On-Site Executive Administrator

Madison Gross

Madison Gross serves as the On-Site Executive Administrator at Wingspan Performance, where she plays a key role in ensuring the home office operates smoothly and efficiently. By managing day-to-day operations, supporting client onboarding, and maintaining an organized, welcoming environment, Madison helps free up advisors to focus on what matters most—serving clients at the highest level.

Prior to joining Wingspan, Madison earned her degree in Elementary Education from Appalachian State University and spent three years teaching second and third grade in Charlotte, NC and Indianapolis, IN. Her background in education strengthened her skills in organization, time management, communication, and adaptability—qualities she now brings to her work at Wingspan to support both the team and the client experience with care and attention to detail.

Outside of work, Madison enjoys spending time with her husband, Matt, and their dog, Spunk. She loves being outdoors, whether hiking or relaxing on the lake. Madison’s genuine care for others and service-oriented mindset carry through in everything she does, making her a thoughtful and dependable support to the Wingspan team