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

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