Prior to rejoining K&L Gates as an associate, Taylor interned with Region 29 of the National Labor Relations Board. In that capacity, he contributed to a final investigative report involving alleged labor-law violations by a union official, took affidavits during the investigative process, and researched board procedures for conducting union elections during the first summer of the COVID-19 pandemic. Taylor also worked as a research and teaching assistant for Brooklyn Law School Professor Aaron Twerski, a preeminent scholar of products liability and tort law. As a research assistant, he contributed to the defamation chapter of Professor Twerski's “Torts: Cases and Materials” casebook and researched tort litigation involving judicial imposition of vicarious liability on e-commerce giants and their third-party sellers. During law school, Taylor was a notes editor for the Brooklyn Law Review, which published his note on federal labor law.
Before attending law school, Taylor worked for more than five years as a journalist at a subscription-based, legal news service based in New York City, where he covered labor and employment law, among other practice areas. During that time, he assumed a leadership role in the company's union-organizing campaign and participated in the collective-bargaining process, while attending night classes on labor relations. As an undergraduate, Taylor worked as an intern for a major American metropolitan daily newspaper based in New York City with a global readership.