Truck Driver CDL A Regional

Position Description

Ryder is hiring a Class A CDL Truck Driver in Milwaukee, WI — 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:

Youmight be wondering what your paycheck will look like.

$1600 or more per week - And it gets better

• Driver Positions Pay Weekly
• Weekly Guarantee $1600 per week
• Travel required within WI. Will be gone for a week or more at a time. Will stay in hotel.
• Tractor Trailer and Flatbed experience needed
• Hours Per Week: 50 + hours per week
• Hourly Pay: $30.90 Per Hour
• Per Diem Pay: $50.00 per night
• Tenure Bonus: Pays You $300 Four Times A Year, Every Quarter
• Loyalty Bonus: Pays you $2500 at 6 months and $2500 at 1 year.
• Schedule: Monday – Friday/Sunday - Thursday
• Start time: Varies

Apply Here with Ryder Today

Spots are filling fast — click apply now to secure your spot.

Questions? Call Chelsey or Text "Milwaukee" to View phone number on apply.j-vers.com to speak with your recruiter today!

Trucks are three years or newer. Ryder Drivers Service the Route, not the Truck. All Drivers have 24/7 Roadside Maintenance by a Ryder Trained Technician plus Service Employees fuel up our trucks at all 800+ Maintenance Facilities.

• Deliver SOLO To: WI
• Route: Regional
• Tractor Type: Day Cab
• Trailer Type: 28', 48' & 53 Flatbed  
• Freight: Load Securement – Strapping All Loads and Tarping in Wet Weather

EXTRA PERKS:

Our Drivers tell us Carrier Transparency is top priority. Don’t spend time applying for jobs with ‘Average Pay’ or confusing pay structures. We know you’re essential to keep our economy afloat. Your trust, safety and security is our top priority. You will work with the Safest and most Reliable Fleet in the Industry. You Deliver for us so we make sure to Deliver for you!

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:

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

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 (6/5/2026 10:23 AM)

Requisition ID View phone number on apply.j-vers.com

Primary State/Province WI

Primary City Milwaukee

Location (Posting Location) : Postal Code 53207

Category Drivers Regional/OTR Solo

Employment Type Regular-Full time

Travel Requirements Driver

Position Code 1000599