About

New England's trucking specialists.

We're an independent agency built specifically for transportation.

Built for transportation.

OVER THE ROAD™ is an independent insurance agency built specifically for transportation. We serve the owner-operators and fleets that keep freight moving across New England.

We don't dabble in trucking between other lines of business. It's what we do — and that focus means we know the coverages, the carriers, and the questions you're actually going to ask.

We speak your language.

Service in English, Spanish, and Russian — delivered natively, not through translated labels. Our team includes fluent Russian speakers, which makes us one of the few agencies in New England that can serve Russian-speaking drivers in their own language.

When you call, you talk to someone who understands both the insurance and the language. That's not a feature — it's the baseline.

Backed by more than a startup.

OTR operates with the infrastructure and carrier relationships of an established New England agency group. You get a specialist agency with big-agency capability — the access to markets and the depth of experience that a boutique shop alone can't always provide.

What we stand for

Transportation expertiseClient advocacyLong-term relationshipsSafety first

Ready to talk?

We answer in English, Spanish, or Russian. Pick whichever's easier.

Over The Road Insur Group

New England's commercial trucking insurance specialists. Owner-operators to fleets.

Service Area

  • Massachusetts
  • Connecticut
  • Rhode Island
  • New Hampshire
  • Vermont
  • Maine

We answer in English, Spanish, or Russian.

© 2026 Over The Road Insur Group, LLC. All rights reserved.

OTR™ and OVER THE ROAD™ are trademarks of Over The Road Insur Group, LLC.

Coverage is subject to underwriting and policy terms. Nothing on this site is an offer or guarantee of coverage.