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

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