JEFFREY HULFORD

Senior Systems Engineer

Professional Summary

Senior Systems Engineer with 20 years across infrastructure, automation, and platform engineering. Current focus on DevOps at DRW: Kubernetes-hosted CI/CD with AWX, GitHub Actions, and HashiCorp Vault — including automated credential rotation, a custom GitHub notifications pipeline, and an internal RAG-backed helperbot. Background spans Ansible automation, Prometheus/Grafana observability, and enterprise Windows infrastructure.

Professional Experience

Senior Systems Engineer

DRW | Chicago, IL | Nov 2020 - Current
  • Built CI/CD platform on Kubernetes orchestrating AWX runbooks via GitHub Actions, with automated credential rotation through HashiCorp Vault
  • Built an internal RAG-backed helperbot indexing code and runbooks to answer engineering questions from chat
  • Established GitOps workflows and CI/CD pipelines for infrastructure as code
  • Implemented Windows, Blackbox, and VMware exporters for full-stack monitoring
  • Established code review processes, branch protection policies, and CI/CD best practices
  • Architected Prometheus/Grafana monitoring stack with Alertmanager for enterprise observability
  • Designed and maintained high-availability monitoring solutions for critical trading infrastructure
  • Created custom Grafana dashboards and Prometheus alerting rules for proactive incident management

Previous DevOps & Infrastructure Roles

Various Organizations | Chicago Area | Many Years Experience
  • Led technical initiatives as Technical Executive for Database and Windows infrastructure verticals
  • Built automation workflows for Windows, Network, and Storage environment management
  • Developed PowerShell automation frameworks for server provisioning and configuration
  • Implemented infrastructure monitoring best practices across hybrid cloud and on-premises environments
  • Championed "automate everything" philosophy, reducing manual operations significantly

Technical Skills

DevOps & Automation

Ansible Kubernetes Docker HashiCorp Vault AWX GitHub Actions Terraform Git/GitOps CI/CD Pipelines

Monitoring & Observability

Prometheus Grafana Alertmanager Splunk Windows Exporter SCOM Blackbox Exporter VMware Exporter

Infrastructure

Windows Server Linux VMware vSphere VMware Horizon Active Directory Hybrid Cloud

Languages & Scripting

Python PowerShell YAML Bash JavaScript PromQL

AI & Development Tools

Claude Code Cursor Windsurf VSCode RAG/ChromaDB MCP Ollama Eclipse Unity

Soft Skills & Leadership

Cross-Functional Collaboration Communication Mentoring & Training Sense of Humor (Professional)

Education

Master's Degree, Management Information Systems

Morris Graduate School of Management

Bachelor of Science, Computer Networking

Robert Morris University - Illinois

Technical Training & Certifications

Active Study & Self-Directed Practice

Active study: Kubernetes, Terraform, HashiCorp Vault & Sentinel, OPA/Rego with Gatekeeper, AWS.

JefeWorks LLC (independent platform, 2026–): 30+ projects spanning consumer products (Adventure GUI, JefeHealth), AI/agent infrastructure, and the production operations behind them — Vault-style secrets broker, Prometheus/Grafana, Jenkins/Forgejo Actions across Windows + Linux.