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1099 Driver Jobs in Delaware (NOW HIRING)

Seek Now

Field Inspector 1099 Contractor

Wilmington, DE · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

Seek Now

Field Inspector 1099 Contractor

Dover, DE · On-site

Valid driver's license * State Issued Workers Compensation * Certificate of General Liability Insurance * LLC Articles or Certificate of Organization * 1099 independent contractor * Seek Now operates ...

Qdoba

Catering Delivery Driver

Newark, DE · On-site

This is a 1099 position. If you have Banquet/Event/Catering experience, that is a PLUS!!! It's a perfect part-time job for App Based Drivers including UberEats, DoorDash, PostMates etc. or Gig ...

Qdoba

Catering Delivery Driver

Newark, DE

This is a 1099 position. If you have Banquet/Event/Catering experience, that is a PLUS!!! It's a perfect part-time job for App Based Drivers including UberEats, DoorDash, PostMates etc. or Gig ...

Lion Freight Systems Inc

CDL Driver

Wilmington, DE · On-site

$1.9K - $2.3K/wk

... A Driver Wanted. Pay & Details: * Dry Van: 70cpm (all miles paid). * On average 3,000+ miles per ... Weekly direct deposit. * 24/7 dispatch support. * 1099 position. * Based in Chicago, IL. * Runs ...

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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:
What are popular job titles related to 1099 Driver jobs in Delaware? For 1099 Driver jobs in Delaware, the most frequently searched job titles are:
What job categories do people searching 1099 Driver jobs in Delaware look for? The top searched job categories for 1099 Driver jobs in Delaware are:
1099 Driver jobs near you
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.

Field Inspector 1099 Contractor

Seek Now

Wilmington, DE • On-site

Contractor

Re-posted 13 days ago

Job description

Our Company:
Established in 2012, Seek Now captures robust property data to meet the needs of customers across the insurance and real estate industries. With more than 2 million property inspections completed to date while currently servicing 3,000 properties per day, Seek Now is the leading data capture and inspection services firm serving 240+ customers.
Our mission is to help our customers make faster decisions and improve economic outcomes, all while providing a stellar customer experience. We accomplish this through continuously reimagining how information is captured, transformed, and transmitted across all the industries we serve.
Our vision is to be the leading provider of on-demand, ground truth property data solutions. We do this while creating individual growth opportunities for our employees, expanding network of Seekers, and value add partners.
Summary:
Seek Now is searching for capable 1099 independent sub-contractors to provide accurate, impartial, and complete home and commercial property inspections.
Our 1099 Field Inspectors are the frontline experts who assist and collect data for our clients in the Property Insurance, Facility Management, and Real Estate sectors.
Essential Expectations:
  • Ability and willingness to access and inspect steep and/or high roofs
  • Lift, carry, and set up ladders and other equipment up to 100 pounds
  • Sketch and measure roof and/or room components
  • Scope the area of different sized and shaped roofs, rooms, and other inspection areas
  • Perform accurate, impartial, and complete inspections, which includes but is not limited to identification of age and condition
  • Travel to perform inspections in areas hit by weather catastrophes when needed, which includes assignments averaging two (2) to six (6) weeks at a time
    • Lodging is provided by Seek Now which can include having a fellow Seek Now Sub-Contractor as a roommate
  • Ability to take assignments on short notice and complete all aspects of job assignments as defined
  • Represent our Core Values: Self-Starter, Visionary & Strategic, Lead with Humility
  • Strong attention to detail, organization, and time management skills with a focus on professionalism and customer service
  • Document inspections using our proprietary software application on your smartphone device
  • Be comfortable covering a 100-mile radius around your home market
  • Flexible in job assignment scheduling
  • Ability to utilize other equipment as needed including 3D Cameras, Drones, Moisture meters

Preferred Qualifications:
  • Roofing sales or construction experience
  • Property Insurance experience
  • Haag Certification
  • Ability to use a 40'-foot ladder

Minimum Requirements:
  • A clean and reliable truck, van, or SUV that is capable of transporting a 32' ft ladder safely
  • An operational laptop and smartphone
  • Ability to travel, especially during catastrophic events such as hurricanes and tornadoes
  • Ability to earn HAAG Certification within 90 days
  • Ability to use a laptop and a smartphone, which includes navigating between applications, entering data, and using Microsoft Office products
  • Ability to submit complete, quality reports on time
  • 32-foot ladder
  • Professional appearance
  • Valid driver's license
  • State Issued Workers Compensation
  • Certificate of General Liability Insurance
  • LLC Articles or Certificate of Organization
  • 1099 independent contractor
  • Seek Now operates 7-days a week, providing you the opportunity to be flexible with your availability
  • Great earning potential - six figures
  • Paid weekly.
  • Team-first environment
  • State-of-the-art, technology-based tool for inspections
  • Strong support team for our 1099 independent contractor field inspectors
  • Hotel fees paid/reimbursed on CAT jobs

Other Requirements:
  • Professional appearance
  • Valid driver's license
  • State Issued Worker's Compensation
  • Certificate of General Liability Insurance
  • LLC Articles or Certificate of Organization

Position Type and Hours:
  • 1099 independent contractor
  • Seek Now operates 7-days a week, providing you the opportunity to be flexible with your availability

Benefits and Perks:
  • Great earning potential - six figures
  • Paid weekly
  • Team-first environment
  • State-of-the-art, technology-based tool for inspections
  • Strong support team for our 1099 independent contractor field inspectors
  • Hotel fees paid/reimbursed on CAT jobs

Disclaimer:
This description is not designed to cover or contain a comprehensive listing of activities, expectations, or functions that are required of the contractor.

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