Brandi Gregory
Managing Director
Brandi Gregory is a managing director at Cornerstone Advisors, where she leads the firm's segment working with some of the largest credit unions in the country. In this role, she is responsible for sales execution, driving growth, formulating go-to-market strategies, and delivering client outcomes for these strategic relationships. With over 25 years in the financial services industry, Brandi brings deep expertise in payments, vendor strategy, and contract negotiations, helping clients navigate complex transformation initiatives and improve financial performance.
Brandi is recognized throughout the industry as a trusted advisor to C-suite executives, owning the end-to-end client relationship. She partners closely with client leadership teams to understand their strategic priorities, identify opportunities for growth, and deliver actionable insights that drive results. Her ability to blend strategic vision with pragmatic execution has made her a valued partner to financial institutions navigating digital transformation, payments modernization, and organizational change. Her career has been defined by her ability to help clients bridge strategy and execution.
As a senior leader at Cornerstone, Brandi is also responsible for managing and coaching other consultants, strengthening pipeline discipline, and ensuring consistent, high-quality strategies translate into measurable revenue growth for the company. She maintains a proven record for elevating sales performance through structured account planning, cross-segment collaboration, and a relentless focus on execution.
Prior to joining Cornerstone, she held leadership roles at Vantiv (now Worldpay), where she focused on client relationship management, retention strategy, and large-scale contract negotiation initiatives.
A recognized industry thought leader, Brandi is actively involved in educating the market through Cornerstone’s Payments School, Executive Roundtables, podcasts, videos and industry publications. She is a contributor to the company's newsletter, GonzoBanker, and is a published author on a wide range of topics including improving vendor relationships in the payments ecosystem.
Brandi holds a bachelor’s degree in finance and accounting from Wittenberg University.