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

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