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

  • Pitched AI in Content and led its front-end build, achieving 4.5x adoption, 1.6x engagement, and 5.6x upvotes versus its predecessor
  • Improved Core Web Vitals of search client: LCP (54%), loading time (32%), FCP (58%), INP (46%), CLS (7%)
  • Built agent-agnostic plugins and skills (Claude Code, Codex, Cursor) that documented and automated the team's manual weekly processes
  • 2024 O'Reilly Hackathon: Most Impactful for the Business (Runner Up), Best Engineering (Runner Up)

2017 - 2022

iFIT

Lead Front-End Developer & Engineering Manager

  • Promoted from Senior Front-End Developer to lead and mentor a team of fifteen engineers
  • Hired half the team directly and mentored two of those hires to lead engineer promotions
  • Developed technical training on new web APIs and co-founded an engineering mentorship program

2016 - 2018

Gyve

Co-Founder, Technical Lead

  • Built giving and payments platform acquired by Cass Information Systems in 2019
  • Architected API, banking network integration, and PCI-compliant payment processing

2013 - 2017

Perficient

Senior Front-End Developer

  • Promoted from Front-End Developer within a year; consulted for enterprise clients on front-end best practices
  • Grew a single RGA engagement into an Agency-of-Record relationship

Education

Full Sail University

Master of Fine Arts, Media Design

  • Marketing agency vision, strategy, process, and management

Tech

    HTML, CSS, JavaScript | TypeScript | Ruby on Rails | Python, Django | React, Redux | React Native, Expo | Node | Datadog

Skills & Competencies

  • Agentic AI Development (Claude Code, Codex, Cursor, et al)
  • People leadership
  • Data visualization
  • Performance optimization
  • Web accessibility
  • Comprehensive unit/integration testing

What I've Built

  • RAG-based AI assistants
  • Agent Skills
  • Design systems & component libraries
  • Mobile apps (Expo, React Native)
  • Native platform integrations (Raycast, VS Code, Cursor)
  • WebRTC video, Twilio SMS/voice
  • PCI-compliant payment processing & banking network integrations
  • Complex reporting & data aggregation systems

Brands Served

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