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Owner Operator Independent Contractor Jobs in Ridgely, MD

Front of House Team Member

Easton, MD ยท On-site

$17 - $17.50/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 ...

Front of House Team Member

Easton, MD ยท On-site

$17 - $17.50/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 ...

Back of House Team Member

Camden, DE ยท On-site

$12.25 - $16/hr

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

Back of House Team Member

Camden, DE ยท On-site

$12.25 - $16/hr

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

Retail Merchandiser-Easton, MD 21601

Easton, MD ยท On-site

$14 - $17.25/hr

Description: Join a Fun, Family-Owned Company! Kalan is a third-generation consumer products ... Independent Contractor (1099): Enjoy the freedom of a self-managed role. * Extra Income: Earn a ...

Retail Merchandiser-Easton, MD 21601

Easton, MD ยท On-site

$14 - $17.25/hr

Description Join a Fun, Family-Owned Company! Kalan is a third-generation consumer products company ... Independent Contractor (1099): Enjoy the freedom of a self-managed role. * Extra Income: Earn a ...

Back of House Team Member

Milford, DE ยท On-site

$11.50 - $15.25/hr

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

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

Back of House Team Member

Milford, DE ยท On-site

$11.50 - $15.25/hr

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

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

Back of House Closing

Easton, MD ยท On-site

$17 - $18/hr

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

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

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

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

Job Type Part-time, Contract Description Join a Fun, Family-Owned Company! Kalan is a third ... Independent Contractor (1099): Enjoy the freedom of a self-managed role. * Extra Income: Earn a ...

Front of House Team Member

Camden, DE ยท On-site

$13 - $16.25/hr

Most Chick-fil-A restaurants are locally owned and operated by independent, franchised Operators who invest in the future of their Team Members and give back to their communities.

Showing results 41-60

Owner Operator Independent Contractor information

See Ridgely, MD salary details

$580

$4K

$6.9K

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

As of Sep 9, 2026, the average weekly pay for owner operator independent contractor in Ridgely, MD is $3,958.48, according to ZipRecruiter salary data. Most workers in this role earn between $2,165.38 and $5,888.46 per week, depending on experience, location, and employer.

What is an owner operator independent contractor?

An Owner Operator Independent Contractor is an individual who owns and operates their own commercial vehicle, typically a truck, and contracts with companies to transport goods. Unlike company drivers, owner operators are self-employed and manage their own business operations, including vehicle maintenance, scheduling, and securing contracts. They have the flexibility to choose their loads and clients but are also responsible for all costs associated with running their business. This role requires strong business acumen, a commercial driver's license, and a good understanding of the transportation industry.

What are the key skills and qualifications needed to thrive as an owner operator independent contractor?

To thrive as an Owner Operator Independent Contractor, you need a valid commercial driver's license (CDL), strong business management skills, and a solid understanding of freight logistics. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and basic truck maintenance is crucial, along with any required state or federal certifications. Excellent time management, self-motivation, and customer service abilities help set top performers apart. These skills and qualities are essential for maintaining compliance, maximizing profitability, and ensuring reliable service in a competitive transportation industry.

What are some common challenges owner operator independent contractors face when managing their own business?

Owner Operator Independent Contractors often encounter challenges such as managing fluctuating fuel costs, maintaining and repairing their own vehicles, and ensuring compliance with changing regulations. Balancing administrative duties like bookkeeping and securing consistent loads can also be demanding. Additionally, effective time management is crucial, as downtime or inefficient scheduling can directly impact earnings. Building strong relationships with brokers and shippers helps mitigate some of these challenges and ensures a steady workflow.

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

AspectOwner Operator Independent ContractorTruck Driver
CredentialsCommercial Driver's License (CDL), vehicle registrationCDL often required, no vehicle ownership needed
Work EnvironmentOwns and operates their truck, flexible routesWorks for a company, assigned routes and schedules
Employer & Industry UsageSelf-employed, contracts with carriersEmployed by a trucking company
Search & Comparison IntentHigh overlap in responsibilities, independence

In summary, Owner Operator Independent Contractors own and operate their trucks, managing their routes and schedules, while Truck Drivers typically work for a company with set routes. Both roles require a CDL, but ownership and independence distinguish the owner operator from a standard truck driver.

What cities near Ridgely, MD are hiring for Owner Operator Independent Contractor jobs?

Cities near Ridgely, MD with the most Owner Operator Independent Contractor job openings:

Infographic showing various Owner Operator Independent Contractor job openings in Ridgely, MD as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 18% Part Time, and 6% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $205,841 per year, or $99 per hour.

On Call IT Technician - Salisbury, DE/MD - Hiring Now

Georgetown, DE โ€ข On-site

Geeks on Site
IT Servicesย โ€ขย 201 - 500 employees

$35/hr

Contractor

Medical

Re-posted 5 days ago


Job description

On-Call IT Field Technician - PC, Mac, POS and TV Mounting
  • Location: Multiple U.S. Cities (Local, Onsite Support)
  • Job Type: Independent Contractor (1099)
  • Pay: $35 per hour (on-site)
  • Schedule: Flexible - You accept jobs based on your availability
Important Note

This is an on-call, 1099 independent contractor role with full flexibility and no guaranteed hours. You set your availability and driving radius, and we send jobs that match your proximity and skills.

About the Role

Geeks On Site provides nationwide computer repair and technology support services for homes and businesses, delivered both remotely and on-site.

Our services include computer repair, IT support, smart home installation, and a broad range of in-home and business technology services offering fast, reliable solutions across a wide range of devices and systems.

Geeks On Site is hiring experienced Field IT Technicians to support residential and small business customers. The primary focus is computer troubleshooting, networking support, printer configuration, and general on site IT service. Technicians may also receive POS or outdoor TV mounting jobs based on experience.

Responsibilities
  • Troubleshoot and repair Windows and macOS issues
  • Resolve WiFi, router, and wired network problems
  • Install and configure printers and scanners
  • Replace or upgrade hardware components
  • Reinstall operating systems using bootable tools
  • Document work and communicate clearly with customers
  • Install and support POS systems and run Cat5e or Cat6 cabling
  • Perform outdoor TV mounting and basic AV setup

Requirements

  • Two or more years of experience in IT support or field service
  • Strong networking and diagnostic skills
  • Reliable transportation and valid driver's license
  • Ability to work independently and provide professional customer service
  • Ability to lift up to 50 lbs
  • Own required tools including a laptop, drill, screwdrivers, cable tester, and RJ45 tools

Benefits


  • IT and POS work: $35 per hour for time on site
  • Outdoor TV mounting: starts at $100 per mounted device, varies if a helper is required
  • Flexible scheduling - accept only the jobs that match your route and availability
  • National brand recognition and continuous job offers
  • Dispatch and tech support team available to assist remotely
What to Expect After You Apply
  • Intro Call - A recruiter will contact you for a quick chat
  • Onboarding - Complete paperwork and tax forms electronically
  • Background Check - Mandatory before activation
  • Set Your Availability - You enter your availability in our tech portal
  • Start Receiving Jobs - You'll be dispatched jobs based on proximity & skills