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About Glen Baker

2 mins·
Author
Glen Baker
Building tech startups and open source tooling
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I’m Glen Baker, a Staff Software Engineer with over 13 years of experience. I’ve worked extensively in the technology startup sector, combining deep technical expertise with practical problem-solving to create products that solve customer problems and tools that help development teams work more efficiently and reliably.

What I Do
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I help teams build fast, reliable developer tools and improve their software development workflows through:

  • Developer Tooling: Command-line tools, static analysis systems, workflow automation, deployment automation, CI/CD
  • Technical Debt Management: Code complexity analysis and risk-driven testing strategies
  • AI Integration: Workflow orchestration for AI-assisted development pipelines
  • Software Architecture: Distributed systems design and performance optimization

Recent Work
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I spent the last 8 years building tooling and infrastructure to take Headspin from an early stage startup to a global enterprise vendor for Fortune 500 companies with millions in ARR. As an early hire, I thrived wearing many hats and solving complex issues across the stack. As a post aquisition technical leader, I’ve designed and implemented CI/CD and architecture to increase stability, reliability, and guardrails to ensure success. I mentor other engineers in the org and built up a remote team of engineers for Headspin’s Build and Release team.

Currently building and maintaining:

  • debtmap: Fast code complexity and technical debt analyzer that reduces false positives by 70% using entropy-based analysis
  • prodigy: Workflow orchestration system transforming ad-hoc Claude sessions into reproducible development pipelines

Additional projects include AI/ML tools like Prompt Compress for LLM optimization, and game development work including a release on Steam.

Technical Expertise
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  • Languages: Python, JavaScript/TypeScript, C#, Go, Rust
  • Specialties: CLI tools, static analysis, AST parsing, workflow automation, AI/ML integration
  • Infrastructure: Git workflows, CI/CD, Docker, cloud deployment
  • Additional: Game development (Unity), cybersecurity (Top 1% on TryHackMe)

Consulting Services
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I offer consulting services. Contact me to discuss your project.

Software Architecture & Design
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  • Distributed systems architecture
  • Performance optimization strategies
  • Technical debt reduction planning
  • Code quality improvement programs

Developer Tooling Development
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  • Custom CLI tool development
  • Static analysis systems
  • AST parsing and code transformation tools
  • Build system automation

Technical Debt & Code Quality
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  • Entropy-based complexity analysis
  • Risk-driven testing strategies
  • Code review and refactoring guidance
  • CI/CD pipeline optimization

AI Integration
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  • AI-assisted development workflows
  • LLM integration and optimization
  • Workflow orchestration systems
  • Automated code analysis and improvement

Get In Touch
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Interested in working together? Contact me to discuss your project.

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