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Local Owner Operator Jobs in Kissimmee, FL (NOW HIRING)

STG Logistics

Owner Operator

Winter Haven, FL · On-site

Local & Regional runs * Drop & hook freight * Industry-leading fuel discounts * Supportive ... operators and fleet owners. We know that you have choices when it comes to how you spend time ...

Walpole, Inc.

CDL-A Owner Operator Driver

Winter Park, FL · On-site

$3.0K - $4.0K/wk

CDL-A Owner Operator drivers are needed in Orlando, FL, for contract work. * Job Types: Full-time, ... Local lanes ( * Local liquid and hopper lanes * Flexible scheduling (weekend work available)

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All JobsLocal Owner Operator JobsLocal Owner Operator Jobs in Kissimmee, FL

Local Owner Operator information

See Kissimmee, FL salary details

$569

$3.9K

$6.8K

How much do local owner operator jobs pay per week?

As of Aug 30, 2026, the average weekly pay for local owner operator in Kissimmee, FL is $3,884.12, according to ZipRecruiter salary data. Most workers in this role earn between $2,125.00 and $5,776.92 per week, depending on experience, location, and employer.

What is a local owner operator?

A Local Owner Operator is a self-employed truck driver who owns and operates their own vehicle, typically working within a specific geographic region or city rather than long-haul routes. They contract with companies or freight brokers to transport goods locally, allowing for more predictable schedules and regular home time. As business owners, they are responsible for maintaining their trucks, managing expenses, and complying with all relevant regulations. Many local owner operators enjoy the independence and flexibility the role provides.

What are the key skills and qualifications needed to thrive as a local owner operator, and why are they important?

To thrive as a Local Owner Operator, you need a commercial driver's license (CDL), a clean driving record, business acumen, and knowledge of local routes and regulations. Familiarity with fleet management software, electronic logging devices (ELDs), and truck maintenance tools is typically required. Strong time management, self-motivation, and customer service skills help you excel in this role. These skills ensure safe, efficient deliveries, compliance with regulations, and the successful operation of your independent trucking business.

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

Local Owner Operators often encounter challenges such as managing fluctuating fuel costs, maintaining their vehicles, and balancing administrative tasks with driving responsibilities. Since they typically operate independently, they must also navigate securing consistent loads and building strong relationships with local clients. Staying organized, regularly maintaining equipment, and leveraging load boards or working with reliable brokers can help address these challenges and ensure steady business. Networking with other operators and staying informed about local regulations can also provide valuable support.

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

AspectLocal Owner OperatorLocal Truck Driver
CredentialsCommercial Driver's License (CDL), vehicle ownershipCDL, no vehicle ownership
Work EnvironmentOperates own or leased truck within local routesDrives company-owned trucks within local routes
Employer & Industry UsageIndependent contractor or small fleet owner in freight/logisticsEmployee of a trucking company or carrier
Search & Comparison IntentYesNo

In summary, a Local Owner Operator owns and operates their own truck, often working independently or as part of a small fleet, while a Local Truck Driver typically works as an employee for a company, driving company-owned trucks within local routes. Both roles require a CDL, but ownership and employment status differ significantly.

How much can a local owner operator make?

A local owner operator can typically earn between $100,000 and $200,000 annually, depending on factors such as experience, routes, and operating costs. Earnings are influenced by the number of loads, freight rates, and expenses like fuel and maintenance, making income vary widely across different markets and schedules.

What are the most commonly searched types of Owner Operator jobs in Kissimmee, FL?

The most popular types of Owner Operator jobs in Kissimmee, FL are:

What are popular job titles related to Local Owner Operator jobs in Kissimmee, FL?

For Local Owner Operator jobs in Kissimmee, FL, the most frequently searched job titles are:

What job categories do people searching Local Owner Operator jobs in Kissimmee, FL look for?

The top searched job categories for Local Owner Operator jobs in Kissimmee, FL are:

What cities near Kissimmee, FL are hiring for Local Owner Operator jobs?

Cities near Kissimmee, FL with the most Local Owner Operator job openings:

Local Owner Operator jobs near you
Infographic showing various Local Owner Operator job openings in Kissimmee, FL as of August 2026, with employment types broken down into 1% As Needed, 68% Full Time, 27% Part Time, and 4% Contract. Highlights an 95% Physical, 1% Hybrid, and 4% Remote job distribution, with an average salary of $201,974 per year, or $97.1 per hour.

Owner Operator

Winter Haven, FL • On-site

STG Logistics
Trucking • 1 - 5K employees
Learn more about STG Logisticsexternal

Contractor

Re-posted just now

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