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Kyle Hollingsworth's work experience begins in 2009 when they joined Accenture as a Management Consultant, where they worked with clients such as Levi Strauss & Co., Cisco Systems, Microsoft, Symantec, American Express, and Verizon until 2011. In 2011, they became a Sales Development Representative at Wildfire Interactive, Inc., a company focused on helping brands and agencies achieve their social media goals. From 2012 to 2013, Kyle worked as an Account Executive at McKenna and Partners. In 2013, they joined Responsys as a Sr. Enterprise Business Development professional, specializing in email and cross-channel marketing solutions. In 2014, they joined Oracle as an Application Sales Manager, later becoming the Director of Sales, West from 2016 to 2017. Since 2017, Kyle has held various leadership roles at 6sense, beginning as the RVP Sales, West, then moving to the position of VP Sales, West, and currently serving as the VP, Enterprise Sales. In addition to their professional roles, Kyle has been a member of Revenue Collective since 2021.

Kyle Hollingsworth earned a Bachelor of Arts (BA) degree in Commerce, Organizations & Entrepreneurship from Brown University. The exact years of their education are not specified.