From Athlete to Advisor: The Journey of Sherwin Sargeant
From Athlete to Advisor: The Journey of Sherwin Sargeant

Sherwin Sargeant’s journey is one of transformation, vision, and service. Once an All-American soccer player at the University of Central Florida, today he is a trusted financial advisor and founder of Sherwin and Associates—a firm that champions personalized retirement planning for Florida’s education and state employees.

Sherwin’s background in athletics gave him more than just a competitive edge; it cultivated resilience, discipline, and the drive to succeed—traits that now define his professional ethos. These qualities have allowed him to thrive in the complex and ever-evolving world of financial planning.

As a vendor with National Life Group and recipient of the prestigious Diamond Club Member designation, Sherwin has positioned himself as a leader in retirement and tax strategy. His firm provides tailored guidance to school districts throughout Central Florida, helping educators understand and optimize their retirement benefits.

Unlike generic financial advisement services, Sherwin and Associates zeroes in on the unique challenges faced by those in public service. Whether it’s deciphering the FRS, planning for early retirement, or navigating the tax implications of pension benefits, Sherwin’s insights offer clarity and confidence.

Outside of finance, Sherwin’s entrepreneurial spirit is reflected in his former venture, Zingara Souls—a boutique in Winter Park, Florida. Blending bohemian and glamorous fashion, the shop was an expression of creativity and community engagement.

Through each chapter of his journey—from athlete to advisor—Sherwin Sargeant has remained committed to growth, leadership, and making a positive difference. His story continues to inspire educators, entrepreneurs, and financial professionals alike.