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Pilot Owner Operator Jobs (NOW HIRING)

Beyondfreightinc

Owner Operator

Bloomington, MN

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Menomonee Falls, WI

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Mobile, AL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Lemont, IL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Lakeland, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Melbourne, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Maple Grove, MN · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Lafayette, LA · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Pensacola, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Katy, TX · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Palatine, IL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Hollywood, FL · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Scranton, PA · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Jackson, MS

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Opa Locka, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

De Pere, WI

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Richmond, VA · On-site

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Elmhurst, IL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Seffner, FL

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

Beyondfreightinc

Owner Operator

Norfolk, VA

$8K - $12K/wk

GOLD STANDARD TRANSPORT Tinley Park, IL Owner Operator CDL A Truck Driver - Dry Van - 1099 ... Fuel discounts $0.35/gallon + Pilot/Flying J cards * Weekly paychecks * 24/7 dispatch & ELD support ...

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Pilot Owner Operator information

See salary details

$644

$4.4K

$7.7K

How much do pilot owner operator jobs pay per week?

As of Jun 3, 2026, the average weekly pay for pilot owner operator in the United States is $4,395.67, according to ZipRecruiter salary data. Most workers in this role earn between $2,403.85 and $6,538.46 per week, depending on experience, location, and employer.

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

To thrive as a Pilot Owner Operator, you need a commercial pilot’s license, strong aeronautical decision-making skills, and business acumen to manage flight operations and ownership responsibilities. Familiarity with advanced navigation systems, flight planning software, and aircraft maintenance management tools is essential, along with FAA certifications. Exceptional communication, problem-solving, and customer service skills help build client trust and effectively handle unexpected situations. These combined skills are crucial for ensuring safe, efficient operations and the long-term success of both the flight and the business.

What are some common challenges Pilot Owner Operators face when managing both flying and business operations?

Pilot Owner Operators often juggle the responsibilities of piloting their aircraft and running a small business, which can be challenging. They must manage flight schedules, maintenance, regulatory compliance, and client relationships, all while ensuring safe and efficient operations. Balancing these duties requires strong organizational skills and a flexible mindset, as unexpected issues such as mechanical delays or shifting customer needs can arise. Networking with other operators and leveraging industry resources can help ease these challenges and support business growth.

What is a Pilot Owner Operator?

A Pilot Owner Operator is an individual who owns and operates their own pilot vehicle, also known as an escort vehicle, which is used to guide oversized trucks and loads on public roadways. These operators are contracted to ensure the safe and efficient movement of oversized cargo, helping to prevent accidents and navigate challenging routes. They are responsible for both driving and maintaining their vehicle, as well as following all regulations and safety protocols required for pilot car services.

What is the difference between Pilot Owner Operator vs Pilot?

AspectPilot Owner OperatorPilot
CredentialsCommercial Pilot License (CPL), possibly an Airline Transport Pilot (ATP) licenseCommercial Pilot License (CPL), ATP license often required for airline pilots
Work EnvironmentOperates private or charter aircraft, often independently or for small companiesWorks for airlines or corporate flight departments, flying scheduled or charter routes
Employer & IndustryPrivate companies, freight, or charter servicesAirlines, corporate flight services, or charter operators

The main difference is that a Pilot Owner Operator typically owns or leases their aircraft and operates independently or for small firms, while a Pilot usually works for an airline or large operator. Both roles require similar licenses and certifications, but their work environment and employment structure differ significantly.

What cities are hiring for Pilot Owner Operator jobs? Cities with the most Pilot Owner Operator job openings:
What states have the most Pilot Owner Operator jobs? States with the most job openings for Pilot Owner Operator jobs include:

Owner Operator

Beyondfreightinc

Bloomington, MN

$8K - $12K/wk

Full-time, Contractor

Posted 4 days ago

Job description

GOLD STANDARD TRANSPORT Tinley Park, IL

Owner Operator CDL A Truck Driver – Dry Van – 1099 Independent Contractor (Remote)

Experienced Owner Operators wanted! Run as a 1099 Independent Contractor with high earnings, no forced dispatch, and freedom across all 48 states.
Recruiting Department contact:
630-998-8588
464-249-0494

Earnings Potential:
  • Average weekly paycheck: $8,000 – $12,000
  • $2.20 – $2.50 per mile gross
  • Keep 88% of the gross
  • Dry van average ≈ $2.30/mile | Reefer loads higher (≈ $3.00/mile) – reefers welcome
What We Offer:
  • Fuel discounts $0.35/gallon + Pilot/Flying J cards
  • Weekly paychecks
  • 24/7 dispatch & ELD support
  • 20+ load boards + no black-listed brokers
  • Experienced dispatch team (9+ years)
  • After-hours 24/7 support
  • Rate confirmations sent directly to you
  • We pay for your fuel to Chicago, IL if you rent a trailer from us
Equipment & Costs:
  • Trailer rental: $250/week (includes physical damage insurance)
  • Cargo & liability insurance: $300/week (dry van) / $350/week (reefer)
  • ELD support: $65/week
  • Optional occupational insurance: $150/month
  • Escrow (no own trailer): $1,500
Safety Bonuses:
  • Clean Level 3: $250
  • Clean Level 2: $500
  • Clean Level 1: $750
Requirements:
  • Valid CDL Class A license
  • Own tractor in good condition
  • Minimum 2 years OTR experience preferred
  • Clean/acceptable MVR & background
  • Willing to work as 1099 Independent Contractor

If you're a professional Owner Operator looking for strong pay and real freedom, apply now!

Job Type: Full-time / Independent Contractor (1099)
Work Location: Remote (OTR – All 48 States)