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Robert Conklin has held various sales roles throughout their work experience. Robert started their career at DeMatteo Monness in 2008 as an Institutional Sales representative. After eight years, they joined RS Metrics, LLC in 2016 as the Director of Sales. In 2018, they moved to Guidepoint and became the Vice President of Sales for the Qsight division, where they focused on data monetization partnerships. Recently, in 2022, they were promoted to the Senior Vice President of Sales for Guidepoint Qsight.

Robert Conklin completed their education at Trinity College-Hartford, where they earned a Bachelor of Arts (BA) degree in History from 1987 to 1991. Prior to attending college, they graduated from Irvington High School from 1984 to 1987. In addition to their formal education, they obtained certifications in various sales-related topics from LinkedIn, including "Advanced Persuasive Selling: Persuading Different Personality Types," "Cold Calling Business Leaders," "Aligning Sales and Marketing," and "Solution Sales" in 2020.