Craig Reeder
Chicago, IL  ·  me@cwr.io  ·  (260) 312-8785

Certifications

AWS Certified Solutions Architect Professional
Claude Certified Architect
CompTIA A+ Certification
CompTIA Network+ Certification
Cisco Certified Network Associate [Expired]

Leadership & Speaking

Vice President & Board Member, The Society of American Magicians, Chicago Assembly No. 3 (Aug. 2025 - Current)

Speaker, "From Breach to Fix: The Confused Deputy in Cross-Account IAM," DEFCON Group Chicago (Jul. 2026)

Speaker, "The Wizard's Guide to Well-Architected IaC Workloads," US Geological Survey DevOps Working Group (Jul. 2025)

Experience

Staff Cloud Engineer UTurn Data Solutions Dec. 2020 - Current
  • Lead architecture and automation of AWS infrastructure with OpenTofu, Terraform, and CloudFormation across 100+ clients
  • Lead server and application migrations to AWS, from lift-and-shift to full modernization, and troubleshoot Windows and Linux systems, including major distributions (RHEL, Debian, CentOS, Ubuntu)
  • Modernize legacy applications to cloud-native, serverless, and containerized models using AWS Lambda, ECS, EKS (Kubernetes), and Docker
  • Lead client projects from scoping through delivery, setting technical direction, coordinating engineers and stakeholders, and consulting on architecture, cost, and security tradeoffs
  • Design and integrate AI solutions with Claude, OpenAI, and AWS Bedrock, including client agents for code review, monitoring, and troubleshooting, plus reusable skills and procedures
  • Mentor internal teams and client engineers on AWS, OpenTofu, Terraform, and cloud architecture
  • Define and enforce best practices for architecture, security, source control, and cloud-native development patterns
  • Design CI/CD pipelines (GitHub Actions, GitLab CI, Jenkins) to automate testing, deployment, and delivery of Go, TypeScript/Node.js, and Python applications
  • Build automation and internal tooling in Go, TypeScript, Python, and Bash
  • Implement observability with CloudWatch and Datadog to monitor and diagnose client workloads
  • Manage DNS, CDN, WAF, and edge security with Cloudflare
  • Author scalable documentation, runbooks, and operational standards
DevOps Engineer Iris Family Support Center (formerly SCAN, Inc.) Apr. 2015 - Dec. 2020
  • Deployed, monitored, and maintained full-stack infrastructure for 30+ servers: ESXi virtualization, Windows Server (Active Directory, print, and IIS application servers), Debian Linux servers running Nginx and Apache as web servers and reverse proxies, and MSSQL/MySQL databases
  • Built and managed network infrastructure with pfSense firewalls, Suricata IDS, Cisco switches, and Ubiquiti UniFi wireless, including DNS and DHCP services and TCP/IP troubleshooting
  • Led security initiatives, including implementation of a password management solution across 150+ staff
  • Designed, developed, and maintained internal and external web applications using PHP, Laravel, HTML, CSS, JavaScript, Bootstrap, and jQuery
  • Built and maintained an internal deployment pipeline using Bash and Git
  • Automated server configuration and patching with Ansible, and system administration tasks and reporting with Python, Bash, and PowerShell
  • Led implementation of the iPECS digital phone system and served as its primary administrator
  • Supported 200+ end-user devices, including workstations and desk phones
  • Led the research, evaluation, and implementation of technology solutions, including automation of various business processes, to improve operational efficiency and staff workflows
  • Authored and maintained technical documentation for infrastructure, user guides, and operational processes
Area Judge (Level 2) Magic Judges [Independent Contracting] Dec. 2012 – Nov. 2016
  • Organized competitive card game tournaments with up to 3,000 competitors, often leading teams of up to 8 staff
  • Mediated conflicts, upheld tournament rules and procedures, and promoted a fair and fun environment
  • Trained, mentored, and promoted others for a 6,000-member volunteer organization
  • Focused on personal development and progress through regular self-review
  • Contributed to development and maintenance of software for tournament organizers and judges
Workstation Administrator Indiana Institute of Technology Sept. 2009 - Jan. 2011
  • Triaged and performed troubleshooting for support requests through helpdesk, phone, and email
  • Installed, configured, and supported Windows and Macintosh workstations and laptops
  • Diagrammed and documented a large campus-area network
  • Installed, configured, and supported Avaya VOIP phones

Projects

go-awsp   Go, Shell, PowerShell https://github.com/abyss/go-awsp
Go-based interactive AWS profile switcher, cross-platform across Bash/Zsh/PowerShell
General-purpose CLI utility for managing OpenTofu/Terraform at enterprise scale across multi-repo projects
Home Server   Unraid, Docker, Ubuntu, CentOS, Debian, Nginx, LetsEncrypt, Cloudflare, others
Home server for hosting services, education, entertainment purposes utilizing containers and Linux virtual machines

Education

Graduated in 2012 Indiana Institute of Technology Fort Wayne, IN
Bachelor of Science - Networking
Graduated in 2008 Prosser School of Technology New Albany, IN
Self-Study to Complete Certifications (CompTIA A+, CompTIA Network+, Cisco Certified Network Associate)