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1099 Driver Jobs in Delaware (NOW HIRING)

Most loads close to home * 2-3 days OTR max * 1099 contractor position * No benefits - higher earning potential WHAT YOU NEED * Valid CDL * 2-3 years minimum driving experience * Clean driving record

Catering Delivery Driver

Dover, DE ยท On-site

$13.25 - $16.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

Catering Delivery Driver

Christiana, DE ยท On-site

$16.50 - $20.50/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

Catering Delivery Driver

Wilmington, DE

$16.25 - $20.50/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

Catering Delivery Driver

Wilmington, DE ยท On-site

$16.25 - $20.25/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

Catering Delivery Driver

Dover, DE ยท On-site

$13.25 - $16.75/hr

Join a driver-first platform that values your time, respects your hustle, and rewards your effort ... Position Type This is a 1099 Independent Contractor position. Ready to Deliver More Than Just Food?

Lease Purchase Driver Job Details * High take-home potential, built your way. Drivers can earn up to $3,500 per week*, with multiple revenue-share options depending on how you run and what equipment ...

Independent Catering Delivery Professional

Dover, DE ยท On-site

$13.25 - $16.75/hr

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 ...

Showing results 21-40

1099 Driver information

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 are the most commonly searched types of 1099 Driver jobs in Delaware? The most popular types of 1099 Driver jobs in Delaware are:
Infographic showing various 1099 Driver job openings in Delaware as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 99% Physical, and 1% Remote job distribution.

CDL Class A Company Driver - Reefer

Infinity Freight System Inc

Wilmington, DE โ€ข On-site

$2.0K - $2.5K/wk

Full-time

Posted 3 days ago

New


Job description

Hiring CDL Class A Company Drivers!
Join our growing Chicago-based trucking company and drive well-maintained equipment while earning competitive pay.

What We Offer:
  • 70 CPM - Reefer.
  • 1099 Position.
  • OTR (Over-the-Road).
  • Average 3,000 Miles Per Week.
  • Weekly Pay.
  • 2022 & 2023 Freightliner Cascadia Trucks.
  • Automatic Transmission.
  • Fully Equipped Trucks.
  • Reliable miles and consistent reefer freight.
  • Supportive dispatch team.

Requirements:
  • Valid CDL Class A.
  • Minimum 2 years of CDL Class A driving experience.
  • Clean driving record.
  • Professional attitude and strong work ethic.

If you're looking for a reliable company with steady miles and on-time weekly pay, we'd love to hear from you.
Apply today and start driving with us!