Truck Driver CDL A Regional

Ryder

Saint Francis, Milwaukee County
CDL A Regional Flatbed
$47,182 - $47,182/yr
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Posted Today

What to Expect

This is a full_time Regional flatbed position with Ryder in Saint Francis, Milwaukee County. You will need a CDL Class A license and 3_plus of experience. The position pays $47,182 - $47,182/yr.

Job 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: https://RyderCareers.video/FlatbedSafety You might 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 904-932-0143 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: 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 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. 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.

Requirements

  • CDL Class A license
  • 3_plus of driving experience
  • Clean MVR (Motor Vehicle Record)
  • At least 21 years old (interstate)
  • Valid DOT physical card

About Regional Trucking

Regional trucking positions cover a defined multi-state area, usually within a 500-to-1,000-mile radius of a home terminal. Drivers on regional routes enjoy a better balance between earning potential and home time, typically returning home every weekend. It is a popular choice for experienced drivers who want predictable schedules without sacrificing competitive pay.

Learn more about regional trucking →

A Day in the Life

A typical day as a regional flatbed driver involves picking up construction materials or manufactured goods from a local supplier and delivering them to job sites within a few hundred miles. You spend part of your morning securing and tarping your load, then drive familiar highways through your region. The work is physical and varied, but the regional territory means you are home most weekends.

Pros & Cons of Regional Driving

Pros

  • + Home every week or every other week
  • + Competitive pay close to OTR rates
  • + Familiar routes reduce navigation stress
  • + Consistent weekly miles and paychecks
  • + Good stepping stone to dedicated or local positions

Cons

  • Still requires multiple nights away from home
  • Earnings slightly lower than top OTR positions
  • Territory can shift based on carrier needs
  • Weekend home time may be limited to one full day
  • Weather challenges within your region can disrupt schedules

About Flatbed Trucks

Flatbed trailers have an open deck with no sides or roof, making them ideal for oversized cargo like lumber, steel, machinery, and building materials. Flatbed drivers must know how to tarp and secure loads using chains, straps, and binders, which is a specialized skill set that commands premium pay. The work is more physically demanding but highly rewarding for drivers who prefer hands-on tasks.

Browse all flatbed jobs →

Career Path

1

CDL Training & Entry Level

Earn your CDL and start with an entry-level regional carrier that offers weekly home time.

Read guide →
2

Experienced Regional Driver

Build experience and transition to premium regional lanes with higher pay and better home time.

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3

Dedicated or Specialized Regional

Move into a dedicated regional account or specialized freight for more predictable schedules.

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4

Fleet Manager or Owner-Operator

Advance into fleet management, driver training, or launch your own regional trucking operation.

Read guide →

Trucking in Wisconsin

Schneider National is headquartered in Green Bay, and Wisconsin's manufacturing sector creates steady demand.

Average driver salary in Wisconsin: $50,000 - $72,000/yr

Browse all Wisconsin trucking jobs →

Frequently Asked Questions

How much does this regional job pay?

This position pays $47,182 - $47,182/yr. Actual pay may vary based on experience, endorsements, and miles driven.

What CDL class do I need for this job?

This position requires a CDL Class A license. Class A allows you to operate combination vehicles over 26,001 lbs GVWR.

What is the trucking job market like in Wisconsin?

Schneider National is headquartered in Green Bay, and Wisconsin's manufacturing sector creates steady demand. The average truck driver salary in Wisconsin ranges from $50,000 - $72,000 per year.

Last updated: June 7, 2026

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