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

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