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Oversize Load Pilot Jobs in Florida (NOW HIRING)

Driver Helper

Pensacola, FL · On-site

$15 - $18/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Punta Gorda, FL

$14.50 - $18.50/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Orlando, FL

$14.50 - $18.75/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Orlando, FL

$14.50 - $18.75/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Brooksville, FL · On-site

$13 - $16.75/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Brooksville, FL

$13 - $16.75/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Milton, FL

$14.25 - $18.25/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery - Punta Gorda, FL

Punta Gorda, FL · On-site

$14.50 - $18.50/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory requirements.

Driver Helper

Pensacola, FL · On-site

$15 - $18/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Orlando, FL · On-site

$15 - $19.25/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Fort Pierce, FL · On-site

$14.50 - $18.50/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Orlando, FL · On-site

$15 - $19.25/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper

Brooksville, FL · On-site

$13 - $15.50/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Brooksville, FL · On-site

$13 - $16.50/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Brooksville, FL · On-site

$13 - $16.75/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Punta Gorda, FL · On-site

$14.50 - $18.50/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

Driver Helper Delivery

Fort Pierce, FL · On-site

$13.50 - $17.25/hr

Drives pilot vehicle for oversize loads, ensuring compliance with appropriate safety regulations. * Inspects and maintains delivery vehicles to ensure safety and compliance with regulatory ...

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Showing results 1-20

Oversize Load Pilot information

See Florida salary details

$37K

$97.8K

$150.2K

How much do oversize load pilot jobs pay per year?

As of Aug 28, 2026, the average yearly pay for oversize load pilot in Florida is $97,833.00, according to ZipRecruiter salary data. Most workers in this role earn between $74,700.00 and $115,800.00 per year, depending on experience, location, and employer.

What is an oversize load pilot?

An Oversize Load Pilot, also known as a pilot car driver or escort vehicle operator, guides oversized trucks carrying large or heavy loads to ensure safe transport on public roads. They help navigate traffic, warn the trucking team of potential hazards, and communicate with law enforcement when needed. Their role is crucial for preventing accidents and protecting infrastructure. Pilot drivers must be knowledgeable about state regulations and required safety protocols.

What are the key skills and qualifications needed to thrive in the oversize load pilot position?

Oversize Load Pilots need a valid driver’s license with a clean driving record, strong route planning skills, and knowledge of state and federal regulations regarding oversize loads. Certification in pilot/escort vehicle operation and proficiency with two-way radios, GPS devices, and mapping software are commonly required. Excellent communication, situational awareness, and teamwork skills help pilots coordinate effectively with truck drivers and law enforcement. These abilities are critical to ensuring the safe, compliant, and efficient transport of oversized loads over public roadways.

What are some common challenges that oversize load pilots face during a typical workday?

Oversize Load Pilots often encounter challenges such as navigating unpredictable traffic, adjusting to changing weather conditions, and communicating real-time updates to the transport driver and other team members. Routes can be complex, requiring quick problem-solving if detours or obstacles arise. Pilots must remain highly focused and vigilant to spot hazards, ensure the safety of the load, and help minimize disruptions for the traveling public. These challenges make the job dynamic and require a proactive, safety-first mindset at all times.

How do I become an oversize load pilot?

To become an oversize load pilot, you typically need a commercial driver's license (CDL) with specific endorsements, such as a special or oversize load permit. Experience driving large vehicles and knowledge of safety regulations are essential, and some employers require completion of specialized training or certification in escorting oversized loads.

What are popular job titles related to Oversize Load Pilot jobs in Florida?

For Oversize Load Pilot jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Oversize Load Pilot jobs in Florida look for?

The top searched job categories for Oversize Load Pilot jobs in Florida are:

Infographic showing various Oversize Load Pilot job openings in Florida as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $97,833 per year, or $47 per hour.

Supervisor, Ground Transportation

Cape Canaveral, FL


asrcfh

7.8

Company rating: 7.8 out of 10

Based on 28 frontline employees who took The Breakroom Quiz

243rd of 450 rated engineering

People enjoy working here

Good employer

Paid breaks


Full-time

Posted 2 days ago

New


Job description

ASRC Federal NetCentric is hiring a Supervisor, Ground Transportation at Cape Canaveral Space Force Station.

Job Summary:

Supervise the Ground Transportation department.

Duties and Responsibilities:

  • Supervise the operation, coordination and scheduling of all personnel involved in roadblocks and oversize load transportation escorts.
  • Administrative duties including but not limited to work schedule assignments, overtime assignments, requisitioning, work order processing and filing, and mission support coordination.
  • Supervise and coordinate personnel involved with multiple shifts and scheduling overtime as needed.
  • Supervise the installation, manning, takedown, scheduling of all roadblocks and scheduling of personnel needed for all manning needed for escorts of oversize loads in support of vehicle movements on Cape Canaveral Space Force Station and Kennedy Space Center as directed by SLD45 Security Forces.

Educational/Training Requirements

  • High School diploma or equivalent.  Associate’s degree, Trade School and/or Military Security Forces Training preferred
  • 5 (five) or more years’ experience of supervising 10+ personnel on multiple shifts. Previous supervisory experience, especially in a multiple shift environment, is highly desired.
  • Must be computer literate and proficient with MS Office applications. Computerized Maintenance Management System (CMMS) experience preferred.

Skill Requirements/Qualifications:

  • Current valid FL Driver License.
  • Currently possess or be able to obtain a security clearance. US Citizenship required for obtaining a clearance.
  • Currently possess or be able to obtain Florida pilot/escort flagging course certificate, National Safety Council Defensive Driving Course Certificate or Commercial Driver’s License Class A, B or C.

Work Environment: Work environment includes office and field work. Must be capable of driving vehicles, visiting work sites with frequent walking and some climbing of ladders and structures.

Physical Demands: Frequent walking, sitting and driving. Climbing of stairs in multi-story buildings that do not have elevators. Must be able to lift up to 50 lbs., climb ladders & stairs in minimally accessible locations.


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