Gayle has served a variety of organizations in various roles, including executive management, and as a consultant, executive coach and educator, for over 30 years. She has held senior management positions in strategic planning, operations, and communications with organizations in the financial services sector, and has served on the boards of several not-for-profit organizations.
Her work revolves around the themes of coaching and supporting leaders and teams through organizational change initiatives, understanding inter-personal and group dynamics, and increasing organizational and team effectiveness. She is also committed to supporting students seeking both undergraduate and advanced degrees, designing and teaching a number of MBA and Organizational Behavior courses.
She has worked with the Markel Corporation in a strategic planning and organizational development role, supporting Markel’s enterprise-wide underwriting groups. Prior to the merger of Max Capital and Harbor Point in May 2010, Gayle served as Senior Vice President, Operations, and Deputy Chief Risk Officer at Harbor Point, having joined the company at inception.
Prior to joining Harbor Point, she was a director, shareholder and president of The Sherwood Group, an independent consulting firm. From 1996 – 2003, she held various senior management positions with Centre Solutions, and served as President and Chief Executive Officer of eVenture Centre, both subsidiaries of Zurich Financial Services. From its inception in 1987 through 1996, she served as Senior Vice President and General Manager of School, College and University Underwriters, Ltd. (SCUUL). Prior to joining SCUUL, Gayle held various positions in higher education.
Gayle has an MBA from the Wharton School, University of Pennsylvania, and an MS in Organizational Dynamics-Organizational Consulting and Executive Coaching, also from Penn. She earned her undergraduate degree from the College of William and Mary, and currently serves as adjunct faculty for Babson College.