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

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