1

Oversize Load Pilot Jobs in Florida (NOW HIRING)

Driver Helper

Pensacola, FL

$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 · 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

$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

$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

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

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

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

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

Milton, FL · On-site

$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

Walton, FL · On-site

$12.75 - $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

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

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 ...

next page

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 6, 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 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 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.

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 oversized 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 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.

Infographic showing various Oversize Load Pilot job openings in Florida as of July 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.

$15 - $18/hr

Other

Re-posted 21 days ago


Job description

PURPOSE

Assists Driver in delivering customer orders; assists in loading and off-loading product; or drives pilot vehicle for oversize loads. May deliver customer orders using a company van or pickup truck under 10,000 GVW. Work is performed under the direction of department supervisor or manager. Does NOT require a Commercial Motor Vehicle license.

ESSENTIAL DUTIES AND RESPONSIBILITIES

  • Assists with loading and appropriately securing product onto or inside delivery vehicle using motorized or non-motorized material handling equipment.
  • 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.
  • Plans and paces own work efficiency in order to meet daily, weekly, project, or team related productivity goals.
  • Understands and observes all safety procedures and practices in order to prevent injury to self or co-workers; attends periodic safety meetings as required; may recommend changes to improve safety procedures.

SUPERVISORY RESPONSIBILITIES 

This job has no supervisory responsibilities.

MINIMUM REQUIREMENTS

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required.

High school diploma or General Education Degree (GED) and one (1) year experience performing these or similar tasks, or equivalent combination of education, training or experience. Valid driver’s license required. 

COMPETENCIES

  • Good verbal and written communication skills
  • Ability to read and understand maps, routes, road signs
  • Excellent customer service skills
  • Ability to read and understand machine and equipment diagrams and system schematics
  • Knowledgeable of escort service regulations
  • Knowledge of basic math and measurement skills
  • Knowledge of and ability to use motorized and non-motorized material handling equipment
  • Must have a valid driver’s license.

WORK ENVIRONMENT / PHYSICAL ACTIVITY

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. 

  • Must be able to lift and carry up to 100 pounds frequently and on occasion may be required to lift and carry, with assistance, up to 200 pounds.
  • May be required to perform specific tasks that involve climbing, lifting, pushing or kneeling.
  • Must be able to climb up and down into cab, twist torso for 360 degree visibility, use arms to operate controls, etc.