Position Description
Ryder is hiring a Class A CDL Truck Driver in Winchester, VA — offering weekly pay, excellent benefits, and a driving career you can feel good about.
See and Hear from a Ryder Employee who Drives for Us Here:
https://RyderCareers.Video/CDL-Regional
You might be wondering what your paycheck will look like.
$1550 Weekly Average -TOP EARNERS make $1800 to $1900 a weekand it gets better
- Driver Positions Pay Weekly
- Hours Per Week: 50 - 60 hours per week
- Solo Miles Pay: $0.62 per Mile with 1200 - 1400 Miles per Week
- Solo Stops Pay: $26.75 per Stop with 10 - 20 Stops per Week
- Per Diem Pay: $50.00 per night with up to 1 - 2 nights per Week
- Paid Training
- Schedule: Monday – Friday
- Start Time: 2:00 AM - 7:00 AM Dispatch
Apply Here with Ryder Today
Spots are filling fast — click apply now to secure your spot.
Questions? Call Kaylee or text “Winchester” to 904-869-3228 to speak with your recruiter today
We know choosing a driving career is a big decision.
That’s why we’re upfront about pay, routes, and schedules — so you can feel confident joining the Ryder team.
- Deliver SOLO To: Primarily VA, NC, MD and PA. Possible MA and IN
- Route: Regional
- Tractor Type: Sleepers with assigned trucks
- Trailer Type: Mostly Dry Van and some Flatbed - TRAINING OFFERED
- Equipment: Manual Pallet Jack
- Ryder will Train you on all equipment needed to be successful
- Freight: Touch – Commercial Foam
Trucks are 36 months or newer, include 24/7 Roadside Maintenance and Company Drivers fuel up the trucks at over 800 Maintenance Facilities Nationwide.
All the benefits you expect — without the wait.
- Medical, Dental & Vision after 30 days
- 80 hours PTO your first year, starting Day 1(use it or get paid for it)
- Uniforms, cell phone & boot allowance provided
- Drivers are the Captain — you make safety decisions, and your job is protected
- 401(k) rollover available now + company match at 1 year
- 12 weeks paid maternity leave(subject to specific eligibility criteria, including work tenure)
- Employee discounts on tools, vehicles, travel, tech & more
Click here to see all Ryder Driving Opportunities:https://ryder-drivers.jobs/
Thinking about becoming a Company Driver? Ryder will purchase your truck and support you every step of the way, so you can focus on driving—not the details.
At Ryder, you’re joining more than a company — you’re joining a community of proud women and men in logistics, including Military Reservists and Veterans.
Know great drivers — get paid for it. Ryder pays unlimited referral bonuses for hired drivers.
EEO/AA/Female/Minority/Disabled/Veteran
Our Culture & Commitment:
At Ryder, you’re trusted to make an impact—while enjoying room to grow and having a voice that’s heard. Our culture is built on respect, collaboration, and shared pride in doing great work rooted in innovation and safety.
Your Voice. Your Success. The Future We Build Together.
Requirements
- Minimum 21 years of age
- Pass a Ryder Drug Test
- Pass a Ryder Background and Motor vehicle check including Drug and alcohol verification from previous employers for the last 3 years
- Pass a DOT physical
- Pass a Ryder road test
- Provide appropriate CDL and endorsements for the position
- Must have Class A verifiable experience in a tractor trailer or comparable vehicle:
- 9 months experience within the past 3 years, OR
- 2 years’ experience within the last 5 years, OR
- 5 years’ experience within the last 10 years
- Ability to follow written and/or oral instructions
- Ability to read, interpret and apply laws, rules, regulations policies and/or procedures
Important Note: Some positions require additional screening that may include employment and education verification; motor vehicle records check and a road test; and/or badging or background requirements of the customer to which you are assigned.
Responsibilities
- Ensuring compliance with applicable federal and/or state laws, regulations, and/or agency rules, standards and guidelines
- Detecting and eliminating or minimizing safety hazards Maintaining accurate records and logs
- Loading/Unloading freight or assisting in the loading/unloading of freight if required by customer
- Performs other duties as assigned
Ryder is proud to be an Equal Opportunity Employer and Drug Free workplace. All qualified applicants will receive consideration for employment without regard to race, religion, color, national origin, sex, sexual orientation, gender identity, age, status as a protected veteran, among other things, or status as a qualified individual with disability.
Posted Date 1 week ago (6/10/2026 11:38 AM)
Requisition ID 2026-203755
Primary State/Province VA
Primary City WINCHESTER
Location (Posting Location) : Postal Code 22603
Category Drivers Regional/OTR Solo
Employment Type Regular-Full time
Travel Requirements Driver
Position Code 1000998
