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


  • Bellelin N. 17 days ago

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

  • Steve N. 19 days 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.

  • Casey J. 23 days ago

    Extremely Helpful, detailed and cares about small business owners.

  • Jason A. 24 days ago

    They were quick to address my needs. My assigned rep. Responded the same day and continues to be available.

  • James J. 24 days ago

    From the day that we signed up everyone has been so helpful. From getting us the best rate on a truck insurance to helping us with any questions we had. I have and will continue to recommend your company. Thank you

  • Manzell L. 24 days ago

    Great service. Highly knowledgeable is their business field. Fast acting

  • Daniel B. about 1 month ago

    From our initial contact with your company it has been the attentiveness with everything we have needed as a new Owner Operater that attention means so much !

  • Tim B. about 1 month ago

    You were very helpful and worked with me.

  • Cyrus B. about 1 month ago

    Aurora is an absolute rockstar! By far the most patient, detail oriented and customer centric agent at Big Rig!

  • Stephen N. about 1 month ago

    Worked with Ryan Corrigan, he is very knowledgeable on commercial insurance, He worked with me to make I sure I obtained and saved on the insurance that fits my business.

  • Joe B. about 1 month ago

    Just to name a few people that were super helpful and friendly. Ryan C., Kathy, Justin, Marsha and the rest of the Insure Big Rig staff. Definitely recommend them to everyone.

  • David F. about 1 month ago

    The service you guys provide is Amazing! My rep Ryan is Awesome as they come! Pam is great also! I never have to stress or worry about what’s going because I know that it’s getting taken care of. Overall great team!

  • Darius M. about 1 month ago

    I love your guys service and dedication to working with the carrier and dealing with the insurance company. I love that you guys are on point. Customer relationship is A #1

  • Zakaria C. about 2 months ago

    Ready on the phone to answer all questions and get a certificate as quick then I imagine to all broker ‍♂️

  • Joash K. about 2 months ago

    Very impressed, faster service and received all requested possible breakdown cost in an easy to understand list for me to decide. And then I finally chose one. Saved me a lot of money too, which is a plus. Thank you Ryan!!!

  • Karina C. about 2 months ago

    Thanks Aurora for the relentless efforts.

  • April R. about 2 months ago

    Help me with everything I needed when I wasn't sure of all that I needed.

  • Dustin C. 2 months ago

    Fast efficient did everything in a timely manner could not ask for anymore

  • Kevin W. 2 months ago

    Ryan , our agent, stayed in constant contact with us throughout the whole process of finding an insurance package that we could afford as a new company. Outstanding Customer Service...Thank You Ryan

  • Kristopher S. 2 months ago

    Easy to work with and got the best rates for my company. On top of getting certificates issued

  Displaying reviews 1 - 20 of 144 in total  

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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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