Top business sale tax planning financial advisors in Kentucky

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 preparing to sell your business, you need an advisor who understands the tax implications that can significantly affect your net proceeds. A common mistake is overlooking how different sale structures impact your tax bill, which can lead to unexpected costs.

  • Sale structure insight. Confirm how the advisor evaluates asset sales versus stock sales and their tax consequences for you.
  • Capital gains planning. Ask how they help manage timing and strategies to minimize capital gains taxes on your sale.
  • Post-sale tax strategy. Check if they provide guidance on reinvesting proceeds to optimize your tax situation after the sale.

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

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Julie S

Series 66

Prestonsburg, KY

Edward Jones

Julie Smith is a financial advisor with Edward Jones in Prestonsburg, KY, holding a Series 66 designation and one year of industry experience. Prior to joining Edward Jones, she worked at Community Trust Bank and held various roles in healthcare and therapy organizations. Edward Jones is a full-service wealth management firm serving over four million individual and institutional clients, offering a wide range of advisory programs and investment strategies supported by a large nationwide network of financial advisors and branch offices.

Wealth management Tax-loss harvesting Multi-generational wealth transfer Retired Founder/Business Owner Executive
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Jordan P

Series 66

Bowling Green, KY

Morgan Stanley

Jordan Pruden is a Series 66-licensed financial advisor with Morgan Stanley in Bowling Green, KY, and has eight years of industry experience. He has worked at Morgan Stanley since 2019, including time at Morgan Stanley Private Bank, N.A., and previously spent two years at Merrill and one year at Service One Credit Union. Morgan Stanley Wealth Management is an SEC-registered investment adviser and broker-dealer serving individuals and institutional clients with a wide range of advisory programs, including tailored financial and estate planning. The firm manages approximately $2.74 trillion in client assets and employs structured planning tools and models to support its advisory services.

General estate planning guidance
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Tyler P

Series 66

Covington, KY

Fidelity

Tyler Peter is a financial advisor at Fidelity with nine years of industry experience. He holds the Series 66 designation and has worked across several Fidelity divisions, including Personal and Workplace Advisors, Brokerage Services LLC, and Institutional Operations. Fidelity’s Strategic Advisers LLC provides investment management and advisory services to retail and institutional clients, employing a blend of proprietary fundamental research, quantitative analysis, and algorithmic portfolio construction to develop model portfolios from a range of mutual funds, ETFs, and ETPs.

Charitable giving & philanthropy Active portfolio management
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Marcia L

CFP®, Series 66

Louisville, KY

Avantax Planning Partners, Inc.

Marcia Lewis is a CFP® professional with 25 years of experience in financial services. She is currently with Avantax Planning Partners, Inc. and has held roles at Blue & Co., LLC and CSSC Brokerage Services, Inc. She is a Director Emeritus at Blue & Co., a regional CPA firm, where she provides tax, consulting, and business valuation services. Avantax Planning Partners provides investment advice and planning primarily to individuals, pension and profit-sharing plans, charitable organizations, and businesses, utilizing model-based style allocation strategies and discretionary portfolio management within a larger corporate group structure.

Tax-loss harvesting Retirement plans for business owners (SEP, solo 401k) Retirement income strategy Founder/Business Owner Attorney
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Michael D

Series 65

Lexington, KY

Dupree Financial Group, LLC

Michael Dawahare is a financial advisor at Dupree Financial Group, LLC in Lexington, KY, holding a Series 65 designation with two years of industry experience. Prior to joining Dupree Financial Group, he spent ten years as a senior consultant. Dupree Financial Group provides discretionary portfolio management and asset-management services primarily to individuals, including high-net-worth clients, and institutional accounts, focusing on retirees and those planning for retirement. The firm employs a modified value-focused, bottom-up investment approach combining individual securities and ETFs, emphasizing valuation metrics and dividend history for long-term holdings.

General retirement planning Retirement income strategy Passive / index investing Active portfolio management

Andrew C

Series 66

Madison, WI

Merrill

Andrew Charles is a financial advisor at Merrill Lynch Wealth Management. He is a CERTIFIED FINANCIAL PLANNER® professional with over a decade of experience working with individuals, families, and business owners on significant financial decisions. His client focus areas include college education planning, employee financial health, legacy planning, liquidity management, managing new wealth, personal retirement planning, philanthropic planning, portfolio management services, small business strategies, and tax minimization. Andrew holds a Bachelor's Degree from The University of Wisconsin Madison and has earned the professional designations of CERTIFIED FINANCIAL PLANNER (CFP) and Personal Investment Advisor (PIA). He is affiliated with several professional organizations including the Middleton Chamber of Commerce, Morgan's Caring Connection, and The Madison Club. Outside of his financial practice, Andrew enjoys a variety of personal interests such as biking, drawing and sketching, fishing, golfing, hiking, ice skating, painting, photography, skiing, and woodworking. He embraces a philosophy of delivering financial clarity so his clients can focus on living life without the burden of managing money.

College savings (529s, UTMA, etc.) Retirement income strategy Wealth management Tax strategies for small businesses Founder/Business Owner
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Collin L

CFP®, ChFC®, Series 66

Dayton, OH

Anderson Financial Strategies, LLC

Collin Lyon is a CFP® and ChFC® with four years of industry experience, currently serving at Anderson Financial Strategies, LLC. His previous roles include positions at Kovar Wealth Management and First Command Advisory Services. Anderson Financial Strategies is a SEC-registered investment adviser serving individuals, high-net-worth clients, trusts, estates, charitable organizations, and retirement plans. The firm employs an active, tailored asset management approach combining fundamental and technical analysis with modern portfolio theory.

General retirement planning Retirement income strategy Tax-loss harvesting Business sale tax planning Retired Founder/Business Owner Executive Self-Employed
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Rodney L

Series 63, Series 66

Boston, MA

Flagship Harbor Advisors, LLC

Rodney Laurenz is a financial advisor with Flagship Harbor Advisors, LLC, holding Series 63 and Series 66 licenses and bringing 23 years of industry experience. He has worked at Flagship Harbor Advisors and LPL Financial since 2011. In addition to his advisory work, he teaches several investment-related classes annually through the Cambridge Centre for Adult Education. Flagship Harbor Advisors, LLC is an SEC-registered investment adviser serving individuals, charitable organizations, corporations, and retirement plans. The firm manages approximately $3.42 billion in discretionary assets through a team of about 60 advisors and employs a range of investment strategies including mutual funds, ETFs, individual securities, and separately managed accounts.

Private / alternative investments Retirement plans for business owners (SEP, solo 401k) Wealth management Business sale tax planning Founder/Business Owner Executive
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William F

CFP®, Series 63

San Diego, CA

Sovran Advisors, LLC

William Frankenstein is a CFP® with 42 years of industry experience, currently serving as an investment advisor representative at Sovran Advisors, LLC. His prior roles include positions at Mass Mutual Investors Services, MassMutual Life Insurance Co., and MetLife Securities Inc. He is also involved with the Foundation for Senior Services, where he discusses financial planning with seniors. Sovran Advisors provides investment advisory and financial planning services to individuals, high-net-worth clients, charitable and corporate entities, and retirement plans. The firm manages approximately $1.78 billion in client assets through a team of about 53 advisors, offering customized portfolio management and diversified investment strategies.

Business sale tax planning Annuities Options & derivatives strategies Executive Founder/Business Owner
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Matthew N

Series 63, Series 65

Grapevine, TX

Flourish Financial Planning

Matthew Nelson is a financial advisor at Flourish Financial Planning with five years of industry experience. He holds the Series 63 and Series 65 designations. In addition to his advisory role, Nelson is a partner and executive in tax preparation businesses, including Nelson & Nelson Tax Services, Inc., where he serves as Vice President. Flourish Financial Planning serves individual, high-net-worth, and corporate clients, managing approximately $28.2 million in assets. The firm employs a Modern Portfolio Theory approach with primarily passive investments and provides comprehensive financial planning and employer-funded educational workshops.

Business sale tax planning Tax strategies for small businesses Cash flow / budgeting College savings (529s, UTMA, etc.) Founder/Business Owner Religious/faith focused
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