Randy Dempsey

Randy Dempsey is an accomplished professional with extensive experience in sales, management, and strategic planning across various sectors. Currently serving as an Account Director at ConnectWise since November 2022, Randy focuses on nurturing relationships with Major Account partners. Prior to this role, Randy held positions such as Service Manager at Symmetric IT Group, National Sales Manager at USG Corporation, and Chief Executive Officer at TechSherpas 365, where significant revenue growth and market expansion were achieved. Additional experience includes roles at ExecuTrain, New Horizons Computer Learning Center, Prudential Financial, and Inova Health System. Randy Dempsey holds an MBA in Business Administration from Averett University and a BS in Business Administration from Concord University, supplemented by professional development training from Dale Carnegie and Sandler.