Our Team
Our Holistic
Financial Planning Team
At Sailwinds Financial Strategies, we believe the best financial advice comes from partnership built on trust, sincerity, clear communication, and a shared commitment to your goals. Our team brings decades of experience, technical depth, and a relationship-first approach to every client we serve.
Meet The Team
Bernadette "Bernie" Strout, CFP®
Founder & Lead Advisor
bstrout@sailwindsfinancial.com
Jack Strout
Client Service Associate
jstrout@sailwindsfinancial.com
A Family Business Built on Trust
Sailwinds is a family endeavor. Jack is Bernie's nephew, and his decision to join the firm grew from years of watching Bernie build meaningful relationships with her clients and a genuine desire to continue that legacy.
Today, they work side by side: Jack sits in on client meetings, learns the nuances of holistic planning, and prepares to carry forward the values and approach that have defined Sailwinds from the start.
For our clients, this means continuity. The partnership you build with us today is designed to last, supported by a succession plan that keeps your financial wellbeing in trusted hands for years to come.
Our Partnership with
Prosperity Capital Advisors
We’re proud to partner with Prosperity Capital Advisors, a national registered investment advisor (RIA). Through this partnership, we gain access to a wide network of professionals, advanced planning resources, and institutional-level tools, which helps us enhance the depth and sophistication of every financial plan we build.
Let’s See How We
Can Help You Reach Your Goals
The best way to know if Sailwinds is right for you is to have a conversation. We'll learn about your situation, answer your questions, and help you understand our approach, with no pressure or obligation.