Summary
Jon Simpson is a Senior Software Engineer and engineering leader with 12 years of experience building and scaling distributed systems, now focused on DevOps and AI-driven customer experiences from Ottawa. Formerly a Senior Development Manager at Shopify, he led and grew teams, rebuilt core Help Center infrastructure, and spearheaded integration of OpenAI/GPT-based features that reduced contact volume and improved AI-driven helpfulness. He has a track record of automating operations and engineering processes—from rule engines routing 100k interactions/day to performance-focused event processors—and enjoys finding the smallest changes that yield outsized impact. Jon runs an engineering blog where he documents practical automation, system simplification, and personal projects, and maintains a steady freelance/portfolio practice since 2011. Comfortable hands-on across Ruby on Rails, React/TypeScript, GraphQL and production Linux/CI systems, he blends people leadership with deep product-operational empathy. A detail not obvious from titles: he architected tooling and mentor programs that scaled developer productivity and career growth as much as the products themselves.
12 years of coding experience
9 years of employment as a software developer
Bachelor of Computer Science, Network Computing Honours, Co-op, Bachelor of Computer Science, Network Computing Honours, Co-op at Carleton University