Investment Planning in Virginia Beach, VA

Invest with Confidence, Live with Clarity

From oceanfront retirees to professionals near Town Center, Virginia Beach residents have unique financial goals—and Ronald Gilmore brings personalized, income-focused investment planning to help pursue them. With a calm, consistent approach rooted in dividend growth, Ron builds portfolios that reflect your priorities, preserve your lifestyle, and support your next chapter.

Smart Strategies for Coastal Living

Whether you’re working, retiring, or managing a legacy, we help your money work steadily for you.

Moderate Dividend & Growth Strategy

Our core strategy seeks to invest in a diversified portfolio of dividend income generating businesses that could increase in value as the underlying companies grow. 

Retirement Income Planning

Designing a sustainable income strategy to last a lifetime by balancing growth and income.

Asset Allocation

Allocating within all industry sectors to achieve a balance between your financial goals, risk tolerance and return.

Model Portfolio Management

Our systematic method of constructing and managing your investments through market cycles. It ensures our investment services follow a proven methodology rather than emotional reactions to market volatility. 

Built for Life on the Coast—and Beyond

Whether you’re downsizing in Sandbridge or building a future in Great Neck, financial planning here means balancing lifestyle goals with long-term needs. Ron works with Virginia Beach residents to create portfolios that fund retirement, support real estate goals, and provide reliable income over time. With a steady, approachable process and real relationship-building, you’ll always know where you stand. Learn more about how Ron works on our About Us page.

A woman wearing a straw hat and a blue dress is standing on a beach.

Frequently Asked Questions

Investment Planning in Virginia Beach, VA

  • How can dividend growth investing support a Virginia Beach retirement lifestyle?

    A dividend-focused portfolio can offer consistent income to support day-to-day living without drawing down principal too quickly. This is especially valuable in Virginia Beach, where many retirees want to maintain their coastal lifestyle while ensuring their savings last. It also allows the potential for some growth to help offset inflation over time.

  • What’s the benefit of having a custom investment plan vs. a generic one?

    A custom plan considers your life in Virginia Beach—your real estate situation, pension income, family support needs, and more. Instead of fitting into a pre-built strategy, your portfolio is shaped around your exact goals and adjusted as your needs change. That level of tailoring helps clients stay focused and confident.

  • Do you help clients who split time between Virginia and Florida?

    Yes. Many Virginia Beach clients maintain a second residence or relocate seasonally, and we structure plans to accommodate multi-state living. This includes adjusting income distributions, managing tax exposure, and coordinating across jurisdictions to make transitions smooth and financially sound.

  • What role does risk tolerance play in your investment planning?

    It plays a central role. Whether you’re mid-career or nearing retirement, we assess how much risk you’re comfortable with—and what level is appropriate for your goals. Then we build a plan that reflects your comfort level while still aiming for meaningful, sustainable returns.

  • How often should a portfolio be reviewed or adjusted?

    We recommend reviewing your investment plan at least annually—or sooner if there’s a life change. Whether it’s a job change, property purchase, or major family event, we’ll adjust your portfolio to stay aligned with what matters most. Long-term consistency is important, but responsiveness is key.