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Small Fleet Owner Operator Jobs in Florida (NOW HIRING)

STG Logistics

Owner Operator

Tampa, FL · On-site

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry.

STG Logistics

Owner Operator

Winter Haven, FL · On-site

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry.

STG Logistics

CDL A - Owner Operator

Winter Haven, FL · On-site

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry.

STG Logistics

CDL A - Owner Operator

Tampa, FL · On-site

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry.

Quality Container Transport

Be Seen First

CDL A Owner Operator

Miami Lakes, FL · On-site

Quality Container Transport (QCT) is growing and looking for experienced CDL-A Owner Operators to ... Chassis Fleet - State-of-the-Art Driver App (Less paperwork, easier dispatching) Company ...

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All JobsSmall Fleet Owner Operator JobsSmall Fleet Owner Operator Jobs in Florida

Small Fleet Owner Operator information

See Florida salary details

$481

$3.3K

$5.7K

How much do small fleet owner operator jobs pay per week?

As of Aug 31, 2026, the average weekly pay for small fleet owner operator in Florida is $3,284.87, according to ZipRecruiter salary data. Most workers in this role earn between $1,796.15 and $4,886.54 per week, depending on experience, location, and employer.

What is a small fleet owner operator?

Small fleet owner operators are individuals or businesses that own and operate a small number of commercial trucks, typically ranging from 2 to 10 vehicles. They manage their own fleet and are responsible for handling freight contracts, maintaining their vehicles, hiring drivers, and ensuring compliance with transportation regulations. Unlike large carriers, small fleet owners often have more direct relationships with clients and greater flexibility in choosing loads, but they also face unique challenges such as managing cash flow and navigating industry regulations.

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

To thrive as a Small Fleet Owner Operator, you need expertise in logistics, business management, and regulatory compliance, often supported by a commercial driver's license (CDL) and experience in transportation. Familiarity with fleet management software, electronic logging devices (ELDs), and Department of Transportation (DOT) regulations is essential. Strong problem-solving, leadership, and communication skills help manage drivers, build client relationships, and respond to operational challenges. These skills and qualities are crucial for ensuring efficient operations, regulatory compliance, and long-term business profitability.

What are some common challenges faced by small fleet owner operators, and how can they be managed?

Small fleet owner operators often encounter challenges such as maintaining consistent cash flow, managing vehicle maintenance, and navigating regulatory compliance. Managing a small team of drivers while ensuring high operational efficiency can also be demanding. To overcome these hurdles, it's helpful to implement strong financial planning, invest in regular preventative maintenance, and stay updated with industry regulations. Leveraging technology for route optimization and fleet management can also improve profitability and reduce administrative burdens.

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

AspectSmall Fleet Owner OperatorSolo Truck Driver
CredentialsCommercial Driver's License (CDL), business licensesCDL, possibly permits for specific cargo
Work EnvironmentOwns and manages multiple trucks, oversees operationsOperates a single truck, often independently
Employer/Industry UsageOwns business, contracts with shippersWorks as an employee or independent contractor
Search/Comparison IntentBusiness ownership, fleet managementDriving jobs, independent trucking

The main difference is that a Small Fleet Owner Operator manages multiple trucks and runs a small business, while a Solo Truck Driver typically operates a single truck as an employee or independent contractor. Fleet owners handle business operations, logistics, and driver management, whereas solo drivers focus primarily on driving tasks.

What are popular job titles related to Small Fleet Owner Operator jobs in Florida?

For Small Fleet Owner Operator jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Small Fleet Owner Operator jobs in Florida look for?

The top searched job categories for Small Fleet Owner Operator jobs in Florida are:

Small Fleet Owner Operator jobs near you
Infographic showing various Small Fleet Owner Operator job openings in Florida as of August 2026, with employment types broken down into 80% Full Time, and 20% Contract. Highlights an 100% In-person job distribution, with an average salary of $170,813 per year, or $82.1 per hour.

Owner Operator

STG Logistics

Tampa, FL • On-site

Contractor

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

Job description

STG is now contracting with quality independent owner-operators for drayage service at key rail ramps and ports throughout the United States. We need hardworking Independent Contractors like you to join our team located in Tampa, FL. 

As an Independent Contractor with STG, you will be eligible for programs that can boost your profitability and save you money: 

  • Runs to Buffalo 
  • HOME NIGHTLY! 
  • Consistent freight 
  • Competitive payouts 
  • Local & Regional runs 
  • Drop & hook freight 
  • Industry-leading fuel discounts 
  • Supportive dispatchers 
  • Growing port and rail business with dedicated lanes 
  • Ask a recruiter about our fuel discount programs 

STG Independent Contractor Qualifications: 

  • At least 22 years of age 
  • At least 12 months of verifiable experience within the previous 5 years 
  • If an applicant has 3 years of verifiable tractor-trailer experience while serving in the Military, we will now credit them 18 months of road experience (call for details) 
  • Hazmat/Tanker Endorsement required

As one of the largest and fastest-growing intermodal providers in North America, we’re continually seeking to expand our network of independent owner-operators and fleet owners. 

We know that you have choices when it comes to how you spend time behind the wheel- our goal is to reinforce your choice of STG with every container you move. 

We look for hardworking, experienced, safety-conscious professionals with a strong commitment to customer service and on-time performance to join the most valued owner-operator fleet in the industry. 

Not every trucking job is the same. Join STG for the career you want, with the perks you value. 

Give us a call today! 

Apply