Job Information

Ryder System Regional CDL Class A Truck Driver in Milwaukee, Wisconsin

Position Description

Immediate opening!! We have an opening for a Regional Class A CDL Truck Driver and we want the right Driver to join us at Ryder in Milwaukee, WI

Tired of rising fuel prices and long wait times with no pay? Leave those worries behind and come to Ryder where we have consistent freight and need your help with it! We’ll even help you sell your current equipment because that’s what we do!


Call or Text "Reg Milwaukee" to Shaunna at 269-751-9020

  • $1615+ Weekly Average,Driver Positions Pay Weekly

  • $1,250/wkmin guarantee for 5 days worked

  • Need reliable vehicle

  • $5,000 in 1st year bonuses

  • Routes within 300-mile radiusof your house, Must be Flexible.

  • Overnights for Route in Ryder Booked Hotel or Sleeper, Per Diem Pay: $50 per night

  • Mixed of Touch and No Touch Freight

  • Schedule: Monday – Friday – Most accounts

  • Hours per Week: 50 + hours average per week

  • Deliver To: IL, WI, MI, MN, IA, IN, OH and KY

  • Trailer Type: Dry Van, Reefer, Flatbed  48', 53’

  • Comprehensive Benefits start 30 days after hire

  • Paid Time Off Starts at Day 1- 80 hours accrued in 1st year

Call or Text "Reg Milwaukee" to Shaunna at 269-751-9020

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.

  • Tractor Type: Day Cabs and Sleepers

  • Equipment: Manual Pallet Jack

Call or Text "Reg Milwaukee" to Shaunna at 269-751-9020


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!

We have all the benefits other carriers do without the wait!

  • We love our Ryder babies and offer 12 weeks of PAID Maternity Leave

  • Immediate 401k rollover and contributions with company match at one year

  • HIGH VALUED Stock at 15% Employee Discount


  • Ryder Drivers are the Captain of the Ship – we trust and support OUR DRIVERS to make decisions to keep yourself and others safe

  • Quality Employee Discounts for YOU that actually save you Money on Tools, Cars, Over 150,000 Hotels Worldwide, Electronics/Appliances, Cell Phones, Travel and so much more

Our best advertising comes from our Drivers. Let Ryder pay you more, Refer a Driver and receive Unlimited Bonuses on Hired Drivers.

We have always had stringent cleaning processes and will provide personal protective equipment to keep you safe as you keep America moving!

Call or Text "Reg Milwaukee" to Shaunna at 269-751-9020

Still looking? Check out our site all Driving Opportunities with Ryder





  • 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: Additional requirements may be required in different locations and/or accounts.


  • 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 3 weeks ago (5/4/2023 11:35 PM)

Requisition ID 2023-140029

Primary State/Province WI

Primary City Milwaukee

Category Drivers Regional/OTR Solo

Employment Type Regular-Full time

Travel Requirements Driver

Position Code 1000608