Sentry Insurance For Owner operators

Best For Single Truck Owner Operators

Rated 5 out of 5
5 out of 5 stars (based on 2 reviews)
Very good0%

Sentry Insurance Approach:

Our review team was delighted to find out that Sentry provides custom-fit commercial trucking insurance policies, Sentry also offers industry knowledge-based free consultation, and personal service, especially to single truck owner-operators.

Sentry is a small commercial truck insurance company but they offer service through their network of  65 agencies in all 50 US states.

Sentry Coverages Available:

Policies are available to large fleets, single truck owner-operators, and everyone in-between. Sentry is good commercial truck insurance for owner operators.

Sentry currently insures more than 37,000 truckers, offering a range of liability, comprehensive, physical damage, collision, motor truck cargo, and non-trucking liability (personal use) coverage, etc.

Sentry doesn’t outsource their claims handling, they staff their claims adjusters who specialize in trucking risks.

Unique Features:

  • Custom policies for small owner-operators
  • Pan American coverage
  • Best in-person service and consultation for small owner operators and truckers


  • Flexible coverage options
  • Available in all 50 states
  • Specializes in coverage for owner-operators and personal use liability


  • Limited online information
  • No online quotes are available
  • Need to work with a local agent
  • Smaller company

Sentry Insurance Style of Policy Delivery:

Sentry believes in tailor-making commercial trucking insurance consultation, documentation, and buying process for small owner operators and truckers. We found that they will provide you with the exact fit policy according to your needs and requirements as a small trucking business.

Sentry Insurance Claims Handling:

Sentry also has knowledgeable claims staff who gets trucking nuances (and your challenges or needs as a small trucker). Sentry also offers certified directors of safety with spotless industry experience of 15 to 20 years.

This level of specialization and expertise, which helps non-fleet small trucking business owners, makes Sentry a top contender for the best truck insurance for commercial vehicles.

During our testing, we found that claims can easily be filed over the phone, and after filing policy status can be checked online without hassle.

Sentry boasts an A+ AM Best rating and a below-average number of consumer complaints, according to the NAIC.

User Reviews of Sentry Insurance

Rated 5 out of 5
5 out of 5 stars (based on 2 reviews)
Very good0%

Latest Reviews of Sentry Insurance

Need coverage

Rated 5 out of 5
October 26, 2022

I’m interested in getting coverage

Mitchell's transportation

Sentry Insurance (best for small owner operators)

Rated 5 out of 5
August 17, 2022

Sentry provides policies for large fleets, small truckers, and everyone in between. Sentry provides insurance through their 65 agencies around the USA.

I took their physical damage insurance, 3rd party liability insurance, and cargo insurance, I felt service and claims handling is top notch.

Aaron Sheckle

Write A Review On Sentry Insurance

Are you an Owner Operator or New Carrier? Receive a complimentary Start-Up kit valued at $1500 to Grow your Business and Maximise Profits. Features of Start-Up kit:

Product Pricing


  1. Dispatch ; Loads Just @ $49/Week/Truck + 5% of the previous week’s gross revenue

Fuel Card

  1. TCS: 42 cents per gallon for Q3 of 2023
  2. RoadEX Fuel Credit Card; up to $6000 / per week


Rated Top 5 Dispatchers in USA

James Birdine II
Nick was a wonderful agent
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Nick was a wonderful agent, very professional and informative. He has a lot of patience and was very helpful. Read more>>

Date of experience: September 15, 2023

Nataya Martinez
I Signed Up With MT. Nick made..
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Great company to work with. Nick was a big help helping me get everything started. All applications were easy and self explanatory.

Date of experience: June 21, 2023

Jami Johnson
Big thanks to
Ruby S
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Big thanks to Ruby S. What an awesome person to have representing Max Truckers! Ruby was not pushy at even after spending ample time explaining my different options. Read more>>

Date of experience: April 20, 2022

Saieh Ghavami
Been working with Jenny for awhile
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Been working with Jenny for awhile, always reliable and I am looking forward to doing more business!

Date of experience: May 22, 2023

Rick D
My experience with max truckers was
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My experience with max truckers was Excellent from start to finish. Mrs Ruby I’m my opinion one of the best helpers I ever received from an active associate from a company. Read more>>

Date of experience: June 22, 2022

Susan H.
Ruby - Exceptional Customer Service
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Ruby was professional/listened to my concerns/was patient as this was new territory for me/solved all my issues/Exceptional Customer Service! Thank You Susan H.

Date of experience: September 19, 2022



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Service Queries: +1 (909) 296 – 6688

Registered Address

8 The Green, STE A, Dover, Kent, Delaware City, DE, United States, 19901


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