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Kyle Cheslock has a diverse range of work experiences. Kyle started their career as a Realtor at Treeline Realty Corp. in 2010 and then moved on to work as an Account Executive Team Lead at Clearwater Communications, Incorporated from 2011 to 2012. In 2012, they joined dotloop as a Senior Consultant, Enterprise Sales, where they focused on new business development. From 2015 to 2017, Kyle worked as the VP of Sales at Stock Systems, where they were responsible for the GTM strategy and achieved significant revenue growth. Kyle then joined Zonda in 2018 as the Director of Business Development, where they managed the Dallas-Ft. Worth and Midwest territories. In 2021, Kyle was promoted to Vice President of Sales at Zonda, where they managed a team of eleven direct reports and implemented new sales strategies. Currently, Kyle holds the position of Executive Vice President, Sales - Data at Zonda.

Kyle Cheslock attended Florida Gulf Coast University from 2007 to 2009, pursuing Legal Studies, General as their field of study. In 2010, they attended Larson Educational Services and obtained a degree in Real Estate Sales Associate, specializing in Real Estate.