About Insure Big Rig - Transportation Division of Oakwood Insurance Agency LLC

Regardless of size, each client receives dedicated, personalized service from our experienced insurance professionals who have substantial knowledge of trucking and transportation. In the event of an accident, our trucking insurance professionals are trained to handle each claim quickly and efficiently with one goal in mind: to get you on the road and back to business as soon as possible. There are many places you can buy insurance today, but Insure Big Rig’s experience with the trucking industry is second to none. We have been helping trucking companies of all sizes get the right trucking insurance protection for years. Our full-service agency specializes in commercial truck insurance services for the owner operator, truck driver, motor carrier, and any size trucking fleets. We know and understand the industry and have built a reputation for providing sound advice for managing risk and freight both on and off the road

Companies Represented

  • Am Trust
  • Arch
  • Berkshire Hathaway
  • Canal Insurance
  • Db Insurance
  • Eastern Atlantic
  • Great American
  • Hallmark
  • Lancer Insurance
  • Lexington
  • National Casualty
  • National Indemnity
  • Northland Insurance
  • Occidental
  • One Beacon
  • Progressive
  • Starr

Insure Big Rig - Transportation Division of Oakwood Insurance Agency LLC Agents

Insurance Products Offered

  • Contingent Liability
  • Motor Truck Cargo
  • Physical Damage
  • Surety Bonds
  • Truckers Auto Liability
  • Truckers General Liability


  • Samantha S. 5 days ago

    Knowledge, attitude, helpfulness you guys are great and we look forward to a lasting working relationship.

  • Pedro F. 6 days ago

    You are lighting quick on certs for brokers.. A+++ that alone is super awesome!

  • Mark W. 11 days ago

    I love how I was helped and given a great deal to keep running through these hard times

  • Alejandro S. 11 days ago

    Justin Stanley was awesome and was able to meet the needs my company needed as a new venture. THANKS !!!!

  • Raoufou R. 12 days ago

    I really appreciate the time and effort to get me with best insurance I could ever imagine, most importantly the rate.

  • Abdinasir J. 20 days ago

    Ryan helped me get coverage for my business when I though I couldn't get any. Thank you Ryan.

  • Kuey R. 20 days ago

    I love the services, from INSURE BIG RIG, that the best services I ever had with INSURE BIG RIG. Give them a call.

  • Wendell W. 24 days ago

    Ryan and Marcia at Big Rig Insurance, have proved to me that they have the talent it takes to get the job done. They saved me money, and they continue to watch out for my company.

  • David A. 25 days ago

    Fast Competitive Quote with fast turn time on active policy.

  • Curtis H. 26 days ago

    I’m satisfied with my insurance policy great customer service

  • Debora S. about 2 months ago

    Hi Ryan, I love the customer support I received from Big Rig insurance company, all of my business needs are taken care of with a sense of urgency, exceptional customer service, Big Rig insurance company is the customer experience!! I have recommended you to all my business friends and family! Thank you for all you and your company provides...

  • James S. about 2 months ago

    I personally love the friendly attitude its feel like we are talking in person not on the phone. Also if you talk to a lady with a Boston accent she is so sweet not saying no 1 else is but I always get her when I call LOL !!!!! 6/18/2020

  • Cartow about 2 months ago

    Best customer service, fast and friendly. Wll find you the best coverage for the best rates possible. Highly Recommended!

  • Business E. 2 months ago

    completely satisfied. excellent provider. thank You very much!

  • Kevin V. 2 months ago

    Best customer service, fast and friendly. Will find you the best coverage for the best rates possible.

  • Robbia R. 2 months ago

    Everyone I've dealt with were knowledgeable and professional. Took time to give clear explanations and always always quick to respond when contacted.and follow up.

  • Samuel K. 3 months ago

    Great company and better associates. Excellent response times and willing to work through any situation with you.

  • Tyler W. 3 months ago

    Justin has been very helpful and available to answer and questions . Very impressed with the service . Thank you

  • Bellelin N. 3 months ago

    Been working with Justin for over a year now. He’s a rock star!!

  • Steve N. 3 months ago

    Starting my trucking business, acquiring insurance for the Truck and Trailer can be overwhelming and confusing. The staff at Insure Big Rig made it a little lighter for me. They worked with me all through the process to figure out and buy the insurance that fits my new business. I highly recommend them to anyone who is navigating through the hay stack of getting commercial insurance.

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Agency's Business Hours

  • Monday 9:00 AM – 5:00 PM
  • Tuesday 9:00 AM – 5:00 PM
  • Wednesday 9:00 AM – 5:00 PM
  • Thursday 9:00 AM – 5:00 PM
  • Friday 9:00 AM – 5:00 PM
  • Saturday Closed
  • Sunday Closed
  • Mon 9:00 AM – 5:00 PM
  • Tue 9:00 AM – 5:00 PM
  • Wed 9:00 AM – 5:00 PM
  • Thu 9:00 AM – 5:00 PM
  • Fri 9:00 AM – 5:00 PM
  • Sat Closed
  • Sun Closed

States Licensed In

  • New York

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