Scott Mastocciolo

For more than 28 years, Scott Mastocciolo has helped individuals and families make the financial decisions that matter most. That runs from building and protecting wealth in their peak earning years to turning a lifetime of savings into steady retirement income. As Co-Founder of Westport Private Wealth, Scott brings experience from some of the industry's most established firms, including Morgan Stanley, Merrill Lynch, Wells Fargo Advisors and Ameriprise. He uses it to run an independent practice built on one idea: advice should be shaped by the client's goals, not by a firm's product shelf.

In 2026, Scott and his partner, Stuart Gollomp, launched Westport Private Wealth as an independent firm affiliated with Osaic. This gives them the freedom to tailor solutions while drawing on the resources of a national wealth management platform.

Scott works closely with successful professionals, business owners and retirees in Fairfield County and beyond. Many come to him with complex, connected questions. How should concentrated stock or business equity fit into a broader portfolio? How can they get the most from employer retirement plans and benefits? In what order should they draw down accounts, with taxes in mind? And how can they protect what they've built for the next generation? His process starts with listening. He then turns each client's priorities into a clear, written plan that brings together investment management, retirement income, risk management and estate planning, in coordination with the client's tax and legal professionals.

Scott's investment approach is disciplined and long-term: diversified portfolios matched to each client's risk tolerance and time horizon, reviewed regularly as markets and life circumstances change. He is registered to serve clients in 18 states and meets with them in person at the firm's Westport office or virtually.