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stewartshea/README.md

Shea Stewart

Senior Platform & Founding Engineer @ RunWhen
Cloud-native architecture, DevOps, automation — 20+ years owning production systems from carrier networks to AI platforms.

Keeping things running since the days when a "deployment" meant driving to a colo with a CD. Started on the network floor at British Telecom, moved through architecture and consulting, spent the last decade building cloud-native platforms for government and enterprise. Currently building RunWhen — an AI automation platform that turns recurring engineering work into shared tasks agents can surface or run automatically.

Based in Tiny, Ontario (yes, that's the real township name). Ships from a forest near Georgian Bay — among the trees is a nice place to be.


What I've Done

Built Consulted on Talked about
Systems that automate other systems Platform architecture & strategy Agentic ops & AI-assisted SRE
Self-hosted deployment paths for regulated environments Cloud migrations (AWS/GCP/Azure) DevOps culture & team enablement
GitOps pipelines (ArgoCD, Terraform) Fractional platform leadership Conference talks & workshops
AI-assisted engineering tools & MCP servers Building systems that scale Explaining tech so people use it
Network automation

What I've Built

RunWhen — Founding Engineer · 2021–present
Accountable for core platform engineering — infrastructure, release management, security automation, SRE, and customer delivery. Designed and shipped the self-hosted deployment path for air-gapped regulated environments. Built the public automation library infrastructure (runwhen-contrib). Drove all SaaS, demo, hybrid, and self-hosted onboarding.

BC Government Platforms — via Arctiq · 2016–2021
Helped design and build BC government's OpenShift and DevOps platforms. Reduced application delivery time from months to weeks. Ministries shipping faster → citizens getting services faster.

Cancer Care Ontario — via Zentra · 2007–2011
Implemented systems supporting wait-time tracking. The kind of project where the payoff is a family getting through a hard week.

Arctiq — Founding Partner · 2016–2021
Co-founded and grew a services-only consulting firm from 5 founders to 20+ people and ~$10M in revenue over five years. Led cloud migrations, Kubernetes/OpenShift platforms, and coached engineers on delivering client projects. Acquired by DynTek.

Scalar Decisions / CDW — Solution Architect & Systems Engineer · 2012–2016
Led a national team of solution architects. Designed and deployed infrastructure, datacenter, and cloud architectures across Canada.

British Telecom — Technical Services Engineer · 2004–2005
Maintained Canadian PoP sites. 24/7 second-level support. Started here. Learned that everything breaks at 3am and nobody documents the fix.


I've used a lot of tools over 20+ years. Listing them here feels like a bingo card — and the ones I've forgotten would fill a second card. If you need to know whether I've worked with something specific, ask. The answer is probably yes, or I can be useful within a week.

Currently working with: Kubernetes (GKE), Terraform, Crossplane, FluxCD, GitHub Actions, Python, Go, GCP, Azure, Azure DevOps, AI Foundry, Vertex AI, OpenRouter, LiteLLM, Postgres, Redis/Valkey, Astro, Vercel, Mailgun, Auth0.


Recent Contributions

  1. ❌ Closed PR #788 in runwhen-contrib/runwhen-local
  2. 🎉 Merged PR #858 in runwhen-contrib/runwhen-local
  3. 💪 Opened PR #858 in runwhen-contrib/runwhen-local
  4. 🎉 Merged PR #25 in stewartshea/nido
  5. 💪 Opened PR #25 in stewartshea/nido
  6. ❌ Closed PR #24 in runwhen-contrib/azure-c7n-codecollection
  7. ❌ Closed PR #14 in runwhen-contrib/azure-c7n-codecollection
  8. ❌ Closed PR #28 in runwhen-contrib/azure-c7n-codecollection
  9. ❌ Closed PR #27 in runwhen-contrib/azure-c7n-codecollection
  10. 🎉 Merged PR #24 in stewartshea/nido

OSS Contributions

Private Repos (Anonymized)

These don't show up in the graph above — but they're most of the work.

When What
2025–2026 Enterprise SaaS deployments — multi-cloud K8s, air-gapped DCs, hybrid environments
2024–2026 Private automation toolkits and operator pipelines for regulated production environments
2023 CI/CD pipeline rebuild for a multi-cloud platform team
Ongoing Security automation, vulnerability remediation, release management across production infra

Connect

stewart.shea@gmail.com · linkedin.com/in/sheastewart

Trained in improv at Second City Toronto. "Yes, and" turns out to be equally effective for platform architecture and production incidents.

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