Tim Case

Y-Combinator Fall 2024 startup, Luthor is the first AI-powered fractional Chief Compliance Officer, blending human expertise with automated workflows to keep financial firms SEC/FINRA-ready.

Served as a core full-stack developer on Luthor V2, a Rails 8-based compliance and content moderation platform, contributing 151 commits and over 41,000 lines of code.

Led development of mission-critical features including a comprehensive content export system supporting multiple formats with PDF annotation overlays, a secure vault archiving system with cloud storage integration (Dropbox, Box), and an automated regulatory disclosures detection pipeline. Architected and implemented complex document processing workflows, AI-powered compliance analysis systems, and React-based PDF viewer components that process thousands of regulatory documents.

Designed and built scalable backend services using Rails 8, Solid Queue background job processing, and PostgreSQL with advisory locks for high-concurrency document analysis.

Developed specialized exporters for PDF, DOCX, Markdown, and Text formats with compliance report integration, created cloud synchronization services for enterprise archiving workflows, and implemented configurable pipeline systems allowing users to customize document analysis steps. Led integration efforts with external APIs including OpenAI, Chunkr OCR services, and multiple cloud storage providers while maintaining robust error handling and retry mechanisms.

Demonstrated end-to-end ownership of features from conception through production deployment, including comprehensive testing, documentation, and ongoing maintenance.

Collaborated effectively using modern development practices including feature branch workflows, pull request reviews, and co-authoring with team members. Consistently delivered production hotfixes and performance optimizations while building new features, showcasing ability to balance innovation with system reliability in a mission-critical compliance environment serving enterprise customers.

Plum CoOwnership, Inc. is a venture-backed vacation co-ownership platform company that makes it 10x easier for people to form a group, buy a vacation home, and co-own it together gracefully.

Led the technical development of Plum Web, a Ruby on Rails 7.1 co-ownership real estate marketplace platform, as the primary contributor with over 1,494 commits representing 60% more contributions than any other team member. Architected and implemented core business systems including the Dreamboard property preference engine, public-facing Marketplace platform with MLS (Multiple Listing Service) integration, and collaborative Proposals system for co-ownership management. Delivered comprehensive RESTful APIs, real-time voting mechanisms, and automated member onboarding workflows that enabled the platform to serve both B2C marketplace and B2B partnership integrations.

Drove full-stack development across the entire technology stack, building custom JavaScript web components for dynamic property listings, implementing responsive Tailwind CSS designs, and establishing robust PostgreSQL database architecture with multi-tenant data isolation. Created extensive test coverage with 60+ test factories and maintained code quality through StandardRB linting and Brakeman security scanning. Developed modular routing architecture, service objects for business logic separation, and View Components for reusable UI elements following Rails best practices and clean code principles.

Modernized deployment infrastructure by migrating the application to Kamal containerized deployment on Digital Ocean, reducing deployment complexity while improving scalability. Implemented comprehensive CI/CD pipelines using GitHub Actions for automated testing and deployment to staging and production environments. Established secure secrets management with 1Password integration, automated backup systems, and monitoring with Airbrake and New Relic. This DevOps transformation enabled zero-downtime deployments and improved system reliability for the production application serving users at app.plumcoownership.com.