Cypress is hiring OTR CDL Truck Drivers and we’re willing to pay.
Our OTR Drivers are home every other week or you can “choose” to stay out and earn more! Great equipment, great drivers, great customers and great company!
Some people love the road more than others. It’s a place they call home and an opportunity for freedom while seeing the sights across the U.S. and make an honest living.
Cypress Truck Lines offers long-haul, over-the-road routes for drivers who want to earn better miles and benefits while exploring the open road. Best of all, with Cypress’ customer base, there isn’t a shortage of steady freight, meaning you’ll keep earning a great living.
We have the best dispatchers in the business to help you along the way and most of our loads are preloaded and tarped — saving you time and money while you see parts of the U.S.
No Flatbed Experience or a New CDL Driver? No Problem! We’ll even pay you to train.
- All the Miles You Want: Get consistent miles every week!
- Home Every Other Week: Our OTR Drivers are home every other week or you can “choose” to stay out and earn more.
- Paid for Every Mile: Loaded or empty, you get paid the same rate.
- Paid Training: Exp. CDL-A Drivers up to $1,000/Week
- Pre-Loaded and Tarped: 90% of loads are ready to go.
- Performance Bonuses: Quarterly safety and performance bonuses up to $600.
- Seniority Bonus: Annual bonuses from $500 to $2,500 for loyal drivers.
- Comprehensive Benefits Package: Medical Insurance, Dental Insurance & Vision Insurance
- Retirement Package: 401(k) with a 50% company match up to 6% to secure your future.
- Paid Time Off: Enjoy paid holidays and vacation time.
- The Best Equipment on the road, see for yourself here.
OTR Pay Scale
We pay the same rate for every mile you drive, loaded or empty.
- 5 Years Exp. $0.67/Mile
- 4 Years Exp. $0.66/Mile
- 3 Years Exp. $0.65/Mile
- 2 Years Exp. $0.64/Mile
- 1 Year Exp. $0.60/Mile
- 0-12 Months $0.54/Mile
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.










