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Ross Richmond has over a decade of work experience. From 2008 to 2010, they worked as a Microfinance Intern for Grameen Foundation. From 2010 to 2012, they were the President of the Student Government Association at DePaul University. During 2012, they worked as a Campaign Manager for State Representative Carl Sciortino, Press Intern for the Office of Senator Richard Durbin, Legislative Aide for the Office of Representative Tom Sannicandro, and Communications Director for the Office of Representative Tom Sannicandro. From 2014 to 2017, they were the Founder of Somerville Backpack Program. Most recently, they have been the COO and Co-Founder of Arrive since 2017.

Ross Richmond attended DePaul University from 2008 to 2012, where they earned a degree in International Studies with a focus on Political Science and Government.