Flexible / Owner-Operator Jobs for Veteran Drivers
You choose your own schedule. Trucking positions for drivers with 5+ years experience. Pay: $70,000 - $95,000+.
Flexible / Owner-Operator Trucking for Veteran Drivers
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.
You are among the most sought-after drivers in the industry. With 5+ years of clean driving, you qualify for elite private fleets, specialized heavy haul, and the most lucrative owner-operator opportunities. Your experience commands top dollar and carriers will compete aggressively for your talent.
Companies Hiring
Tips
- 💡 Apply to private fleets — Walmart ($95,000+), Costco ($80,000+), Target, and HEB offer the best combination of pay, benefits, home time, and equipment in the industry. Competition is fierce but your experience qualifies you.
- 💡 If you are an owner-operator, consider getting your own authority instead of leasing on. With 5+ years of experience and industry contacts, operating independently lets you keep 100% of the linehaul rate.
- 💡 Diversify your income with training, consulting, or mentoring side work. Your knowledge is extremely valuable — CDL schools, safety departments, and new carriers will pay well for experienced driver input.
Frequently Asked Questions
Can veteran drivers get flexible / owner-operator jobs?
Yes, veteran drivers with 5+ years of experience have excellent access to flexible / owner-operator positions with top carriers.
How much do flexible / owner-operator drivers with 5+ years experience make?
Flexible / Owner-Operator drivers with 5+ years of experience typically earn $70,000 - $95,000+. Pay varies by carrier and route assignment.
Which companies hire veteran drivers for flexible / owner-operator routes?
Top carriers for flexible / owner-operator veteran positions include Landstar System (agent-based), Mercer Transportation, Walmart Private Fleet, Costco Wholesale. Apply through our careers page for current openings.