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Dedicated Owner Operator Jobs in Boston, MA (NOW HIRING)

Celebree School

Toddler Teacher - Preschool

Sudbury, MA · On-site

$23 - $29/hr

  • Medical

  • Dental

  • Retirement

  • PTO

We are also proud to be an owner-operated school . Our dedicated owners are on-site each day, providing hands-on support, guidance, and resources to help our team succeed. Our door is always open and ...

Celebree School of Sudbury

Infant Teacher - Preschool

Sudbury, MA · On-site

$23 - $29/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

We are also proud to be an owner-operated school . Our dedicated owners are on-site each day, providing hands-on support, guidance, and resources to help our team succeed. Our door is always open and ...

Celebree School

Infant Teacher - Preschool

Sudbury, MA · On-site

$23 - $29/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

We are also proud to be an owner-operated school . Our dedicated owners are on-site each day, providing hands-on support, guidance, and resources to help our team succeed. Our door is always open and ...

A. Duie Pyle, Inc.

CDL-A Dedicated Truck Driver

Marlborough, MA · On-site

$28/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

A. Duie Pyle, Inc.

CDL-A Dedicated Truck Driver

Norton, MA · On-site

$2.5K/wk

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

A. Duie Pyle, Inc.

CDL-A Dedicated Truck Driver

Norton, MA

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

A. Duie Pyle, Inc.

CDL-A Dedicated Truck Driver

Norton, MA

$375/day

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

A. Duie Pyle

CDL-A Dedicated Truck Driver

Norton, MA · On-site

$375/day

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

A. Duie Pyle

CDL-A Dedicated Truck Driver

Norton, MA · On-site

$2.5K/wk

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

A. Duie Pyle

CDL-A Dedicated Truck Driver

Norton, MA · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Duie Pyle has been family-owned and operated. Built by our core values of integrity, service first, and empathy, we're dedicated to exceptional customer service and empowering our employee's success.

Celebree School

Preschool Teacher

Sudbury, MA · On-site

$23 - $29/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

We are also proud to be an owner-operated school . Our dedicated owners are on-site each day, providing hands-on support, guidance, and resources to help our team succeed. Our door is always open and ...

Celebree School of Sudbury

Preschool Teacher

Sudbury, MA · On-site

$23 - $29/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

We are also proud to be an owner-operated school . Our dedicated owners are on-site each day, providing hands-on support, guidance, and resources to help our team succeed. Our door is always open and ...

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Showing results 21-40

All JobsDedicated Owner Operator JobsDedicated Owner Operator Jobs in Boston, MA

Dedicated Owner Operator information

See Boston, MA salary details

$1.3K

$4.8K

$8.1K

How much do dedicated owner operator jobs pay per week?

As of Aug 19, 2026, the average weekly pay for dedicated owner operator in Boston, MA is $4,801.25, according to ZipRecruiter salary data. Most workers in this role earn between $1,400.00 and $7,825.00 per week, depending on experience, location, and employer.

What is a dedicated owner operator?

Dedicated Owner Operators are independent truck drivers who own and operate their own vehicles while working under a contract with a specific company or customer. Unlike general owner operators, they typically haul freight along consistent routes for a single client, providing stability and predictable schedules. This arrangement allows them to build relationships with customers and often results in more regular work and income. Dedicated Owner Operators are responsible for maintaining their trucks, managing their business expenses, and meeting the client's delivery requirements.

What do dedicated owner operators do?

Dedicated Owner-Operators are truckers who are dedicated to one company and drive a consistent route. Other long-haul truckers may not know where they are traveling to from week to week; Dedicated Owner-Operators have a consistent destination. They have set routes that do not change. This is where the name comes from—the owner-operator is dedicated to their routes, and is not available to take other jobs or to change their course. Owner-Operator Truck Drivers own, rent, or lease their truck, rather than driving a truck owned by their employer.

What are the key skills and qualifications needed to thrive as a dedicated owner operator?

To thrive as a Dedicated Owner Operator, you need a valid commercial driver's license (CDL), a strong understanding of transportation regulations, and experience in safe truck operation. Familiarity with electronic logging devices (ELDs), fleet management software, and GPS navigation systems is typically required. Strong organizational skills, self-motivation, and effective communication help build reliable client relationships and manage schedules efficiently. These skills and qualities are essential for ensuring safety, maximizing profitability, and maintaining compliance in the trucking industry.

What are some common challenges dedicated owner operators face when managing their own business while fulfilling contractual obligations?

Dedicated Owner Operators often juggle the dual responsibilities of running their own trucking business and meeting the specific requirements of their contracts with carriers or shippers. Challenges can include maintaining consistent cash flow, managing truck maintenance without disrupting delivery schedules, and keeping up with regulatory compliance. Additionally, balancing administrative tasks like invoicing and record-keeping alongside on-road responsibilities can be demanding. Building strong relationships with dispatchers and logistics teams can help streamline operations and reduce stress.

What is the difference between Dedicated Owner Operator vs Company Driver?

AspectDedicated Owner OperatorCompany Driver
CredentialsCommercial Driver's License (CDL), insurance requirementsCDL, company-specific training
Work EnvironmentOwn truck, independent routes, flexible scheduleCompany-owned trucks, assigned routes, fixed schedule
Employer & Industry UsageWorks independently for a carrier or brokerEmployed directly by a carrier or fleet

Dedicated Owner Operators typically own their trucks and operate independently, offering flexibility and control over routes. Company Drivers work for a carrier with company-owned trucks and follow fixed schedules. Both roles require a CDL and are common in the trucking industry, but differ mainly in ownership, independence, and work setup.

More about Dedicated Owner Operator jobs

What are popular job titles related to Dedicated Owner Operator jobs in Boston, MA?

For Dedicated Owner Operator jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Dedicated Owner Operator jobs in Boston, MA look for?

The top searched job categories for Dedicated Owner Operator jobs in Boston, MA are:

What cities near Boston, MA are hiring for Dedicated Owner Operator jobs?

Cities near Boston, MA with the most Dedicated Owner Operator job openings:

Dedicated Owner Operator jobs near you
Infographic showing various Dedicated Owner Operator job openings in Boston, MA as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $249,665 per year, or $120 per hour.

Toddler Teacher - Preschool

Celebree School of Sudbury

Sudbury, MA • On-site

$23 - $29/hr

Full-time

Medical, Dental, Retirement, PTO

Re-posted 18 days ago

Job description

Benefits:
  • Uniform Items
  • Team Building Initiative Free
  • Employee Referral Bonuses
  • Child Care Discounts
  • Paid Holidays
  • Free Continuing Education Units
  • No nights or weekends
  • Career Development
  • 401(k)
  • Health insurance
  • Paid time off
  • 401(k) matching
  • Company parties
  • Competitive salary
  • Dental insurance
  • Free food & snacks
  • Opportunity for advancement
  • Training & development

Hours: Monday through Friday:  All shifts available (morning, afternoon and closers)
Pay Range: $23 - $29/hour - depending on experience
Job Summary
We are thrilled to have recently opened our brand-new, state-of-the-art Celebree School in Sudbury, Massachusetts - and we’re looking for passionate Teachers to join our founding team!
At Celebree, every classroom is staffed with two certified co-teachers - not a teacher and an aide. Our co-teaching model promotes quality of care, collaboration, and consistency for children, families, and staff. Teachers collaborate as trusted partners, bringing their experience and expertise together to create a high-quality learning environment while providing greater support and work-life balance for one another.
Celebree School of Sudbury is seeking a warm, nurturing, and dedicated Toddler Teacher to join our growing team. In this role, you (and a co-teacher) will create a safe, engaging, and loving environment where our youngest learners can thrive. You will support Toddler's developmental milestones through responsive caregiving, age-appropriate activities, and meaningful interactions while building strong partnerships with families.
This is a unique opportunity to build something from the ground up. As a new school, you’ll help shape the culture, create lasting traditions, and be part of a team that feels more like family. We are passionate about supporting and recognizing one another, having fun, and building a close-knit community with both our staff and families.
We are also proud to be an owner-operated school. Our dedicated owners are on-site each day, providing hands-on support, guidance, and resources to help our team succeed. Our door is always open and we foster a positive, family-oriented culture where teachers feel valued, supported, and connected to the larger school community.
Company Overview
At Celebree School™ we grow people BIG and small. That means we’re here to invest in your growth too. This promise reflects our holistic approach to growth, emphasizing the importance of nurturing both children and team members to reach their fullest potential. Celebree provides a supportive environment where team members have access to continuous learning, development opportunities, individual growth plans, and career pathways.
Responsibilities 
As a Toddler Teacher,  you will be given the tools, resources, and training to: 
  • Collaborate with your co-teacher to create a consistent, high-quality learning experience for every child.
  • Plan and implement developmentally appropriate activities that support social, emotional, cognitive, and physical growth.
  • Foster positive relationships with children, families, and fellow team members.
  • Observe and document children's development and milestones.
  • Support daily routines including meals, diapering/toileting, rest time, and transitions.
  • Establish open and ongoing communication with parents, sharing insights, updates, and progress on their child's development.
  • Encourage language development, independence, and positive social interactions.
  • Ensure compliance with all licensing, health, and safety regulations.
Qualifications
  • Must meet Massachusetts minimum education and experience requirements.
  • High School Diploma or GED is required; CDA, Associate’s or Bachelor’s degree in Early Childhood Education or related field preferred.
  • 1+ year of professional experience teaching in child care, daycare, or preschool settings is preferred
  • CPR and First Aid certification (or willingness to obtain).
  • Ability to manage a classroom, including strong organizational, communication (verbal and written), and problem-solving skills.
  • Knowledge and understanding of behavioral and developmental stages of children and knowledge of childcare licensing requirements
  • Background check required.
  • Dependable and a supportive team player
Why Join Us?
  • Be part of a brand-new school with a state-of-the-art facility.
  • Opportunity to help build the school culture and community.
  • Dedicated Owners on site every day to provide a fun, supportive, collaborative environment.
  • Competitive pay, benefits and spot bonuses
  • Childcare Tuition Discount
  • Amazing leadership team that values teamwork and positivity.
  • Paid training and career advancement pathways.