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 Idella Adams joined the agency as an Office Manager & Tax Specialist in 2011. With that growth the agency moved to 65 Main Street where Kabray & Idella had more room to bring clients to the agency to service their business. By the middle of 2013 the agency had grown substantially with hundreds of clients using The Rockwood Agency as their option for their insurance, tax preparation, & retirement planning needs. Again with that growth a move was in order. The Rockwood Agency moved to 141 Etta Fraiser Drive which was the law office of Martha Davis before she retired. At that time Collin Farnsworth joined the agency as an Office Associate & Assistant to Kabray. In July of 2018 The Rockwood Agency moved to our present address of 2484 US Route 5 North to be easily accessible & more visible to our clients. As of January 2019 The Rockwood Agency has grown to over 1200 clients in VT & NH who are serviced by the agency. 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)


- Property & Casualty Insurance (Auto, Homeowners, Business Owners, Etc.)


- Medicare (VT & NH Medicare Plans)