Cassandra Smalley Wealth Management

At Cassandra Smalley Wealth Management, we help women business owners, executives, physicians, and tech-professionals simplify complex financial decisions and build wealth with confidence. We specialize in helping women save on taxes and build wealth for retirement while managing demanding careers, growing businesses, family responsibilities, and long-term financial goals. Our mission is to help women feel informed, empowered, and fully engaged in their financial lives while closing the gender wealth gap through education, transparency, and authentic relationships. Many of the women we work with are highly successful professionally but want a clearer strategy around retirement, investing, equity compensation, estate planning, business planning, and major life transitions. We build that road map together. With over 20 years of experience, Cassandra helps clients navigate retirement planning, investments, tax planning, stock options, employee benefits optimization, inherited wealth, college planning, Social Security strategies, and planning for business owners. Her approach goes beyond traditional financial advice. She believes wealth should create flexibility, freedom, and a life aligned with your personal values, not just a retirement account balance. After years of seeing women excluded from financial conversations or underserved by the industry, Cassandra felt called to create a different kind of advisory experience rooted in education and empowerment. That passion led her to write "The Why of Wealth: Mastering the Steps to a Wealthy Mindset to Live a Joyful Life," a book that makes financial concepts more approachable through relatable stories and real-life experiences. Cassandra is the proud mother of two daughters and understands firsthand the realities of balancing career, family, and financial goals during the busy years of life. Outside of work, she enjoys exploring Florida springs and spending time outdoors with her family. Cassandra is a Fee-Only Fiduciary, a CERTIFIED FINANCIAL PLANNER™, and a Chartered Financial Analyst professional. She earned an MBA with a Finance concentration from UNF and an undergrad from UF. Cassandra has been recognized by Forbes and SHOOK Research as one of America’s Top Women Wealth Advisors and Top Next-Gen Wealth Advisors, as well as by Working Mother Magazine as a Top Wealth Advisor Mom. Based in the St. Petersburg, Clearwater, and Tampa Bay area, Cassandra serves clients virtually across the United States.