CDL-A Truck Driver

J Rose Enterprises

Milwaukee, Milwaukee County
CDL A Regional Dry Van
$62,400 - $78,000/yr
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Posted Yesterday

What to Expect

This is a full_time Regional dry van position with J Rose Enterprises in Milwaukee, Milwaukee County. You will need a CDL Class A license. The position pays $62,400 - $78,000/yr.

Job Description

CDL-A Truck Driver ❮ back to last search J Rose Enterprises Milwaukee $1200-$1500 per week EASY APPLY Apply for this job We are currently hiring dependable Class A CDL truck drivers for Midwest regional routes. We provide expedited freight transportation services across the continental U.S., and we pride ourselves on treating our drivers with the utmost respect. Enjoy consistent miles, modern equipment, and 100% no-touch freight while staying close to home with weekly resets. Compensation & Benefits Average Weekly Pay: $1,250 – $1,575 (Paid on ALL miles, loaded and empty) Employment Type: W-2 position Additional Pay: $20/hour detention and breakdown pay Bonuses: Quarterly safety bonuses Retirement: 401(k) with up to a $2,000 company match Time Off: Paid vacation and 8 paid holidays per year Comprehensive Benefits: Full package including medical, dental, vision, and life insurance Home Time & Schedule Home Time: Home weekly for a 34–48 hour reset Schedule: Typically 5 to 5.5 days out on the road Equipment Convenience: Drivers are permitted to take their truck home during scheduled home time Freight & Equipment Freight Type: Dry van, 100% no-touch freight Operation: Drop and hook Fleet: Newer model equipment, including Kenworth, Freightliner, and International tractors Job Requirements License: Valid Class A Commercial Driver's License (CDL-A) Experience: Minimum of 6 months of tractor-trailer driving experience Recency: Must have verifiable driving experience within the last 90 days Compliance: Must meet all Department of Transportation (DOT) safety, medical, and drug/alcohol screening requirements Note: Accidents, moving violations, and background checks are reviewed on a case-by-case basis. Apply for this job Stats for this job Salary comparison: This job National average Logistics & Warehouse Jobs average Wisconsin average Salaries The number of jobs in each salary range for all: Receive similar jobs by email Create alert By creating an alert, you agree to our T&Cs and Privacy Notice, and Cookie Use. Similar jobs Local CDLA Truck Driver $ 48000.0-60000.0 annual Midwest Refrigerated Milwaukee, Inc. Milwaukee, Wisconsin, 53224 OTR Class A Truck Driver $ 75000.0-100000.0 annual Midwest Refrigerated Milwaukee, Inc. Milwaukee, Wisconsin, 53224 Regional CDLA 1000-3000 USD per week SDR Enterprises Inc Greenfield, Wisconsin Regional CDLA 1000-3000 USD per week SDR Enterprises Inc Milwaukee, Wisconsin Regional CDLA 1300-1300 USD per week T&T Express Brookfield, Wisconsin Popular searches Cdl truck driver Cdl truck driver in Milwaukee, WI Milwaukee, WI Back to last search ❮ back to last search Receive similar jobs by email Create alert No thanks, take me to the job By creating an alert, you agree to our T&Cs and Privacy Notice, and Cookie Use. Apply for this job

Requirements

  • CDL Class A license
  • 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.

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A Day in the Life

A typical day as a regional dry van driver starts at a distribution center where your pre-loaded trailer is waiting. After your pre-trip inspection you head out on familiar routes, often covering 300 to 400 miles within a multi-state region. You may make one or two drops during the day before picking up a return load. By the weekend you are back at your home terminal, enjoying time with family before the cycle starts again on Monday.

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 Dry Van Trucks

Dry van trailers are fully enclosed, non-temperature-controlled boxes used to haul general freight such as consumer goods, electronics, and packaged food. They are the most common trailer type on American highways and offer the widest variety of available loads. Dry van driving is often recommended for newer CDL holders because loading and unloading is typically handled by warehouse staff.

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Career Path

1

CDL Training & Entry Level

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

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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.

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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 $62,400 - $78,000/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 11, 2026

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