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

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