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1099 Independent Driver Jobs in Springfield, IL (NOW HIRING)

Roadrunner

CDL A Team Drivers - 1099

Chatham, IL · On-site

$8.0K - $12K/wk

You choose your loads, routes, and home time while running under a model designed for independence ... With one driver resting while the other runs, teams can cover the kind of mileage that stacks ...

Roadrunner

CDL A Team Drivers - 1099

Chatham, IL · On-site

$8.0K - $12K/wk

You choose your loads, routes, and home time while running under a model designed for independence ... With one driver resting while the other runs, teams can cover the kind of mileage that stacks ...

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All Jobs1099 Independent Driver Jobs1099 Independent Driver Jobs in Springfield, IL

1099 Independent Driver information

See Springfield, IL salary details

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How much do 1099 independent driver jobs pay per hour?

As of Sep 8, 2026, the average hourly pay for 1099 independent driver in Springfield, IL is $20.93, according to ZipRecruiter salary data. Most workers in this role earn between $14.04 and $19.76 per hour, depending on experience, location, and employer.

What is a 1099 independent driver?

1099 Independent Drivers are self-employed individuals who provide transportation services using their own vehicles. They are considered independent contractors, not employees, meaning they are responsible for their own taxes, insurance, and business expenses. These drivers often work for companies like Uber, Lyft, DoorDash, or as couriers, and receive payment through a 1099 form for tax purposes. They have the flexibility to set their own schedules and choose when and where to work.

What skills and qualifications are needed to thrive as a 1099 independent driver?

To thrive as a 1099 Independent Driver, you generally need a valid driver’s license, a clean driving record, reliable transportation, and knowledge of local routes. Familiarity with GPS navigation systems, rideshare or delivery apps, and sometimes insurance requirements are important technical aspects. Excellent time management, customer service, and communication skills help distinguish top performers in this role. These skills ensure timely, safe deliveries and positive customer experiences, which are crucial for building a strong reputation and steady business as an independent contractor.

How does being a 1099 independent driver impact daily scheduling and work-life balance?

As a 1099 Independent Driver, you have the flexibility to set your own hours and choose which jobs to accept, giving you significant control over your daily schedule. However, this flexibility can also present challenges, such as the need to manage your own workload, track your earnings, and ensure there are enough assignments to meet your financial goals. It's important to plan ahead for slow periods and maintain clear communication with clients or dispatchers. Many drivers find that proactive scheduling and time management are keys to maintaining a healthy work-life balance in this role.

What is the difference between 1099 Independent Driver vs 1099 Delivery Driver?

Aspect1099 Independent Driver1099 Delivery Driver
CredentialsDriver's license, vehicle registrationDriver's license, vehicle registration
Work EnvironmentVarious types of vehicles, flexible locationsDelivery routes, customer locations
Employer UsageRideshare, freight, courier companiesFood, package, grocery delivery services
Common Search IntentDriving jobs, independent driving opportunitiesDelivery jobs, gig delivery work

Both 1099 Independent Drivers and 1099 Delivery Drivers operate as independent contractors using their own vehicles. The main difference lies in the work focus: drivers may work in various sectors like freight or ridesharing, while delivery drivers specifically focus on delivering goods or food. Understanding these distinctions helps job seekers find the right gig based on their skills and preferences.

What are popular job titles related to 1099 Independent Driver jobs in Springfield, IL?

For 1099 Independent Driver jobs in Springfield, IL, the most frequently searched job titles are:

What job categories do people searching 1099 Independent Driver jobs in Springfield, IL look for?

The top searched job categories for 1099 Independent Driver jobs in Springfield, IL are:

What cities near Springfield, IL are hiring for 1099 Independent Driver jobs?

Cities near Springfield, IL with the most 1099 Independent Driver job openings:

1099 Independent Driver jobs near you
Infographic showing various 1099 Independent Driver job openings in Springfield, IL as of September 2026, with employment types broken down into 75% Full Time, and 25% Contract. Highlights an 100% In-person job distribution, with an average salary of $43,535 per year, or $20.9 per hour.

Field Inspector 1099 Contractor

Springfield, IL • On-site

Seek Now
Insurance Services • 51 - 200 employees
Learn more about Seek Nowexternal

Contractor

Re-posted 11 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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