Helios Dev Shop Helios Dev Shop Log In
Jason Fleetwood-Boldt

About Jason Fleetwood-Boldt

I've spent 20+ years building large applications: high-quality, tested codebases. I did TDD in Rails from the start, and I've always advocated for pair programming: two developers, one task. Now that coding isn't the bottleneck anymore, and judgment is the name of the game, pair programming feels more relevant than ever.

I'm also a lifelong learner and teacher at heart. I write about the craft (see my "Automated Testing from 10,000 Feet" crash course on testing and TDD) and built Hot Glue, an open-source Rails Turbo toolkit with 100k+ downloads. Mentoring junior engineers through a hard refactor is one of my favorite parts of the job.

On the business side: I've been an IC, a lead engineer, and a VP at Mack Weldon, where the platform my team built scaled the company to $30M. I've also worked as a lead architect bridging strategy and execution at places ranging from early-stage startups to Charles Schwab. These days I'm deep in agentic engineering and LLM orchestration: RAG, vector similarity search, and building AI systems with turn-based state management and autonomous workflows.

Past Clients & Technologies

Terraform Pundit Capybara MongoDB TypeScript AWS JavaScript Stimulus RSpec jQuery SimpleCov SQL Meta Graph API Nginx OAuth Stripe WebMock Google Analytics Cypress NestJS Docker Ruby on Rails EC2 Webhooks iOS Devise PostgreSQL Redis ActionCable Prompt Engineering Jest HAML Mux Vector Search Plaid pgvector Git HTML VCR Turbo Mailgun CircleCI Google APIs RDS GitHub Actions PostCSS GraphQL PostHog Webpacker Resque Hotwire NextJS Datadog CloudWatch Vite MySQL LLM Systems New Relic Perplexity AI Agents Distributed Systems CSS Swift ActiveStorage FactoryBot SendGrid Bootstrap S3 DeepSeek Sass Node.js Elasticsearch Python OpenAI Sidekiq CI/CD WebSockets Heroku RAG React