Drive Away Specialist | North Attleborough, MA

Since 2010, Sweetie Boy Transportation has been a leading provider of automobile transportation and logistics solutions. We are currently looking for dedicated Drive Away Drivers to join our growing AutoPilot team.

About the Role

As a Drive Away Driver (No CDL Required), you will be responsible for picking up and delivering cars, trucks, and other vehicles to locations across the region. You’ll enjoy the freedom of the open road while working in a safe, structured environment that values your time, skills, and commitment to excellence. Each day, you’ll begin by reporting to your designated store or hub location, interact with our customers directly, and transport vehicles safely and professionally to their destinations. This is not a freight or CDL trucking role—it’s dealership-to-dealership auto transport delivery. The position offers flexibility, autonomy, and the opportunity to earn competitive pay based on the number of vehicles you move.

Responsibilities

• Pick up and deliver cars, trucks, and other vehicles to designated locations throughout the day (auto transport / vehicle delivery)
• Safely drive long distances (up to 8–10+ hours per day) in varying traffic and weather conditions
• Use mobile apps, dispatch technology, and GPS navigation for communication, vehicle assignments, and safety checks
• Maintain a safety-first mindset and follow all driving regulations at all times
• Provide excellent customer service by communicating clearly with dispatchers and customers regarding vehicle status, delivery schedules, and handoffs

Requirements

• Valid driver’s license with a clean driving record (minimum 5 years’ safe driving experience)
• Must be 24 years of age or older
• Ability to drive cars, trucks, and other vehicles for up to 11 hours per day and work shifts up to 14 hours
• Physically capable of working in large parking lots, including walking, climbing stairs, bending, kneeling, and stooping to perform vehicle inspections
• Must be able to enter and exit vehicles of varying sizes and heights throughout the day
• Strong attention to detail when inspecting vehicles, checking VIN numbers, and documenting condition reports
• Safety vest must be worn at all times on company and customer property (safety-first environment)
• Must pass a pre-employment drug test (includes marijuana/THC) and background check

Pay

Competitive weekly pay: $700–$900+ per week (50% commission-based on weekly revenue generated from assigned vehicles). Direct deposit available after an initial 2-week delay.

Schedule

Full-time, 5-day work weeks.

Benefits

• 401(k) with matching
• Dental insurance
• Health insurance (available after 60 days for full-time employees)
• Paid time off
• Paid training
• Vision insurance

Why Sweetie Boy Transportation?

• Unlimited growth potential in a rapidly expanding company
• A family atmosphere where your voice and ideas are valued
• Open-door policy from ownership—your feedback truly matters
• Cutting-edge technology to streamline your work and improve efficiency
• Safety is our top priority: committed to maintaining a safe work environment for all employees

Note: We have a Zero Tolerance Drug Policy, and safety is paramount in everything we do.