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Route Sales Delivery - Tractor Trailer | Home-Based

Remote / Online - Candidates ideally in
Portland, Cumberland County, Maine, 04102, USA
Listing for: Oakhurst Dairy
Full Time, Per diem, Remote/Work from Home position
Listed on 2026-10-03
Job specializations:
  • Transportation
    Delivery, Transportation & Logistics, Truck Driver, CDL
Job Description & How to Apply Below

$2,500 SIGN-ON BONUS AVAILABLE

Build a career that keeps you close to home. Oakhurst Dairy is adding a tractor-trailer driver to our local route sales delivery team. This opportunity is an excellent fit for a motivated, hardworking professional who enjoys working independently, values variety throughout the day, and takes pride in dependable service.

This position features a brand-new four-day workweek rotation with early-morning start times, two consecutive days off, and a rotating schedule that includes weekends off. Our Portland-based management team coordinates driver schedules, routes, and process improvements locally, working to build schedules that support both the operation and our team members.

Oakhurst Dairy, a subsidiary of Dairy Farmers of America, combines the strength of a farmer-owned parent company with more than a century of local history and community ties. Our compensation, paid time off, benefits, bonuses, equipment, and local support make this an opportunity worth a closer look.

Why This Opportunity Stands Out

  • Four-day workweek with a new rotation designed around two consecutive days off and a weekends-off rotation.
  • Local daily routes that depart from and return to the Portland work location each day.
  • Early-morning start times with flexibility generally between 2:00 a.m. and 5:00 a.m., depending on the route and schedule.
  • Driver-friendly delivery format with most deliveries made at loading docks, very little liftgate work, and no ramps.
  • Competitive compensation structured to reflect the work and shift.
  • Exceptional first-year paid time off including 3 1/2 weeks of vacation, plus paid holidays and sick time.
  • $2,500 sign-on bonus paid after successful completion of six months of employment.
  • Annual safety bonus of up to $1,000 for drivers who operate safely.
  • Comprehensive benefits including medical, dental, and a 401(k) with company matching contribution.
  • Company-owned equipment and on-site support with our own fleet maintenance facility and staff in Portland.
  • A continually upgraded tractor fleet with most tractors equipped with automatic transmissions.
  • Local leadership and coordination for driver schedules, route organization, and process improvement.
  • A company with deep roots backed by strong community ties and a farmer-owned parent company.

Why Drivers Choose Oakhurst

You will be joining a collaborative team that works together to get the job done. You will also have the support of local management, company-owned equipment, on-site maintenance, and a longstanding Maine company that understands the value professional drivers bring to the business and the communities we serve.

  • Valid Class A CDL
  • Existing or ability to obtain a DOT medical Card
  • Operational Knowledge of Hours-of-Service rules and regulations
  • Ability to perform safe pre/post trip inspections in accordance with DOT standards
  • Good communication skills and ability to interface positively with customers
  • Delivery type job experience is a plus
  • Ability to lift up 50 lbs and safely climb in and out of a tractor and trailer
  • Able to operate handheld/mobile computers to transact sales & delivery documents
  • NOTE:

    Starting compensation based upon skills and experience presented

Benefits:

  • 401(k) w/matching contribution
  • Medical & Dental insurance
  • Vision insurance
  • Flexible spending account
  • Health savings account
  • Health insurance
  • Paid time off
  • Paid sick time
  • Life insurance
  • Employee assistance program
  • Referral program
  • Tuition reimbursement

Trucking home time:

  • Home Daily

Ability to commute/relocate:

  • Portland, ME 04101:
    Reliably commute or planning to relocate before starting work (Required)

Experience:

  • Driving: 1 Year Preferred

License/Certification:

  • CDL A (Required)

Ready for a four-day schedule, local routes, and a strong total compensation package?Apply today to explore the Route Sales Delivery - Tractor Trailer opportunity with Oakhurst Dairy.

An Equal Opportunity Employer

Required

Preferred

Job Industries

  • Transportation
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