Building the Web with Ruby on Rails Since Its Inception.
20 years of experience driving outcomes for Healthcare, Academia, and E-Commerce giants.
Work History & Narrative
A two-decade narrative of craft and commitment
Timeline Index
Luthor AI (Y-Combinator F24)
AI-powered Fractional Compliance Services
Core full-stack developer on Luthor AI V2 (YC F24). Contributed 151 commits and 41,000+ lines of code. Led development of content export systems, secure vault archiving, and automated regulatory disclosures detection. Designed scalable services using Rails 8, Solid Queue, and PostgreSQL.
Plum Co-Ownership
Venture-backed vacation platform
Led technical development of Plum Web (Rails 7.1). Contributed over 1,494 commits (60% of total team output). Architected core systems including Dreamboard preference engine and MLS Marketplace integration. Modernized deployment via Kamal on Digital Ocean.
WingTask (UI Refresh)
Product Overhaul
Replaced Material Components UI with custom hand-built web components serving both iOS and Android users neutrally while enabling unique, tactile branding.
1bios
Healthcare Monorepo
Managed complex Rails monorepo. Built web admin with Rails/React and mobile frontend served from Rails API. Serviced by a middle-tier Ruby library.
WingTask (Initial)
Solo Product Build
Full-cycle development from Sketch design to Linode hosting via Chef. Built with Elm, Foundation 6, and Rails API backend.
Bidsketch
Docsketch Development
Engineered unreleased electronic signature app. Built drag-and-drop React interface using HTML5 drag-and-drop APIs for signing element placement.
TaxJar
Sales Tax Automation
Created initial version of 'the Taxjar Ruby API wrapper' for online sellers and merchants filing across multiple jurisdictions.
Econify
Marketplace Tech
Worked on eBay-like marketplace for large machine industry parts. Focused on fixing bugs and adding features for high-scale operations.
Endpoint / Harvard Law
H2O Platform
Built H2O annotations feature for Harvard Law. Enabled professors to share insights and students to add versioned annotations to legal documents.
Morlen Sinoway
E-commerce Launch
Standard Spree store launch for a Chicago-based contemporary furniture retailer. Covered retail and contract lighting products.
Soletron
Social E-commerce
Implemented faceted search using Solr. Created custom UI for sneacker facets like color, size, price, and shoe type.
Paradise Marketing
Wholesale Migration
Built Spree store for a major US wholesaler. Created custom data import scripts to migrate a massive legacy product base.
Cosas de Regalo
Barcelona E-commerce
Upgraded Spree from Rails 2 to Rails 3, handling significant rewrites while supporting regional Barcelona tax and shipping requirements.
Currix
Education Marketplace
Customized Spree for teachers. Built automated preview generation for PDFs, video clips, and audio samples.
Recruit Military
Military Job Board
Created standard Spree e-commerce store enabling employers to access military job seeker databases.
Novawhite
Singapore E-commerce
Integrated custom payment gateways to handle international credit card processing issues for US customers.
thoughtful
Recommendation Service
Built core product display features for a gift recommendation service available as both web and mobile apps.
Rise Clothing
Sports Fitness Brand
Created one of the first Spree stores featuring variants with inventory synchronization via third-party REST APIs.
Pernod Ricard USA
Spirits & Wine CMS
Updated Rails CMS site. Added content and coded new features like age-verification modals for premium alcohol brands.
City Winery
Complex Event E-commerce
Rescued complex system for 500-seat venue. Built tiered seat selection, live event cutoff logic, and integrated CMS single-handedly.
Socrata
Database Optimization
Optimized Ruby and SQL. Improved performance by pushing expensive array operations to PostgreSQL.
Vulcan Labs / Gist
Email Importer
Built core email importing from IMAP/Gmail. Developed parser for contact extraction and 3D social graph visualization.
Universal Music Group
Mobile Transactions
Developed Rails app for SMS ringtone transactions. Later built a specialized ringtone app for Skype integration.
Ruby on Rails Transition
The Pivot
Discovered Rails, quit .NET forever. His 'switching to Rails' story became a seminal community conversion narrative.
Stop Loss Insurance Inc.
Insurance Support
Brokerage support for high-cost rare cases in hospital coverage.
RSM Equico
M&A Tech
Workflow management for investment bank merger and acquisition advisory firm.
Piaggio USA
Warranty Claims
Created warranty claim app tracking dealer payments. Showcased during Italy president's visit.
Technical Toolkit
Langs & Frameworks
- Ruby on Rails
- Ruby
- Hotwire
- Vanilla Javascript
- Elm
- React
- Typescript
Frontend
- Design Systems
- CSS
- Accessibility
- TailwindCSS
- Web Components
Infrastructure
- Kamal Deployment
- PostgreSQL
- Docker / Containers
- Redis
- Solr / ElasticSearch
- Linux / VPS
Testing & Tools
- Minitest / RSpec
- Mocha / Chai
- Chef / Prometheus
- DB Optimization
- API Integration
LLM / AI
- LLM Pipelines with ActiveJob
- Prompt Engineering with Structured Output
- RAG
- Agent coding tools
WingTask
Case Study: Solo Full-Stack Build
Solo conceived and created project demonstrating full-cycle ownership. Features Elm frontend, Rails API, and Chef-provisioned hosting.
