Ryder System Flexible / Owner-Operator Jobs
You choose your own schedule. Ryder System flexible / owner-operator positions. Pay: $55,000 - $85,000.
Pay Range
$55,000 - $85,000
Home Time
You choose your own schedule
Min Experience
1 year CDL-A
Fleet Size
55,000+ vehicles (leased and managed fleet)
Flexible / Owner-Operator Driving at Ryder System
Ryder is a leading commercial fleet management, full-service leasing, and supply chain solutions company. They employ thousands of CDL drivers for dedicated contract carriage operations, offering some of the most consistent local and regional routes in the industry.
Owner-operators and independent contractors set their own schedules. You decide when to drive, when to go home, and which loads to accept. This freedom comes at the cost of self-employment responsibilities: you handle your own insurance, maintenance, fuel, taxes, and load booking. Schedule flexibility is the primary reason many experienced drivers go independent.
Benefits
- ✓ Home daily or weekly for most positions
- ✓ Comprehensive health benefits
- ✓ 401(k) with company match
- ✓ Paid time off and holidays
- ✓ Well-maintained, late-model equipment
Pros & Cons of Flexible / Owner-Operator
Pros
- ✓ Complete control over your schedule
- ✓ Choose your own loads and lanes
- ✓ Highest earning potential in trucking
Cons
- ✗ All expenses are your responsibility ($80,000-$150,000/year)
- ✗ No guaranteed income during slow periods
- ✗ Business management skills required (bookkeeping, taxes, compliance)
FAQ
Does Ryder System offer flexible / owner-operator positions?
Yes, Ryder System offers flexible / owner-operator driving positions across their local, regional, dedicated divisions. You choose your own schedule.
How much does Ryder System pay flexible / owner-operator drivers?
Ryder System flexible / owner-operator drivers earn approximately $55,000 - $85,000. Pay varies by division, route, and experience level.
What are the requirements for flexible / owner-operator driving at Ryder System?
Ryder System requires 1 year CDL-A. You need a valid CDL-A license, clean MVR, and DOT medical card. Flexible / Owner-Operator positions may have additional requirements based on the specific division.