1

Contract Driver Jobs in Maynard, MA (NOW HIRING)

Subject to criminal background requirements as defined by contract. * Completion of Training ... Transit Driver Responsibilities Include: * Provides safe and reliable transportation service to ...

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

Catering Delivery Driver

Dorchester Center, MA · On-site

$17.50 - $22/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

Independent Catering Delivery Driver

Malden, MA · On-site

$17.50 - $22/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

Independent Catering Delivery Driver

Medford, MA · On-site

$17.50 - $22/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

Catering Delivery Driver

Dorchester Center, MA · On-site

$17.50 - $22/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

Delivery Driver

Framingham, MA · On-site

$19 - $23/hr

Valid, active driver's license * 6+ months of customer service experience * Strong communication ... Comfortable working independently and managing a daily schedule Contract-to-Hire Opportunity This ...

Showing results 41-60

Contract Driver information

See Maynard, MA salary details

$12

$39

$90

How much do contract driver jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for contract driver in Maynard, MA is $39.09, according to ZipRecruiter salary data. Most workers in this role earn between $18.32 and $66.35 per hour, depending on experience, location, and employer.

What are common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

What skills and qualifications are needed to thrive as a contract driver?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What does a contract driver do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What is a contract driver?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.
What are the most commonly searched types of Driver jobs in Maynard, MA? The most popular types of Driver jobs in Maynard, MA are:
What cities near Maynard, MA are hiring for Contract Driver jobs? Cities near Maynard, MA with the most Contract Driver job openings:

Paratransit Driver HP

WeDriveU

Hyde Park, MA • On-site

$19.46/hr

Full-time

Re-posted 3 days ago


WeDriveU rating

7.0

Company rating: 7.0 out of 10

Based on 22 frontline employees who took The Breakroom Quiz

3rd of 9 rated taxi private hire


Job description

WeDriveU is the leader in shared mobility solutions that connect communities, campuses, and workplaces. WeDriveU operates private shuttle and public transit systems across the U.S serving millions of passenger journeys a year. The company's 5,500+ team members operate 4,000 vehicles across 55 U.S. locations, providing safe, reliable and sustainable options as part of a global family of brands serving more than 1 billion bus and rail passengers on four continents. Visit wedriveu.com to learn more about our company, clients and career opportunities.

This project serves the entire Greater Boston Area.


  • $26.00 $28.00 STARTING PAY
  • OPERATING SERVICE FOR MBTAS THE RIDE
  • PAID WEEKLY


URGENTLY HIRING DRIVERS NON-CDL PUBLIC TRANSPORT VANS AND SEDANS

  • CLASSES START WEEKLY
  • FULL-TIME AND PART-TIME SHIFTS AVAILABLE
  • HEALTH & OTHER BENEFITS PROVIDED
  • ROOM FOR ADVANCEMENT
  • UNIFORMS PROVIDED
  • UNION SHOP (TEAMSTERS 25)


*Locations in both Hyde Park and Quincy, as eligible by open shifts*


Requirements Include:

  • Must be at least 18 years of age with 2 Years of Driving Experience.
  • Must be able to maintain drivers license to be able to operate company vehicles. (MA or adjoining state required).
  • Must be able to obtain/maintain a DOT Medical Card.
  • Subject to DOT regulated drug testing.
  • Subject to criminal background requirements as defined by contract.
  • Completion of Training Program, which is required to certify.
  • Paid regular retraining and mandatory safety meetings.
  • Extensive knowledge of traffic rules and regulations.
  • Strong communication and interpersonal skills a must.
  • Provide door-to-door service for passengers.
  • Compliance with all applicable company, federal, state, county, district, and contract specific Driver requirements.


Note: All applicants start as Trainees and once certified become assigned the role of Driver.


Transit Driver Responsibilities Include:


  • Provides safe and reliable transportation service to passengers by operating position specific vehicles (paratransit vans and sedans).
  • Reports any maintenance problems to Maintenance in accordance with Company procedure and does not operate an unsafe vehicle.
  • Reports on time and fit for duty.
  • Physically assists passengers in evacuation of the vehicle in case of emergency.
  • Immediately reports any accident or incident per Company policy.
  • Exercises passenger management per Company policy.
  • Informs all appropriate personnel of problems/procedures.
  • Keeps the interior of the assigned vehicle clean and presentable.
  • Presents a neat and professional personal appearance at all times.
  • Ensures vehicle is properly fueled according to facility procedures.
  • Completes all required paperwork and submits in a timely manner.
  • Must collaborate with coworkers and maintain professionalism.
  • Prepares vehicle for inclement weather conditions, including scraping or cleaning windows.
  • Safely and efficiently utilizes vehicle equipment, including wheelchair lifts, radios and emergency equipment.
  • Other duties as assigned.


Additional responsibilities for our Paratransit Drivers may apply per location requirements and include but are not limited to:

  • Transporting senior and/or disabled citizens in accordance with pre-arranged appointments/schedules preferred.
  • Must be able to provide individualized assistance/accommodation in accordance with location policy.
  • Previous experience as a Paratransit Driver preferred.


We Offer

Physical Health

  • Exceptional Medical, Dental, Vision, and Life Insurance benefits

Financial Health

  • Competitive compensation packages
  • Financial Wellness Tool
  • Commuter Benefits

Emotional Health

  • Employee Assistance Program (EAP)
  • PTO for part-time and full-time positions
  • Paid holidays
  • Pet & Legal Insurance

Personal Development

  • On-the-job training and skills development
  • Internal transfer opportunities for career growth

*Benefits vary by position and location



WeDriveU is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment free of discrimination or harassment where thoughts and ideas of all employees are appreciated and respected. We value excellence and recognize that by respecting the diverse backgrounds, skills, and perspectives of our workforce, we will sustain a competitive advantage and remain an employer of choice. We also see diversity as more than policies; it is imperative for enabling us to attract, retain and develop the best talent available.


What WeDriveU employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom