Gary Alcaraz brings decades of experience and a deeply personal approach to helping clients navigate their financial lives with clarity and confidence. As a Senior Financial Advisor with the Bold Capital Wealth Management Group of Wells Fargo Advisors, he works closely with individuals, families, and business owners to develop thoughtful strategies around retirement, estate planning strategies, and long-term wealth management.

Gary’s path into financial services began with a strong foundation in banking. After graduating from Old Dominion University, he started his career in commercial lending, where he rose to a senior leadership role within a regional bank. This early experience gave him a practical, real-world understanding of credit, business operations, and financial strategy—insight he continues to bring to his clients today.  

In 1993, Gary transitioned into the investment side of the industry, launching what would become a long-standing career in wealth management. He later joined his current practice in Virginia Beach, where he has built enduring relationships with clients by focusing on disciplined planning, thoughtful asset allocation, and personalized guidance.  

Today, Gary specializes in working with executives and families, with particular expertise in retirement planning, estate strategies, and employer-sponsored plans such as 401(k) and profit-sharing programs. He also serves as an investment consultant to pension plans, conducting manager due diligence and portfolio analysis to help institutions make informed decisions.  

Gary’s commitment to excellence is reflected not only in his client relationships, but also in the success of his broader team. The Bold Capital Wealth Management Group has been recognized on the 2026 Forbes Best-in-State Wealth Management Teams list, highlighting their consistent performance and client-focused approach.  

Outside of the office, Gary is just as dedicated to his community and family. He has served on the Board of Directors for the Old Dominion University Education Foundation and as Treasurer of the Tidewater Children’s Foundation. He lives in Virginia Beach with his wife, Bernadette, and enjoys spending time fishing, playing golf and tennis, and attending live music events.

At his core, Gary believes that successful wealth planning is about more than numbers—it’s about understanding people, their priorities, and the legacy they want to build. That philosophy continues to guide his work with every client relationship.

2026 Forbes Best-in-State Wealth Management Teams: Awarded January 2026; Data compiled by SHOOK Research LLC based on the time period from 3/31/24 - 3/31/25 (Source: Forbes.com). The Forbes Best-in-State Wealth Management Teams rating algorithm is based on the previous year's industry experience, interviews, compliance records, assets under management (minimum variable by state), revenue and other criteria by SHOOK Research, LLC. Investment performance is not a criterion. Self-completed survey was used for rating. This rating is not related to the quality of the investment advice and based solely on the disclosed criteria. 12,787 wealth management teams were considered for the rating; 6,149 (48% of candidates) were named 2026 Forbes Best-in-State Wealth Management Teams.

Financial Advisor | Adjunct Professor | Community Advocate

Professional Philosophy & Expertise
With a career rooted in the discipline of elite athletics and the rigors of academia, Grant Chapman provides high-level strategic guidance to business owners and high-net-worth families. Grant specializes in helping entrepreneurs navigate the most critical transitions of their professional lives. Whether you are preparing to pass the torch to the next generation through a family succession, seeking a private equity exit, or negotiating a strategic buyout, Grant provides the technical expertise and steady hand required to navigate complex estate planning and multi-generational wealth transfers.

He believes that a successful financial legacy is not just about the numbers; it is about the "next phase." Grant works closely with clients to help ensure that their exit strategy aligns with their personal values, family needs, and long-term philanthropic or legacy goals.

Academic & Professional Credentials
Grant’s approach to investment planning is informed by a deep commitment to education—both his own and that of the next generation of advisors.

• MBA & B.S. in Economics: Proud alumnus of Old Dominion University (ODU), where he earned both his graduate and undergraduate degrees.

• Adjunct Professor: Grant currently serves as an Adjunct Professor in the ODU School of Business, where he teaches the curriculum for the Certified Financial Planner (CFP®) designation. His role in academia ensures he remains at the forefront of evolving tax laws, estate strategies, and investment methodologies.

The Foundation: Discipline & Community
Before entering the financial world, Grant was a standout student-athlete for the Old Dominion University Wrestling program. The grit, resilience, and strategic thinking required on the mat are the same traits he brings to the boardroom today.

Grant remains deeply connected to the sport and his community. When he isn't in the office or the classroom, you will likely find him:

• Mentoring: Volunteering his time to support and grow local wrestling programs.

• Coaching: Actively coaching his three children—Carson, Brady, and Vaughn—in their various sporting endeavors.

• Boating: Enjoying life on the water with his wife, Lindsey Chapman, and their family.

Commitment to You

Grant understands that for a business owner, your company is more than an asset; it is a life's work. His mission is to provide the clarity and sophisticated planning necessary to protect that work and ensure a seamless transition into your next chapter.

_{Wells Fargo Advisors does not provide legal or tax advice. We encourage you to speak to your chosen tax advisor regarding your specific situation.}