ZipRecruiter

Log In

1

Fleet Owner Operator Jobs in Florida (NOW HIRING)

CRST

CDL A Owner Operator Truck Driver

Orlando, FL

$4.0K/wk

The Specialized fleet has under 30% turnover and best-in-class support staff. Apply or call today! Job Details: * Solo Owner Operator Positions * Home time is up to you * Bonus home time in short ...

previous pagenext page

Showing results 21-40

All JobsFleet Owner Operator JobsFleet Owner Operator Jobs in Florida

Fleet Owner Operator information

See Florida salary details

$481

$3.3K

$5.7K

How much do fleet owner operator jobs pay per week?

As of Sep 6, 2026, the average weekly pay for 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 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 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.

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

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

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

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

Fleet Owner Operator jobs near you
Infographic showing various Fleet Owner Operator job openings in Florida as of August 2026, with employment types broken down into 47% Full Time, 51% Part Time, 1% Contract, and 1% Nights. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $170,813 per year, or $82.1 per hour.

CDL A Owner Operator Truck Driver

CRST

Orlando, FL

$4.0K/wk

Full-time, Contractor

Medical

Re-posted 28 days ago

CRST rating

7.7

Company rating: 7.7 out of 10

Based on 34 frontline employees who took The Breakroom Quiz

104th of 366 rated logistics

Job description

CRST Specialized Solutions is looking for independent contractors (Owner Operators) to haul specialty freight across the country. As a Specialized contractor, you choose your home time, loads, and schedule. Run your truck and enjoy the profits of your own hard work. The Specialized fleet has under 30% turnover and best-in-class support staff. Apply or call today!

Job Details:

  • Solo Owner Operator Positions
  • Home time is up to you
  • Bonus home time in short periods with CRST Get Thru Home program
  • Driving lower 48 states
  • Driver assist position - loading and unloading freight

Compensation & Benefits:

  • Tolls are 100% paid
  • Fuel discount $0.18 per gallon
  • Top 25%* of contractors gross $4,000/wk or more!
  • $1.68 CPM-based on 2025 average, fluctuates as fuel surcharge changes
  • ALL MILES PAID
  • $5k Sign on Bonus for new hires
  • Low lease expense vs industry average
  • Stable miles - freight available and increasing.
  • The top 25% earners typically stay out 3-4 weeks with 3-4 days home and accept 99% of offered loads.
  • Benefits are offered through a 3rd Party
    • Optional health insurance offered thru True Choices Personal Insurance.
Home Time: Schedule:

Full-time

Job Benefits
  • Benefits are offered through a 3rd Party
  • Optional health insurance offered thru True Choices Personal Insurance. Questions about what they have to offer? Please call 800-877-9637.
Job Requirements

Experience Level: 6-12 months

  • 21 years or older
  • CDL A, 6 months OTR experience required
  • Qualified applicants with arrest and conviction records will be considered for employment pursuant to applicable federal, state, and local laws.

LeadFlex Job ID: 18891

Post Date: 06/01/2026

What CRST employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply