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Contract Driver Jobs in Needham, MA (NOW HIRING)

Forkable Delivery Co.

Boston - Delivery Driver

Boston, MA · On-site

$300/day

Delivery Driver - $35 / hr Forkable Delivery Co. Perks * $70 per route. * Routes usually under 2 ... Parking ticket subject reimbursement to contract terms, including prompt documentation, max $150 ...

AA Transportation

School Bus Driver

Worcester, MA · On-site

  • Medical

  • Dental

  • Vision

  • Retirement

AA Transportation Co., Inc. provides contract transportation services to more than22 public and ... DOT Physical Medical Card * CDL B Permit or 7D Certificate (We provide CDL/School Bus Certificate ...

Commoneo, LLC

CDL B Flatbed Driver

Millbury, MA · On-site

$25/hr

  • Medical

  • Dental

  • Vision

... B Driver, flatbed 30,000 up to 54,000 lbs, automatic, loading and unloading (strapping down their ... Company Description Service Disabled Veteran Owned Contract labor staffing firm specializing in ...

AA Transportation

Local Passenger Van Driver

Worcester, MA

$13 - $17.75/hr

  • Medical

  • Dental

  • Vision

  • Retirement

AA Transportation Co., Inc. provides contract transportation services to more than22 public and ... DOT Physical Medical Card * CDL B Permit or 7D Certificate (We provide CDL/School Bus Certificate ...

Centerline Drivers

Local Class A Driver

Braintree, MA · On-site

$33/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Class A Driver

Foxboro, MA · On-site

$33/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

New

Centerline Drivers

Local Class A Driver

Canton, MA · On-site

$31/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Class A Driver

Braintree, MA · On-site

$33/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Class A Driver

South Easton, MA · On-site

$29/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Class A Driver

Foxboro, MA · On-site

$33/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

Centerline Drivers

Local Class B Driver

Marlborough, MA · On-site

$26/hr

  • Medical

  • Dental

  • Vision

  • Life

... Contract Administration. We are an equal opportunity employer, and all drivers will receive ... consideration for employment without regard to race, color, religion, sex, national origin ...

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Showing results 21-40

All JobsContract Driver JobsContract Driver Jobs in Needham, MA

Contract Driver information

See Needham, MA salary details

$12

$40

$93

How much do contract driver jobs pay per hour?

As of Aug 14, 2026, the average hourly pay for contract driver in Needham, MA is $40.28, according to ZipRecruiter salary data. Most workers in this role earn between $18.85 and $68.37 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.
More about Contract Driver jobs

What are the most commonly searched types of Driver jobs in Needham, MA?

The most popular types of Driver jobs in Needham, MA are:

What job categories do people searching Contract Driver jobs in Needham, MA look for?

The top searched job categories for Contract Driver jobs in Needham, MA are:

What cities near Needham, MA are hiring for Contract Driver jobs?

Cities near Needham, MA with the most Contract Driver job openings:

Contract Driver jobs near you

Head of Contract Middle Market

Berkshire Hathaway Specialty Insurance

Boston, MA • On-site

$250K - $325K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 22 days ago

Job description

Who are we?

A strategic and trusted insurance partner, Berkshire Hathaway Specialty Insurance (BHSI), provides a broad range of commercial property, casualty and specialty insurance coverages and outstanding service to customers and brokers around the world. Part of Berkshire Hathaway’s insurance operations, we bring our solutions to market with our stellar brand name, top-rated balance sheet, and the expertise of our global team of professionals, who exude excellent capabilities and strong character.


We are a values-based organization where respect, integrity, excellence, collaboration, and passion define who we are and how we do business. We value diversity of backgrounds, experience, and perspectives and strive to foster an inclusive environment that enables all our team members to bring their best selves to work. We are one team committed to building a culture where every teammate has the opportunity to contribute and be recognized. Want to be part of the team building the finest property, casualty, and specialty lines insurance company in the world?


Learn more about our unique culture and history.

Job Opportunity:


Berkshire Hathaway Specialty Insurance (BHSI) has an exciting opportunity for a leader with deep Contract Surety Middle Market experience who is interested in joining the dynamic BHSI Surety team. We are a bottom-line focused company with a long-term view to all our underwriting decisions. However, we do appreciate that technology can and will play a significant role in this space in the years to come. The candidate will embrace technology and its potential impacts.


The candidate will think strategically and act collaboratively as they build our business in the middle market space. The ability to build both internal and external relationships will be key. The candidate will have a deep understanding of the decision drivers, both the customer and brokers’ buying decisions.


We are seeking the best candidate for the role. While proximity to our team locations in Boston, MA; New York, NY; Atlanta, GA; Houston, TX; Los Angelas, CA, San Fransico, CA, Chicago, IL, Seattle, WA, Indianapolis, IN or Plymouth Meeting, PA is preferred, we will also consider exceptional candidates located elsewhere.


Duties & Responsibilities:

  • Develop our “go to market” strategy for our Middle Market Contract Surety Business.
  • Attract, hire, lead and develop the contract surety team who will build and manage a portfolio of contract surety risks.
  • Draft underwriting criteria and develop a framework for assessing risk.
  • Lead portfolio management activities ensuring that the portfolio remains within appetite.
  • Ensure our activities in building a middle market business align with and assist in the continued growth of our existing surety business.
  • Work closely in collaborative team environment
  • Collaborate with brokers and customers in developing mutually beneficial relationships.
  • Ensure appropriate file documentation and compliance.
  • Stay informed about the competitive landscape and the product line’s unique risk profile.

Qualifications, Skills, and Experience:

  • College degree or equivalent with a minimum of 15-20 years of experience serving Middle Market Contractors either as an underwriter, broker, or both.
  • Experience at a national level or multiple geographies will be a plus.
  • Ability to work in a fast-paced environment.
  • Must be collaborative and team-focused with strong interpersonal, communication and negotiation skills.
  • Maintain awareness of the competitive environment, and the unique risk profile of the product line.


BHSI Offers:


  • A competitive package and exciting growth opportunities for career-oriented teammates.
  • A dynamic, action oriented, and thoughtful environment centered on always doing the right thing for our customers, teammates, and our other stakeholders.
  • A purposely non-bureaucratic organization that embraces simplicity over complexity and emphasizes individual excellence in a team framework.
  • Benefits that support your life and well-being, which include:
  • Comprehensive Health, Dental and Vision benefits
  • Disability Insurance (both short-term and long-term)
  • Life Insurance (for you and your family)
  • Accidental Death & Dismemberment Insurance (for you and your family)
  • Flexible Spending Accounts
  • Health Reimbursement Account
  • Employee Assistance Program
  • Retirement Savings 401(k) Plan with Company Match
  • Generous holiday and Paid Time Off
  • Tuition Reimbursement
  • Paid Parental Leave


The base salary range for this position is from $250,000.00 to $325,000.00, along with annual bonus eligibility; a candidate’s salary is determined by their relevant skills and experience. We value our teammates – both their capabilities and character – as demonstrated by our amazing culture.


NOTE: Compensation will be commensurate with experience. This job description is not intended to be all-inclusive. Team Member may perform other related duties as negotiated to meet the ongoing needs of the organization.