Owner Operator Independent Contractor
- LocationChicago, IL, US
- Work typeOn-site
- Salary200k to 300k USD a year
- Posted5 November 2026
- SourceLegacy Transportation Services's careers page (Paylocity)
Live checkFirst seen 3 days ago; still listed on Legacy Transportation Services's careers page 1 h ago.
At a glance
- VisaRight to work required
- Skills and toolsCDL
Read from the ad by RoleFinder, with rules and an AI reading; the description is the source.
About the role
DRIVE ELITE. EARN $200K–$300K+.
**Sign-On Bonus $5000.00 FIRST 6 MONTHS.
Legacy Transportation Services is seeking experienced Owner-Operator Independent Contractor Drivers to haul high-value, sensitive freight throughout all 48 states.
We partner with professional drivers who value precision, reliability, strong communication, and representing a premium carrier. If you are ready for specialized freight, consistent opportunity, and a company that respects your experience, this may be the right fit for you.
What You Can Earn
• $200,000–$300,000+ annual earning potential based on acceptance and completion of dispatched loads.
• Earn up to a $5,000 earned onboarding bonus during your first 6 months
• Compensation based on gross revenue and accepted loads
• Use company trailer
• Weekly pay
• Flexible home time
• Specialized, high-value freight
• Partner with a respected, professional transportation company
Learn more about Legacy at www.legacytsi.com
Requirements
Qualifications:
- Valid Class A CDL
- Current DOT Medical Card
- Minimum 21 years of age
- Own a CARB-compliant tractor eligible for California operations
- Must be an owner-operator eligible to work as an independent contractor
- Ability to run in all 48 states and Canada (if applicable)
- Strong communication skills and punctuality
- Willingness to live load/unload freight and secure freight inside trailer
- Professional attitude and commitment to excellence
Ready to Drive With the Best?
Call our Recruiting Team today: (408) 213-6345
Get your questions answered and take the next step toward building your future with Legacy.
Take the wheel. Drive your success. Build your legacy with LEGACY Transportation Services.
**As Milestones are met.
Get open roles ranked against your CV
Add your CV once. RoleFinder ranks the open roles where you want to work, plus remote ones, against it, shows your best 12 with a one-line reason each, and emails you new matches once a week. The file is read once by AI and not kept; employers never see it.
Sign in with Google or email to start. How we handle your CV