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Lindsay Tsai has held a variety of roles in their career. Lindsay began their career in 2012 as an Intern for International Care Ministries. In 2013, they were a Special Projects Intern for ZEFR. From 2014 to 2017, they were a Consultant for Deloitte, focusing on emerging technologies in the life sciences and healthcare industry. In 2017, they became the Chief Revenue Officer for Roundtrip, where they worked to reduce overnight stays, ED visits, and transportation spend. Lindsay also served as the Director of Growth for Roundtrip. In 2020, Lindsay joined Women in Revenue as a Member and Modern Sales Pros as a Member. Lindsay is also a Program Director for Philly Startup Leaders.

Lindsay Tsai's education history includes graduating from the University of Pennsylvania in 2014 with a BSE in Material Science Engineering and a Minor in Engineering Entrepreneurship. In 2016, they completed an Intro to Programming Nanodegree from Udacity. Lindsay also attended Esperanza High School from 2006 to 2010. In addition, they have obtained two certifications from LinkedIn, a Diversity, Inclusion, and Belonging certification in October 2020 and an Unconscious Bias certification in September 2020.