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

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