernetes-era complexity. Internal developer platforms emerge as costly projects (often millions) that sometimes succeed by delivering a service catalog and dependency graph that speeds outages. Now agentic AI tooling arrives, useful for requests but still needing human guardrails.

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  1. 0:00Introduction
  2. 2:031990s sysadmin
  3. 5:35Dev vs sysadmin tension
  4. 8:05DevOps rise
  5. 10:53Cloud efficiency paradox
  6. 13:43DevOps failure to platform eng
  7. 16:13Internal dev portals
  8. 19:25AI-assisted infra future
  9. 21:54Key takeaways
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