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CDL-A OTR Driveaway Driver — Up to $2,500/Week, Hotels Paid Nightly

Winter Garden, FL Posted Nov 1, 2026

  • OTR

Pay

Up to $2,500/wk

Location
Winter Garden, FL
Route
OTR · USA only
License
CDL A
Position
Company driver
Experience
1+ year

About this job

This CDL-A role has you driving brand-new semi-trucks straight to dealerships and fleet customers across the country, instead of pulling freight. No trailer, no docks, no loading or unloading — just getting new equipment where it needs to go.

Pay

  • Up to $2,500 per week

Home time

  • Expect to be away 2–3 weeks per trip
  • Nightly hotel stays covered by the company, plus flights back to the terminal between assignments

What you'll haul

  • Brand-new semi-trucks, delivered directly to buyers — no freight, no trailer

Requirements

  • Current Class A CDL
  • At least one year driving tractor-trailers
  • Comfortable with both manual and automatic transmissions
  • Background in flatbed, step deck, heavy haul, open deck or auto haul is a plus
  • Must be able to stay on the road 2–3 weeks at a stretch
  • Pass a DOT physical and drug test
  • Doubles/Triples endorsement is a plus, not required

Benefits

  • Union-backed health and retirement coverage
  • 401(k) with company match
  • Paid vacation, holidays, orientation and training
  • Dental, vision, life and disability coverage
  • Fuel card, paid tolls and cell phone reimbursement
  • Keep any airline miles or hotel points you earn

The hiring carrier's name is shared with you once you apply through the DriverRoll app, where you can message them directly.

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