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Contract Driver Jobs in Boston, MA (NOW HIRING)

Driver Trainer

Mattapan, MA

$22 - $26/hr

They instruct new hires in the inner workings and intricacies of the Secure contract, and how the driver performs their duties in relation. Key Tasks and Responsibilities Train, mentor, and monitor ...

Driver Trainer

Mattapan, MA

$22 - $26/hr

They instruct new hires in the inner workings and intricacies of the Secure contract, and how the driver performs their duties in relation. Key Tasks and Responsibilities Train, mentor, and monitor ...

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Contract Driver information

See Boston, MA salary details

$12

$40

$93

How much do contract driver jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for contract driver in Boston, MA is $40.17, according to ZipRecruiter salary data. Most workers in this role earn between $18.80 and $68.17 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 Boston, MA? The most popular types of Driver jobs in Boston, MA are:
What job categories do people searching Contract Driver jobs in Boston, MA look for? The top searched job categories for Contract Driver jobs in Boston, MA are:
What cities near Boston, MA are hiring for Contract Driver jobs? Cities near Boston, MA with the most Contract Driver job openings:
Infographic showing various Contract Driver job openings in Boston, MA as of July 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $83,552 per year, or $40.2 per hour.

$102K - $123K/yr

Full-time

Posted 24 days ago


Massachusetts Bay Transportation Authority rating

7.7

Company rating: 7.7 out of 10

Based on 26 frontline employees who took The Breakroom Quiz

49th of 97 rated public transport


Job description

At the MBTA, we envision a thriving region enabled by a best-in-class transit system. Our mission is to serve the public by providing safe, reliable, and accessible transportation. MBTA's core values are built around safety, service, equity, sustainability, culture, and accessibility, and each employee that works for the MBTA performs their roles based on our vision, mission, and values.

This includes attendance, participation, and contribution in local safety committee meetings as needed. Job Summary The Contracts Manager will support the Stations, Facilities, and Structures Division's management of outsourced services and operations, such as contracted third-party providers of cleaning, snow removal, maintenance of fire protection systems, and engineering services. Reporting to the Deputy Director of Contracted Services within the Stations, Facilities, and Structures Division, this position will coordinate with key stakeholders to develop scopes of work, draft RFPs, obtain services, manage vendor relationships, perform field audits, and measure contract performance.

This position will actively manage third-party service providers/contracts critical to the safety, maintenance, and operations of the MBTA's stations, facilities, and structures. As a contract administrator, the Contracts Manager will support administrative and operational efforts to optimize vendor performance, ensure contract adherence, and increase fiscal controls to enhance overall outcomes. Duties & Responsibilities Support day-to-day oversight of third-party service contracts and enforce adherence to all terms and conditions.

Contribute to the development of workflows, standard operating procedures (SOPs), and other tools designed to support service contract performance management. Maintain a continuous process of review, feedback, and actions to improve service delivery and manage costs effectively. Evaluate service contracts to ensure deliverables are achieved and contract milestones are met.

Track and oversee key performance indicator (KPI) and service level agreement (SLA) reporting. Conduct field audits and inspections to ensure contract compliance and performance. Identify, communicate, and address non-compliance with contractual terms and conditions.

Issue notifications of non-compliance and default of contract terms. Onboard vendors effectively and facilitate standing meetings between MBTA and the vendor. Coordinate with departmental stakeholders on potential areas of contracting, as well as the development of RFPs, including scopes of work (SOWs), for prospective contracts.

Collaborate with departmental stakeholders and the Procurement Department to proactively plan procurement and contract activities, including requisitions, contract documentation, execution of options, and contract amendments. Enter procurement requisitions within Knack and FMIS. Foster strong productive working relationships with internal and external stakeholders.

Identify areas for cost savings and reduction in vendor spend. Monitor vendor spending patterns and confirm that invoiced costs align with the agreed SOW and pricing table. Process invoices for payment after reviewing all invoices and associated information carefully for accuracy and confirmation of completed work/deliverables.

Monitor outstanding invoices and resolve any issues in order to ensure timely and accurate payment and adherence to the payment terms stated in the contract. Maintain appropriate and organized records of contracts, performance, invoices, and other documents. Drive a company or personal vehicle to visit work sites as needed.

Perform all other duties and projects that may be assigned. Additional responsibilities may include a focus on one or more departments or locations. See applicable addendum for department or location-specific functions.

Minimum Requirements & Qualifications Bachelor's degree from an accredited college or university in a related field. Five (5) years of experience in contract/vendor management. One (1) year of prior project management or leadership experience.

Demonstrated proficiency in the Microsoft Office suite, with emphasis on Excel and PowerPoint. Effective organizational, time management, interpersonal, and multi-tasking skills. Strong analytical skills and ability to identify and communicate key insights.

Excellent communication (oral and written) and presentation skills with the ability to influence people at all levels of the organization, both vertically and horizontally. Ability to supervise and work effectively with a diverse workforce. Excellent stakeholder management and conflict resolution skills.

Commitment to MBTA's diversity and inclusion goals. Possession of a valid driver's license without infractions in accordance with MBTA policy. Supervision None Preferred Experience & Skills Bachelor's degree from an accredited college or university in engineering.

Two (2) years of experience in contract/vendor management within a relevant technical field (engineering, construction, transportation, etc.). Demonstrative proficiency with data visualization tools, such as Tableau. Experience in a public sector environment

Experience in transportation, facilities management, construction, or a related industry. Substitutions A High School Diploma or GED with an additional seven (7) years of directly related experience substitutes for the bachelor's degree requirement. An associate degree from an accredited institution with an additional three (3) years of directly related experience substitutes for the bachelor's degree requirement.

A master's degree in a related subject substitutes for two (2) years of general experience. A nationally recognized certification or statewide/professional certification in a related field substitutes for one year of experience. Job Conditions: Ability to effectively read, comprehend, communicate, and respond to instructions, orders, signs, notices, inquiries, etc.

in English. Be at least eighteen (18) years of age, except if participating in an approved high school internship / co-op program. Ability to commute to assigned work locations in the Boston, MA metro area, as required by the role.

Ability to provide internal and external customers with courteous and professional experiences. Ability to work effectively, independently, and as part of a diverse workforce team (or supervise, if required). Ability to uphold the rights and interests of the MBTA while building and maintaining effective relationships with employees and co-workers.

Ability to adhere to rules, regulations, collective bargaining agreements (if applicable), and policies of the MBTA, including the EEO, anti-discrimination, anti-harassment, and anti-retaliation policies. Have a satisfactory work record for the two (2) years immediately prior to the closing date of this posting (unless if current student or recent graduate), including overall employment, job performance, discipline, and safety records (infractions and/or offenses occurring after the closing of the posting and before the filling of a vacancy may preclude a candidate from consideration for selection). Ability to pass a Criminal Offender Record Information (CORI) check, comprehensive background screening, and / or medical Clinic screening, potentially including physical examination and drug and alcohol screenings.

Ability to work all shifts and / or locations assigned, directed, or necessary for this position, including (for some transit / operations roles) up to twenty-four (24) hours per day, seven (7) days per week as necessary to accommodate severe weather conditions, emergencies, or any other circumstances that may potentially impact service or the safety of service. Intern / co-op staff must be enrolled full or part-time in an accredited educational program and maintain a cumulative GPA of at least 2.5 for the entire duration of the internship / co-op. Additionally, interns / co-ops must have valid work authorization and U.S

Social Security Number prior to starting pre-employment screenings / pre-boarding, working in their positions, and throughout the duration of their program. Disclaimers and Definitions: General Disclaimer: The statements contained in this job description are intended to describe a summary, general nature, and complexity of typical job functions and do not represent an exhaustive list of all duties, tasks, and responsibilities required of staff assigned to this position. Application Completion: It is each applicant's responsibility to ensure application details are entered completely and correctly, including updated work and education histories (past and current).

Incomplete applications may not be considered. Attachments do not substitute for application fields. The recruitment team does not have access to existing employee data / history.

Application Deadlines: Applicants should apply as soon as possible, as the MBTA may stop considering applicants after a sufficiently large applicant pool is established. Work Environment: The physical demands and work environment characteristics described here-in are representative of those an employee may encounter while performing the essential functions of this job. Reasonable accommodations can be made to enable individuals with disabilities to perform essential functions.

See job description for role-specific requirements. Work Eligibility: All employees must be legally authorized to work in the United States and on an unrestricted basis. The MBTA does not have an employer work sponsorship program.

However, if you have unrestricted work authorization, or are sponsored by a separate entity, you are welcome to apply. Further, all persons hired will require a U.S. Social Security Number prior to starting the position and employees will be required to complete a Form I-9 to verify their identity and eligibility to work in the U.S

Interviews: Candidates should ensure they arrive on time, are prepared, can remain for the duration, and if remote, are in a quiet place without distraction, for the interview. Candidates who do not attend their interview without advance authorization, including an email confirmation of a rescheduled time/date from Human Resources, will be considered a no-show and disqualified from consideration for the position. Related to rescheduling, on a one-time basis, and due to something emergent, you may be allowed to reschedule the interview.

In addition, Human Resources may require documentation supporting the request. However, should you need to reschedule, you will need to contact your Recruiter directly by email. Safety Sensitive Positions: Employees working in this classification will be subject to periodic physical examinations plus random drug and alcohol testing.

On-call or 24/7 Positions: Employees working in this classification must be available to respond to page / text / call and report to work as determined by assigned department or the Authority. Essential / Emergency Staff: During declared "states of emergency," employees working in this classification are required to report to work for their assigned work hours or as directed by management. ADA Accommodations: The MBTA makes reasonable accommodations for applicants with disabilities.

If you require an accommodation during this process, please contact the MBTA's ADA Unit at 617-222-5751 or hradaaa@mbta.com. Diversity, Equity, and Inclusion: The MBTA is an Equal Employment Opportunity Employer. For terms, descriptions, and definitions related to diversity, equity, inclusion, veteran status, and immediate family members that you may find on the application form, please visit mbta.com/careers-app-definitions

Intern / Co-Op Benefits: Employees taking part in an internship or co-op at the MBTA are eligible to receive accrued paid sick leave as well as a monthly transportation pass, based on the city from which the intern / co-op commutes to work, at no cost. However, no additional benefits are currently offered for interns or co-ops.


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