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

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