David Osgood, AWMA®

David Osgood, AWMA®

Executive Vice President and Director of Vero Beach

David Osgood, AWMA®, serves as Executive Vice President and Director of Caldwell Trust Company’s Vero Beach office, where he leads the firm’s strategic growth and deepens its commitment to serving clients on Florida’s Treasure Coast. With a career spanning decades in wealth management, David is known for his client-first philosophy, deep financial expertise, and meaningful community involvement.

A holder of the Accredited Wealth Management Advisor® (AWMA®) designation, David specializes in crafting customized investment strategies, retirement plans, and estate planning solutions for high-net-worth individuals and families. His thoughtful, tailored approach helps clients preserve and grow wealth while planning for future generations.

Before joining Caldwell Trust Company, David built a distinguished career marked by integrity, professionalism, and personalized service. His deep understanding of family dynamics and long-term financial planning enables him to support clients through every stage of life with clarity and confidence.

In addition to his professional work, David is a dedicated community leader and active in numerous civic and philanthropic organizations. He is a member of the Indian River Estate Planning Council and past president of the Planned Giving Council of Indian River, where he continues to serve as a board member and Pinnacle Award Chairman. He also serves on the Board of Directors of United Against Poverty and participates in the Citizens Review Committee for the United Way of Indian River County.

David’s long-standing commitment to service is also reflected in his leadership roles as a past president of the Rotary Club of Vero Beach and former district chairman for the Boy Scouts of America’s Gulfstream Council.

In his role at Caldwell Trust Company, David is focused on building trusted relationships in the Vero Beach area and delivering a comprehensive suite of wealth management services with professionalism, care, and integrity. His strong family values—shared with his wife, Suzy, and their three children—and his deep ties to the local community continue to shape his personal and professional mission.

David Osgood is proud to help clients navigate the complexities of wealth management while supporting the vibrant community he calls home.