Home » Our Offices » Financial Advisors & Trust Administrators in Brattleboro, VT

Financial Advisors & Trust Administrators in Brattleboro, VT

86 Linden Street
Brattleboro, VT 05302

When searching for a trusted financial advisor in Brattleboro, you need a partner who understands both the complexities of wealth management and your unique goals. The Trust Company of Vermont has served Brattleboro area families, since 1999, providing comprehensive financial planning, investment management, and trust services tailored to your life goals. Conveniently located in Southern Vermont, our experienced team combines sophisticated financial, tax, and estate planning strategies with local, personal service to help you build, preserve, and transfer wealth across generations.

Our Brattleboro, Vermont Services

From our Brattleboro, Vermont office, we provide comprehensive wealth management and trust administration services to individuals, families and institutions across Vermont and New Hampshire. As an employee-owned fiduciary, we deliver personalized investment management, trust administration, estate & tax planning, and financial & retirement planning aligned with your long-term goals. Our Southern Vermont team is committed to lasting client relationships and thoughtful guidance designed to help you preserve and grow your wealth.

Investment Management Services

Our Brattleboro portfolio managers create personalized investment strategies aligned with your goals and risk tolerance. We build diversified portfolios that pursue tax-efficient steady, long-term growth for a low all-inclusive fee. From young professionals to retirees, we deliver wealth management tailored to you.

Trust Administration Services

With over 25 years of experience serving Brattleboro families, we provide expert trust administration services with unwavering fiduciary responsibility. Our team manages trust assets; handles distributions, bill pay, and tax preparation; and works with your attorney to ensure your trust is structured for both present needs and future generations.

Financial & Retirement Planning

Plan confidently for retirement with our comprehensive financial planning services. We optimize Social Security strategies, develop tax-efficient withdrawal plans, and balance competing priorities like education funding and caregiving. Our Brattleboro advisors understand Vermont’s cost of living and create personalized roadmaps that turn your retirement vision into reality.

Estate & Tax Planning

Protect your legacy with comprehensive estate planning that minimizes taxes and ensures smooth wealth transfer. We coordinate with attorneys and CPAs to develop strategies including trusts, beneficiary planning, and business succession. Our Brattleboro team understands Vermont’s unique estate tax laws to preserve what you’ve built.

Our Brattleboro, Vermont Team

Angela K. Bowman

Chief Operating Officer

Fiduciary Taxes
Financial Planning
Estate Planning
Trust Administration
IRA Administration
New Business Development

Angela is the Chief Operating Officer at Trust Company of Vermont. She works with clients as a relationship manager and focuses on increasing efficiencies throughout the company. Angela has over 20 years of experience in trust administration and working with clients to ensure their goals are met. She resides in West Chesterfield, NH with her husband and son, and enjoys cheering on her son, house renovations, and spending time with her family.

Western New England College, B.A.
Graduate Cannon Trust School
Trust, estate and tax experience since 2004

Lisa Edwards

Trust Officer

Account Administration

Lisa is an essential part of the administrative support team in the Brattleboro office. She joined Trust Company of Vermont with 18 years of experience leading the fee revenue team at TD Wealth Management. Lisa and her husband Joe reside in Vernon, and much of her free time is spent with her grandchildren or cruising on vacation.

Trust banking experience since 1994

Bobi Flynn

Vice President & Founder

Fiduciary Taxes
Trust Administration

Bobi is an enrolled agent who leads the fiduciary tax department at Trust Company of Vermont. With experience in trust taxation and the administration of trusts and estates, she is passionate about her work and is one of the company’s founding members. Bobi is one of the original founders and a resident of Newfane, Vermont. She enjoys outdoor activities like dog agility, kayaking, hiking, and skiing with her beloved Brittney Spaniel, Willow.

William Patterson College, B.A.
Graduate of the Williams College Trust School
Trust, tax and operations experience since 1974
Enrolled Agent (qualified to testify before the IRS)

ANGIE E. Freeman

Vice President & Founder

Operations

Angie is the Operations Department head. She was one of the Founders of Trust Company of Vermont and has worked in operations for her entire career. Angie and her husband Jim reside in Vernon and are working towards visiting every National Park in the United States.

Champlain College
Trust operations experience since 1984

Read Andrea’s personal profile. (2005)

Kelly L. Gagnon, CTFA

Trust Officer

Trust Administration
Trust & Estate Settlement

Kelly is a trust administrator, with expertise in probate matters. With 25 years in financial institutions, including nine in trust operations and administration, Kelly brings a wealth of knowledge to Trust Company of Vermont. When she’s not at work, you can find her cheering on her kids at school events, volunteering in her community, or planning her next Disney vacation.

Greenfield Community College, A.S.
Certified Trust and Fiduciary Advisor (CTFA)
Graduate Cannon Financial Institute
Trust Administration and Retail Banking since 1998

Katie Gardner, FPQP

Vice President

Financial Planning
Trust Administration
IRA Administration

Katie is a trust administrator with a focus on financial planning for her clients. She joined Trust Company of Vermont after gaining experience in financial planning while working for a wealth management company in England. Katie previously worked as a nurse, specializing in Pulmonary and Rheumatology medicine. She lives with her family in Keene, NH, where she enjoys watching her son play soccer and camping in York, Maine.

Kaplan College of Financial Planning
Planning experience since 2018

Ashley Gilbert

Operations Specialist

Trust Operations

Ashley has over 12 years of banking and trust operations experience.

She lives in Massachusetts with her two daughters and enjoys skiing, paddle-boarding, going on hikes and chasing sunsets.

Timberly Grout, CTFA, AEP

Vice President

Estate Planning
Trust Administration
IRA Administration
New Business Development

Timberly is responsible for overseeing all aspects of client relationships, bringing with her over three decades of experience in wealth management. Though she’s still a “Vermonter” at heart, she now lives in Northfield, MA with her husband. When she’s not working, Timberly enjoys baking, golfing, hiking, traveling, and spending time with horses.

Greenfield Community College, A.S.
Certified Trust and Financial Advisor (CTFA)
Graduate Cannon Trust School
Accredited Estate Planner (AEP)
Trust administration and estate planning experience since 1989

Lori Miller

Trust Operations Officer

Operations

Lori is a valuable member of the Operations Department. With over a decade of experience in trust operations, Lori provides essential support to the company. During her free time, she enjoys exploring nearby trails and reading books from her town library.

Wilson College
Community College of Vermont
Trust operations experience since 1990

Kathy Patenaude

Office Manager

Office Management
Audit Clerk

Kathy is the office manager for the Brattleboro location and provides administrative support across the company. She has over 20 years of experience in trust work and has been with the Trust Company of Vermont since its early days. Kathy lives with her husband in Brattleboro and their three daughters are also nearby. In her leisure time, Kathy enjoys reading, watching football games, and spending time with family and friends.

American Institute of Banking
Trust operations experience since 1998
Retail banking experience since 1988

Jennifer Rowe, ESQ.

Vice President 

Fiduciary Taxes
Estate Planning
Trust Administration
IRA Administration
New Business Development

Jenny is an attorney and trust officer at our Brattleboro Office. She has over ten years of private practice experience in estate planning, taxation, and trusts. Before law school, she was an academic and teacher of writing and literature. She lives with her husband in Brattleboro and enjoys their old house and a garden that always has room for one more plant.

Amherst College, B.A.
Columbia University, Ph.D.
Albany Law School, J.D.
Estate planning and taxation experience since 2011

Crystal Winn

Trust Operations Specialist

Operations

Crystal is a valued member of our operations team, using her prior experience in education accounting to ensure that everything runs smoothly. She lives in Chesterfield, NH with her partner and enjoys scrapbooking, crafting, and going to concerts in her free time.

Champlain College B.S.
Accounting and retail banking experience since 2003

About Trust Company of Vermont

Interested in learning more about Trust Company of Vermont? Take a look at the options below and click to read more about our organization and our team.

Get in Touch

Ready to take the next step with your financial future?

For over 25 years, Brattleboro individuals, families and institutions have trusted us for comprehensive wealth management and trust administration. As an independent, locally employee-owned firm, we combine expertise with personalized service and deep community knowledge that national firms simply cannot match.

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