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Reflecting the Changing Face of Wealth in Maine

About the author:
Cynthia C. O’Rourke, CFP®
Principal, Senior Vice President, Senior Client Advisor
Cindy loves helping clients develop robust financial strategies that let them live their best lives while taking care of their loved ones. Drawing on more than 16 years of experience working with high-net-worth individuals and families, her priority is helping each client create a personalized plan that supports their goals and long-term financial well-being.
: Reflecting the Changing Face of Wealth in Maine
Financial planning is never just about investments, tax strategies, or balance sheets. Most often, it’s about navigating life’s pivotal moments.
Whether someone is preparing for retirement, finding a path through divorce, coping with the loss of a spouse, caring for aging parents, selling a business, or thinking through the legacy they want to leave for future generations, these decisions are deeply personal. They involve family dynamics, values, a sense of security, and the lasting legacy parents and grandparents hope to leave while preparing future generations to steward family wealth responsibly.
These situations require trusted relationships, thoughtful communication, and advice tailored to each family’s unique circumstances.
Understanding the Families We Serve
At Spinnaker Trust, we believe the best advice starts by connecting with our clients.
That’s why our team reflects the clients and families we serve. Women comprise nearly two-thirds of our firm and hold many of its senior leadership positions, including President and CEO Amanda Rand, Chief Operating Officer Ainsley Gleason, and several of the firm’s principals. We view this not only as a point of pride—particularly in an industry where women remain underrepresented—but as a strength that helps us better understand our clients’ experiences and priorities.
Women are building independent wealth earlier, serving as primary earners in greater numbers, and often making financial decisions during major life transitions. They also tend to live longer, requiring plans that account for extended retirements, healthcare needs, caregiving responsibilities, and long-term legacy goals.
Advising Through Complexity and Change
While women are playing a growing role in shaping the future of wealth, every client benefits from thoughtful advice grounded in experience, perspective, and expertise. That’s why we have also intentionally built a multigenerational team with broad professional expertise and life experience. This depth of knowledge strengthens our ability to guide clients through complex decisions involving estate planning, philanthropy, business succession, retirement, and family wealth planning. It allows us to understand each client’s goals and circumstances and provide guidance that is both personal and practical.
As wealth continues to evolve, successful financial planning will require much more than technical knowledge. It requires advisors who listen carefully, understand life’s complexities, and help clients navigate opportunities and challenges with confidence.
Whether you’re planning for retirement, preparing the next generation, managing a significant life change, or looking for a trusted advisor who understands your goals, we invite you to start a conversation with our team.
Contact us at [email protected].
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Reflecting the Changing Face of Wealth in Maine
As wealth continues to evolve, building relationships grounded in trust and understanding has never been more important.


