DriveAway Pickup Contractor CDL-A Truck Driver Jobs


Put your truck to work in Bennett’s DriveAway Pickup division!

Earn big without the rig with high-paying truck driving opportunities in Bennett’s DriveAway Pickup division! If you have a pickup truck that’s 3/4 ton  or greater that can handle one unit at a time OR up to three-unit combinations with our haul-and-tow vehicles, you can be your own boss while getting paid to see this great country.

Love country, Love trucking

at Bennett DriveAway.

NEW $1,500 Sign on Bonus!

New $500 Referral Bonus

Our CDL-A DriveAway Pickup Contractor Truck Driver Jobs Offer:

  • Great pay – 79% of line haul
  • Fast pay – 70% advance load; delivered loads paid daily
  • 100% fuel surcharge
  • No forced dispatch – choose when and where you run!


CDL-A DriveAway Pickup Contractor Equipment Requirements:

  • 3/4  ton heavy-duty pickup truck (or larger)
  • Model year 2005 or newer
  • Able to meet DOT requirements
  • Current annual DOT inspection must be no more than 6 months old at time of orientation
  • Fifth-wheel hitch: 20,000-pound load rating
  • 2” & 2 5/16” solid ball mount rotated at 10,000
  • 2 x 2 receiver hitch rated at 10,000
  • Load-equalizing torsion bars rated at 10,000
  • Electric brake controller for trailer brakes
  • 12-volt battery for breakaway switch
  • Seven pin (“Bargeman” female side”) electrical connector mounted near fifth-wheel hitch
  • Towing mirrors (extended)
  • Large sturdy mud flaps
  • Emergency reflective triangles
  • Mounted fire extinguisher with gauge
  • Truck registration must be rated at 26,000 pounds
  • **Single-axle tractors accepted


Women in the Driver’s Seat Program:

There are some amazing independent women drivers and contractors at Bennett and we think that’s something worth celebrating. The Women in the Driver’s Seat program fosters ongoing communication and encouragement for women drivers through networking, driver recognition and industry events and resources.

CDL-A DriveAway Pickup Contractor Truck Driver Requirements:

  • Class A license or;
  • Class B or Class C license with 6 months’ driving experience in past 7 years (pulling a trailer)
  • 21+ and 2 years' experience
  • Must be able to pass federal DOT physical and drug screen
  • Must meet FMCSA guidelines on safety clearance application
  • No DUI in the previous 5 years
  • No more than 1 (one) moving violation in the past 12 months; no more than two moving violations in the past 36 months
  • All qualifications subject to management review
  • Must be able to read and write in English


Bennett Loves Military Veterans:
If you’re a military veteran or a soon-to-transition service-member looking for a rewarding career as an independent contractor, we’ll help you get going. We have outstanding opportunities on our Motorized Delivery (Driveaway) or Pick-Up Equipment teams, whether you currently own a truck or not.



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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