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

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