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Regional Owner Operator Jobs in Florida (NOW HIRING)

STG Logistics

Owner Operator

Jacksonville, FL · On-site

Local & Regional Drayage Runs * Drop & Hook Opportunities * Industry-Leading Fuel Discounts ... Owner-Operator Requirements * Minimum 21 Years Old * 12+ Months of Verifiable Tractor-Trailer ...

STG Logistics

Owner Operator

Jacksonville, FL · On-site

Local & Regional Drayage Runs * Drop & Hook Opportunities * Industry-Leading Fuel Discounts ... Owner-Operator Requirements * Minimum 21 Years Old * 12+ Months of Verifiable Tractor-Trailer ...

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 ...

STG Logistics

Owner Operator

Tampa, 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 ...

Status Transportation

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Owner Operator Truck Driver

Orlando, FL · On-site

$7.5K - $10K/wk

Owner Operator Truck Driver Pay & Bonuses: $500 PAID ORIENTATION | $1,000 SIGN ON BONUS Gross Revenue: $8500 - $13000 Gross Revenue per Week Routes Available: OTR & REGIONAL available Contact ...

STG Logistics

CDL A - Owner Operator

Jacksonville, FL · On-site

Local & Regional Drayage Runs * Drop & Hook Opportunities * Industry-Leading Fuel Discounts ... Owner-Operator Requirements * Minimum 21 Years Old * 12+ Months of Verifiable Tractor-Trailer ...

STG Logistics

CDL A - Owner Operator

Jacksonville, FL · On-site

Local & Regional Drayage Runs * Drop & Hook Opportunities * Industry-Leading Fuel Discounts ... Owner-Operator Requirements * Minimum 21 Years Old * 12+ Months of Verifiable Tractor-Trailer ...

STG Logistics

CDL A - Owner Operator

Tampa, 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 ...

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Showing results 1-20

All JobsRegional Owner Operator JobsRegional Owner Operator Jobs in Florida

Regional Owner Operator information

See Florida salary details

$92.3K

$197.9K

$291.4K

How much do regional owner operator jobs pay per year?

As of Aug 15, 2026, the average yearly pay for regional owner operator in Florida is $197,891.00, according to ZipRecruiter salary data. Most workers in this role earn between $149,500.00 and $252,200.00 per year, depending on experience, location, and employer.

What is the difference between Regional Owner Operator vs Local Owner Operator?

AspectRegional Owner OperatorLocal Owner Operator
CredentialsCommercial Driver's License (CDL), trucking experienceCommercial Driver's License (CDL), trucking experience
Work EnvironmentRegional routes across multiple states, longer haulsLocal routes within a city or state, shorter hauls
Employer & Industry UsageIndependent or contracted, freight transportationIndependent or contracted, freight transportation
Search & Comparison IntentYesYes

Regional Owner Operators typically handle longer routes across multiple states, requiring more experience and longer periods away from home. Local Owner Operators focus on shorter, city-based routes, offering more home time. Both roles require similar credentials and operate within the freight transportation industry, but differ mainly in route scope and work environment.

What is a regional owner operator?

Regional Owner Operators are independent truck drivers or small business owners who operate their own commercial vehicles and transport goods within a specific geographic region, rather than nationwide. They contract with shipping companies or freight brokers to haul loads, typically returning home more frequently than long-haul drivers. These operators are responsible for managing their own business expenses, including fuel, maintenance, and insurance, while also complying with federal and state regulations. Regional routes often offer a balance between consistent work and home time, making them appealing for drivers seeking stability and flexibility.

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

To thrive as a Regional Owner Operator, you need a valid commercial driver’s license (CDL), safe driving record, knowledge of DOT regulations, and business management skills. Familiarity with GPS navigation, electronic logging devices (ELDs), and basic truck maintenance systems is typically required. Strong time management, customer service skills, and self-motivation help you excel in this largely independent and client-facing role. These abilities ensure safe, efficient deliveries, regulatory compliance, and business success in a competitive transportation market.

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

Regional Owner Operators often face challenges such as managing fluctuating fuel costs, maintaining their vehicles, and balancing time on the road with personal life. Staying organized with route planning and scheduling can help maximize efficiency and reduce downtime. Additionally, establishing strong relationships with dispatchers and shippers can lead to more consistent loads and better rates. Proactive vehicle maintenance and budgeting for unexpected expenses are also crucial for long-term success in this role.

What are the most commonly searched types of Owner Operator jobs in Florida?

The most popular types of Owner Operator jobs in Florida are:

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

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

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

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

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

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

Regional Owner Operator jobs near you
Infographic showing various Regional Owner Operator job openings in Florida as of August 2026, with employment types broken down into 51% Full Time, 47% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $197,891 per year, or $95.1 per hour.

Owner Operator

STG Logistics

Jacksonville, FL • On-site

Full-time

Re-posted 20 days ago

Job description

Jacksonville Owner-Operators Needed for Intermodal & Drayage Freight

$2,000 Sign On Bonus! 


Text APPLY to (860) 300-2110 to get your quick app started!

STG Drayage is growing its intermodal and drayage network and looking to contract with experienced Owner-Operators in Jacksonville, FL and surrounding port and rail markets.

If you’re looking for consistent container freight, competitive rates, and a local team that understands port and rail operations, STG Drayage has opportunities ready now.

Why Owner-Operators Choose STG Drayage

  • $2,000 Sign On Bonus
  • Home Nightly 
  • Consistent Port & Rail Freight
  • Competitive Weekly Settlements
  • Local & Regional Drayage Runs
  • Drop & Hook Opportunities
  • Industry-Leading Fuel Discounts
  • Expanding Freight Network Across Major Ports & Rail Ramps
  • Supportive Local Team

Built for Intermodal Drivers

STG Drayage is one of North America’s fastest-growing intermodal carriers because it understands what matters most to owner-operators: steady freight, efficient turns, strong communication, and maximizing your time on the road.

Whether you’re running port containers daily or looking to grow your intermodal business, STG Drayage offers long-term opportunity with consistent freight volumes.

Owner-Operator Requirements

  • Minimum 21 Years Old
  • 12+ Months of Verifiable Tractor-Trailer Experience Within the Last 5 Years
  • Military driving experience may qualify toward road experience requirements (call for details)

If you’re a safety-focused owner-operator looking for consistent drayage or intermodal freight, partner with STG Drayage today.

Call now to get started!

Apply