Investment Planning in Charlottesville, VA
Plan with Clarity. Invest with Purpose.
Charlottesville is a place where thoughtful living meets long-term vision—so it’s no surprise many residents here want their financial plans to reflect the same. Whether you’re a university professional, local entrepreneur, or family legacy builder, Ronald Gilmore offers dividend-focused investment strategies tailored to the unique financial goals of Charlottesville clients.
Long-Term Strategies for Lasting Impact
We help Charlottesville investors build income-focused portfolios rooted in balance and forward thinking.
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.
Financial Planning That Understands the Local Landscape
From faculty at UVA to families in Belmont and retirees near Ivy, Ron works with Charlottesville residents who want smart financial planning without sales pressure. Our relationship-first model means every strategy is personalized—and every decision is grounded in your real-life context. Learn more about Ron’s values and approach on our About Us page.

Frequently Asked Questions
Investment Planning in Charlottesville, VA
What makes dividend growth investing appealing in a market like Charlottesville?
In a financially savvy city like Charlottesville, many clients appreciate the steady income and discipline of dividend-focused portfolios. These strategies offer the potential for stability and growth, which are ideal for professionals planning retirement or funding long-term goals. It’s a reliable way to build wealth while maintaining financial flexibility.
How do you tailor investment strategies for university-affiliated clients?
Whether you’re faculty, staff, or a retiree from UVA, we understand the unique structure of university income, benefits, and retirement plans. We build investment strategies that integrate with existing retirement accounts and consider long-term planning needs specific to the academic world, including tax planning and pension coordination.
Do you offer services to small business owners in the area?
Yes. Charlottesville has a strong community of entrepreneurs, and we help many business owners structure retirement plans, diversify holdings, and plan for long-term financial independence. Whether you’re in tech, hospitality, or the arts, we can create an investment strategy that supports both your business and personal goals.
Are your services fee-based or commission-based?
Our services are strictly fee-based, meaning our only incentive is doing what’s best for you. There are no hidden commissions, no product requirements—just clear, consistent guidance with your long-term success in mind.
Can you meet clients in person in Charlottesville?
Absolutely. Ron travels regularly to Charlottesville to meet with clients face-to-face. Whether at your home, business, or a neutral location, we prioritize personal connection and clear communication. That’s the value of working with an advisor who’s truly relationship-driven.