Jake Cockerill

Jake Cockerill is a seasoned professional with extensive experience in business development and client relationship management. Currently serving as the Head of Private Client Relationships at OLarry since September 2025, Jake specializes in bespoke tax advisory and compliance solutions for high-net-worth individuals. Previously, Jake held the position of Director of Business Development at Ownwell from October 2021 to September 2025, achieving over $10B in assets under management. Other roles include Commercial Real Estate Agent at Kinsman Ventures, LLC, Manager of Entrepreneurship & Innovation at the Greater Waco Chamber, and Co-Founder of both Waco Pedal Tours and Wacobound. Jake's early career was complemented by experience as an Account Executive at Lamar Advertising Company and various internships. Jake earned a Bachelor's degree in Entrepreneurship & Finance from Baylor University.