Top tax-loss harvesting financial advisors in Owensboro, KY

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 want to reduce your tax bill by selling investments that lost value, you need an advisor who understands how to time and select those sales carefully. A common mistake is triggering taxes on gains or missing opportunities to offset income, which can cost you money.

  • Loss identification strategy. Ask how they decide which investments to sell to maximize tax benefits without disrupting your overall portfolio.
  • Wash sale awareness. Confirm they avoid repurchasing the same or similar securities within 30 days, which would negate the tax loss.
  • Year-end timing. Tax-loss harvesting often depends on when you sell; check how they plan sales around your income and tax situation.
  • Portfolio impact. Ensure they consider how harvesting affects your asset allocation and long-term investment goals.

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

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Cindi B

Series 63, Series 65

Owensboro, KY

Mass Mutual Investors Services

Cindi Bosley is a financial advisor with Mass Mutual Investors Services, holding Series 63 and Series 65 licenses and bringing 30 years of industry experience. She has been with MML Investors Services Inc and Mass Mutual since 2009. Outside of her advisory role, she is a partner in Ashley-Worth, LLC, a life and health insurance sales business. MassMutual Investors Services, LLC is a broker-dealer and SEC-registered investment adviser that provides financial planning and asset management services to individuals, business owners, trusts, estates, and charitable organizations. The firm offers collaborative annual financial planning engagements using advanced analysis tools and supports implementation through separate brokerage or insurance arrangements.

Divorce financial planning General estate planning guidance Multi-generational wealth transfer Cash flow / budgeting Founder/Business Owner Attorney Executive Married/Couples/Partners Divorced

Tycen B

Series 66

Owensboro, KY

Edward Jones

Tycen Brock is a financial advisor with Edward Jones in Owensboro, KY, holding a Series 66 designation and 19 years of industry experience. He has been with Edward Jones since 2007. Outside of his advisory role, he also works as a pickleball instructor. Edward Jones is a full-service wealth management firm serving over four million individual and institutional clients. The firm offers a range of investment strategies and operates under a fiduciary standard, with a large national network of advisors and branch offices.

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

Series 65, Series 66

Owensboro, KY

Advisory Services Network

Rohnn Sanderson is a financial advisor with Advisory Services Network who holds Series 65 and Series 66 credentials and has 12 years of industry experience. His prior experience includes seven years at Waddell & Reed. Outside of advisory work, he is an economics instructor at Brescia University and Owensboro Community and Technical College and owns Econ-Logic, an economic consulting business focusing on regional economic impact studies. Advisory Services Network provides investment advisory and planning services to individuals, families, corporations, and employer-sponsored retirement plans through a large network of independent investment adviser representatives. The firm offers a range of portfolio management and financial planning services, employing diverse investment strategies tailored to clients’ objectives and risk tolerances.

Wealth management Private / alternative investments Business succession planning Equity compensation tax strategy Founder/Business Owner Executive
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James I

Series 63, Series 66

Owensboro, KY

Robert Baird & Co.

James Ivey III is a financial advisor with Robert Baird & Co. in Owensboro, KY, holding Series 63 and Series 66 registrations and bringing 15 years of industry experience. He has worked at Robert Baird & Co. since 2019 and previously at Jjb Hilliard Wl Lyons LLC and Joshua Miller. Outside of his advisory role, he serves as President of the Owensboro Estate Planning Council and is the Board Chair and a member of the Investment/Finance Committee at the local YMCA. He is part of The DDK Group within Robert W. Baird & Co.’s Private Wealth Management practice, which provides tailored financial planning and portfolio management services to individuals, families, pensions, corporations, and institutional clients, utilizing a variety of investment strategies and offering both discretionary and non-discretionary management options.

Wealth management Tax-loss harvesting Retired Founder/Business Owner
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Reid D

Series 66

Owensboro, KY

Ameriprise

Reid Davenport is a financial advisor at Ameriprise in Henderson, KY, holding a Series 66 designation with one year of industry experience. Prior to joining Ameriprise, he worked for Independence Bank and spent twelve years with the Webster County School District. Ameriprise offers retirement-income planning services primarily for clients with significant investable assets, providing written recommendation reports that include income sources, Social Security options, and tax-smart withdrawal strategies. The firm combines research and modeling with a centralized consulting team to deliver tailored advice, focusing on assets held in Ameriprise-managed accounts.

Retirement income strategy Income planning Social Security optimization Retirement withdrawal strategies Approaching retirement
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Edwina M

Series 65

Cincinnati, OH

Waverly Advisors, LLC

Edwina Martin is a Series 65 licensed financial advisor with two years of industry experience, currently with Waverly Advisors, LLC. She previously worked at 9258 Wealth Management for five years and was employed at Teradata Corp for eleven years. Martin also serves as assistant director of tax planning at 9258 Tax and Planning, a non-investment related business. Waverly Advisors is a multi-team registered investment adviser managing portfolios for individuals, retirement plans, and pooled investment vehicles. The firm combines traditional equity and fixed-income strategies with alternative and private-market allocations, offering a range of investment management and financial planning services.

Private / alternative investments Real estate investing Options & derivatives strategies Tax-loss harvesting Multi-generational wealth transfer Founder/Business Owner Executive
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Jeffrey P

Series 66

Dacula, GA

Merrill

Jeffrey Park is a financial advisor at Merrill with eight years of industry experience. He holds a Series 66 designation and has worked at Merrill and affiliated firms since 2011, including roles at JPMorgan Chase Bank and J.P. Morgan Securities. Outside of his advisory work, he is a sole owner and co-owner of family rental properties in Lawrenceville, Georgia. Merrill, together with its affiliate Managed Account Advisors LLC, provides managed account services to Bank of America fiduciary clients through the Select Portfolio Solutions Program, offering model-based and discretionary strategies for individuals, high-net-worth clients, and institutional investors.

Tax-loss harvesting Active portfolio management Wealth management
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Hassan A

Series 63, Series 65

Rockville, MD

LPL Financial

Hassan Al Kadhimi is a financial advisor with LPL Financial, holding Series 63 and Series 65 licenses and two years of industry experience. His prior roles include positions at J.P. Morgan Securities LLC and JP Morgan Chase Bank, N.A. He is also involved with NIHFCU Wealth Advisors, a related business entity. LPL Financial is a national broker-dealer and SEC-registered investment adviser serving individuals, retirement plan participants, banks, trust companies, and institutions. The firm offers a range of advisory and brokerage services, including financial planning, model portfolio programs, and institutional platforms, supported by a large network of investment adviser representatives.

Wealth management Retirement income strategy College savings (529s, UTMA, etc.) Tax-loss harvesting Annuities Retired Founder/Business Owner Executive
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Sarah C

CFP®, Series 63, Series 65

Boston, MA

Santander Securities LLC

Sarah Currier Barrella is a CFP® professional with 26 years of experience in financial advisory services. She currently works at Santander Securities LLC and Santander Bank, NA, having previously held positions at TD Bank and Citizens Securities, Inc. Barrella is based in Boston, MA. Santander Securities LLC serves a broad retail client base with approximately $3.14 billion in regulatory assets under management across 10,800 client relationships. The firm offers investment advisory services, portfolio management through wrap-fee programs, and financial planning, operating both as a registered investment adviser and a FINRA-registered broker-dealer.

ESG / Sustainable investing Tax-loss harvesting General retirement planning Income planning Founder/Business Owner
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Deborah E

Series 63, Series 66

Cape Girardeau, MO

Edward Jones

Deborah Etherton is a financial advisor at Edward Jones in Cape Girardeau, MO, holding Series 63 and Series 66 licenses with 20 years of industry experience. She has been with Edward Jones since 2005. Edward Jones is a full-service wealth management firm serving over four million individual and institutional clients. The firm manages approximately $1.01 trillion in assets and offers a range of advisory strategies, including discretionary and non-discretionary wrap fee programs, separately managed accounts, and affiliated mutual funds, operating under a fiduciary standard.

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

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