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Home Based Pilot Jobs in Florida (NOW HIRING)

Oscar Health

Case Management RN

Miami, FL · Remote

$32.60 - $42.79/hr

... pilot programs as they arise, and work with support teams to ensure care for our members. You will ... While your daily work will be completed from your home office, occasional travel may be required ...

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Home Based Pilot information

What is a home based pilot?

A Home Based Pilot is a professional pilot who is not assigned to a specific airline base but operates from their home location. They typically commute to different airports where their flights originate, reducing the need to live near a major hub. This setup offers flexibility but may require frequent travel to assigned flight locations. Airlines may provide travel benefits to help pilots reach their departure points.

What are typical daily responsibilities for a home based pilot?

As a Home Based Pilot, your daily tasks often include pre-flight planning from your home office, conducting safety checks, coordinating with dispatch and operations teams remotely, and traveling to the aircraft’s location for scheduled flights. You may regularly communicate with maintenance staff, manage required paperwork, and ensure compliance with aviation regulations. While you have increased autonomy, you’re still an integral part of a broader team, using digital tools to stay connected. Flexibility and strong organization skills are key as your flight assignments and routes may vary based on company needs.

What are the key skills and qualifications needed to thrive in the home based pilot position, and why are they important?

To thrive as a Home Based Pilot, you need a valid commercial pilot’s license, strong flight planning abilities, and extensive experience with the assigned aircraft type. Familiarity with industry-standard flight management systems, remote communication tools, and up-to-date regulatory certifications is essential. Excellent self-management, communication skills, and reliability are crucial for operating independently and collaborating remotely with operations teams. These competencies ensure safe, efficient, and compliant flight operations while working from a non-traditional or remote base.

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

The most popular types of Pilot jobs in Florida are:

What are popular job titles related to Home Based Pilot jobs in Florida?

For Home Based Pilot jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Home Based Pilot jobs in Florida look for?

The top searched job categories for Home Based Pilot jobs in Florida are:

What cities in Florida are hiring for Home Based Pilot jobs?

Cities in Florida with the most Home Based Pilot job openings:

Home Based Pilot jobs near you
Infographic showing various Home Based Pilot job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 81% Full Time, 13% Part Time, and 5% Contract. Highlights an 87% Physical, 3% Hybrid, and 10% Remote job distribution.

Lowboy Driver - Regional - Heavy haul experience required to apply

Fletchers Towing Inc

Milton, FL • On-site

$20 - $35/hr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 11 days ago

Job description

Benefits:
  • Employee discounts
  • Health insurance
  • Paid time off
  • 401(k) matching
  • Bonus based on performance
  • Competitive salary
  • Dental insurance
  • Training & development
  • Vision insurance

Fletchers Towing is hiring an experienced Class A CDL lowboy driver for regional heavy haul across the Southeast. Home terminal is Milton, FL, right off I-10 at Highway 87. This is real heavy haul — oversized and overweight loads, not general freight — and you are home on a regular basis.

About Fletchers Towing

Fletchers Towing has spent years building a reputation in the Pensacola area as the company people call when a load is too big, too heavy, or too important to trust to just anyone. We haul construction and industrial equipment for customers who expect the job done right the first time. The drivers who run for us tend to stick around, and that is a big part of why customers keep calling back. We back that up with competitive pay, real benefits, and equipment that is maintained to do the job safely.

What You’ll Do

•    Run lowboy and RGN trailers on regional heavy haul routes across the Southeast, moving oversized and overweight loads.
•    Load, secure, and unload heavy equipment — construction machinery, industrial cargo, and everything in between.
•    Plan routes for oversize and overweight loads, working with permits, restrictions, and escorts as needed.
•    Complete thorough pre-trip and post-trip inspections and keep the truck DOT-compliant.
•    Keep accurate logs and paperwork in line with FMCSA and HOS rules.
•    Communicate clearly with dispatch, customers, and job site crews on timing and site conditions.
•    Catch and report mechanical issues early, before they become a breakdown on the shoulder.

What You’ll Need

•    Valid Class A CDL with a clean MVR.
•    3+ years of commercial driving experience.
•    2+ years hauling on a lowboy or RGN — this is a hard requirement, not a preference.
•    2+ years operating or loading heavy equipment.
•    Working knowledge of DOT regulations, HOS rules, and oversize permitting.
•    Fully capable of running a manual transmission — this is not the place to learn one.
•    Able to work independently on regional routes with minimal supervision.
•    Ability to pass a background check and DOT pre-employment drug screen.

Nice to Have

•    Multi-axle configurations (8+ axles), jeeps, and stingers.
•    Experience coordinating with pilot cars and escorts on superloads.
•    Additional endorsements (tanker, HazMat, doubles/triples).
•    Experience pulling permits yourself rather than waiting on the office.

Pay & Benefits

$20.00 – $35.00 per hour, based on experience.

New drivers start with a 90-day probationary training period at $19.00 per hour, then move to their full rate based on experience. Overtime is paid on every hour over 40 — we don’t cap it.
•    Health insurance through Trustmark at very reasonable rates, plus optional dental, vision, and secondary policies
•    401(k) with company matching
•    Paid time off and paid training
•    Detention pay and layover pay
•    Performance and yearly bonus opportunities

Schedule & Route

•    Full-time, company driver. 

•    Regional Southeast — home terminal in Milton, FL, right off I-10 and Hwy 87. 

•    Dedicated and regional runs; roughly 50% travel. 

•    Work location: on the road. 


How to Apply

Fill out our short application at https://fletchers-towing.com/apply, then give us a call to set up an interview. We move quickly — if you have the lowboy time, we want to hear from you.