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About Us

Established in 2009 by Kabray Rockwood, The Rockwood Agency is located in beautiful Windsor, Vermont. Kabray had a vision in which he hoped to create a business that would provide multiple financial & insurance based services to meet the needs of the local residents. The agency started out of a small office on State Street in Windsor with Kabray working on his own. In the following years the agency grew as Collin Farnworth joined the agency as an account executive and licensed Accident, Life and Health Agent in 2014. In 2018 Denise Dupuis joined us to provide assistance with tax preparation. Also, in 2018 the Agency moved to it's present address of 2484 US Route 5 North to be easily accessible & more visible to our clients. At the start of January 2022 The Rockwood Agency added Julie Davis to the team. We continue to be the Upper Valley (and beyond) VT & NH's local option for taxes, medicare options, and retirement planning. Kabray's vision continues to evolve while providing a wide array of services to the community.

The Rockwood Agency Provides Services In 4 Key Areas

- Tax Preparation (Yearly Tax Returns, 1099s, Estimated Quarterly Payments, Etc.)


- Retirement Planning (Life Insurance, Annuties, Long Term Care Policies)


- Medicare (VT & NH Medicare Plans)


-Bookkeeping and Consulting