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Cumberland Advisors

Updated today

Client AUM

$1,710,594,388

Clients

1,091

Advisors

16

across 5 offices

About

CumberlandAdvisors serves high‑net‑worth individuals and a range of institutional clients including public and corporate retirement plans, corporations, foundations, and government entities, providing discretionary portfolio management across fixed‑income and equity strategies as well as consulting and financial planning for customized accounts. The firm also delivers asset management through traditional accounts and wrap‑fee programs and acts as a subadvisor on third‑party platforms.

The firm emphasizes active fixed‑income management, constructing separately managed municipal and taxable bond portfolios with an investment‑grade bias and a proprietary rating system while actively adjusting maturities and duration through the full interest‑rate cycle rather than using laddered structures. For equities it predominantly implements ETF‑based core‑satellite approaches and operates a Tactical Trend strategy that uses trend‑following, relative‑strength and momentum tools, may employ ETNs or short/inverse positions (generally capped around 30%), and can tactically increase cash levels (noting 30–50% cash in extreme views).

Noteworthy features disclosed in the brochure include that CumberlandAdvisors is 100% owned by Mid Penn Bancorp and that its sizeable municipal bond practice enables large lot purchases for individual accounts. The firm also provides consulting and non‑discretionary investment advice to state and local governmental units, serves as a subadvisor in wrap programs (while not sponsoring a wrap program itself), and relies on third‑party research such as Glass Lewis for proxy‑voting support.

Client services

Financial planning Portfolio management Pension consulting Market timing
Consulting services for governmental clients

Expertise

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy

Occupation focus

Founder/Business Owner Executive

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Fee options

Percentage

$0+: 1.00% annually (ETF Portfolios maximum) $0+: 0.75% annually (Balanced Portfolios maximum) $0+: 0.60% annually (Active/Passive Portfolios maximum) $0+: 0.525% annually (Fixed Income Portfolios maximum)

Other

Account minimum: $1,000,000

Main office

See office

1 South School Avenue, Suite 900

Sarasota FL 34237

Advisors at this office

12

Most active in

Alabama · Alaska · Arizona · California · Colorado · Connecticut · Delaware · District of Columbia · Florida · Georgia · Hawaii · Idaho · Illinois · Indiana · Iowa · Kansas · Kentucky · Louisiana · Maine · Maryland · Massachusetts · Michigan · Minnesota · Missouri · Montana · Nebraska · Nevada · New Hampshire · New Jersey · New Mexico · New York · North Carolina · North Dakota · Ohio · Oklahoma · Oregon · Pennsylvania · Puerto Rico · Rhode Island · South Carolina · South Dakota · Tennessee · Texas · Utah · Vermont · Virgin Islands · Virginia · Washington · West Virginia · Wisconsin

Also doing business as

Cumberland Advisors · Cumberland Advisors Inc · Cumberland Advisors, LLC · Cumberland Consulting

Disclosures

Exclamation point means they have disclosures of this type. Check mark means no disclosures of this type were found.

Business activities & affiliations

Advisors at this firm

user avatar

Austin H

Series 65

Sarasota, FL

Cumberland Advisors

Austin Hackenberg is a financial advisor at Cumberland Advisors with one year of industry experience. He holds a Series 65 designation and previously worked at US Bank and operated as a self-employed advisor. He also has experience with the Middleburg Area Recreation Association. Cumberland Advisors serves individual investors, including high-net-worth households, as well as institutional clients such as retirement plans, foundations, corporations, and government entities. The firm offers discretionary and non-discretionary portfolio management, financial planning, and investment consulting, with a focus on active municipal and taxable bond management, ETF-based equity strategies, and a tactical trend strategy that incorporates market-timing signals.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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John M

CFA®, Series 63, Series 65

Sarasota, FL

Cumberland Advisors

John Mousseau is a CFA® charterholder with 25 years of industry experience. He has been with Cumberland Advisors since 2000. Located in Sarasota, FL, he holds Series 63 and Series 65 licenses. Cumberland Advisors serves individual and institutional clients by providing portfolio management, financial planning, and investment consulting. The firm manages separately managed accounts across fixed-income and ETF-based equity styles, emphasizing active municipal and taxable bond management and a tactical trend strategy that includes market-timing elements.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Mark M

Series 65

Sarasota, FL

Cumberland Advisors

Mark Myers is a financial advisor at Cumberland Advisors with seven years of industry experience. He holds a Series 65 designation and previously worked for First Priority Financial Corp. and First Priority Bank for eleven years. Myers is based in Sarasota, FL. Cumberland Advisors serves high-net-worth individuals and various institutional clients, providing discretionary portfolio management, consulting, and financial planning across fixed-income and equity strategies. The firm emphasizes active fixed-income management with a proprietary rating system and employs core-satellite ETF approaches and tactical trend strategies in equities.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Matthew M

Series 63, Series 65

Sarasota, FL

Cumberland Advisors

Matthew Mcaleer is a financial advisor at Cumberland Advisors with 17 years of industry experience. He has worked at Cumberland Advisors since 2014. He holds Series 63 and Series 65 licenses. Cumberland Advisors serves high-net-worth individuals and a range of institutional clients, providing discretionary portfolio management, consulting, and financial planning. The firm emphasizes active fixed-income management and implements ETF-based core-satellite equity strategies, offering both traditional and wrap-fee asset management.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Rengan K

CFP®

Sarasota, FL

Cumberland Advisors

Rengan Krishnakumar is a CFP® professional with one year of experience, currently serving at Cumberland Advisors. His prior roles include positions at Wealth Enhancement Group and Atlas Fiduciary Financial, along with earlier experience at HT Hong Kong and Delphi, Inc. Cumberland Advisors provides portfolio management, financial planning, and investment consulting services to individual investors, institutional clients, and government entities. The firm employs a team approach to managing fixed-income and ETF-based equity portfolios, featuring active municipal bond management and a tactical trend strategy alongside its separate account offerings.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Kevin K

Series 63, Series 65

Westlake Village, CA

Cumberland Advisors

Kevin Kowalczyk is a financial advisor at Cumberland Advisors with 31 years of industry experience. He holds Series 63 and Series 65 designations. Prior to joining Cumberland Advisors in 2025, he worked at SmartTrust, Cakewalk, and Proshares. Cumberland Advisors serves individual investors and a range of institutional clients by providing discretionary and non-discretionary portfolio management, financial planning, and investment consulting. The firm emphasizes active municipal and taxable bond management alongside ETF-based equity strategies and includes a tactical trend strategy within its separately managed account platform.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Donna J

Series 65

Sarasota, FL

Cumberland Advisors

Donna Jackson is a financial advisor at Cumberland Advisors with 18 years at the firm and 12 years of industry experience. She holds a Series 65 designation and is based in Sarasota, FL. Cumberland Advisors serves high-net-worth individuals and institutional clients by providing discretionary portfolio management, consulting, and financial planning across fixed-income and equity strategies. The firm emphasizes active fixed-income management with a proprietary rating system and employs ETF-based core-satellite equity strategies alongside a Tactical Trend approach.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Michael B

CFA®, Series 65

Sarasota, FL

Cumberland Advisors

Michael Blackmon is a CFA® charterholder and holds a Series 65 license with 20 years of industry experience. He has been with Cumberland Advisors since 2016. Cumberland Advisors serves high-net-worth individuals and a range of institutional clients, offering discretionary portfolio management across fixed-income and equity strategies as well as consulting and financial planning. The firm emphasizes active fixed-income management with a proprietary rating system and implements ETF-based core-satellite equity approaches alongside a Tactical Trend strategy.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Liza C

Series 63, Series 66

Basking Ridge, NJ

Cumberland Advisors

Liza Cifelli is a financial advisor at Cumberland Advisors with 10 years of industry experience. She holds Series 63 and Series 66 licenses and has held positions at Morgan Stanley Smith Barney LLC, State Street Global Markets, and John Hancock prior to joining Cumberland Advisors in 2026. Cumberland Advisors serves high-net-worth individuals and institutional clients including retirement plans, corporations, foundations, and government entities. The firm provides discretionary portfolio management focused on active fixed-income strategies and ETF-based equity approaches, alongside consulting and financial planning services.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Ira B

Series 63, Series 65

St. Augustine, FL

Cumberland Advisors

Ira Baron is a financial advisor at Cumberland Advisors with 30 years of industry experience. He holds Series 63 and Series 65 designations and previously worked at Eaton Vance Distributors, Inc., Canon Financial, and IGB Consulting. He is based in St. Augustine, Florida. Cumberland Advisors serves individual investors, high-net-worth households, and a range of institutional clients by providing portfolio management, financial planning, and investment consulting. The firm employs a team approach to managing separately managed accounts with an emphasis on active fixed-income strategies, ETF-based equity exposures, and a tactical trend strategy that incorporates market-timing techniques.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Patricia H

CFA®, Series 63, Series 65

Sarasota, FL

Cumberland Advisors

Patricia Healy is a CFA® charterholder with 10 years of industry experience, currently serving as a financial advisor at Cumberland Advisors since 2016. She holds Series 63 and Series 65 registrations. Cumberland Advisors provides discretionary portfolio management, consulting, and financial planning services to high-net-worth individuals and various institutional clients, including retirement plans and government entities. The firm focuses on active fixed-income management with an investment-grade bias and uses ETF-based core-satellite equity strategies alongside a Tactical Trend approach.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
user avatar

Benjamin P

Series 63, Series 65

Sarasota, FL

Cumberland Advisors

Benjamin Pease is a financial advisor at Cumberland Advisors with nine years of prior experience at Breckenridge Capital Advisors. He holds Series 63 and Series 65 licenses and has been with Cumberland Advisors since 2023. Cumberland Advisors serves individual investors, including high-net-worth households, as well as a range of institutional clients by providing portfolio management, financial planning, and investment consulting. The firm employs a team-based approach to managing fixed-income and ETF-based equity strategies and is notable for its inclusion of a tactical trend strategy within its separately managed account platform.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Martina S

Series 65

Sarasota, FL

Cumberland Advisors

Martina Schmidt is a financial advisor at Cumberland Advisors with one year of industry experience. She holds a Series 65 designation and has worked at the University of South Florida since 2000. Outside of her advisory role, she serves as Corporate Secretary and Strategist for Best Weather Inc., where she writes a weekly commodity-oriented newsletter. Cumberland Advisors provides portfolio management, financial planning, and investment consulting to individual and institutional clients. The firm employs a team-based approach with a focus on active fixed-income management and a tactical trend strategy that incorporates market-timing signals and downside protection.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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Daniel H

Series 65

Sarasota, FL

Cumberland Advisors

Daniel Himelberger is a financial advisor with Cumberland Advisors in Sarasota, FL, holding a Series 65 designation and 11 years of industry experience. He has been with Cumberland Advisors since 2013. Cumberland Advisors serves individual investors, including high-net-worth households, as well as a variety of institutional clients by providing portfolio management, financial planning, and investment consulting. The firm employs a team approach and emphasizes active fixed-income management, broad ETF equity exposures, and a tactical trend strategy that incorporates market-timing signals and downside protection.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
user avatar

Shaun B

Series 65

Sarasota, FL

Cumberland Advisors

Shaun Burgess is a financial advisor at Cumberland Advisors with 11 years of industry experience. He holds a Series 65 designation and has been with Cumberland Advisors since 2013. The firm serves individual investors, including high-net-worth households, as well as institutional clients such as retirement plans, foundations, and government entities. Cumberland Advisors manages separately managed accounts using a team approach, with a focus on active fixed-income management, ETF-based equity strategies, and a distinctive Tactical Trend strategy that incorporates market-timing techniques.

Wealth management Active portfolio management Passive / index investing Tax-loss harvesting Retirement income strategy Founder/Business Owner Executive
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