UPS (Tractor-Trailer Division) Flexible / Owner-Operator Jobs
You choose your own schedule. UPS (Tractor-Trailer Division) flexible / owner-operator positions. Pay: $80,000 - $120,000+.
Pay Range
$80,000 - $120,000+
Home Time
You choose your own schedule
Min Experience
1 year CDL-A (internal promotion common)
Fleet Size
18,000+ tractor-trailers
Flexible / Owner-Operator Driving at UPS (Tractor-Trailer Division)
UPS operates one of the largest private tractor-trailer fleets in the U.S. through its package and freight divisions. UPS CDL drivers — known as feeder drivers — transport trailers between UPS hubs, sort facilities, and rail yards. These positions are highly sought-after due to Teamsters union representation, top-tier pay, and exceptional benefits. Most feeder drivers are promoted from within UPS, though external CDL hires are also brought on.
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
- ✓ Teamsters union representation
- ✓ Industry-leading health and pension benefits
- ✓ Overtime pay after 8 hours
- ✓ Paid vacation, holidays, and personal days
- ✓ UPS stock purchase plan
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 UPS (Tractor-Trailer Division) offer flexible / owner-operator positions?
Yes, UPS (Tractor-Trailer Division) offers flexible / owner-operator driving positions across their local, regional, dedicated divisions. You choose your own schedule.
How much does UPS (Tractor-Trailer Division) pay flexible / owner-operator drivers?
UPS (Tractor-Trailer Division) flexible / owner-operator drivers earn approximately $80,000 - $120,000+. Pay varies by division, route, and experience level.
What are the requirements for flexible / owner-operator driving at UPS (Tractor-Trailer Division)?
UPS (Tractor-Trailer Division) requires 1 year CDL-A (internal promotion common). 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.