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

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