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P2 case_file

De-risking a Legacy CI/CD Deployment Path

Migrating jobs away from a legacy SSH jump host

Status

Pending approval

Timeframe

Ongoing multi-week change

Environment

Production deployment pipelines

CI/CD SSH Reliability Modernization

Context

Several production deployment jobs used a legacy SSH jump host as an intermediate step before reaching their runner or target environment.

Problem

The host had become a single point of failure and a piece of infrastructure that needed to be retired without leaving hidden pipeline dependencies behind.

My role

Mapped the affected jobs, migrated them toward direct runner execution and validated the dependency removal in the ongoing change.

Technical actions

  1. [01] Identified deployment jobs that still depended on the legacy hop.
  2. [02] Migrated affected jobs to execute directly from the runner.
  3. [03] Validated that known production jobs no longer depended on the legacy host.
  4. [04] Structured the retirement as a staged change with an observation and rollback window.

Operational impact

Approximately 15–20 jobs have been migrated so far. The work remains in progress, so the final retirement of the host is intentionally not claimed.

Evidence

  • [✓] Ongoing change with staged migration and dependency validation.
  • [✓] No final host retirement claimed before the work is complete.

What this demonstrates

  • Modernizing deployment paths without blind cutovers.
  • Dependency discovery across CI/CD jobs.
  • Reliability-minded infrastructure retirement.

Why this matters

Removing legacy infrastructure safely is a dependency problem before it is a shutdown problem. The staged approach keeps rollback available while the remaining jobs are migrated.