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

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