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Independent Contractor Driver 1099 Jobs in Wisconsin

Schroeder Moving

Independent Contractor

Appleton, WI · On-site

Independent Contractor We are seeking experienced Independent Contractor Drivers for both household goods and dry van freight with consistent, year-round opportunities . This role is ideal for safety ...

Madisoncollege

$80 - $100/hr

This is an independent contractor (1099) opportunity. Compensation will be negotiated based on qualifications, experience, and organizational need. Applicants are asked to include their proposed ...

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Independent Contractor Driver 1099 information

What is an independent contractor driver 1099?

Independent Contractor Driver 1099 positions are jobs where drivers work for themselves rather than being employed by a company. These drivers use their own vehicles to deliver goods, transport passengers, or provide courier services, and are paid per job or delivery. As independent contractors, they are responsible for managing their own taxes, expenses, and schedules, and do not receive employee benefits like health insurance or paid time off. The '1099' refers to the IRS form used to report their income for tax purposes.

What skills and qualifications are needed to be an independent contractor driver 1099?

To excel as an Independent Contractor Driver (1099), you need a valid driver’s license, a clean driving record, and familiarity with local routes, often supported by meeting vehicle and insurance requirements. Proficiency with GPS navigation apps, delivery management platforms, and sometimes basic vehicle maintenance tools is important. Strong time management, customer service, and self-motivation are standout soft skills for this role. These abilities ensure timely, reliable deliveries and customer satisfaction while maintaining compliance and efficiency as an independent worker.

What are common challenges faced by independent contractor drivers 1099?

Independent Contractor Drivers operating under a 1099 agreement often face challenges such as managing their own schedules, handling vehicle maintenance costs, and ensuring consistent income flow. Since they are considered self-employed, they need to track their own expenses and taxes, which can require additional organizational skills. Additionally, they may need to secure their own insurance and benefits, as these are typically not provided by the contracting company. Navigating fluctuating demand and maintaining positive client relationships are also important aspects of succeeding in this role.

What is the difference between Independent Contractor Driver 1099 and Delivery Driver?

AspectIndependent Contractor Driver 1099Delivery Driver
CredentialsNone specific; may require a valid driver’s licenseValid driver’s license; sometimes specific vehicle requirements
Work EnvironmentFlexible; self-managed routes and schedulesScheduled deliveries; often employed by a company
Employer & Industry UsageWorks independently; common in gig economyEmployed or contracted by delivery companies or restaurants

Independent Contractor Driver 1099 drivers operate independently with flexible schedules, often working for multiple clients, while Delivery Drivers typically work for specific companies with set routes and schedules. Both roles require a valid driver’s license, but Independent Contractor Drivers have more autonomy in their work arrangements.

What are popular job titles related to Independent Contractor Driver 1099 jobs in Wisconsin?

For Independent Contractor Driver 1099 jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Driver 1099 jobs in Wisconsin look for?

The top searched job categories for Independent Contractor Driver 1099 jobs in Wisconsin are:

Independent Contractor Driver 1099 jobs near you
Infographic showing various Independent Contractor Driver 1099 job openings in Wisconsin 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.

Independent Contractor

Appleton, WI • On-site

Schroeder Moving
Trucking • 51 - 200 employees
Learn more about Schroeder Movingexternal

Other

Posted 29 days ago

Job description

Independent Contractor

We are seeking experienced Independent Contractor Drivers for both household goods and dry van freight with consistent, year-round opportunities. This role is ideal for safety-focused drivers looking for steady work throughout the year-not seasonal or short-term lanes.

Safety is our top priority. We are committed to protecting our contractors, customers, and cargo by maintaining strict safety standards. All independent contractors must comply with DOT regulations, FMCSA requirements, and company safety policies at all times.

Responsibilities

  • Safely operate a commercial vehicle hauling household goods and dry van freight
  • Properly load, unload, and secure household goods to prevent damage
  • Conduct pre-trip and post-trip inspections and immediately report safety concerns
  • Comply with all DOT, FMCSA, and state regulations
  • Maintain accurate logs, delivery documentation, and safety records

Requirements

  • Valid CDL (Class A)
  • Clean driving record and strong safety history
  • Experience with household goods and/or dry van preferred
  • Knowledge of cargo securement and safe handling practices
  • Compliance with drug & alcohol testing requirements
  • Required insurance carried by the independent contractor

Why Work With Us

  • Family Company
  • Year-round, consistent freight availability
  • Competitive Pay with guaranteed per mile rate
  • Safety-driven operations and support
  • Reliable dispatch and clear communication
  • Fair, transparent compensation and settlements

How to Apply

Submit your CDL information, driving history, and relevant experience. Drivers committed to safety and consistent work are encouraged to apply.

Apply