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Matthew Guy

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http://mattguy.me

Highly experienced technical leader with 9 years at three VC-Backed startups raising $172M during tenure. Excellent cross-functional collaborator across product, design, frontend, and backend. Proven track record of building 0 → 1 and 1 → 2, architecting scalable APIs and frontend systems, leading key feature development, and mentoring junior and senior engineers.

I create meaningful, lasting improvements in products, codebases, and teams.

  • TypeScript (6y)
  • JavaScript (10y)
  • React (8y)
  • LLM Integration
  • OpenAPI & GraphQL

Professional Experience

Senior Software Engineer L5 @ Regard

2020 - 2025

Early employee (#8). Led development of AI medical note editing product and two internal applications. Owned key architectural decisions, scaled engineering processes, and acted as primary liaison between product & design and engineering, driving alignment and ensuring successful product delivery.

  • Transformed brittle prototype into a scalable, enterprise-grade solution leveraging TypeScript, React, and comprehensive browser test automation.
  • Delivered a core product upgrade clients called both “impossible” and their #1 request.
  • Integrated AI-powered chat and other AI features, which doctors enthusiastically embraced.
  • Redesigned company API ecosystem, introducing typed APIs using OpenAPI, FastAPI, and Pydantic.
  • Awarded title of Chief Vibe Officer (CVO) for fostering a fun and authentic work environment.

Frontend / Fullstack Software Engineer @ PlayVS

2018 - 2020

Early employee (#12). Architected and built the frontend system from the ground up, enabling PlayVS to run three successful esports seasons across 1,250 high schools, 377 colleges, and youth leagues in 25 states, helping secure $60.5M in additional VC funding.

  • Rebuilt the product using TypeScript and GraphQL and relaunched within a three month deadline.
  • Developed key features, including Player & Team Management, Match Rosters & Stats, League & Season Editing, and Authentication flows.
  • Architected a fully type-safe GraphQL API and frontend using TypeScript and code generation.
  • Mentored junior and intermediate engineers, led technical interviews, and created guilds to advance best practices.

Growth Software Engineer @ The Black Tux

2016 - 2018

Leveraged analytics and A/B testing (Optimizely) to optimize customer acquisition and conversion funnels. Pioneered company transition to React.

  • Led migration of the core jQuery/Django app to React, Redux, and REST APIs.
  • Rebuilt the customer fitting experience, boosting step conversion by 24% and checkout by 4%.
  • Owned the homepage and all landing pages; built and tested new onboarding experiences.
  • Integrated and maintained analytics tools (GA, GTM, Segment, Amplitude) and tracking pixels.
⚠️ To view an up-to-date version of this resume with hyperlinks, go to http://resume.mattguy.me ⚠️
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