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Bryan Pena's work experience begins with their current role as a Customer Success Lead at Fi, where they started in May 2023. Prior to this, they worked at Gopuff as a Driver Acquisition Lead in Local Delivery Operations from May 2021 to April 2022. Before that, they held various roles at Uber, including Community Operations Team Lead from April 2017 to June 2021 and Community Operations Senior Specialist from July 2014 to March 2017. Bryan also worked as a Receptionist/Admin at Abrams Garfinkel Margolis Bergson, LLP from 2010 to 2013. Earlier in their career, they worked as a Digital Records Intern Specialist at The Statue of Liberty - Ellis Island Foundation, Inc. from December 2009 to May 2010. Bryan was a Research Interviewer at Critical Insights from September 2008 to September 2009 and a Survey Researcher at Insight Research Group from March 2008 to July 2008. Prior to that, they participated in the BUNAC Work and Travel Undergraduate Exchange Program, living and working in London, UK for 7 months from December 2007 to July 2008.

Bryan Pena obtained a Bachelor's Degree in Geography Anthropology with a focus in Applied Cultural Anthropology from the University of Southern Maine, where they studied from 2003 to 2009. In addition to their formal education, they have earned several certifications related to leadership, storytelling, elevator pitch creation, and talent management from LinkedIn. These certifications include "Stories Every Leader Should Tell" obtained in October 2019, "How to Create a Perfect Elevator Pitch" obtained in October 2018, "Talent Management" obtained in September 2018, and "Leading with Stories" obtained in August 2018.