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Owner Operator Jobs in Portage, WI (NOW HIRING)

Blystone Towing & Radiator Inc

Be Seen First

Tow Truck Operator

Portage, WI · On-site

$20 - $35/hr

Excellent communication abilities Company Description We are a family owned and operated towing and repair business. We have been open since 1950. We have a fleet of 12 tow trucks, including light ...

McDonald's

Groundskeeper/Day Maintenance

Westfield, WI

$14.25 - $18.25/hr

Groundskeeper/Day Maintenance Person - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People with lots ...

McDonald's

Groundskeeper/Day Maintenance

Baraboo, WI

$14.25 - $18.50/hr

Groundskeeper/Day Maintenance Person - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People with lots ...

McDonald's

Groundskeeper/Day Maintenance

Baraboo, WI

$14.25 - $18.50/hr

Groundskeeper/Day Maintenance Person - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People with lots ...

McDonald's

Shift Manager

Baraboo, WI

$14.25 - $18/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

McDonald's

Shift Manager

Wisconsin Dells, WI

$13.75 - $17.50/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

McDonald's

Shift Manager

Wisconsin Dells, WI

$13.75 - $17.50/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

McDonald's

Shift Manager

Mauston, WI

$16.75 - $21/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

McDonald's

Shift Manager

Baraboo, WI

$14.25 - $18/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

McDonald's

Groundskeeper/Day Maintenance

Mauston, WI

$16.75 - $21.75/hr

Groundskeeper/Day Maintenance Person - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People with lots ...

McDonald's

Groundskeeper/Day Maintenance

New Lisbon, WI

$18.75 - $24.50/hr

Groundskeeper/Day Maintenance Person - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People with lots ...

McDonald's

Shift Manager

New Lisbon, WI

$18.75 - $24/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

McDonald's

Shift Manager

Westfield, WI

$14.25 - $18/hr

Shift Manager - McDonald's company-owned and independent Owner-Operator restaurants are staffed by great people, and right now we're looking for more of them. People interested in satisfying careers ...

WellBiz Brands, Inc.

Massage Therapist

Sun Prairie, WI · On-site

$55K - $65K/yr

Each Elements Massage studio is independently owned and operated. Franchise owners are solely responsible for all employment decisions and matters regarding their independently owned and operated ...

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Showing results 1-20

All JobsOwner Operator JobsOwner Operator Jobs in Portage, WI

Owner Operator information

See Portage, WI salary details

$684

$4.7K

$8.2K

How much do owner operator jobs pay per week?

As of Sep 1, 2026, the average weekly pay for owner operator in Portage, WI is $4,670.29, according to ZipRecruiter salary data. Most workers in this role earn between $2,553.85 and $6,946.15 per week, depending on experience, location, and employer.

What is an owner operator?

Owner operators are independent truck drivers or small business owners who own and operate their own commercial vehicles. They either lease their services to larger freight carriers or contract directly with clients to transport goods. Unlike company drivers, owner operators are responsible for managing their own business expenses, such as fuel, maintenance, insurance, and taxes. This role offers more autonomy and the potential for higher earnings, but it also comes with greater financial risk and responsibility.

What does an owner operator do?

The term Owner-Operator refers to a trucking professional who owns their truck and drives it as an independent contractor. Many companies hire independent operators to haul goods for them. Using contractors allows construction companies to keep pace with the rise and fall of demand for their products without the overhead cost of maintaining a fleet of vehicles that may be insufficient in one season and excessive in another. Owner-Operators need to hold a Commercial Driver's License (CDL) in the class that allows them to drive their vehicle and have sufficient training in operating and maintaining the machine. They can choose their own schedule and pick which jobs to take.

What are the key skills and qualifications needed to thrive as an owner operator, and why are they important?

To thrive as an Owner Operator, you need a valid commercial driver's license (CDL), strong knowledge of transportation regulations, and experience in truck driving and logistics. Familiarity with fleet management software, GPS navigation systems, and compliance tools like electronic logging devices (ELDs) is essential. Excellent time management, business acumen, and customer service skills help set top performers apart in this role. These skills and qualities are crucial for ensuring safe, efficient operations and building a successful, profitable transportation business.

What are common challenges owner operators face when managing their own trucking business?

Owner Operators often encounter challenges such as maintaining cash flow, managing fluctuating fuel costs, and ensuring their vehicles are properly maintained to avoid unexpected downtime. Balancing administrative tasks—like scheduling, invoicing, and compliance—with time on the road can also be demanding. Building relationships with reliable clients or brokers and navigating complex regulations are crucial for long-term success. Staying organized and proactive in handling these responsibilities helps Owner Operators thrive in a competitive industry.

What is the difference between Owner Operator vs Truck Driver?

AspectOwner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCDL, basic driving license
Work EnvironmentOwn truck, self-managed scheduleCompany-owned trucks, set schedules
EmployerSelf-employed or independent contractorEmployers or carriers
Work FlexibilityHigh, controls own routes and hoursLimited, dictated by employer

Owner Operators own and operate their trucks, managing their own schedules and business. Truck Drivers typically work for a company, following set routes and schedules. The main difference lies in independence and business ownership, with Owner Operators having more control but also more responsibilities.

More about Owner Operator jobs

What cities near Portage, WI are hiring for Owner Operator jobs?

Cities near Portage, WI with the most Owner Operator job openings:

Owner Operator jobs near you
Infographic showing various Owner Operator job openings in Portage, WI as of August 2026, with employment types broken down into 30% Full Time, 68% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $242,855 per year, or $116.8 per hour.

Sprinter Van/Cargo Van Owner Operator

Offmax Logistics LLC

Mauston, WI • Remote

$2.0K - $4.5K/wk

Full-time

Re-posted 21 days ago

Job description

About the Job:
HIRING  TSA DRIVERS
Off Max Logistics LLC is a driver-oriented company that seeks out the most effective ways to help drivers in the transportation industry. We understand what it's like to be on the road, and that is why we hold drivers in such high regard because we know how important they are to the economy. We are looking for owner-operators  who are Sprinter van / Cargo van TSA DRIVERS and who are highly motivated. We offer high-paying loads daily based on your needs and you do not have to be exclusive to us alone.
QUALIFICATION:
  • Note driver must have a TWIC card or STA certificate and must be ready to pass the TSA test

BENEFITS/PAY:
  • (Quick pay option available ) being paid 24 hours after dropping off the load
  • Pay is from $1,000.00 - $3000.00 per week (depending on miles and location)
  • Create your own flexible schedule.
  • You choose where you want to run local, regional, or OTR loads.
  • No forced dispatch.
  • No hidden fees.
  • Weekly pay – Direct deposit.
  • Support 24/7 with an industry-qualified staff.
  • Dedicated dispatch and operation manager for every driver.

MINIMUM QUALIFICATIONS:
  • Own a Sprinter Van or Cargo Van under 10,000 lbs. in GVWR. (14ft and below). NO RENTALS OR LEASED.
  • Valid U.S. driver's license.
  • A clean driving record will be a big plus.
  • Meet all legal qualifications required to carry out the work including a background check.
  • At least 21 years old.
  • Can speak, read, and write in English.
  • Insurance policy (must).
  • Decent and Safe Work History.
  • TWIC CARD IS A MUST-HAVE. We can sponsor your TSA certification.

Equipment Requirements:
  • Cargo Van/Sprinter Van.
  • Vehicle from 2010 onward.
  • Clean cargo space.
  • No decals.
  • Good equipment condition.

Job Type:
  • Full-time.
  • Part-time.
  • Contract.
  • Temporary.

Off Max Logistics LLC is currently expanding our team of owner-operators and fleet owners to meet the rising demand of our customers.
WE'RE HIRING FROM ALL STATES.
HR  email: hrteam@offmaxlogisticsllc.com
Main Line: (888 )900-5874
Contact HR press 1
We are a driver-oriented company
Off Max Logistics LLC is a driver-oriented company that seeks out the most effective ways to help drivers in the transportation industry. We understand what it's like to be on the road, which is why we hold drivers in such high regard because we know how important they are to the economy. We are a growing company and always searching for highly motivated individuals ready to innovate and create a better industry.
We are a driver-oriented company.