Derek Montgomery

Rails | React | Front-End | AI

Partnering with high-standards individuals to build beautiful, performant, accessible, and exciting software with humans in mind.

Derek Montgomery

Recent Work Experience

2023 - Present

O'Reilly Media

Senior Software Engineer, AI Team

  • Contributed extensively to the design, development, and success of multiple AI initiatives, including O'Reilly content-powered Answers and custom RAG-based assistants
  • Most Impactful for the Business (Runner Up), Best Engineering (Runner Up) - 2024 Winter Hackathon

2022

Dispatch

Senior Full-Stack Rails/React Engineer

  • Feature-built for Dispatch Connect, a logistics platform used by organizations to manage their own fleet
  • Route planning, optimization, visualization; real-time ETAs; status notifications; driver insights, comms

2020 - 2022

iFIT

Lead Front-End Developer & Engineering Manager

  • Led and mentored fifteen individual contributors of the Front-End Development department of iFIT
  • Collaborated with project and team leads to cultivate a consistently high-performing FED force

2017 - 2020

Senior Front-End Developer

  • Developed training to introduce team to new web APIs (e.g. IntersectionObserver, CSS Grid, WebAssembly), debugging tools, and lawful and empathic web accessibility
  • Mentored junior developers in first steps into coding for the web platform

2016 - 2018

Gyve

Co-Founder, Technical Lead

  • Lead developer for API architecture, banking network integration, payment processing, security, cron systems, Twilio integration, and admin portal
  • Laid foundation for a growing and thriving company

2015

Marketplace Homes

Lead Developer

  • Feature-built for ZipTours, an app for remote home tours all over the country
  • Led WebRTC, telephony/SMS integration, custom scheduling system, and data-driven mapping efforts

Education

Full Sail University

Master of Fine Arts, Media Design

  • Marketing agency vision, strategy, process, and management

Tech

    HTML | CSS | JavaScript | Ruby on Rails | React | React Native | Django | Web Accessibility | Datadog | Claude Code

Skills & Competencies

  • Full digital product lifecycle leadership
  • People leadership
  • Semantic, well-structured, scalable code
  • UI / UX best practices
  • Code reviews
  • Unix & servers
  • RESTful service architecture
  • Data visualization
  • Performance optimization
  • Web accessibility
  • Comprehensive unit/integration testing
  • Data security & PCI compliance
  • Observability
  • Agentic AI Development

What I've Built

  • Design systems & component libraries
  • Telephony & SMS/MMS systems (Twilio)
  • WebRTC real-time video conferencing
  • Mobile apps (Expo, React Native)
  • Maps integrations
  • Workflow tools
  • RESTful APIs
  • Complex reporting & data aggregation systems
  • Retrieval-Augmented Generation (RAG) systems
  • Native platform integrations (Raycast, VS Code, Cursor)

Brands Served

  • Case New Holland
  • Caterpillar
  • Cedars-Sinai
  • Daimler
  • Gyve
  • Hospital Corporation of America (HCA)
  • Herman Miller
  • Kaiser Permanente
  • Learning Care Group
  • NordicTrack
  • O'Reilly Media
  • Reinsurance Group of America (RGA)
  • Symantec
  • Thomson Reuters

Industries Served

  • Commercial & residential construction
  • Non-profit
  • Legal
  • Real estate
  • Healthcare
  • Insurance
  • Energy
  • Technology
  • Heavy equipment manufacturing & dealers
  • Furniture
  • E-commerce
  • Finance
  • Food service
  • Education
  • Fitness
  • Courier/logistics