Now Hiring OTR Flatbed CDL-A Drivers Across Florida
Cypress Truck Lines is hiring OTR flatbed CDL-A drivers across Florida, including Jacksonville, Orlando, Tampa, Ocala, Lake City, Tallahassee, and surrounding areas. Our drivers run long-haul flatbed freight with consistent miles and strong weekly earnings, with many OTR drivers averaging $1,800 to $2,000 per week.
With a standard 2-week schedule and the option to stay out for 3 weeks, you have the flexibility to earn more while staying in control of your schedule. If you’re looking for steady freight, reliable equipment, and real earning potential, Cypress delivers.
- High Miles Every Week: Stay moving with consistent flatbed freight and minimal downtime.
- Earn More with Every Mile You Drive: Paid the same rate for loaded and empty miles.
- 2 Weeks Out Standard, 3 Weeks Optional: Go home every other week or stay out longer to earn more.
- Paid Flatbed Training Available: No flatbed experience? We’ll train you and get you earning quickly.
- 90% Pre-Loaded and Tarped Freight: Spend less time waiting and more time driving.
- Performance Bonuses: Earn up to $600 quarterly for safety and performance.
- Seniority Bonuses: Annual bonuses from $500 to $2,500 for long-term drivers.
- Full Benefits Package: Medical, dental, and vision coverage for you and your family.
- 401(k) with Company Match: 50% match up to 6% to help you build your future.
- Paid Time Off: Vacation time and paid holidays to recharge between runs.
- Assigned Modern Equipment: Your own truck, no slip seating, designed for long-haul comfort. See for yourself here.
Why Drive OTR Flatbed for Cypress Truck Lines in Florida
Cypress Truck Lines is built around flatbed drivers, with strong roots in Florida and terminals in Jacksonville and Tampa. Our OTR drivers run consistent freight with the miles and support needed to earn strong weekly pay.
Assigned Equipment – No Slip Seating
Florida-based OTR drivers are assigned their own truck. No teams, no slip seating, and no shared miles. This is your truck and your space on the road. All sleeper trucks are equipped for long-haul comfort so you can stay focused and productive. Drivers who live near our Jacksonville or Tampa terminals may have the option to take their truck home when not on dispatch.
High Miles That Drive Higher Pay
Our Florida OTR flatbed drivers benefit from steady, year-round freight that keeps them moving. With consistent lanes running out of Florida through the Southeast and into Texas and beyond, you’ll spend more time driving and less time waiting. More miles means more money in your pocket.
Flexible Schedule That Fits Your Goals
Most Florida OTR drivers run a standard 2-week schedule and return home for planned time off. If you want to maximize your income, you can choose to stay out for a third week and take advantage of additional miles. This option is always your choice and gives you more control over your schedule and earnings.
Room to Grow with a Florida-Based Carrier
Whether you’re new to flatbed or an experienced CDL-A driver, Cypress offers long-term opportunities. Many of our leaders started as drivers and understand the realities of life on the road. If you’re looking for stability, support, and the ability to grow your career, Cypress delivers.
A Florida Company Drivers Trust Since 1972
Cypress Truck Lines has been serving drivers across Florida for decades. With a reputation built on consistency, respect, and reliable freight, drivers choose Cypress because they know they’ll get steady miles, fair pay, and the support they need to succeed in OTR flatbed trucking.
Our Equipment
Our drivers rely on modern, well-maintained equipment built for long-haul flatbed work. From comfort to performance, our trucks are designed to help you stay on the road, stay productive, and keep earning.
Qualifications
- Valid CDL-A License
- No Experience Required
- Must Be 21 years Of Age
- No DUI In Last 10 Years
- No Felony’s In The Last 7 Years
- Clean MVR/No More Than 2 Violations In 5 Years
Don’t have your CDL yet? We can help you get started. Cypress offers paid CDL training so you can earn while you learn and move straight into an OTR flatbed driving job. Learn more about Cypress CDL School.