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Transportation Owner Operator Jobs in Florida (NOW HIRING)

Quality Container Transport

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CDL A Owner Operator

Miami Lakes, FL · On-site

Quality Container Transport (QCT) is growing and looking for experienced CDL-A Owner Operators to join our team! Enjoy FREE onsite parking. Join a growing team that keeps you moving. If you're ...

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Transportation Owner Operator information

See Florida salary details

$481

$3.3K

$5.7K

How much do transportation owner operator jobs pay per week?

As of Sep 9, 2026, the average weekly pay for transportation 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 transportation owner operator?

A Transportation Owner Operator is an individual or business that owns and operates their own commercial vehicle, such as a truck or van, to transport goods or freight for clients or companies. Unlike company drivers, owner operators are independent contractors who manage their own business operations, including vehicle maintenance, insurance, and finding contracts. They often work with freight brokers or logistics companies to secure hauling jobs. Transportation Owner Operators have the flexibility to choose their routes and schedules but also bear the costs and responsibilities of running their own business.

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

To thrive as a Transportation Owner Operator, you need a valid commercial driver’s license (CDL), a strong knowledge of logistics, and solid experience in freight hauling or trucking. Familiarity with fleet management software, GPS navigation, and compliance with Department of Transportation (DOT) regulations is essential. Outstanding time management, self-motivation, and customer service skills set top performers apart in this role. These skills and tools are critical for ensuring safe, efficient, and profitable operations in a highly competitive transportation industry.

What are some common challenges transportation owner operators face in managing their own business?

Transportation Owner Operators often encounter challenges such as fluctuating fuel prices, securing consistent freight, and managing vehicle maintenance costs. Balancing time on the road with administrative tasks, like invoicing and compliance with transportation regulations, is also essential. Building relationships with brokers and shippers can help ensure a steady workflow, while staying organized and proactive about truck upkeep can reduce unexpected downtime. Adapting to changing industry regulations and maintaining a strong safety record are key to long-term success.

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

AspectTransportation Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), vehicle insuranceCDL often required, no ownership needed
Work EnvironmentOperate own or leased trucks, flexible routesDrive company-owned trucks, fixed routes
Employer & IndustryIndependent or contracted, freight/logistics industryEmployers or carriers, transportation industry

Transportation Owner Operators own or lease their trucks and operate independently, often managing their own schedules. Truck Drivers typically work for a company, driving company-owned trucks on assigned routes. Both roles require a CDL and are integral to freight transportation, but Owner Operators have more control and responsibility over their equipment and business operations.

What cities in Florida are hiring for Transportation Owner Operator jobs?

Cities in Florida with the most Transportation Owner Operator job openings:

Transportation Owner Operator jobs near you
Infographic showing various Transportation Owner Operator job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 63% Full Time, 34% Part Time, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $170,813 per year, or $82.1 per hour.

Owner Operator Transportation Support Specialist

Jacksonville, FL • On-site

landstar
See more jobs at landstarexternal

$19 - $22.15/hr

Full-time

Posted 20 days ago

Landstar rating

7.0

Company rating: 7.0 out of 10

Based on 25 frontline employees who took The Breakroom Quiz

214th of 365 rated logistics

Job description

Location: Onsite in Jacksonville, FL 

Schedule: Monday - Friday, 8:00am - 5:00pm

Salary range: $19.00 - $22.15 per hour, depending upon experience

What work will you perform?

As an Owner Operator Support Specialist, you will play a key role in supporting Landstar’s independent Owner-Operators, known as Business Capacity Owners (BCOs), as they begin their partnership with Landstar. You will serve as a primary resource for BCOs during their first 120 days, helping them understand Landstar’s systems, tools, processes, and revenue expectations while providing guidance and resolving day-to-day operational questions. Through frequent and consistent contact, you will educate and support BCOs as they acclimate to the Landstar system and build a successful independent trucking business. You will conduct oral and written reviews at 45- and 90-day intervals to assess progress, address challenges, and provide additional coaching when needed. This role is ideal for someone who enjoys problem-solving, relationship-building, and helping independent business owners succeed in a fast-paced transportation environment.

Essential Responsibilities:

  • Initiate and document first contact with newly contracted Owner Operators in a timely manner
  • Perform oral and written review with Owner Operator at 45- and 90-day intervals
  • Gather critical information pertaining to new Owner Operators to promote retention
  • Track and measure weekly gross/net revenue
  • Handle incoming calls from Owner Operators on a variety of questions
  • Provide guidance on load planning and optimization; resolve concerns and coach drivers on best methods for revenue growth
  • Monitor inactivity to ensure Owner Operators receive timely counsel on barriers for generating revenue
  • Meet with Owner Operators as necessary to provide solutions for existing or potential problems

Minimum Experience and Qualifications:

  • High school diploma or general education degree (GED)  
  • One year of administrative customer support experience  

Preferred Experience and Qualifications:

  • 1 year call center experience
  • 1 year coaching/training experience  

Knowledge, Skills, and Abilities:

  • Strong data entry skills
  • Excellent geographical knowledge
  • Working knowledge of Microsoft Word, Excel, and Outlook
  • Excellent problem-solving skills
  • Good organizational skills
  • Proficient math skills
  • Excellent communication skills
  • Must be able to perform quality work with minimal supervision
  • Team collaboration skills
  • Self-motivation

**This job posting is not designed to cover or contain a comprehensive listing of all activities, duties or responsibilities that are required of the employee.  Duties, responsibilities and activities may change, or new ones may be assigned at any time with or without notice.

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