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Kyle Whitehead has extensive work experience in government affairs and public affairs. Kyle is currently the Principal of Government Affairs at the Regional Transportation Authority of Northeastern Illinois (RTA) since August 2022. Prior to that, they served as the Managing Director of Public Affairs at the Active Transportation Alliance from May 2014 to August 2022. Before joining the Active Transportation Alliance, Kyle was a Senior Account Executive at Resolute Consulting LLC from November 2009 to May 2014.

Kyle Whitehead completed their Bachelor of Science in Journalism at Northwestern University from 2005 to 2009. Kyle then pursued a Master's in Public Administration at DePaul University from 2011 to 2013.