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Drew Bolles has a long history of work experience in the software engineering industry. In 2020, they began working as a Senior Software Engineer at Trellis, where they are responsible for building and maintaining software using TypeScript, React, NextJS, NodeJS, and other industry standard tools. Drew also leads a team of UI engineers, scopes and assigns work, provides code reviews, and analyzes product data to create potential product improvements.

Prior to their role at Trellis, Drew worked at NCR Corporation as a Senior UI Engineer. In this role, they led a team building internal software tools for NCR development teams. Drew also worked at Chapter Three as a Front-end Drupal Developer, at Designzillas, LLC as a Senior Drupal Developer and Front-end Architect, at Swole Sports as Director of Technology, at Final Round Esports, LLC as CTO and Co-Founder, and at Bolles Media as Chief Executive Officer and Freelance Web Developer.

Drew Bolles attended Valencia College from 2010 to 2012 and obtained an Associate of Arts (A.A.) in Business. Drew also attended the University of Central Florida from 2007 to 2009. Additionally, they hold an Acquia Certified Developer certification from Acquia.