DevOps Engineer · Senior / Staff

Quarterly deploy events become shipping on demand.

When I joined CyberGRX, deploys were quarterly, manual, and brittle. When I left, teams deployed whenever they wanted. I have repeated that arc at four companies since 2015, and the mechanics barely change. Shorten the path from merge to production, automate the scary parts, and show everyone the metrics.

The same arc, four companies

Each one measured before and after.

On demand
from quarterly, at CyberGRX

I redesigned the build and deploy process around a blue/green operator I wrote with the CoreOS operator SDK, presented it, and had every engineer shipping with it inside 3 days.

30x
faster deploys at Cloaked

A GitOps CI/CD pipeline built during my first 6 months, alongside the migration from a legacy PaaS to AWS EKS. Cheaper infrastructure and dramatically faster shipping arrived in the same quarter.

Fastest
release cycle in the company

At Food Service Warehouse in 2015 I brought Docker and Kubernetes to a C#-on-vSphere shop. The Node.js teams on my infrastructure out-shipped everyone else in the building.

Mobile too
self-serve TestFlight and App Store

At Inception Health I automated TestFlight and App Store releases through git, so mobile teams shipped their own builds without waiting on anyone. The deploy arc applies to app stores as much as clusters.

My first 90 days on your pipeline

1 · Time the current path

I measure how long merge-to-production actually takes today, including the waiting and the fear, so the improvement has a baseline.

2 · Automate the scary parts

The steps people double-check by hand are the steps that belong in the pipeline. GitOps makes the pipeline itself reviewable.

3 · Publish the metrics

Deploy frequency and lead time on a dashboard everyone sees, so faster shipping is a fact rather than a feeling.

“I watched Jake redo a build and deploy process over the span of 3 days, whip up a presentation, and get every engineer in the org up to speed using it, a moment I’ll never forget because our productivity EXPLODED afterwards.”

Stephen Bapple, Software Engineer, CyberGRX

Sound like the role you’re hiring for?

The resume has the full 15-year history. Or skip straight to a conversation.

Or browse my projects & ventures. Screening with an AI assistant? Point it at ai.jakegaylor.com.