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Remote Owner Operator Cargo Van Driver Jobs in Madison, WI

Majority Women Employee-Owned. Empowered by Everyone to Transform Lives. Overview At MyPath Support ... The role is primarily remote, with occasional in-office meetings, events, and travel to MyPath ...

... is a family-owned and operated Ready to Drink Cocktail who stands for quality, excellence ... drivers) as well as customers and suppliersFlexibility in hours which include early mornings ...

New

At Leica Biosystems, one of Danaher's 15+ operating companies, our work saves lives-and we're all ... S.-based and fully remote, supporting Wisconsin, Minnesota, Kansas, and the Dakotas . In this role ...

Senior Service Sales Specialist

Madison, WI ยท On-site +1

$109K - $128K/yr

At Leica Biosystems, one of Danaher's 15+ operating companies, our work saves lives-and we're all ... Must have a valid driver's license with an acceptable driving record It would be a plus if you also ...

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Remote Owner Operator Cargo Van Driver information

See Madison, WI salary details

$40.3K

$56.6K

$82.1K

How much do remote owner operator cargo van driver jobs pay per year?

As of Sep 1, 2026, the average yearly pay for remote owner operator cargo van driver in Madison, WI is $56,584.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,300.00 and $64,000.00 per year, depending on experience, location, and employer.

What is a remote owner operator cargo van driver?

A Remote Owner Operator Cargo Van Driver is an independent contractor who owns or leases a cargo van and transports goods for clients, often over long distances. Unlike company drivers, owner operators run their own business, choosing which loads to take and setting their own schedules. Being 'remote' means they can work from various locations, not tied to a specific terminal or office. This role combines driving, logistics, and small business management skills. Owner operators are responsible for vehicle maintenance, fuel, insurance, and finding freight, often using load boards or contracting with logistics companies.

What skills and qualifications are needed to thrive as a remote owner operator cargo van driver?

To thrive as a Remote Owner Operator Cargo Van Driver, you need a valid driver's license, a clean driving record, and experience with cargo van operation, often paired with a DOT medical card. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and load management apps is typically required. Strong time management, customer service, and self-motivation skills make you stand out in this independent role. These skills ensure timely, safe deliveries and help build a reliable reputation with clients and logistics partners.

What are the main challenges remote owner operator cargo van drivers face when managing their own schedules and routes?

Remote Owner Operator Cargo Van Drivers often enjoy the flexibility of setting their own schedules, but this also brings challenges such as efficiently planning routes to maximize earnings and minimize downtime. Balancing multiple deliveries, adapting to last-minute changes, and maintaining communication with dispatchers or clients are common aspects of the role. Additionally, drivers must manage their own vehicle maintenance and administrative tasks, which can be demanding but are essential for running a successful operation. Strong organizational skills and adaptability are key to overcoming these challenges and thriving in this position.

What are the most commonly searched types of Owner Operator Cargo Van Driver jobs in Madison, WI?

The most popular types of Owner Operator Cargo Van Driver jobs in Madison, WI are:

What cities near Madison, WI are hiring for Remote Owner Operator Cargo Van Driver jobs?

Cities near Madison, WI with the most Remote Owner Operator Cargo Van Driver job openings:

Entry-Level Freight Dispatcher (Remote) - Earn $2,200 to $3,000 Weekly ($114,400-$156,000 Annually)

American Logistics Authority

Madison, WI โ€ข Remote

$2.2K - $3.0K/wk

Full-time

Re-posted 16 days ago


Job description

Entry-Level Freight Dispatcher (Remote) - Earn $2,200 to $3,000 Weekly ($114,400-$156,000 Annually)

We are hiring motivated individuals to join our logistics team as Freight Dispatchers. This is a remote position with strong income potential. Candidates must already understand dispatching basics, know how to negotiate rates, be able to recruit owner-operators, and handle back-office support tasks.

Responsibilities:

  • Book freight through load boards and direct shippers

  • Negotiate rates with brokers and shippers to maximize profits

  • Schedule drivers, manage routes, and confirm delivery appointments

  • Provide full support to drivers while on the road

  • Handle back-office work: rate confirmations, carrier packets, invoicing, and compliance documents

  • Recruit and maintain relationships with qualified owner-operators

What We Offer:

  • Remote work from your home office

  • Weekly pay: $2,200-$3,000

  • Annual income potential: $114,400-$156,000

  • Training and ongoing support from experienced dispatchers

  • Long-term growth opportunities in the trucking industry

Qualifications:

  • Must be able to negotiate freight rates confidently

  • Experience with dispatching tasks (load boards, scheduling, paperwork)

  • Able to recruit and retain owner-operators

  • Comfortable handling back-office support tasks

  • Fluent in English (written and spoken)

  • Organized, detail-oriented, and strong at multitasking

  • Ready to start immediately

  • Serious inquiries only

Start your logistics career today with a six-figure income potential. Apply now to become a Freight Dispatcher.

Employment Type: FULL_TIME