Boss Transportation – Owner Operator CDL-A Truck Driver Jobs


BOSS Transportation: Love Country. Love Trucking – Regionally!

At BOSS Transportation Services – a proud member of the Bennett Family, we recognize our owner operator partners as the cornerstone to our ongoing successes. We are currently hiring OTR CDL-A owner operator truck drivers for flatbed, step deck and specialized opportunities.
Our expert dispatch team provides prospect business, as well as access to the broader network of Bennett freight flatbed, step deck and specialized opportunities.

Our Owner Operator CDL-A Truck Driver Jobs Offer:

  • Great pay: Your trailer =76%;
  • Fast pay – every day can be payday
  • No Forced Dispatch
  • Fuel & Parts Discounts
  • Safety Bonus
  • Tire Discounts
  • Business Accounting Support
  • Load Alerts Within Your Area
  • Medical Insurance Programs

To qualify with BOSS Transportation, drivers must meet the following criteria:

  • 21+ and 2 years' experience
  • 1 year of OTR/ Regional verifiable experience in the last 3 years or the same type of driving operation they are applying for
  • Must be able to read and write in English

Flatbed / Open Deck:

  • Must have 6 months in the last 2 years to qualify for open deck OR
  • If you have 6 months flatbed experience more than 2 years ago and less than 10 years ago, you can qualify for flatbed by attending a load securement awareness program during Orientation
  • Able to pass Federal D.O.T. Physical and Drug Screen

o NOTE: We will accept current medical cards with 3 months or more remaining

  • No alcohol related offenses in the past 5 years
  • No more than one moving violations in the past 12 months
  • No more than two moving violations in the past 36 months
  • No DOT preventable recordable accidents within the past 12 months
  • No history of reckless or careless driving in the past 36 months

Equipment Reqs for Tractors:

  • Must be ELD Compatible
  • For open deck, you must have Headache Rack on tractor w/ chains, straps, and rachets (speak to recruiter on size of chains)

Women in the Driver’s Seat Program:
We’re proud to have so many amazing independent women drivers and contractors on the BOSS team. To show our support, we developed the Women in the Driver’s Seat program, which fosters ongoing communication and encouragement for women drivers through networking, driver recognition, industry events and resources.

Be your own boss (no forced dispatch!), make top pay and see this great country by partnering with an industry leader who values FAMILY, FREIGHT, & FREEDOM. Apply today!

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