Ryan Freeman

Ryan Freeman is an experienced sales leader currently serving as the Head of Enterprise Sales at Calendly since March 2022, where responsibilities include overseeing vertical strategies in Financial Services and Education. Prior to joining Calendly, Ryan held various leadership roles at LinkedIn from December 2014 to March 2022, focusing on new business acquisition within Sales Solutions, particularly for Financial Services clients. Ryan's extensive background includes serving as Head of Sales for the Midwest region at Dow Jones, where responsibilities encompassed managing a significant ARR and integrating sales strategies for corporate and financial firms. Additional experience includes consultancy roles at Greenbrier & Russel and a sales specialist position at Kemper Investments, complemented by a Bachelor’s degree in Business Administration from Villanova University.