Helios Dev Shop | Clean Code Consulting

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

“

Real-time multiplayer poker.

— Clubs Poker

Rails ActionCable WebSockets

“

Low-latency live video streaming.

— VeueLive

Mux

“

Security-sensitive government platform.

— Artium

AWS Terraform RDS Microservices

“

Testing and reliability.

— August Schools

Rails React GraphQL Cypress

“

iOS delivery, owned the App Store launch.

— Guaranteed Karma

Swift iOS

“

CTO — architecture and delivery for a donation platform.

— Donation Platform Venture

Stripe Plaid NestJS PostgreSQL

“

Fashion, beauty, and consumer electronics platforms.

— E-Commerce Clients

Rails Python MongoDB Docker

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