CDL-A Regional Truck Driver

Jamie Tharpe Trucking

Milwaukee, Milwaukee County
Otr Reefer Owner Operator
$72,800 - $78,000/yr
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Posted Yesterday

What to Expect

This is a part_time Over-the-Road (OTR) refrigerated (reefer) position with Jamie Tharpe Trucking in Milwaukee, Milwaukee County. The position pays $72,800 - $78,000/yr.

Job Description

CDL-A Regional Truck Driver ❮ back to last search Jamie Tharpe Trucking Milwaukee, Wisconsin $1,400 - $1,500 per week Part time REMOTE Apply for this job Pay: $1,400 to $1,500 per week Home Time: Out 7 to 10 days with 34-48 hour reset Freight: 100% no-touch dry van freight | 90% drop and hook Location: Milwaukee, WI 53202 • Steady OTR freight with consistent dispatch flow • Average 2,500 to 3,000 miles per week • New equipment with inverter and refrigerator • Running primarily East of I-35 Consistent freight availability and organized scheduling help CDL-A drivers stay moving consistently on this OTR position with Jamie Tharpe Trucking. Drivers average 2,500 to 3,000 miles weekly while hauling 100% no-touch dry van freight with 90% drop and hook loads. Most routes run East of I-35, although drivers may occasionally operate outside that area based on customer needs. Perks for this CDL-A Driver Position: $1,400 to $1,500 weekly pay, layover and detention pay, referral bonus opportunities, and support from a 24/7 operations team. Drivers are assigned newer high-quality tractors equipped with inverters and refrigerators for added comfort on the road. Dry van trailers and Qualcomm Elogs are provided, and approved riders are welcome through the rider policy program. Qualifications: 3 to 6 months of tractor trailer experience in the last year or 1 year of tractor trailer experience within the last 3 years is required. Drivers must possess a valid CDL-A license, current medical card, and maintain a Clearinghouse record free of violations. Applicants must also have 12 months of safe driving following a safety termination. Onboarding Process: Remote orientation is provided before drivers are routed to the nearest terminal for truck assignment. Hotel accommodations are provided before pickup, lunch is included before dispatch, and drivers receive $200 onboarding pay. Benefits: Medical, dental, and vision insurance are available along with 401(k), vacation pay, and opportunities to become a mentor or move into a dedicated lane when available. Teams are welcome, including pre-made teams or matched teammates. Additional support is available for drivers transitioning into long-term regional operations. Jamie Tharpe Trucking is proud to offer equal opportunities to all CDL-A drivers and transportation professionals. 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 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 Regional CDLA 1300-1300 USD per week T&T Express Milwaukee, Wisconsin Regional CDLA Owner Op 540-3000 USD per week Xavier Beck LLC 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

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

About Over-the-Road (OTR) Trucking

OTR trucking involves long-haul routes that cross multiple states, often keeping drivers on the road for two to three weeks at a time before returning home. These positions are ideal for drivers who enjoy travel and independence, and they typically offer the highest pay in the industry. OTR drivers are the backbone of America's freight system, moving goods coast to coast on tight schedules.

Learn more about over-the-road (otr) trucking →

A Day in the Life

A typical day as an OTR reefer driver begins with a pre-trip inspection that includes verifying your refrigeration unit is holding the correct temperature. You check the set point against the bill of lading, top off the reefer fuel, and head out. Throughout the day you monitor the temperature readout to protect your perishable load, whether it is fresh produce bound for grocery distribution centers or frozen seafood heading to restaurants. Careful time management is key because reefer loads often have strict delivery windows.

Pros & Cons of Over-the-Road (OTR) Driving

Pros

  • + Highest earning potential among driving positions
  • + See the country and enjoy the freedom of the open road
  • + Opportunities available even for newer CDL holders
  • + Carriers often provide sign-on bonuses and full benefits
  • + Consistent freight volume means strong job security

Cons

  • Weeks away from home and family at a time
  • Irregular sleep schedules and limited exercise options
  • Truck stop meals can make healthy eating challenging
  • Wear and tear from long hours in the driver seat
  • Limited personal space living in a sleeper cab

About Refrigerated (Reefer) Trucks

Reefer trailers are temperature-controlled units used to transport perishable goods including produce, dairy, meat, and pharmaceuticals. Drivers must monitor and maintain precise temperatures throughout the trip, adding an extra layer of responsibility. Reefer loads tend to pay more than dry van freight and are available year-round thanks to the constant demand for fresh food.

Browse all refrigerated (reefer) jobs →

Career Path

1

CDL Training & First Year

Complete CDL school, earn your Class A license, and gain your first year of OTR experience with a training carrier.

Read guide →
2

Experienced OTR Driver

With 1-2 years of clean driving, you qualify for better carriers, higher CPM, and more desirable lanes.

Read guide →
3

Specialized or Lease Operator

Move into higher-paying specialized freight (Hazmat, oversized) or explore lease-purchase programs.

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4

Owner-Operator or Trainer

Run your own truck as an owner-operator or mentor the next generation as a driver trainer.

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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 over-the-road (otr) job pay?

This position pays $72,800 - $78,000/yr. Actual pay may vary based on experience, endorsements, and miles driven.

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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