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Taylor S

Series 66

Pittsfield, MA

LPL Financial

Taylor Smoak is a financial advisor with LPL Financial, holding a Series 66 designation and based in Pittsfield, MA. Smoak has been with LPL Financial and Greylock Federal Credit Union since 2022 and has prior experience at Klarisana, Trader Joe's, and Chuze Fitness. LPL Financial is a national broker-dealer and SEC-registered investment adviser that serves individuals, retirement plan participants, banks, trust companies, and other institutions. The firm offers a range of advisory and brokerage services, including financial planning and access to third-party asset management, supported by a large network of advisors and operational technology.

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

Series 63, Series 66

Great Barrington, MA

RBC Capital Markets

Terrence Webb is a financial advisor with RBC Capital Markets in Great Barrington, MA, holding Series 63 and Series 66 licenses and 31 years of industry experience. He has been with RBC Wealth Management since 2008. Outside of his advisory role, he is a shareholder in Merlin Technologies, Inc., a pharmaceutical company. RBC Wealth Management serves individual and institutional clients, offering a range of advisory programs that include portfolio management, financial planning, custody, and brokerage services tailored to each client’s risk profile. The firm utilizes a mix of in-house and third-party investment managers and provides access to alternative investments and integrated banking solutions.

Tax-loss harvesting ESG / Sustainable investing Private / alternative investments Concentrated stock management Wealth management Executive Founder/Business Owner Retired Financial Professional Approaching retirement HENRY (High Earners, Not Rich Yet)
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Arthur F

Series 63, Series 65

Pittsfield, MA

LPL Financial

Arthur Francis is a financial advisor with LPL Financial, holding Series 63 and Series 65 licenses and bringing 50 years of industry experience. He previously worked at Wells Fargo Advisors Financial Network LLC for 17 years and Wells Fargo Clearing for 5 years. LPL Financial is a national broker-dealer and SEC-registered investment adviser serving individuals, retirement plan participants, banks, trust companies, and other institutions. The firm offers a range of advisory and brokerage services including financial planning, model portfolio programs, and institutional platforms.

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

Series 63, Series 65

Pittsfield, MA

LPL Financial

Michael Fazio is a financial advisor with LPL Financial based in Pittsfield, MA, holding Series 63 and Series 65 credentials and bringing 24 years of industry experience. He has worked at Greylock Federal Credit Union since 2008, where he serves as Senior Vice President. LPL Financial is a national broker-dealer and SEC-registered investment adviser that provides advisory and brokerage services to individuals, retirement plan participants, banks, trust companies, and other institutions, offering a range of financial planning and investment management solutions.

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

Series 63, Series 65

Pittsfield, MA

LPL Financial

Craig Strassell is a financial advisor with LPL Financial in Pittsfield, MA, holding Series 63 and Series 65 licenses and 20 years of industry experience. He has been with LPL Financial since 2010. Outside of his advisory role, he is involved in managing residential real estate properties in Pittsfield. LPL Financial is a national broker-dealer and SEC-registered investment adviser serving individuals, retirement plans, banks, trust companies, and institutions. The firm offers a range of advisory and brokerage services, including financial planning, model portfolio programs, third-party asset management, and institutional platforms, supporting over 22,800 advisors.

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

CFP®, Series 63

Alford, MA

LPL Financial

Thomas Curtin is a CFP® professional with 22 years of industry experience, currently affiliated with LPL Financial. His work history includes positions at Retirement and Benefit Partners, Inc. and Asset & Financial Planning, Ltd. He also works as an independent insurance agent specializing in life, disability, long-term care, and fixed annuities. LPL Financial is a national broker-dealer and SEC-registered investment adviser serving individuals, retirement plan participants, banks, trust companies, and other institutions. The firm offers a range of advisory and brokerage services, including financial planning, model portfolios, third-party asset management, 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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Jessica M

Series 66

Great Barrington, MA

RBC Capital Markets

Jessica Morris is a financial advisor with RBC Capital Markets, holding a Series 66 designation and 11 years of industry experience. She has been with RBC Capital Markets since 2016. Outside of her advisory work, she has engaged in small-scale furniture making as a sole proprietor and contributes to a home renovation business by assisting with website development. RBC Wealth Management, a division of RBC Capital Markets, serves a diverse client base including individual investors, institutional clients, and charitable organizations. The firm offers various advisory programs that provide portfolio management, financial planning, and brokerage services, implementing tailored investment strategies through a combination of in-house and third-party managers.

Tax-loss harvesting ESG / Sustainable investing Private / alternative investments Concentrated stock management Wealth management Executive Founder/Business Owner Retired Financial Professional Approaching retirement HENRY (High Earners, Not Rich Yet)
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Colin S

Series 66

Great Barrington, MA

Mass Mutual Investors Services

Colin Smith is a financial advisor with Mass Mutual Investors Services who holds a Series 66 license and has 20 years of industry experience. He has worked at Mass Mutual Investors Services since 2017 and previously at MetLife Securities Inc. From 1997, he has been a partner at Smith, Watson & Company, LLP, a CPA and tax preparation firm. Outside of his advisory role, he is involved in accounting services through his partnership at Smith, Watson & Company, LLP. Mass Mutual Investors Services, LLC is a broker-dealer and SEC-registered investment adviser serving individuals, business owners, trusts, estates, charitable organizations, and employers. The firm offers financial planning, asset management, and educational programs, emphasizing collaborative annual planning engagements that focus on client goals and investment strategy recommendations.

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

Series 63, Series 65

Great Barrington, MA

Ameriprise

Mark De Celle is a financial advisor with Ameriprise who holds Series 63 and Series 65 credentials and has 37 years of industry experience. He has been with Ameriprise since 2005. Outside of his advisory role, he serves on the boards of the Great Barrington Rotary and local community associations and teaches a financial planning course at Berkshire Community College. Ameriprise provides retirement-income planning services primarily for individuals with significant investable assets, combining research, modeling, and tax-efficient strategies to deliver tailored recommendation reports. The firm offers a broad range of advisory, brokerage, and insurance solutions through its affiliated companies.

Retirement income strategy Income planning Social Security optimization Retirement withdrawal strategies Approaching retirement
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William K

CFP®, Series 63, Series 65

Pittsfield, MA

Raymond James Financial

William Kirby is a CFP® with 50 years of experience in the financial industry, currently serving at Raymond James Financial Services Advisors Inc. He previously worked for Wells Fargo Advisors for 12 years. Kirby is chair of the investment committee for the Berkshire Community College Foundation. Raymond James Financial Services Advisors, Inc. provides financial planning, investment consulting, and advisory services to a diverse client base, including individual and high-net-worth clients, institutions, and charitable organizations. The firm offers tailored, non-discretionary planning and consulting using analytical tools and supports its clients through various advisory programs.

Wealth management Tax strategies for small businesses Business succession planning General estate planning guidance Founder/Business Owner Executive
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Darrell C

Series 66

Pittsfield, MA

Raymond James & Associates

Darrell Colvin is a financial advisor at Raymond James & Associates with three years of industry experience. He holds a Series 66 designation and has prior experience with Prudential Insurance Company of America, Guardian Life, and Wayfair L.L.C. Colvin volunteers with the Berkshire Theatre Group in Pittsfield, MA. Raymond James & Associates is a large, dually registered broker-dealer and SEC-registered investment adviser managing approximately $501 billion in assets. The firm serves a diverse client base including individuals, institutions, and municipal entities, offering financial planning and investment consulting through a range of portfolio management styles and affiliated research.

General retirement planning Retirement income strategy Business succession planning Founder/Business Owner Executive
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David D

CFP®, ChFC®, Series 63, Series 65

Great Barrington, MA

Cambridge Investment Research Advisors

David Dimenstein is a CFP® and ChFC® with 34 years of industry experience, currently affiliated with Cambridge Investment Research Advisors. He has held roles at Cambridge Investment Research, Inc. since 2019 and spent ten years with Fsc Securities Corporation. Dimenstein is also co-president of The Feingold Companies, where he has been involved since 1991, and serves as a trustee on multiple employee benefit plans. Outside of his advisory work, he participates as a committee member of the Worcester Chamber Music Society. Cambridge Investment Research Advisors is a large SEC-registered firm serving a diverse client base including individuals, retirement plans, charitable organizations, and trusts. The firm offers financial planning, investment management, and retirement advisory services through a broad network of independent Financial Professionals, utilizing a range of proprietary and third-party investment strategies delivered via multiple platform arrangements tailored to client objectives.

Wealth management Retirement plans for business owners (SEP, solo 401k) Retirement income strategy Annuities Self-Employed
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Richard E

Series 66

Great Barrington, MA

LPL Financial

Richard Emerson is a financial advisor with LPL Financial in Great Barrington, MA. He holds a Series 66 designation and has 15 years of experience in the industry, all with LPL Financial. Outside of his advisory role, he is also the president and business owner of Emerson Contractors Inc., a construction company he has overseen since 1988. LPL Financial is a national broker-dealer and SEC-registered investment adviser serving individuals, retirement plan participants, banks, trust companies, and other institutions. The firm offers a broad range of financial planning and investment management services, utilizing model portfolios, third-party subadvisors, and customized strategies supported by advanced research and operational tools.

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

CFP®, Series 66

Pittsfield, MA

Raymond James & Associates

David Rice is a CFP®-certified financial advisor with Raymond James & Associates in Pittsfield, MA, with 22 years of industry experience. He has been with Raymond James & Associates since 2016. Rice serves on the board and finance committee of Child Care of the Berkshires, a nonprofit organization. Raymond James & Associates is a large, dually registered broker-dealer and SEC-registered investment adviser that serves individual, institutional, and municipal clients. The firm offers financial planning and investment consulting through a range of portfolio management styles, supporting tailored, non-discretionary client relationships.

General retirement planning Retirement income strategy Business succession planning Founder/Business Owner Executive
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Stephen N

Series 63, Series 66

Lenox, MA

Raymond James Financial

Stephen Nesbit is a financial advisor at Raymond James Financial with 18 years of industry experience. He holds Series 63 and Series 66 licenses and has worked at Raymond James Financial Services since 2019, following 13 years at Wells Fargo. Outside of his advisory role, he is also an operations manager at Keator Group LLC in Lenox, MA. Raymond James Financial Services Advisors, Inc. offers financial planning, investment consulting, and advisory services to a diverse client base, including individuals, high-net-worth clients, corporations, and institutional clients. The firm provides tailored, non-discretionary planning and supports municipal and public-finance work through a municipal advisor affiliation.

Wealth management Tax strategies for small businesses Business succession planning General estate planning guidance Founder/Business Owner Executive
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Gregory D

Series 63, Series 65

Pittsfield, MA

LPL Financial

Gregory Dieterich is a financial advisor with LPL Financial in Pittsfield, MA, holding Series 63 and Series 65 licenses and six years of industry experience. He has worked at LPL Financial since 2020 and is also associated with Greylock Federal Credit Union, where he has been involved since 2017. LPL Financial is a national broker-dealer and SEC-registered investment adviser that provides advisory and brokerage services to individuals, retirement plan participants, banks, trust companies, and other institutions through a large network of investment adviser representatives. The firm offers a range of investment programs and utilizes various adviser-facing technologies for operational and research support.

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

Series 63, Series 65

Pittsfield, MA

Cetera

Elie Elsaddik is a financial advisor with Cetera who holds Series 63 and Series 65 licenses and has 27 years of industry experience. He also operates a CPA practice focused on accounting and tax preparation, and is the owner of Berkshire Payroll, Inc., a payroll processing business. Cetera Investment Advisers LLC is an SEC-registered adviser serving individuals, employer-sponsored retirement plans, corporate, charitable, and institutional clients through a nationwide network of independent advisors. The firm offers a range of portfolio management and financial planning services, utilizing multiple program structures, model portfolios, and third-party managers.

Wealth management Tax-loss harvesting Retirement plans for business owners (SEP, solo 401k) Business exit / sale strategy Founder/Business Owner Executive
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Carter M

Series 66, Series 63

Pittsfield, MA

Fidelity

Carter Matthews is a financial advisor at Fidelity with Series 66 and Series 63 licenses and two years of industry experience. Prior to joining Fidelity, he held roles in education, legal services, and business operations, including positions with Pittsfield Public Schools and Berkshire Law Group. He has also been involved with the Country Club of Pittsfield. Fidelity’s Strategic Advisers LLC provides investment management and advisory services to both retail and institutional clients, utilizing a combination of fundamental research, quantitative analysis, and algorithmic portfolio construction. The firm is recognized for its use of systematic methodologies, advisory roles to registered investment companies, and integration of AI-driven research tools.

Charitable giving & philanthropy Active portfolio management
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Anthony C

Series 63, Series 65

Pittsfield, MA

LPL Financial

Anthony Clement is a financial advisor with LPL Financial based in Pittsfield, MA, holding Series 63 and Series 65 licenses and bringing 31 years of industry experience. He has been with LPL Financial and its predecessor entities since 2002. 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 both proprietary and third-party investment strategies.

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

Series 66

Pittsfield, MA

LPL Financial

Marissa Main is a financial advisor with LPL Financial, holding a Series 66 designation and three years of industry experience. She has worked at LPL Financial since 2022 and has been associated with Greylock Federal Credit Union since 2005. Outside of her advisory role, she is a notary in Pittsfield, MA. 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 and access to third-party asset management, supported by technology tools and a broad platform of financial products.

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