Investment Planning in Richmond, VA
Smart Investing for Richmond’s Long Game
Richmond’s historic neighborhoods and vibrant business scene reflect a community that balances legacy with growth. That same spirit defines Ronald Gilmore’s approach to investment planning. With a steady, dividend-focused strategy, Ron helps Richmond residents—from the Fan District to Midlothian—build portfolios designed for long-term income, tax awareness, and stability.
Grounded Strategies for Managing Wealth in Richmond
We help clients build confidence in their financial future—without chasing headlines or trends.
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.
Local Insight. Long-Term Vision.
Ron works with clients across the Richmond region, from professionals in Shockoe Slip to families in West End and retirees near Byrd Park. With an office just outside the city, Ron offers the accessibility of a local advisor with the depth of a national network. Whether you’re investing for retirement, planning for family wealth, or repositioning assets, you’ll get thoughtful, personal guidance—backed by a steady hand and years of experience. Learn more about Ron and how he works on our About Us page.

Frequently Asked Questions
Investment Planning in Richmond, VA
How do dividend-focused portfolios support long-term financial goals?
Dividend growth portfolios are ideal for Richmond residents who value income consistency and risk-aware growth. These portfolios focus on companies with strong track records of paying and increasing dividends, helping clients generate a steady income stream while still growing their investments. It’s especially useful for retirement planning and legacy building.
What makes your tax strategy different for Richmond investors?
We tailor every investment plan to account for both federal and Virginia-specific tax considerations. That means structuring your portfolio with tax-advantaged accounts, managing capital gains, and timing distributions in a way that aligns with your lifestyle. In a city with diverse financial profiles like Richmond, personalized tax strategy makes a measurable difference.
Do you work with clients inside the city and surrounding counties?
Yes. Ron serves clients across the city—from Church Hill to Carytown—and throughout surrounding areas like Henrico, Chesterfield, and Goochland. Whether you prefer in-person meetings or remote check-ins, we provide flexible, high-touch service that meets you where you are.
Can you help with financial planning for generational wealth?
Absolutely. Many Richmond families are planning beyond their own retirement—looking to preserve and transfer wealth to the next generation. Ron works with you to structure your investments and legacy plan in a way that reflects your values and long-term vision, including estate coordination and account titling.
Is there a benefit to working with a smaller, independent advisor?
Definitely. With Ron, you get direct access, consistent communication, and advice that’s centered entirely around your needs. There are no sales quotas, no proprietary products—just a straightforward commitment to helping Richmond clients make smart, confident financial decisions.