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

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