Many financial plans are anchored to retirement goals, with other priorities added only if they fit.

We work and save for retirement, but in my experience, most people are working and saving for much more than that. Most people I meet are doing this for their family, both now and in the future. Whether we intend it or not, our financial planning often reflects our priorities, not just our stated goals. I believe those priorities are best reflected in how we steward one generation’s work and decisions into the next.

Brian S. Whatley

Brian S. Whatley, CIMA®, CFP®

Founder & Managing Director

For over 20 years, I’ve worked with individuals and families to navigate complex financial decisions, combining experience with a clear, practical approach grounded in strong ethical principles.

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When I started Cypress Peak Wealth Management, one of my priorities was to move away from the pressure to treat clients as numbers and build a practice centered on long-term relationships and thoughtful decision-making.

Most families want their financial decisions to move in one direction over time. They want to leave a legacy to the next generation, not rely on it later.

At times, I refer to this as an “endowment mindset.”

It’s planning in the present, preparing for tomorrow, and making decisions that support both.

While many advisors aim for long-term, multi-generational relationships, they often lack the framework needed to support them. My role is to help you move beyond a typical planning and investing approach toward one that connects today’s decisions to your current priorities and long-term goals.

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Families who seek this level of depth tend to value a few things:

  • Confidence in both strong and challenging markets 
  • Decisions made intentionally, not reactively
  • A plan and portfolio built around what matters most

What We Help With

Planning Services

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Investment Management

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Support for Business Owners & Executives

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How I Approach a Family’s Finances

My practice is built around four things I believe every family deserves and what I see missing most when I meet new clients: clear analysis, coordinated planning, a defined investment process, and ongoing direction that helps people make decisions.

This straightforward concept shapes everything I do: approaching a family’s finances with the same long-term discipline great institutions bring to their endowments. It’s a simple idea, but I rarely see it in practice when I meet new clients.

That means helping clients define what matters most, building a coordinated approach across planning and investing, and maintaining a consistent connection between the two as life evolves.

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As a CFP® and CIMA® professional, I bring the technical depth and decision-making discipline to support the long-term aspects of a family’s financial life, today and across the years ahead.

How We Work Together

Plan

We start by understanding where you are and what matters most. From there, we coordinate what needs immediate attention and what decisions are ahead. There’s no generic questionnaire, just real-life conversations and planning.

Strategy

Investment strategies come after the planning work is done. Once I understand your priorities and confirm the right fit, I build the portfolio around the structure we’ve created. Not the other way around.

Stewardship 

Your plan and portfolio stay connected over time. As life changes, markets move, and priorities evolve, we revisit and refine the plan so your decision-making stays grounded and consistent. This is how that approach develops: clarity first, structure second, steady adjustment over time.

 

Our Process

See What a More Structured Approach Could Look Like

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