Top advisors focused on roth conversion strategy in District of Columbia

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.

If you’re approaching retirement or expecting changes in your income, deciding when and how to convert to a Roth IRA can impact your tax bill for years. A common mistake is treating Roth conversions as a quick tax fix rather than a strategic, multi-year plan.

  • Tax bracket timing. Ask how they evaluate your current and future tax brackets to decide the best years for conversions.
  • Impact on benefits. Confirm if they consider how conversions affect Medicare premiums and Social Security taxation.
  • Account prioritization. Find out which accounts they recommend converting first and why, based on your overall financial picture.
  • Coordination with tax pros. See how they work with your tax preparer to handle estimated payments and state tax implications smoothly.

Here are top matches to get you started. Review each profile to compare experience, credentials, and approach.

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Dexter W

Series 63, Series 66

Washington, DC

Morgan Stanley

Dexter Walker is a financial advisor at Morgan Stanley with 28 years of industry experience. He holds Series 63 and Series 66 licenses and has worked at Morgan Stanley Private Bank, N.A. since 2015 and MORGAN STANLEY SMITH BARNEY llc since 2009. Outside of his advisory role, he is a 40% owner of Washington DC Inferno, LLC, a professional women's squash franchise. Morgan Stanley Wealth Management serves individual and institutional clients with a wide range of advisory programs and tailored financial planning, managing approximately $2.74 trillion in client assets. The firm’s planning process includes structured discovery and firm-approved tools but does not provide individual security recommendations as part of standalone planning.

General estate planning guidance
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David C

Series 63, Series 65

Annapolis, MD

Westbourne Investment Advisors Inc.

David Cunningham is a financial advisor with Westbourne Investment Advisors Inc. in Annapolis, MD, holding Series 63 and Series 65 licenses and having 27 years of industry experience. He has worked at Westbourne Investment Advisors since 2007 and has been with Cunningham Capital Management, LLC since 2012. Westbourne Investment Advisors provides discretionary portfolio management to individuals, trusts, pension plans, and non-profit organizations. The firm employs an equity-oriented, buy-and-hold investment strategy supported by fundamental analysis and technical review, managing approximately $359 million across about 420 accounts.

Active portfolio management Options & derivatives strategies Concentrated stock management
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Stephen D

Series 66

Atlanta, GA

Equitable Advisors

Stephen Dunbar III is a financial advisor with Equitable Advisors in Atlanta, GA, holding a Series 66 designation and 19 years of industry experience. He has been with Equitable Advisors since 2010, previously associated with AXA Advisors, LLC during the same period. Outside of advising, he writes a monthly financial column for Kiplinger and is involved as an owner and investor in a family-run baking business. Equitable Advisors serves individual investors, retirement plan sponsors, corporations, and charitable organizations, providing financial planning, retirement-plan support, and access to asset management through LPL programs and third-party asset managers. The firm operates a hybrid referral and implementation model that combines advisory and brokerage services tailored to clients’ goals, risk tolerance, and time horizons.

Retirement income strategy Social Security optimization Founder/Business Owner Retired Executive Approaching retirement Baby Boomers (Born 1946-1964)
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Anne W

Series 63, Series 66

Chicago, IL

Thrivent Investment Management

Anne Whiting is a financial advisor with Thrivent Investment Management in Chicago, IL, holding Series 63 and Series 66 licenses and possessing 14 years of industry experience. Her prior work includes roles at O Long Law, LLC, Churchill Capital USA, Inc., and Rodan + Fields. Thrivent Investment Management provides Dedicated Planning Services to individuals, families, businesses, and nonprofit clients, focusing on holistic, goal-based financial planning rather than portfolio management. The firm offers these planning services either on a one-time or ongoing basis and allows clients to integrate planning with managed accounts through a consolidated billing option called “WealthPlan.”

Business ownership considerations
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Heather R

Series 63, Series 65

Laurel, MD

Transamerica Financial Advisors

Heather Ramlal is a financial advisor with Transamerica Financial Advisors, holding Series 63 and Series 65 licenses and nine years of industry experience. She has held roles at HLR Financial Solutions Inc and Amplify, an education company, alongside her ongoing work with Transamerica Financial Advisors since 2016. Ramlal is also president of HLR Financial Solutions Inc, an S corporation established for expense documentation purposes. Transamerica Financial Advisors provides investment advisory, brokerage, and retirement-plan services to a diverse client base, including individual investors, employer-sponsored plans, trusts, and charitable organizations. The firm utilizes a model portfolio approach implemented through third-party managers and proprietary platforms such as Transamerica ONE and TFA365.

ESG / Sustainable investing Concentrated stock management Wealth management Founder/Business Owner
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Ryan W

Series 63, Series 66

Canonsburg, PA

Wyze Wealth Advisors, LLC

Ryan Wyatt is a financial advisor at Wyze Wealth Advisors, LLC with nine years of industry experience. He holds Series 63 and Series 66 designations and has previously worked at True Wealth Design, LLC, Charles Schwab Bank, Charles Schwab & Co., Inc., and The Vanguard Group, Inc. Wyatt is also a licensed insurance agent. Wyze Wealth Advisors serves individual and business clients, including high-net-worth individuals, offering comprehensive financial planning and discretionary portfolio management. The firm employs an evidence-based investment approach focused on broad diversification, systematic rebalancing, and tax-efficient implementation, with distinctive use of private-market allocations and a proprietary direct-stock strategy.

General retirement planning Retirement income strategy Roth conversion strategy Tax-loss harvesting Private / alternative investments
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Charles P

CFP®, Series 63, Series 65

San Rafael, CA

WealthSpire Advisors

Charles Pyfer III is a CFP® professional with 19 years of industry experience, currently serving at Wealthspire Advisors since 2024. Prior to this, he spent 15 years at Private Ocean. Wealthspire Advisors provides wealth management, investment advisory, financial planning, and family office support to a diverse client base including individuals, corporations, retirement plans, and nonprofit organizations. The firm employs a relationship-driven, customized investment approach that emphasizes diversified, institutional-style asset allocation and utilizes a range of investment vehicles and third-party platforms for comprehensive portfolio management.

Retirement income strategy Social Security optimization Roth conversion strategy Tax-loss harvesting Private / alternative investments Founder/Business Owner Retired Mid-Career Professionals Established Professionals
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Terry T

Series 65

Colorado Springs, CO

Replica Wealth Advisors Inc

Terry Thomason is a financial advisor with Replica Wealth Advisors Inc in Colorado Springs, CO, holding a Series 65 designation and 11 years of industry experience. Prior to founding Replica Wealth Advisors in 2019, he worked at Gradient Advisors, LLC and Mountain Range Financial Advisors. He also operates an insurance agency specializing in life insurance, Medicare, long-term care, and annuity products. Replica Wealth Advisors is an independent firm providing financial planning, educational seminars, and access to investment management through third-party managers and sub-advisors. The firm focuses on non-discretionary client relationships, assisting with portfolio selection and ongoing monitoring rather than direct portfolio management.

Income planning Social Security optimization Roth conversion strategy Retirement income strategy General tax planning
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Charleen M

Series 66

Brighton, MI

Foguth Wealth Management, LLC.

Charleen Maune is a financial advisor with Foguth Wealth Management, LLC, holding a Series 66 designation and four years of industry experience. Her prior roles include positions at Strategic Investment Advisors, LLC, White Glove, and Hantz Financial Services, as well as eight years at Advance America. Foguth Wealth Management serves individuals, plan sponsors, and business clients with portfolio management, financial planning, and retirement and estate-planning services. The firm employs model portfolios constructed mainly from ETPs and ETFs, utilizing fundamental, technical, cyclical, and charting analyses alongside modern portfolio theory, and offers custom direct-indexing strategies with automated tax-loss harvesting.

Retirement income strategy Social Security optimization Roth conversion strategy Retirement withdrawal strategies Cash flow / budgeting
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Jason H

Series 65

Henderson, NV

Ensourceful, Inc.

Jason Holloway is a financial advisor at Ensourceful, Inc. with one year of industry experience. He holds a Series 65 designation and has worked at Nevada Technical Associates, Inc. since 2008. Outside of finance, he is president of Hollowhead, Inc., a small business focused on virtual reality, augmented reality, and AI software. Ensourceful, Inc. provides customized investment advice and comprehensive financial planning primarily for individual retail investors. The firm emphasizes a consultative approach with fundamental security analysis and scenario-based portfolio strategies, focusing on robustness and resilience rather than solely historical-model optimization.

General retirement planning Tax-loss harvesting Roth conversion strategy
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