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Owner Operator Jobs in Windsor, WI (NOW HIRING)

Massage Therapist

Middleton, WI · On-site

$50 - $65/hr

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 ...

Massage Therapist

Middleton, WI · On-site

$50 - $65/hr

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 ...

Groundskeeper/Day Maintenance

Baraboo, WI · On-site

$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 ...

Massage Therapist

Fitchburg, WI · On-site

$50 - $65/hr

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 ...

Massage Therapist

Fitchburg, WI · On-site

$50 - $65/hr

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 ...

Groundskeeper/Day Maintenance

Baraboo, WI · On-site

$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 ...

Shift Manager

Baraboo, WI · On-site

$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 ...

Shift Manager

Baraboo, WI · On-site

$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 ...

Front of House Team Member

Madison, WI · On-site

$12.75 - $16/hr

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

Front of House Team Member

Madison, WI · On-site

$12.75 - $16/hr

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

Showing results 41-60

Owner Operator information

See Windsor, WI salary details

$648

$4.4K

$7.7K

How much do owner operator jobs pay per week?

As of Sep 2, 2026, the average weekly pay for owner operator in Windsor, WI is $4,424.00, according to ZipRecruiter salary data. Most workers in this role earn between $2,419.23 and $6,580.77 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.

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

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

Infographic showing various Owner Operator job openings in Windsor, WI as of August 2026, with employment types broken down into 44% Full Time, 50% Part Time, 4% Contract, and 2% Nights. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $230,048 per year, or $110.6 per hour.

Travel Operating Room Registered Nurse

Wellspring Nurse Source

Madison, WI • On-site

Contractor

This job post has expired today. Applications are no longer accepted.


Job description

Wellspring Nurse Source is seeking a travel nurse RN OR - Operating Room for a travel nursing job in Madison, Wisconsin.

Job Description & Requirements
  • Specialty: OR - Operating Room
  • Discipline: RN
  • Start Date: 09/28/2026
  • Duration: 13 weeks
  • 36 hours per week
  • Shift: 12 hours, days
  • Employment Type: Travel

Wellspring Nurse Source Job ID #37392766. Pay package is based on 12 hour shifts and 36.0 hours per week (subject to confirmation) with tax-free stipend amount to be determined. Posted job title: RN OR

About Wellspring Nurse Source

Wellspring One (formerly Wellspring Nurse Source) is a nurse-owned and operated healthcare staffing company built around one simple belief: clinicians deserve exceptional support. Our team is honored to represent what we believe is the greatest workforce on earth, and we work every day to support our clinicians with the same level of excellence they bring to their patients.


Wellspring One was named one of SIA’s Best Staffing Firms to Work For in 2026, a recognition that reflects our commitment to building a culture where clinicians feel supported, valued, and set up for success. From onboarding and compliance to payroll, career guidance, and on-assignment support, our dedicated Clinician Success Team is with you every step of your travel journey.


We’re not focused on becoming the biggest staffing company. Our goal is to be the best partner you’ll ever work with.

If you’re looking for a team that will advocate for you, support you, and help you find the right opportunities at the best rates, we’d love to be part of your journey.



Wellspring Nurse Source logo

About Wellspring Nurse Source

Sourced by ZipRecruiter

Wellspring Nurse Source, based in Shelton, CT, US, operates within the healthcare sector, specializing in the recruitment and placement of nursing professionals. Their official website, wellspringnursesource.com, can serve as a portal for nurses seeking opportunities and healthcare organizations looking for qualified healthcare staff. While specific details about the company's founding history and notable achievements are not expressly stated on the website, Wellspring Nurse Source central mission clearly revolves around connecting healthcare professionals and organizations, with a commitment to providing thorough, personalized matching to ensure both parties reach their professional and care goals.

Industry

Recruiting and staffing services

Company size

11 - 50 Employees

Headquarters location

Shelton, CT, US