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1099 Driver Jobs in Springfield, MA (NOW HIRING)

Glastonbury CT - 1099 Courier

Glastonbury, CT · On-site

$16.75 - $22.75/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Leeds MA - 1099 Courier

Leeds, MA

$17 - $23.25/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Springfield MA - 1099 Courier

Springfield, MA · On-site

$17 - $23.25/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Northampton MA - 1099 Courier

Northampton, MA · On-site

$16.75 - $22.75/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Enfield CT - 1099 Courier

Enfield, CT · On-site

$17 - $23/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Holyoke MA - 1099 Courier

Holyoke, MA · On-site

$16.50 - $22.25/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Springfield MA - 1099 Courier

Indian Orchard, MA · On-site

$17 - $23.25/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Springfield MA - 1099 Courier

Springfield, MA · On-site

$16.75 - $22.75/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Northampton MA - 1099 Courier

Northampton, MA · On-site

$16.75 - $22.75/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Leeds MA - 1099 Courier

Leeds, MA · On-site

$17 - $23.25/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Springfield MA - 1099 Courier

Springfield, MA · On-site

$17 - $23.25/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Springfield MA - 1099 Courier

Springfield, MA · On-site

$16.75 - $22.75/hr

Medzoomer is hiring dependable delivery drivers to help ensure patients receive their medications safely, promptly, and with care. Why Medzoomer? * Steady, Meaningful Work: Build consistent routes ...

Showing results 21-40

1099 Driver information

See Springfield, MA salary details

$9

$21

$48

How much do 1099 driver jobs pay per hour?

As of Aug 12, 2026, the average hourly pay for 1099 driver in Springfield, MA is $21.04, according to ZipRecruiter salary data. Most workers in this role earn between $14.13 and $19.90 per hour, depending on experience, location, and employer.

What is a 1099 driver?

A 1099 Driver is an independent contractor who provides transportation or delivery services for a company but is not classified as an employee. Instead of receiving a W-2, they are issued a 1099 tax form, meaning they are responsible for their own taxes, expenses, and benefits. These drivers typically use their own vehicles and have the flexibility to set their own schedules. Common industries for 1099 Drivers include rideshare, food delivery, and courier services.

What is the typical work schedule and flexibility for a 1099 driver?

As a 1099 Driver, you usually have the flexibility to set your own hours, allowing you to choose when and how much you want to work based on your personal schedule and income goals. Workloads may fluctuate depending on demand, location, and the company you contract with, so adaptability is key. This role is often ideal for those seeking part-time, supplemental, or self-directed work, but it also requires strong self-discipline to maximize earnings. You are responsible for managing your own workload, tracking expenses, and ensuring professional standards are met, making this a great option for independent, goal-oriented individuals.

What skills and qualifications are needed to be a 1099 driver?

To excel as a 1099 Driver, you need a valid driver's license, a reliable vehicle, and a clear driving record, along with knowledge of local routes and safe driving practices. Familiarity with GPS navigation systems, delivery apps, and mobile dispatch platforms is typically required. Strong time management, customer service skills, and self-motivation are important soft skills for success in this role. These competencies ensure timely and safe deliveries, positive customer interactions, and reliable performance as an independent contractor.

What job categories do people searching 1099 Driver jobs in Springfield, MA look for? The top searched job categories for 1099 Driver jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for 1099 Driver jobs? Cities near Springfield, MA with the most 1099 Driver job openings:
Infographic showing various 1099 Driver job openings in Springfield, MA as of August 2026, with employment types broken down into 65% Full Time, 12% Part Time, 6% Temporary, and 17% Contract. Highlights an 94% In-person, and 6% Remote job distribution, with an average salary of $43,772 per year, or $21 per hour.

Flatbed Truck Driver (1099) - $4K Sign On

Buddy Moore Trucking

Hartford, CT • On-site

$3.0K/wk

Other

Posted 8 days ago


Job description

CDL-A Lease Purchase Flatbed Drivers
  • REVENUE THAT REWARDS YOUR BUSINESS - Earn up to $3,000+ per week*
  • GET PAID TO GET STARTED - $4,000 sign-on bonus
  • HOME WHERE IT COUNTS - Home weekends on preferred lanes
Why Drive for Buddy Moore Trucking?

Buddy Moore puts drivers first-with strong weekly pay, weekly home time, and dry van freight that keeps you earning instead of waiting. We operate with a driver-focused culture built on stability, respect, and real career longevity. Our freight network runs through the Southeast and Mideast, giving drivers miles they can count on and a routine that supports life beyond the road.

We're hiring in your local area! If you're looking for a carrier that values your time, pays you well, and keeps your truck running right, Buddy Moore has the opportunities that fit.

Lease Purchase CDL-A Truck Driver Details
  • Revenue that scales with your setup. Earn up to $3,000+ per week,* with revenue share of 68% of line haul for tractor only, 69% for multiple tractors, 75% for tractor and trailer, and 76% for multiple tractors and trailers.*
  • Fuel surcharge, fully yours. Keep 100% of fuel surcharge paid directly to you.
  • Bonuses that add up. Earn a $4,000 sign-on bonus, plus a $5,000 referral bonus for referring other Owner Operators or Lease Purchase drivers.
  • Home weekends, familiar lanes. Run preferred traffic lanes across the Southeast, Midwest, Northeast, and Texas, with home time built around your weekends.
  • A network built to keep you moving. Access a large and growing customer base with driver-friendly dispatchers who work to keep you in the lanes and freight that fit your business.
Benefits That Back You Up
  • Get paid fast and simply. Weekly settlements, direct deposit, and weekly advances available via EFS.
  • Support that lowers your overhead. Plate assistance program and maintenance accounts help keep your operating costs down.
  • We handle the paperwork. Fuel taxes are handled for you, so you can stay focused on the road.
  • Start strong. All-expenses-paid orientation gets you up and running without added out-of-pocket cost.
  • More revenue, lower expenses. A structure designed to maximize your profit as an owner operator.

*All pay & bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

Driver Requirements
  • Valid Class A CDL
  • 1+ years OTR experience in the last 3 years
  • 6+ months Flatbed experience in the last 10 years