Greg Sypolt professional headshot

Greg Sypolt

Senior Director of Developer Experience

FINRA

Transforming software quality through 25+ years of automation-first leadership, developer experience innovation, and engineering excellence.

About Me

With over 25 years in the technology industry, specialize in the convergence of Quality Engineering, DevOps Practices, and Developer Experience to drive tangible business outcomes. I am a technical leader who architects and scales high performance engineering organizations.

As Senior Director of Developer Experience at FINRA, I lead multi-million dollar transformation programs, including modernizations of GitLab and Atlassian Cloud. Lead optimized critical infrastructure like JFrog Artifactory and integrated emerging AI tools such as Amazon Q, streamlining processes for over 4,000 users and developers.

My career spans leadership roles at EVERFI and Gannett, where I've championed testing strategies, DevOps practices, and engineering cultures that prioritize quality as a core value. I'm also an active conference speaker and industry blogger, sharing insights on autonomous testing, model-based approaches, and developer productivity.

25+
Years of Experience
100+
Technologies & Tools
Quality and DevOps Impact

Core Competencies

Testing & Quality Integration

  • Testing The Right Things
  • Infrastructure, Unit, API, Integration, Contract, UI Flows
  • Visual Testing
  • GenAI with Amazon Q
  • Autonomous Testing

Leadership & Strategy

  • Industry Blogger
  • Best Practices & Thought Leadership
  • Mentoring and Training
  • Strategist & Evangelist
  • Conference Speaker

Engineering Practices

  • Culture of Quality
  • Agile Development
  • Reliable Test Automation
  • Continuous Integration
  • Build to the Test
  • Developer Experience

Leadership Skills

  • Influencer
  • Self Awareness
  • Effective Communication
  • Learning Agility
  • Coaching and Mentoring
  • Leading Leaders and Individual Contributors

Developer Experience Platform

DevEx Platform Catalog

A developer-first ecosystem of tools, platforms, and AI capabilities — organized across three strategic pillars.

Build & Release Excellence

CI/CD pipelines, artifact governance, deployment automation, and supply chain security.

49+ tools & platforms

Developer Productivity & Collaboration

AI coding assistants, IDEs, collaboration platforms, and developer metrics programs.

50+ tools & platforms

Quality Engineering Infrastructure

Test automation, observability, security testing, and AI-powered quality capabilities.

55+ tools & platforms

Technical Skills

Testing & Quality Integration

Selenium Cypress Playwright Jest NightwatchJS Appium Testim Web Page Test Puppeteer Espresso XCUI Earl Grey Custom Selenium Grid Model-Based Testing (Simulato, Testmodeller.io) SonarQube ArtilleryIO

Programming & Automation

JavaScript ReactJS Angular Typescript Golang Python Ruby Ruby on Rails NodeJS BackboneJS Workflow Automation Developer Tool Integration

Agile Methodologies

Agile SAFe Scrum Kanban

AI & Developer Assistance

Amazon Q Moveworks GitLab Duo Atlassian Intelligence Claude Gemini chatGPT AI-powered Code Review Developer Chatbots

Cloud & Infrastructure

AWS GCP AWS Device Farm Wonder Proxy Sauce Labs Applitools AWS Device Farm

DevOps & Containers

Terraform Helmchart Kubernetes Docker Quay Artifactory HashiCorp Vault

Developer Experience & Productivity Tools

CircleCI Jenkins GitLab GitHub Actions Pipeline as Code LaunchDarkly Blue/Green & Canary Deployments Backstage

Monitoring & Observability

New Relic Sumo Logic DataDog Sentry Status Page Splunk Developer Metrics Productivity Analytics DORA Metrics

Let's Connect

Interested in discussing quality engineering, developer experience, or speaking opportunities? I'd love to hear from you.