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Self Employed Delivery Driver Jobs in Roxbury, MA

Insomnia Cookies

Car Delivery Driver

Boston, MA · On-site

$18/hr

As a Delivery Driver, you are our "Boots on the ground!", and the main face that our Insomniacs see ... employed About us: Insomnia Cookies was founded in a college dorm room by then-student, Seth ...

Insomnia Cookies

Bike Delivery Driver

Cambridge, MA · On-site

$18/hr

As a Delivery Driver at our Harvard Square store located at 65 Mount Auburn ST, Cambridge MA 02138 ... employed About us: Insomnia Cookies was founded in a college dorm room by then-student, Seth ...

Insomnia Cookies

Bike Delivery Driver

Cambridge, MA · On-site

$18/hr

As a Delivery Driver at our Harvard Square store located at 65 Mount Auburn ST, Cambridge MA 02138 ... employed About us: Insomnia Cookies was founded in a college dorm room by then-student, Seth ...

Insomnia Cookies

Car Delivery Driver

Boston, MA · On-site

$18/hr

As a Delivery Driver, you are our "Boots on the ground!", and the main face that our Insomniacs see ... employed About us: Insomnia Cookies was founded in a college dorm room by then-student, Seth ...

Insomnia Cookies

Car Delivery Driver

Boston, MA · On-site

$18/hr

... be employed • Ability to work evening shifts until 2:00am At Insomnia Cookies, warm cookies are just the beginning. As a Cookie Crew Delivery Driver , you'll deliver more than cookies-you'll ...

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All JobsSelf Employed Delivery Driver JobsSelf Employed Delivery Driver Jobs in Roxbury, MA

Self Employed Delivery Driver information

See Roxbury, MA salary details

$8

$20

$27

How much do self employed delivery driver jobs pay per hour?

As of Aug 21, 2026, the average hourly pay for self employed delivery driver in Roxbury, MA is $20.03, according to ZipRecruiter salary data. Most workers in this role earn between $17.50 and $21.92 per hour, depending on experience, location, and employer.

What is a self employed delivery driver?

A self employed delivery driver is an individual who operates their own delivery business, often using their own vehicle to transport goods, packages, or food for various clients or companies. Unlike traditional employees, self employed drivers are independent contractors responsible for managing their own schedules, expenses, and taxes. They may work with one or multiple delivery platforms, such as courier services, food delivery apps, or retail companies. This role offers flexibility but also requires strong time management, customer service skills, and attention to legal requirements like insurance and business registration.

What does a self employed delivery driver do?

As a self-employed delivery driver, you are an independent contractor and use your vehicle to transport goods for a client or employer. In this role, you contract with various local companies, and many details of this job depend on the employer. For example, some companies may want you to work every week at specific times while others may ask you to be on call as a potential driver when they need extra help. In this role, you may travel different routes each day, check invoices against orders to ensure accuracy, and communicate with customers to alert them to any problems or delays.

What are the key skills and qualifications needed to thrive as a self employed delivery driver, and why are they important?

To thrive as a Self Employed Delivery Driver, you need a valid driver's license, a reliable vehicle, good driving record, and strong knowledge of local routes. Familiarity with GPS navigation systems, delivery tracking apps, and sometimes proof of commercial auto insurance are typically required. Excellent time management, customer service, and problem-solving skills help drivers stand out in managing schedules and addressing customer needs. These skills are crucial for ensuring timely, safe deliveries and maintaining a positive reputation in a competitive market.

What are some common challenges faced by self employed delivery drivers, and how can they be managed?

Self-employed delivery drivers often encounter challenges such as managing their own schedules, dealing with fluctuating demand, and maintaining their vehicles. Unlike traditional employees, they are responsible for finding consistent work, tracking expenses for tax purposes, and ensuring timely deliveries without direct supervision. To manage these challenges, drivers benefit from using route planning apps, budgeting tools, and staying proactive in securing contracts or working with multiple delivery platforms. Networking with other drivers and keeping up with vehicle maintenance can also help ensure long-term success.

What is the difference between Self Employed Delivery Driver vs Courier?

AspectSelf Employed Delivery DriverCourier
CredentialsNo formal certification required, but valid driver’s license neededValid driver’s license, sometimes additional certifications for specialized deliveries
Work EnvironmentIndependent, flexible routes, often using personal vehicleCompany vehicle or personal vehicle, delivery hubs or warehouses
Employer & Industry UsageFreelance or independent contractor in logistics/delivery industryEmployee or contractor working for courier companies or logistics providers

Self Employed Delivery Drivers operate independently, managing their own schedules and vehicles, while Couriers often work for companies with more structured routes and employment terms. Both roles require a valid driver’s license and involve similar work environments, but the key difference lies in employment status and operational independence.

How much do self-employed delivery drivers make?

Self-employed delivery drivers typically earn between $15 and $25 per hour, depending on factors such as location, delivery volume, and the platforms they work with. Their income can also include tips and may vary based on the number of deliveries completed and expenses like fuel and vehicle maintenance.
More about Self Employed Delivery Driver jobs

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

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

What job categories do people searching Self Employed Delivery Driver jobs in Roxbury, MA look for?

The top searched job categories for Self Employed Delivery Driver jobs in Roxbury, MA are:

What cities near Roxbury, MA are hiring for Self Employed Delivery Driver jobs?

Cities near Roxbury, MA with the most Self Employed Delivery Driver job openings:

Self Employed Delivery Driver jobs near you
Infographic showing various Self Employed Delivery Driver job openings in Roxbury, MA as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 25% Part Time, and 3% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $41,656 per year, or $20 per hour.

Early Morning Delivery Driver

PCF Corp

Waltham, MA

$300 - $475/wk

Contractor

Re-posted 13 days ago

Job description

Sign-on bonus: Limited time – $1,000 sign-on bonus. Bring a friend and earn an additional $1,000.
Urgently hiring dependable drivers to help keep deliveries on time, every morning.
About the opportunity
If you’ve worked as a delivery driver, courier, or driver for gig-style routes (think DoorDash-style deliveries), this is a great way to earn consistent weekly pay in a predictable 2–3 hour early-morning window.
Join PCF (Publishers Circulation Fulfillment) as an Independent Delivery Service Provider delivering newspapers and related printed materials to homes and businesses. PCF supports major publications including The New York Times, The Wall Street Journal, The Boston Globe, USA Today, and more.
What you’ll do
- Pick up newspapers/materials from our central pickup location in Chelmsford
- Deliver newspapers to customers on a designated route—on time, every morning
- Follow route guidance and delivery standards outlined in your contractor agreement
- Provide friendly, reliable service to subscribers
Schedule
- Early mornings, 7 days per week
- Typically 2–3 hours per day
- Start time around 3:00 AM
Contractor details
This is a 1099 independent contractor role. Delivery Service Providers are self-employed and may engage the services of others to assist in fulfilling contractual obligations.
Why people like this route
- Consistent weekly earnings opportunity
- Minimal time commitment each day
- Your daytime hours stay open for family, school, or another job
- Work independently with a defined route
**Ready to get started?** Apply today to claim a route while availability lasts.
Qualifications:
What you’ll need
- Reliable vehicle for deliveries (PCF does not provide vehicles or backup vehicles)
- Ability to work a flexible early-morning schedule
- Must be 18+ years old
- Comfortable working independently and being self-directed
Helpful experience (not required)
- Courier or delivery driver experience
- Warehouse, logistics, route delivery, or last-mile delivery work
- Driving roles like driver (non-CDL)
PCF logo

About PCF

Sourced by ZipRecruiter

Industry

Transportation and warehousing

Company size

201 - 500 Employees

Headquarters location

Towson, MD, US

Year founded

1984

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