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

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