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Contract Driver Jobs in Pewaukee, WI (NOW HIRING)

Walbec Group

Contract Analyst

Milwaukee, WI · On-site

$68K - $82K/yr

Valid driver's license and satisfactory driving record Preferred Skills & Attributes * Excellent ... Familiarity with AI-powered contract lifecycle management tools is a plus What We Offer

Walbec Group

Contract Analyst

Waukesha, WI · On-site

$69K - $83K/yr

Valid driver's license and satisfactory driving record Preferred Skills & Attributes * Excellent ... Familiarity with AI-powered contract lifecycle management tools is a plus What We Offer

Walbec Group

Contract Analyst

Waukesha, WI

$69K - $83K/yr

Valid driver's license and satisfactory driving record Preferred Skills & Attributes * Excellent ... Familiarity with AI-powered contract lifecycle management tools is a plus What We Offer

Walbec Group

Contract Analyst

Waukesha, WI · On-site

$69K - $83K/yr

Valid driver's license and satisfactory driving record Preferred Skills & Attributes * Excellent ... Familiarity with AI-powered contract lifecycle management tools is a plus What We Offer

Walbec Group

Contract Analyst

Milwaukee, WI

$68K - $82K/yr

Valid driver's license and satisfactory driving record Preferred Skills & Attributes * Excellent ... Familiarity with AI-powered contract lifecycle management tools is a plus What We Offer

Mypath

Contract Specialist

Milwaukee, WI · On-site +1

Lead contract lifecycle activities from review through execution and ongoing management ... Valid driver's license and acceptable driving record required. Why Join MyPath? At MyPath, you'll ...

Mypath

Contract Specialist

Oconomowoc, WI · On-site +1

Lead contract lifecycle activities from review through execution and ongoing management ... Valid driver's license and acceptable driving record required. Why Join MyPath? At MyPath, you'll ...

MyPath

Contract Specialist

Oconomowoc, WI · On-site

Lead contract lifecycle activities from review through execution and ongoing management ... Valid driver's license and acceptable driving record required. Why Join MyPath? At MyPath, you'll ...

Mypath

Contract Specialist

Waukesha, WI · On-site +1

Lead contract lifecycle activities from review through execution and ongoing management ... Valid driver's license and acceptable driving record required. Why Join MyPath? At MyPath, you'll ...

CIE TRANSPORT INC

Be Seen First

CDL A Driver - Regional 0.77CPM START

Milwaukee, WI · On-site

$1.7K - $2.9K/wk

Provide excellent customer service while handling UPS mail contracts and other freight. Qualifications * Valid CDL Class A license. * Minimum of 2 years of CDL Class A driving experience. * Must be ...

DeliverThat

Catering Delivery Driver

Elkhorn, WI · On-site

$17.50 - $21.75/hr

We're seeking confident and dependable independent contract delivery professionals across the U.S. to fulfill catering and route-based food deliveries. Join a driver-first platform that values your ...

J.B. Hunt Transport

Local Truck Driver

Oconomowoc, WI · On-site

Become a Dedicated Contract Services? driver and start enjoying consistent freight and deliveries for a single customer. Job Details: * Average $67,600 per year * Safety bonus opportunities * Daily ...

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All JobsContract Driver JobsContract Driver Jobs in Pewaukee, WI

Contract Driver information

See Pewaukee, WI salary details

$11

$36

$84

How much do contract driver jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for contract driver in Pewaukee, WI is $36.18, according to ZipRecruiter salary data. Most workers in this role earn between $16.92 and $61.39 per hour, depending on experience, location, and employer.

What is a contract driver?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.

What does a contract driver do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What skills and qualifications are needed to thrive as a contract driver?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What are common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

More about Contract Driver jobs

What are the most commonly searched types of Driver jobs in Pewaukee, WI?

The most popular types of Driver jobs in Pewaukee, WI are:

What job categories do people searching Contract Driver jobs in Pewaukee, WI look for?

The top searched job categories for Contract Driver jobs in Pewaukee, WI are:

What cities near Pewaukee, WI are hiring for Contract Driver jobs?

Cities near Pewaukee, WI with the most Contract Driver job openings:

Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Pewaukee, WI as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 30% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $75,261 per year, or $36.2 per hour.

Contract Analyst

Walbec Group

Milwaukee, WI • On-site

$68K - $82K/yr

Full-time

Medical, Dental, Vision, Life, PTO

Re-posted 15 days ago

Walbec Group rating

5.6

Company rating: 5.6 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

Job description

Job Description:

About Walbec Group

Walbec Group is a leading provider of high-quality construction materials and professional design, engineering, and construction services. Our family of companies, Payne & Dolan, Northeast Asphalt, Zenith Tech, Parisi Construction, Premier Concrete, and Construction Resources Management, delivers innovative solutions across the Midwest.

From bridge construction and shoreline stabilization to solar site development and infrastructure rehabilitation, Walbec is built on expertise, safety, and a strong ethical foundation. Our teams take pride in delivering exceptional results on every project.

Position Summary

Reporting to Corporate Counsel, the Contract Analyst plays a key role in reviewing, drafting, and negotiating a wide range of contracts across Walbec's operating companies. This position supports business partners by balancing legal risk with practical, business-focused solutions in a fast-paced, high-volume environment.

Key Responsibilities

  • Review, analyze, and negotiate a high volume of contracts, including subcontracts, service and supply agreements, access and material agreements, and equipment rental agreements
  • Conduct pre-bid and contract risk reviews
  • Draft and revise agreements using standardized templates
  • Partner with internal stakeholders to ensure contracts align with operational needs
  • Conduct legal and regulatory research to support contract interpretation and risk mitigation
  • Assist in maintaining and improving contract templates and processes

Qualifications

  • Paralegal degree or certificate, or equivalent relevant experience, required
  • 3-5 years of relevant experience in contract review and drafting
  • Valid driver's license and satisfactory driving record

Preferred Skills & Attributes

  • Excellent written and verbal communication skills
  • Sound judgment and practical negotiation skills
  • Ability to manage competing priorities and meet deadlines
  • Strong attention to detail and organizational skills
  • Ability to work effectively in a high-volume, deadline-driven environment
  • Proficiency in Microsoft Office and DocuSign
  • Familiarity with AI-powered contract lifecycle management tools is a plus

What We Offer

  • Competitive compensation aligned with experience and market conditions
  • Employer-paid medical plan with HRA contribution (eligibility requirements apply)
  • Dental, vision, and life insurance
  • Flexible Spending Account (FSA)
  • Employee Assistance Program (EAP)
  • Company-paid short- and long-term disability
  • Paid parental leave
  • Generous PTO and paid holidays
  • Profit sharing
  • Training and professional development programs
  • Opportunities for career growth across Walbec companies

Equal Opportunity Employer

Walbec Group is an Equal Opportunity and Affirmative Action employer. Walbec Group is committed to an inclusive workplace and encourages all qualified candidates to apply.

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