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Delivery Owner Operator Jobs in Wisconsin (NOW HIRING)

Pho Prime, LLC

WI · On-site

$750 - $850/day

Richfield - Owner Operator 26' Box Trucks R.A.S. Logistics Compensation $750.00 - $850.00/day ... What We Offer: * Consistent workload with established delivery routes (up to 6 days per week)

Logix Transportation

CDL A Owner Operator

Madison, WI · On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler ... Reasonable delivery spreads Ask us about our industry leading lease purchase program! REQUIREMENTS ...

Logix Transportation

CDL A Owner Operator

Wausau, WI · On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler ... Reasonable delivery spreads Ask us about our industry leading lease purchase program! REQUIREMENTS ...

Logix Transportation

CDL A Owner Operator

Milwaukee, WI · On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler ... Reasonable delivery spreads Ask us about our industry leading lease purchase program! REQUIREMENTS ...

Logix Transportation

CDL A Owner Operator

Eau Claire, WI · On-site

$234K - $286K/yr

Owner Operators... Pay yourself FIRST with lightweight freight! Logix isn't your typical hauler ... Reasonable delivery spreads Ask us about our industry leading lease purchase program! REQUIREMENTS ...

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Delivery Owner Operator information

See Wisconsin salary details

$650

$4.4K

$7.8K

How much do delivery owner operator jobs pay per week?

As of Sep 14, 2026, the average weekly pay for delivery owner operator in Wisconsin is $4,436.79, according to ZipRecruiter salary data. Most workers in this role earn between $2,426.92 and $6,600.00 per week, depending on experience, location, and employer.

What is a delivery owner operator?

A Delivery Owner Operator is an independent contractor who owns and operates their own delivery vehicle to transport goods for a company or clients. Unlike traditional employees, they manage their own schedules, expenses, and vehicle maintenance. They typically partner with courier services, logistics companies, or freight brokers to complete deliveries. This role offers flexibility and potential for higher earnings but requires business ownership responsibilities such as fuel costs, insurance, and vehicle upkeep.

What are some of the typical challenges faced by delivery owner operators on the job?

Delivery Owner Operators frequently encounter challenges such as dealing with traffic delays, weather conditions, and finding efficient routes to meet tight delivery schedules. As independent contractors, they are responsible for maintaining their own vehicles, managing business expenses, and ensuring compliance with safety regulations. Balancing multiple deliveries while providing excellent customer service can require strong organizational skills and adaptability. However, overcoming these challenges helps build a reputation for reliability and can lead to more consistent business opportunities.

What are the key skills and qualifications needed to thrive in the delivery owner operator position, and why are they important?

To thrive as a Delivery Owner Operator, you need a valid commercial driver’s license (CDL), safe driving record, basic mechanical knowledge, and experience managing deliveries or logistics. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and route planning software is typically required, and some shipments may require additional endorsements or certifications. Strong customer service skills, time management, and self-motivation are important soft skills for managing client relationships and meeting tight deadlines. These skills and qualifications are critical for ensuring timely, safe, and efficient delivery operations while maintaining professionalism and customer satisfaction.

How to become a delivery owner operator?

To become a delivery owner operator, you typically need to have a valid commercial driver's license (CDL) or a personal vehicle suitable for delivery, obtain necessary permits and insurance, and often establish a business entity. Experience in driving and knowledge of local routes can be beneficial, and some companies may require background checks and vehicle inspections before starting.

What are popular job titles related to Delivery Owner Operator jobs in Wisconsin?

For Delivery Owner Operator jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Delivery Owner Operator jobs in Wisconsin look for?

The top searched job categories for Delivery Owner Operator jobs in Wisconsin are:

Delivery Owner Operator jobs near you
Infographic showing various Delivery Owner Operator job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 28% Part Time, and 3% Contract. Highlights an 93% Physical, 3% Hybrid, and 4% Remote job distribution, with an average salary of $230,713 per year, or $110.9 per hour.

Box Truck Owner Operator/Sprinter Van Owner Operator

Franklin, WI • On-site

DDC Logistics LLC
11 - 50 employees
Learn more about DDC Logistics LLCexternal

$1.0K - $6.0K/wk

Full-time

Re-posted 17 days ago

Job description

DDC Expedite LLC is looking to hire Owner operators for Box trucks and Sprinter vans.
Need experienced over the road owner operators for a sprinter van and box trucks. Immediate opening with start day as soon as possible. 
Expedited delivery service requiring long-distance travel in all 48 contiguous states.

Requirements:
  • Has to be able to pass drug test.
  • Clean driving record.
  • Must have a reliable mobile phone.
  • Phone must be a smartphone and contractor must be willing to install customer-required applications.

Pay Details:
  • Pay every week.
  • Pay for box trucks is 88% of each load
  • Pay for sprinter van 85% of each load.
  • No hidden expenses. 
  • NO rate con cutting, original rate con will be send.