1

Fleet Owner Operator Jobs (NOW HIRING)

REEF is seeking applicants to become Owner-Operators (we proudly call them "Ulysses") to run middle ... Flexible Fleet Options * Bring Your Own Vehicle - Use your own cold chain-compliant refrigerated ...

REEF is seeking applicants to become Owner-Operators (we proudly call them "Ulysses") to run middle ... Flexible Fleet Options * Bring Your Own Vehicle - Use your own cold chain-compliant refrigerated ...

CDL-A Owner Operator

Princeton, NJ ยท 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 ...

CDL-A Owner Operator

Warwick, NY ยท 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 ...

CDL-A Owner Operator

Peekskill, NY ยท 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 ...

CDL-A Owner Operator

Hempstead, NY ยท 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 ...

CDL-A Owner Operator

Harriman, NY ยท 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 ...

CDL-A Owner Operator

Maybrook, NY ยท 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 ...

CDL-A Owner Operator

Freeport, NY ยท 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 ...

CDL-A Owner Operator

Union City, NJ ยท 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 ...

CDL-A Owner Operator

Malverne, NY ยท 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 ...

CDL-A Owner Operator

Westfield, NJ ยท 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 ...

Showing results 41-60

Fleet Owner Operator information

See salary details

$644

$4.4K

$7.7K

How much do fleet owner operator jobs pay per week?

As of Aug 8, 2026, the average weekly pay for fleet 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 is a fleet owner operator?

Fleet Owner Operators are individuals or businesses that own and operate multiple commercial vehicles, such as trucks or vans, which are typically leased or contracted to companies for transporting goods. They are responsible for maintaining their fleet, hiring drivers, managing logistics, and ensuring compliance with industry regulations. Fleet Owner Operators often work with freight brokers or directly with shippers to secure loads and contracts for their vehicles. This role requires strong business management skills, knowledge of transportation laws, and the ability to handle operational challenges.

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

AspectFleet Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCDL, basic driving certifications
Work EnvironmentOwns/operates trucks, manages logisticsDrives for a company or owner
Employer/Industry UsageSelf-employed or small fleet ownerEmployed by a carrier or logistics company
Search/Comparison IntentBusiness ownership, independent operationDriving career, employment opportunities

While both roles involve operating trucks and require a CDL, a Fleet Owner Operator owns and manages their trucks and business, handling logistics and expenses. In contrast, a Truck Driver typically works for an employer, focusing solely on driving duties. Understanding these differences helps individuals choose the career path that aligns with their skills and goals.

What are some common challenges fleet owner operators face when managing their own fleet, and how can they prepare for them?

Fleet Owner Operators often encounter challenges such as balancing operational costs (fuel, maintenance, insurance), handling regulatory compliance, and finding consistent, profitable loads. Staying organized with route planning, investing in preventive maintenance, and leveraging load boards or freight brokers can help mitigate these issues. Additionally, building strong relationships with shippers and staying up-to-date with industry regulations are crucial for long-term success. Many Owner Operators also join industry associations or networking groups for support and resources.

What are the key skills and qualifications needed to thrive as a fleet owner operator?

To thrive as a Fleet Owner Operator, you need expertise in logistics, vehicle maintenance, and business management, often supported by a valid commercial driver's license (CDL) and relevant experience in transportation. Familiarity with fleet management software, GPS tracking systems, and compliance with Department of Transportation (DOT) regulations is essential. Strong organizational skills, financial acumen, and effective communication help you manage operations, client relationships, and team coordination. These skills are crucial for ensuring efficient fleet operations, regulatory compliance, and long-term business success.
More about Fleet Owner Operator jobs
What cities are hiring for Fleet Owner Operator jobs? Cities with the most Fleet Owner Operator job openings:
What states have the most Fleet Owner Operator jobs? States with the most job openings for Fleet Owner Operator jobs include:
Infographic showing various Fleet Owner Operator job openings in the United States as of August 2026, with employment types broken down into 40% Full Time, 58% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $228,575 per year, or $109.9 per hour.

Owner Operator - Logistics Business

REEF

New York, NY โ€ข On-site

Full-time

Re-posted 25 days ago


Job description

Who We Are

REEF is an ecosystem of digital and physical solutions that connect goods, services and experiences to consumers around the world. A key platform that REEF has developed within this ecosystem is launching ready-to-operate logistics businesses. REEF is seeking applicants to become Owner-Operators (we proudly call them “Ulysses”) to run middle-mile and last-mile delivery operations.

Becoming a Ulysses operator isn’t a job, it’s your path to business ownership, giving you uncapped income potential. We offer the tools, platforms, and support to help you turn your dream into financial freedom. This is an opportunity to run and grow your own business – without the heavy financial investment typically required to start from scratch. What we ask of you – show up, be inspired, be hard workers and “increase your surface of luck”.

What We Offer

As a Ulysses operator, you will have access to:

  • High Sales Potential – Scale efficiently to make $20,000 - $100,000 top-line per week
  • Immediate Customer Demand – Daily routes already lined up
  • Tech & Dispatch Tools – Access our platform for fleet management, routing, and sales & performance tracking
  • Flexible Fleet Options
    • Bring Your Own Vehicle – Use your own cold chain-compliant refrigerated van or box truck (non-CDL)
    • Use REEF’s Fleet – Access to non-CDL, fully-equipped refrigerated vehicles are available (a refundable deposit per vehicle is required). Auto insurance included.
  • Exit Flexibility – Ability to leave the program with 90-day notice and receive your deposit back

What You’ll Do

  • Oversee a mixed fleet of vans and box trucks across middle-mile and last-mile delivery routes
  • Recruit, schedule, and coach drivers to meet on-time performance (OTP) and customer satisfaction goals
  • Maintain full control of your P&L – monitor revenue, manage expenses, and drive sustainable profitability
  • Manage fleet logistics flow from order pickup to delivery
  • Own key operational metrics such OTP, Service Level Agreement (SLA) compliance and Net Promoter Score (NPS)

Minimum Requirements

  • 3+ years in logistics, fleet management, or depot operations
  • Strong leadership experience; able to manage 10-30 drivers and multi-vehicle operations
  • Must have legal right to establish and operate a Limited Liability Company (LLC)
  • Have an entrepreneurial spirit; must be ready to run and scale your own logistics business
  • Must be motivated by the pursuit of autonomy, fulfillment and financial freedom.

Preferred Qualifications

  • Strong business acumen; comfortable with managing working capital, payroll and running a P&L
  • Experienced with OTP, SLA compliance and NPS

If you are ready to take ownership of your career and build a meaningful, profitable logistics business, we invite you to apply today to reserve your spot in an upcoming information session.