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

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