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Your path toward financial freedom
starts

now.

The advisers of Trailhead Financial help you pursue your goals with experienced investment management, personalized planning, and clear financial guidance. Our goal is for you to move forward confidently with the feeling your future is in capable hands.

Your first meeting with a Trailhead Financial Advisor is is a chance for us to get to know each other, understand your goals, and see if we’re the right fit.

Let's connect

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Our services are as diverse as the clients we serve. We are not limited to these areas, and are happy to discuss any questions you may have. Book an appointment to learn more.

We’re here to help you answer life’s big questions.

Whatever stage of life you're in, we offer clarity, support, and a plan.

Scroll to Explore and Find Your Fit

We partner with our clients to preserve wealth, plan for the future, and build a financial foundation that inspires confidence.

"We always come away from our meetings with Jim or Kate with a comforting feeling that they are taking good care of our money – and us."

The statement was provided March 2025 by Rich Lacross who is a client. This statement may not be representative of the experience of others and is not a guarantee of future performance or success. For additional reviews, search us wherever local businesses are reviewed.”

Trailhead Financial LLC.

The Financial Advisor(s) associated with this website may discuss and/or transact business only with residents of the states in which they are properly registered or licensed. No offers may be made or accepted from any resident of any other state. Please check BrokerCheck for a list of current registrations.

Securities and advisory services offered through Commonwealth Financial Network®, Member FINRA/SIPC, a Registered Investment Adviser. Fixed insurance products and services are separate from and not offered through Commonwealth Financial Network®.

Information presented on this site is for informational purposes only and does not intend to make an offer or solicitation for the sale or purchase of any product or security. 

 

Form CRS: Client Relationship Summary

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We are proud to be an LGBTQ+ friendly business.

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Copyright 2026 Trailhead Financial, LLC

Main Office &

Mailing Address
 

540 Meadow Street
Suite 104
Agawam, MA 01001

 

Additional Locations

 

Zabian's Plaza
15 Main Street
Suite B2
Lee, MA 01238

Regus Office Space
360 Bloomfield Ave
Suite 301
Windsor, CT 06095

 

Phone: 413.372.5991
Fax: 413.266.2375

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