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Owner Operators Fleet Owners Jobs (NOW HIRING)

World Logistics USA Inc.

CDL-A Owner Operator

Rhinebeck, NY · On-site

$3.0K - $5.0K/wk

Truck Driver - Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000-$5,000/week | No Forced Dispatch Join a proven, driver-first company that's been on the road for 28 years and ...

World Logistics USA Inc.

CDL-A Owner Operator

New Paltz, NY · On-site

$3.0K - $5.0K/wk

Truck Driver - Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000-$5,000/week | No Forced Dispatch Join a proven, driver-first company that's been on the road for 28 years and ...

World Logistics USA Inc.

CDL-A Owner Operator

Airmont, NY · On-site

$3.0K - $5.0K/wk

Truck Driver - Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000-$5,000/week | No Forced Dispatch Join a proven, driver-first company that's been on the road for 28 years and ...

World Logistics USA Inc.

CDL-A Owner Operator

Hempstead, NY · On-site

$3.0K - $5.0K/wk

Truck Driver - Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000-$5,000/week | No Forced Dispatch Join a proven, driver-first company that's been on the road for 28 years and ...

World Logistics USA Inc.

CDL-A Owner Operator

Larchmont, NY · On-site

$3.0K - $5.0K/wk

Truck Driver - Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000-$5,000/week | No Forced Dispatch Join a proven, driver-first company that's been on the road for 28 years and ...

World Logistics USA Inc.

CDL-A Owner Operator

Scarsdale, NY · On-site

$3.0K - $5.0K/wk

Truck Driver - Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000-$5,000/week | No Forced Dispatch Join a proven, driver-first company that's been on the road for 28 years and ...

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Owner Operators Fleet Owners information

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How much do owner operators fleet owners jobs pay per week?

As of Aug 8, 2026, the average weekly pay for owner operators fleet owners 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 an owner operator fleet owner, and why are they important?

Owner Operators Fleet Owners require strong business management skills, comprehensive knowledge of transportation regulations, and commercial driving experience, often holding a valid CDL and relevant endorsements. Familiarity with fleet management software, GPS tracking systems, and maintenance scheduling tools is essential. Effective communication, problem-solving abilities, and leadership stand out as critical soft skills in this role. These combined abilities ensure efficient operations, regulatory compliance, and successful management of both assets and teams in a competitive logistics environment.

What are the day-to-day responsibilities of an owner operator fleet owner?

As an Owner Operator Fleet Owner, your daily responsibilities typically include coordinating load assignments, managing schedules and routes for drivers, overseeing vehicle maintenance, and ensuring compliance with safety and federal regulations. You'll also handle administrative tasks such as invoicing, payroll, and customer communications, in addition to monitoring fleet performance through tracking systems. Regular interaction with shippers, brokers, and other logistics professionals is common, requiring strong organizational and interpersonal skills. This role offers diverse tasks and the opportunity to build lasting business relationships while ensuring your fleet runs efficiently.

What is an owner operator fleet owner?

An Owner Operator Fleet Owner is a trucking professional who owns and operates multiple trucks, hiring drivers to run freight under their authority or through leased agreements with carriers. They manage business operations, including dispatching, maintenance, and compliance with industry regulations. This role provides greater earning potential and flexibility but also requires handling expenses like fuel, insurance, and truck maintenance. Successful fleet owners balance profitability while ensuring efficient logistics and driver satisfaction.

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Owner Operators Fleet Owners jobs near you
Infographic showing various Owner Operators Fleet Owners job openings in the United States as of August 2026, with employment types broken down into 87% Full Time, 10% Part Time, and 3% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $228,575 per year, or $109.9 per hour.

CDL-A Owner Operator

World Logistics USA Inc.

Cedarhurst, NY • On-site

$3.0K - $5.0K/wk

Full-time

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

Job description

Truck Driver – Top 15 Carrier | Drayage Freight | Owner Operators Fleet Owners | $3,000–$5,000/week | No Forced Dispatch

Join a proven, driver-first company that's been on the road for 28 years and ranks among the top 15 in the market. We're expanding and looking for professional Class A drivers who want consistent miles, strong weekly pay, and the freedom to run the way they prefer.

What You'll Get

  • Strong pay: Earn $3,000–$5,000 per week (performance and lanes dependent).
  • Fast pay: Direct deposit every week.
  • Lower costs: EZ-Pass tags provided and fuel discounts to keep more in your pocket.
  • Protection: Physical damage and bobtail insurance options available.
  • Freedom: No forced dispatch — you choose the loads that fit your plan.
  • Stability: 28 years in business with steady freight and reliable support.

Why Drive With Us

  • Driver-focused dispatch that respects your time.
  • Transparent settlements and straightforward communication.
  • Professional maintenance support and safety-first culture.

Requirements

  • Valid Class A CDL.
  • Clean driving record and safety-minded attitude.
  • 18 months of recent tractor-trailer experience preferred.
  • Ability to run regional or OTR (your choice; we'll match lanes to your goals).

Apply