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Remote Owner Operator Jobs in Chicago, IL (NOW HIRING)

TPAPT

AP Biology Tutor (Remote)

Chicago, IL · Remote

$25 - $35/hr

TPAPT, a national nonprofit consortium of over 12,000 locally owned and operated Tutoring & College ... TPAPT Remote, US Central Time Tests: AP Biology Classification: Contract Compensation: $25-$35/hr ...

Wanderlust Adventures

Remote Tourism Advisor

Chicago, IL · Remote

Company Description Our company is family owned and operated! We truly strive to keep an upbeat and ... Our company is looking for remote Tourism Advisors ! As a Tourism Advisor, you are responsible for ...

Wanderlust Adventures

Remote Tourism Advisor

Chicago, IL · On-site +1

Company Description Our company is family owned and operated! We truly strive to keep an upbeat and ... Our company is looking for remote Tourism Advisors! As a Tourism Advisor, you are responsible for ...

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All JobsRemote Owner Operator JobsRemote Owner Operator Jobs in Chicago, IL

Remote Owner Operator information

See Chicago, IL salary details

$663

$4.5K

$7.9K

How much do remote owner operator jobs pay per week?

As of Jun 17, 2026, the average weekly pay for remote owner operator in Chicago, IL is $4,528.19, according to ZipRecruiter salary data. Most workers in this role earn between $2,476.92 and $6,734.62 per week, depending on experience, location, and employer.

What is the difference between Remote Owner Operator vs Remote Truck Driver?

AspectRemote Owner OperatorRemote Truck Driver
CredentialsCommercial Driver's License (CDL), business registrationCommercial Driver's License (CDL)
Work EnvironmentOwn truck, manages routes, flexible scheduleOperates company-owned truck, fixed routes
Employer & IndustryIndependent contractor, freight/logistics industry

Remote Owner Operators typically own their trucks and manage their routes, offering flexibility but bearing business responsibilities. Remote Truck Drivers usually work for a company, driving company trucks on scheduled routes. Both roles require a CDL and are integral to freight transportation, but they differ in independence and operational control.

What are the key skills and qualifications needed to thrive as a Remote Owner Operator, and why are they important?

To thrive as a Remote Owner Operator, you need a valid commercial driver's license (CDL), experience with freight logistics, and strong business management skills. Familiarity with electronic logging devices (ELDs), route planning software, and fleet management systems is typically required. Exceptional self-motivation, time management, and problem-solving abilities set top performers apart. These skills are crucial for ensuring regulatory compliance, maximizing efficiency, and running a profitable independent trucking operation.

What are some common challenges remote owner operators face, and how can they manage them effectively?

Remote owner operators often encounter challenges such as managing their own schedules, maintaining their vehicles without access to a central facility, and staying compliant with industry regulations. To succeed, it's important to develop strong organizational skills, regularly communicate with dispatchers and clients, and use digital tools for route planning and document management. Networking with other owner operators and staying updated on industry requirements can also help you navigate these challenges and run your operation smoothly.

What is a Remote Owner Operator?

A Remote Owner Operator is a self-employed truck driver who owns and operates their own vehicle, managing transportation contracts typically from a remote or home-based location. Unlike company drivers, they are responsible for their own equipment, expenses, scheduling, and business operations. Remote Owner Operators often use technology and digital platforms to secure loads, communicate with clients, and manage logistics without being tied to a specific company's location or terminal. This role offers greater independence but also requires strong business management skills and responsibility for all aspects of the operation.
What are the most commonly searched types of Owner Operator jobs in Chicago, IL? The most popular types of Owner Operator jobs in Chicago, IL are:
Remote Owner Operator jobs near you

SAT Tutors - RW or Math Section Specialist (Remote)

TPAPT

Chicago, IL • Remote

$30 - $35/hr

Contractor

Posted 28 days ago

Job description

TPAPT, a national consortium of over 12,000 locally owned and operated Tutoring & College Advising Programs, is seeking motivated tutors to work with students in grades 9-12. Candidates will be responsible for providing quality online test prep tutoring to students.

You will work closely with students to understand their unique learning styles and create customized lesson plans that support their individual academic goals.

The ideal candidate is passionate about education, exhibits strong communication skills, and is committed to helping students succeed.

Classification: Contract (1099)

Tutoring Type: Online/Remote

Session Duration: 60 minutes

Responsibilities

  • Provide remote tutoring sessions to students in grades 9-12
  • Create lesson plans for individual students as required
  • Administer practice sets and evaluate student progress
  • Collaborate with students' families to keep them apprised of student progress
  • Maintain accurate records of session details, scores, and student progress

Requirements

  • Earned Bachelor's or advanced degree
  • 2-8 hours per week of availability
  • At least 6 months of experience tutoring or teaching either the math or reading/writing section of the SAT in a paid capacity. TPAPT Certification preferred.
  • Demonstrable expertise (personal test scores) in the subject or subjects mentioned above
  • Ideal candidates will have a strong academic background and past experience delivering web based tutoring

Benefits


Schedule:

  • $30/hr-$35/hr
  • Flexible hours
  • Remote lessons
  • No marketing

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