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Independent Contractor Aggregate Owner Operator Jobs in Milwaukee, WI

PTL Owner-Operators

CDL A Owner-Operators

Franklin, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Milwaukee, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Pewaukee, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Milwaukee, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Waukesha, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Milwaukee, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Milwaukee, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

PTL Owner-Operators

CDL A Owner-Operators

Milwaukee, WI · On-site

$150K/yr

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight The day the dream of becoming your own boss began. If you're ready to take control of your career and grow your business

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All JobsIndependent Contractor Aggregate Owner Operator JobsIndependent Contractor Aggregate Owner Operator Jobs in Milwaukee, WI

Independent Contractor Aggregate Owner Operator information

See Milwaukee, WI salary details

$634

$4.3K

$7.6K

How much do independent contractor aggregate owner operator jobs pay per week?

As of Aug 21, 2026, the average weekly pay for independent contractor aggregate owner operator in Milwaukee, WI is $4,330.81, according to ZipRecruiter salary data. Most workers in this role earn between $2,369.23 and $6,442.31 per week, depending on experience, location, and employer.

What is the difference between Independent Contractor Aggregate Owner Operator vs Truck Driver?

AspectIndependent Contractor Aggregate Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), business licensesCDL, possibly additional endorsements
Work EnvironmentOwn or lease trucks, operate independentlyWork for a company, follow company routes and schedules
Employer/Industry UsageSelf-employed or contracted in freight/logisticsEmployed by trucking companies or fleets
Search/Comparison IntentUnderstanding independent freight operationsUnderstanding company-employed driving roles

The main difference is that Independent Contractor Aggregate Owner Operators own or lease their trucks and operate independently, managing their own business. Truck Drivers typically work for a company, following their routes and schedules. Both roles require a CDL, but the owner-operator bears more responsibility for business management and expenses, while truck drivers focus on driving duties within a company's framework.

Independent Contractor Aggregate Owner Operator jobs near you
Infographic showing various Independent Contractor Aggregate Owner Operator job openings in Milwaukee, WI as of August 2026, with employment types broken down into 50% Full Time, and 50% Contract. Highlights an 100% In-person job distribution, with an average salary of $225,202 per year, or $108.3 per hour.

CDL A Owner-Operators

PTL Owner-Operators

Franklin, WI • On-site

$150K/yr

Full-time

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

PTL | Earn Up to $150,000 Annually | No Forced Dispatch | Customer Freight

The day the dream of becoming your own boss began.

If you're ready to take control of your career and grow your business with a carrier that values independent contractors, PTL has the opportunity you've been looking for. Our Owner Operator program is built around consistent freight, strong support, and the freedom to operate your business your way.

Unlike many carriers, PTL ensures Owner Operators never compete with company drivers for miles. You'll enjoy access to dedicated customer freight, reliable support, and one of the strongest freight networks in the industry.

Earn More With PTL

  • Earn up to $150,000 annually

  • Weekly settlements

  • Free direct deposit

  • Monthly performance bonuses

  • Excellent fuel surcharge

  • Consistent customer freight

  • Average haul length of 700+ miles

Whether you're looking to maximize miles or build a long-term business, PTL provides the freight and support to help you succeed.

Why Owner Operators Choose PTL

PTL is committed to helping Independent Contractors grow profitable businesses by providing dependable freight and operational support—not unnecessary restrictions.

You'll enjoy:

  • No forced dispatch

  • 100% no-touch freight

  • Customer-based freight

  • No competition with company drivers for miles

  • Dedicated support team

  • Long-standing relationships with Fortune 500 customers

Our experienced operations team works alongside you to help keep your truck moving and your business profitable.

Fuel Savings & Equipment Benefits

PTL helps reduce your operating costs through valuable owner-operator incentives.

Benefits include:

  • $0.20 per gallon fuel discount at more than 1,500 participating locations

  • Excellent fuel surcharge program

  • Free trailer usage

  • No age limit on tractors

Bring the truck that works for your business—we're focused on helping you stay productive.

PTL at a Glance

Join a carrier with the stability and reputation to help your business thrive.

  • 85+ years in business

  • 100% Employee-Owned Company

  • 1,000+ tractors

  • 3,000+ trailers

  • Average haul length of 700+ miles

  • Nationwide freight network

Why Partner with PTL?

At PTL, we understand that Owner Operators are business owners first. That's why we've built a program centered around freight consistency, operational support, and profitability. Our dedicated customer freight, no forced dispatch philosophy, and extensive Fortune 500 customer network allow you to focus on what matters most—keeping your truck moving and your business growing.

From weekly settlements and fuel savings to free trailer usage and dependable freight, PTL provides the resources you need to operate successfully while maintaining your independence.

Apply Today

If you're ready to take the next step as an Owner Operator with a carrier that values your business and provides the freight to keep you successful, apply today.

Join PTL and discover why professional Owner Operators trust us to help them build successful, long-term businesses.

Own Your Business. Drive Your Success. Partner with PTL.

Apply