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Self Employed Delivery Driver Jobs in Springfield, MA

Insomnia Cookies

Cookie Delivery Driver

Hartford, CT

$17 - $21.25/hr

As a Delivery Driver, you are our "Boots on the ground!", and the main face that our Insomniacs see ... be employed We may use artificial intelligence (AI) tools to support parts of the hiring process ...

Insomnia Cookies

Cookie Delivery Driver

West Hartford, CT

$17 - $21.25/hr

As a Delivery Driver, you are our "Boots on the ground!", and the main face that our Insomniacs see ... be employed We may use artificial intelligence (AI) tools to support parts of the hiring process ...

Insomnia Cookies

Cookie Delivery Driver

Hartford, CT · On-site

$17 - $21.25/hr

As a Delivery Driver, you are our "Boots on the ground!", and the main face that our Insomniacs see ... be employed We may use artificial intelligence (AI) tools to support parts of the hiring process ...

Insomnia Cookies

Cookie Delivery Driver

West Hartford, CT

$17 - $21.25/hr

As a Delivery Driver, you are our "Boots on the ground!", and the main face that our Insomniacs see ... be employed We may use artificial intelligence (AI) tools to support parts of the hiring process ...

Insomnia Cookies

Car Delivery Driver

Amherst, MA

$16.50 - $20.75/hr

As a Car Delivery Driver at our UofM store located at 30 Main St, Amherst MA 01002 , you are our ... employed About us: Insomnia Cookies was founded in a college dorm room by then-student, Seth ...

Insomnia Cookies

Car Delivery Driver

Amherst, MA · On-site

$16.50 - $20.75/hr

As a Car Delivery Driver at our UofM store located at 30 Main St, Amherst MA 01002 , you are our ... employed About us: Insomnia Cookies was founded in a college dorm room by then-student, Seth ...

Carvana

Vehicle Delivery Driver

Hartford, CT · On-site

$22 - $24/hr

About the Role: We're looking for enthusiastic, energetic, and self-motivated team players with at least 2 years of customer-facing experience to: * Deliver vehicles straight to customers' doors with ...

Carvana

Vehicle Delivery Driver

Hartford, CT

$22 - $24/hr

About the Role: We're looking for enthusiastic, energetic, and self-motivated team players with at least 2 years of customer-facing experience to: * Deliver vehicles straight to customers' doors with ...

Carvana

Vehicle Delivery Driver

Hartford, CT

$22 - $24/hr

About the Role: We're looking for enthusiastic, energetic, and self-motivated team players with at least 2 years of customer-facing experience to: * Deliver vehicles straight to customers' doors with ...

Carvana

Vehicle Delivery Driver

Hartford, CT

$22 - $24/hr

About the Role: We're looking for enthusiastic, energetic, and self-motivated team players with at least 2 years of customer-facing experience to: * Deliver vehicles straight to customers' doors with ...

Delta-T Group Inc.

Residential Aide

Manchester, CT · On-site

$18/hr

CLIENT'S REQUIRED SKILLS AND EXPERIENCE • High School Diploma/GED • Valid Driver's License • ... Delta-T Group is a referral service for self-employed independent contractors seeking behavioral ...

Delta-T Group Inc.

Residential Aide

Manchester, CT · On-site

$18/hr

CLIENT'S REQUIRED SKILLS AND EXPERIENCE • High School Diploma/GED • Valid Driver's License • ... Delta-T Group is a referral service for self-employed independent contractors seeking behavioral ...

Delta-T Group Inc

Residential Aide

Manchester, CT · On-site

$18/hr

CLIENT'S REQUIRED SKILLS AND EXPERIENCE • High School Diploma/GED • Valid Driver's License • ... Delta-T Group is a referral service for self-employed independent contractors seeking behavioral ...

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

Self Employed Delivery Driver information

See Springfield, MA salary details

$8

$18

$25

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

As of Jul 31, 2026, the average hourly pay for self employed delivery driver in Springfield, MA is $18.39, according to ZipRecruiter salary data. Most workers in this role earn between $16.06 and $20.14 per hour, depending on experience, location, and employer.

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 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 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.

More about Self Employed Delivery Driver jobs
What are the most commonly searched types of Delivery Driver jobs in Springfield, MA? The most popular types of Delivery Driver jobs in Springfield, MA are:
What are popular job titles related to Self Employed Delivery Driver jobs in Springfield, MA? For Self Employed Delivery Driver jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Self Employed Delivery Driver jobs in Springfield, MA look for? The top searched job categories for Self Employed Delivery Driver jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Self Employed Delivery Driver jobs? Cities near Springfield, 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 Springfield, MA as of July 2026, with employment types broken down into 1% As Needed, 59% Full Time, 37% Part Time, 1% Temporary, and 2% Contract. Highlights an 94% Physical, 3% Hybrid, and 3% Remote job distribution, with an average salary of $38,249 per year, or $18.4 per hour.

Self-Employed Catering Driver

DeliverThat

West Springfield, MA • On-site

Full-time

Re-posted 12 days ago

Job description

DeliverThat is built for the ones who show up-the early risers, the hustlers, and the doers. 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 time, respects your hustle, and rewards your effort.

Why Drive with DeliverThat?
  • Confident Earnings: We offer premium delivery opportunities and higher commission rates.
  • Flexible Schedule: You choose when and where you work. No minimums, no caps.
  • Nationwide Opportunities: With routes in over 90 cities and 8,000+ zip codes, you can work from almost anywhere.
  • Freedom & Control: Build a schedule that supports your lifestyle and financial goals.
What You'll Need
  • A reliable vehicle and smartphone.
  • At least two insulated catering bags.
  • Legal authorization to work in the U.S.
  • Must be at least 21 years of age.
  • A clean driving record (5-year MVR required).
  • Strong communication skills and a professional demeanor.
  • A willingness to engage with support teams and provide excellent customer service.
  • The ability to follow instructions and problem-solve using the DeliverThat driver app.
Position Type

This is a 1099 Independent Contractor position.

Ready to Deliver More Than Just Food?

Join a brand that puts people first and where your effort becomes shared achievement. Register today and start earning with DeliverThat!

Para completar el registro en espanol por favor haga clic aqui: https://www.workstream.us/j/87e0af70/deliverthat/canton-43605/profesional-independiente-de-entrega-de-catering-d741bea4?referer_source=https%3A%2F%2Fhr.workstream.us%2F

DeliverThat was founded by drivers, for drivers. Our mission is to provide maximum opportunities: larger commissions, stronger relationships, and a platform where YOU are not "just a number".

Education:no requirementsEmployment Type: FULL_TIME
DeliverThat logo

About DeliverThat

Sourced by ZipRecruiter

We are the industry leading catering delivery and setup company that has been revolutionizing catering delivery since 2016. With over $250 million dollars of catering delivery under our belt and a network of over 15,000 active drivers, we are operational in all major cities in all 50 States. Our extensive network includes over 500 brands that rely on our exceptional service for their catering needs. We set the standard for excellence with a focus on quality, efficiency, and customer satisfaction. A niche business model, we offer a flat-rate delivery service, an around the clock team of live customer service agents based at our headquarters in Canton, Ohio.

Industry

Couriers and messengers services

Company size

11 - 50 Employees

Headquarters location

Jackson, OH, US

Year founded

2013

Social media

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