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Samantha C

Series 66

Duluth, MN

Ameriprise

Samantha Cowley is a financial advisor with Ameriprise, holding a Series 66 designation and 11 years of industry experience. She has been with Ameriprise and its affiliate Ameriprise Financial Services, Inc. since 2014. Ameriprise provides retirement-income planning services for individuals approaching or in retirement who meet specific asset criteria, combining research, modeling, and tax-efficiency analysis to generate written recommendations. The firm serves a broad client base with advisory, brokerage, and insurance solutions through affiliated entities.

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

Series 65, Series 63

Superior, WI

LPL Financial

Samantha Kersten is a financial advisor with LPL Financial, holding Series 65 and Series 63 licenses, and has three years of industry experience. Her prior roles include positions at BMO Bank NA, BMO Bank, Associated Bank, and Bank Mutual. LPL Financial is a national broker-dealer and SEC-registered investment adviser that provides advisory and brokerage services to individuals, retirement plans, banks, trust companies, and institutions. The firm offers a range of financial planning and portfolio management options supported by research and technology tools.

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

Series 66

Superior, WI

Edward Jones

Jason Rolfe is a financial advisor at Edward Jones with 11 years of industry experience. He holds the Series 66 designation and has been with Edward Jones since 2014. Outside of his advisory role, Rolfe serves as a Public Affairs Superintendent in the Air National Guard and co-owns a retail clothing business with his spouse. Edward Jones is a full-service wealth management firm serving individual and institutional clients, including pension plans and charitable organizations. The firm manages approximately $1.01 trillion in assets and offers a variety of advisory strategies, tax-efficient services, and affiliated investment products through a nationwide network of over 23,000 financial advisors.

Retirement income strategy Wealth management Business ownership considerations Business succession planning General estate planning guidance Founder/Business Owner Military & Veterans
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Matthew D

Series 63, Series 65

Duluth, MN

LPL Financial

Matthew Draeger is a financial advisor with LPL Financial, holding Series 63 and Series 65 credentials and eight years of industry experience. He previously worked at Northwestern Mutual Wealth Management Company and its affiliated entities from 2018 to 2021. Outside of his advisory role, he is involved with Viridian Wealth, a business operating under LPL Financial. 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, third-party asset management, and institutional platforms, supported by advanced research tools and a broad scope of non-advisory financial activities.

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

Series 63, Series 65

Duluth, MN

Cetera

Meghan Green is a financial advisor at Cetera with 11 years of industry experience. She holds the Series 63 and Series 65 designations. Prior to joining Cetera, she worked for nine years at New York Life Insurance Company and NYLIFE Securities LLC. Cetera Investment Advisers LLC is an SEC-registered adviser that serves individuals, employer-sponsored retirement plans, corporate and charitable clients, and institutional accounts. The firm offers a range of portfolio management and financial planning services through a large nationwide network of independent advisors and operates a multi-manager platform with over $256 billion in assets under management.

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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James B

Series 63, Series 65

Duluth, MN

Raymond James Financial

James Boileau Jr. is a financial advisor with Raymond James Financial in Duluth, MN, holding Series 63 and Series 65 credentials and possessing 32 years of industry experience. He has been with Raymond James Financial and its affiliated entities since 2009. Outside of his advisory role, he serves as a board member for the Cathedral of Our Lady of The Rosary Endowment Fund and is the owner of Lake Superior Financial Services, Inc. Raymond James Financial Services Advisors, Inc. provides financial planning, investment consulting, and advisory services to a diverse client base including individuals, high-net-worth clients, pension and profit-sharing plans, corporations, charitable organizations, and institutions. The firm offers tailored, non-discretionary planning and consulting supported by analytical tools and maintains unique affiliations and programs to enhance its service offerings.

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

Series 66

Duluth, MN

Wells Fargo Advisors

Lynden Medlin is a financial advisor at Wells Fargo Advisors with 22 years of industry experience. He holds a Series 66 designation and has been with Wells Fargo Advisors Financial Network LLC since 2010. Medlin is the owner of North Land Private Asset Management, LLC, an investment-related business based in Duluth, MN. Wells Fargo Advisors Financial Network is a large broker-dealer and registered investment adviser serving individuals, trusts, and institutional clients. The firm offers a broad range of investment and financial planning services tailored to clients who meet certain net-worth thresholds.

Divorce financial planning Planning for children with special needs Business exit / sale strategy Cash flow / budgeting Founder/Business Owner
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Anna G

Series 66

Hermantown, MN

OSAIC

Anna Graves is a financial advisor at OSAIC with nine years of industry experience. She holds the Series 66 designation and previously worked at Securities America, Inc. for eight years. Outside of her advisory role, she is a licensed non-producing life insurance agent and serves as a notary public. OSAIC Wealth serves a diverse range of retail and institutional clients, offering brokerage and advisory services through a multi-advisor platform. The firm’s investment approach includes model-based asset allocation and portfolio optimization, with options for discretionary strategies, third-party managers, and proprietary models.

Annuities Private / alternative investments
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Irina E

CFP®, Series 66

Duluth, MN

LPL Financial

Irina Ensign is a financial advisor at LPL Financial with 16 years of industry experience and holds the CFP® and Series 66 designations. She has worked at LPL Financial since 2021 and previously operated several business entities including 750 Lakeview, LLC. 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, supported by advanced operational and research tools.

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

CFP®, Series 63, Series 65

Duluth, MN

Raymond James & Associates

Wendy Homstad is a CFP® professional with 29 years of industry experience, currently serving as a financial advisor at Raymond James & Associates since 2011. She holds Series 63 and Series 65 licenses and is based in Duluth, MN. 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, institutional clients, and municipal entities, offering financial planning, investment consulting, and municipal advisory services.

General retirement planning Retirement income strategy Business succession planning Founder/Business Owner Executive
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Mitchell B

Series 63, Series 65

Duluth, MN

Ameriprise

Mitchell Boyum is a financial advisor with Ameriprise in Duluth, MN, holding Series 63 and Series 65 credentials and four years of industry experience. Prior to joining Ameriprise in 2026, he worked at Charles Schwab & Co., Inc. for four years and has experience in banking and other sectors. Ameriprise Financial Services is a large, diversified advisory firm serving individual and institutional clients. The firm offers a specialized Premier Retirement Income service that provides written recommendation reports and ongoing retirement-income planning advice focused on income sources and tax-aware withdrawal strategies.

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

CFP®, Series 66

Duluth, MN

OSAIC

Oliver Kelsey is a CFP® professional with five years of industry experience, currently serving at OSAIC. He has worked at Signature Wealth Management and Sagepoint Financial, among other firms. In addition to his advisory role, he provides tax planning and consulting services as a CPA and is involved in fixed insurance sales. He also serves as a deacon of finance for a nonprofit church, overseeing financial decisions and budget planning. OSAIC serves a diverse client base, including retail and institutional investors, with a multi-advisor platform offering brokerage and advisory services. The firm emphasizes model-based asset allocation and portfolio optimization, providing various managed account programs and retirement plan consulting.

Annuities Private / alternative investments
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James G

Series 63, Series 65

Duluth, MN

Raymond James & Associates

James Grymala is a financial advisor at Raymond James & Associates with 30 years of industry experience. He holds Series 63 and Series 65 credentials and has previously worked at Morgan Stanley Private Bank, Morgan Stanley Smith Barney, and Citigroup Global Markets. Outside of his advisory role, Grymala is the owner and director of Katie Layne Acres LLC, a private farming business specializing in raising cows and horses and the sale of bio-products. Raymond James & Associates is a large, dually registered broker-dealer and SEC-registered investment adviser managing approximately $501 billion in assets. The firm serves individuals, institutions, pension plans, and municipal entities, providing tailored financial planning and consulting services through a variety of investment approaches and affiliated research resources.

General retirement planning Retirement income strategy Business succession planning Founder/Business Owner Executive
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Eric P

Series 63, Series 65

Duluth, MN

Wells Fargo Clearing

Eric Pitoscia is a financial advisor at Wells Fargo Clearing with seven years of industry experience. He holds Series 63 and Series 65 credentials and has been with Wells Fargo Clearing and Wells Fargo Bank, NA since 2012. Wells Fargo Clearing provides retirement plan consulting services to qualified ERISA plans and non-qualified deferred compensation plans, offering both discretionary and non-discretionary investment advisory services. The firm’s process is IPS-driven and incorporates modern portfolio theory, with a notable inclusion of insurance-related vehicles and bank deposit sweep options among its investment offerings.

Retired Founder/Business Owner
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Lynnea E

Series 66

Duluth, MN

Merrill

Lynnea Emerson is a Wealth Management Advisor and Senior Vice President at Merrill Lynch Wealth Management. Since beginning her financial services career at Merrill in 2010, Lynnea has collaborated closely with individuals and families to define their financial goals and priorities. She assists clients in realizing these objectives through comprehensive planning and informed investment decisions, focusing on strategies that align with their unique circumstances and ambitions. With expertise across areas including college education planning, retirement income, legacy planning, and values-based investing, Lynnea and her team work diligently to develop tailored financial plans. She holds the CERTIFIED FINANCIAL PLANNER® and CERTIFIED PLAN FIDUCIARY ADVISOR® designations and earned a Bachelor of Arts in Economics from Saint Olaf College. Prior to joining Merrill, Lynnea spent thirteen years developing wealth-building strategies for business owners and professionals. Lynnea is actively involved in her community, serving as a board member of the Junior League of Duluth and participating in organizations such as the Duluth YMCA, Habitat for Humanity, and the Twin Ports Women's Foundation. She resides in Hermantown with her husband and enjoys traveling, playing outdoor games, listening to music, reading, and spending time with family.

Wealth management Retirement income strategy General retirement planning College savings (529s, UTMA, etc.) Women Professionals
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Dorian H

Series 63

Duluth, MN

Morgan Stanley

Dorian Hanson is a financial advisor with Morgan Stanley in Duluth, MN, holding a Series 63 designation and bringing 24 years of industry experience. He has worked at Morgan Stanley Smith Barney since 2009 and previously at Citigroup Global Markets since 1986. Outside of finance, Hanson has worked in a non-investment-related sales role at Victoria's Secret. Morgan Stanley Wealth Management provides a range of advisory programs for individuals and institutional clients, emphasizing tailored financial planning through structured discovery and firm-approved tools. The firm manages approximately $2.74 trillion in client assets and offers services that include both retail and institutional investment solutions.

General estate planning guidance
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Madeline E

Series 66

Duluth, MN

Merrill

Madeline Evanson is a Wealth Management Advisor with Merrill Lynch Wealth Management based in Duluth, Minnesota. She joined Merrill full time in June 2018 following her graduation from the University of St. Thomas in St. Paul, where she earned a Bachelor's Degree in Financial Management. Madeline is a member of a multigenerational team serving clients across the United States, focusing on a goals-based approach to help clients navigate financial life events and transitions while reducing stress around their finances. Her expertise encompasses a range of client focus areas including college education planning, family wealth management strategies, liquidity management, personal retirement planning, philanthropic planning, portfolio management, and socially responsible investing. Madeline holds Series 7 and 66 FINRA registrations and professional designations including CERTIFIED FINANCIAL PLANNER (CFP), CERTIFIED PLAN FIDUCIARY ADVISOR (CPFA), Personal Investment Advisor (PIA), and Retirement Accredited Financial Advisor (RAFA). She plays a key role in planning and business management within her team, leveraging her analytical skills alongside relationship-building to support clients in aligning their financial strategies with their goals. Outside of her professional work, Madeline is active in community organizations such as Dementia Friendly Duluth’s Victory Chorus, Fuse Duluth Leadership Council, Healing Haiti, Junior Achievement USA, and the Walk to End Alzheimer’s Executive Leadership Team. She enjoys outdoor activities including mountain biking, cross-country skiing, hiking, and teaching yoga classes locally.

Wealth management ESG / Sustainable investing General retirement planning Charitable giving & philanthropy College savings (529s, UTMA, etc.) Women Professionals Women's Finance
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Gina H

ChFC®, Series 66

Duluth, MN

Ameriprise

Gina Hartke is a financial advisor at Ameriprise with 18 years of industry experience. She holds the ChFC® designation and Series 66 license. Her prior experience includes roles at LPL Financial, INVEST Financial Corporation, and Royal Credit Union. Outside of her financial career, she owns and operates The Beadsnest, a retail business. Ameriprise Financial Services is a large, diversified advisory firm serving individual and institutional clients. The firm offers a specialized Premier Retirement Income service focused on retirement planning through written recommendation reports and ongoing advice tailored to dependable income sources and tax-aware withdrawal strategies.

Retirement income strategy Income planning Social Security optimization Retirement withdrawal strategies Approaching retirement
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Nicholas G

Series 66

Duluth, MN

Edward Jones

Nicholas Garramone is a Series 66 credentialed financial advisor with Edward Jones in Duluth, MN, where he has worked for 13 years. Outside of his advisory role, he serves as the head baseball coach at Marshall High School. Edward Jones is a full-service wealth management firm serving over four million individual and institutional clients, offering a range of investment advisory programs and maintaining 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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Zachary G

Series 65, Series 63

Duluth, MN

Raymond James Financial

Zachary Gerlach is a financial advisor with Raymond James Financial in Duluth, MN, holding Series 65 and Series 63 licenses and five years of industry experience. His prior roles include positions at Allianz Life Financial Services LLC and Guardian Life Insurance. He is also affiliated with Ascential Wealth Advisors in a non-investment capacity. Raymond James Financial Services Advisors, Inc. provides financial planning, investment consulting, and advisory services to a diverse client base, including individuals, high-net-worth clients, and institutional investors. The firm offers tailored non-discretionary planning using analytical tools and supports municipal and public-finance work through a unique affiliation with a municipal advisor.

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