Seasoned, business exit / sale strategy financial advisors in Virginia
The right financial advisor for you depends on how you weigh location, expertise, experience, the clients they typically serve, and how they work with you.
Selling your business is a major financial event that requires careful timing and tax planning to maximize your proceeds. Without a seasoned advisor, you might overlook key tax implications or miss opportunities to structure the sale in a way that benefits your long-term financial goals.
- Tax impact awareness. Confirm how they analyze capital gains, ordinary income, and potential state taxes specific to Virginia's market.
- Sale structure expertise. Ask how they evaluate asset sale versus stock sale options and their effects on your net proceeds.
- Post-sale planning. Ensure they consider reinvestment strategies and cash flow needs after the sale to maintain your financial security.
- Experience with local market. Northern Virginia's unique economic factors can affect sale timing and valuation; check their familiarity with these nuances.
Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.
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Kent O
Series 63, Series 65
Vienna, VA
Merrill
Kent Overholt's extensive 38-year experience at Merrill equips him to guide business owners through complex exit and sale strategies, including tax impact analysis and sale structure evaluation tailored to Virginia's market. His expertise extends to multi-generational wealth transfer and philanthropy, serving mid-career professionals and high earners, with a fee structure of 1.10% AUM under $2 million, distinguishing him within a large-firm, team-oriented environment.
Experience: 38 years
Avg account: $860,085
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David B
CFA®, Series 63, Series 65
Arlington, VA
Hightower Advisors
David Beatson's 24 years of experience and expertise in business exit and sale strategy make him well-equipped to guide clients through the complexities of selling a business in Virginia. His affiliation with Hightower Advisors, a large firm serving high-net-worth clients, and his flat-fee structure differentiate him by offering comprehensive wealth management and tax-loss harvesting services alongside tailored exit planning.
Experience: 24 years
Avg account: $2,848,795
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Kenneth S
CFP®, Series 63, Series 65
Reston, VA
Guardian Life
Kenneth Shall Jr. brings 24 years of experience and CFP® certification to business exit and sale strategy, with expertise in tax-loss harvesting and serving self-employed founders. Based in Reston, VA, he offers flat-fee financial planning and consulting through Primerica Advisors, a large firm providing diverse investment strategies and account services. His background includes insurance and advisory roles, distinguishing him with broad financial planning capabilities beyond just exit strategy.
Experience: 25 years
Avg account: $230,599
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Kathleen M
Series 63, Series 66
Fredericksburg, VA
Wells Fargo Advisors
Kathleen Moses brings 42 years of experience and specializes in business exit and sale strategy, making her well-equipped to guide clients through the complexities of selling a business in Virginia. Affiliated with Wells Fargo Advisors, a large firm offering IPS-driven advisory services and modern portfolio theory-based investment approaches, she also serves high-net-worth clients and has expertise in cash flow and divorce financial planning, providing a broad perspective beyond just business sales.
Experience: 43 years
Avg account: $514,335
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Matthew D
Series 66
Haymarket, VA
Kestra Advisory
Matthew Douglas specializes in business exit and sale strategy, bringing 21 years of industry experience and expertise in retirement plans for business owners, annuities, and wealth management. Based in Haymarket, VA, he operates within Kestra Advisory, a large firm managing nearly $80 billion in assets, offering flat-fee and hourly financial planning options, which may appeal to clients seeking flexible fee structures and comprehensive institutional resources.
Experience: 22 years
Avg account: $618,892
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