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Driving Jobs in Milwaukee, WI (NOW HIRING)

Metropolis Technologies

Parking Attendant - Driving

Milwaukee, WI · On-site

$15.50/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The employee will be required to have and maintain a valid state-issued driver's license with a current address and acceptable driving record. Availability to Work: Special shift requirements, if any ...

SP+

Customer Service Representative - Driving

Milwaukee, WI · On-site

$15.75 - $21.50/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Customer Service Representative - Driving Requisition ID 2026-58787 Location (Location assigned to this requisition will be billed for any background checks and drug tests ordered against this ...

Metropolis Corp

Customer Service Representative - Driving

Milwaukee, WI · On-site

$15.75 - $21.50/hr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

The employee will be required to have and maintain a valid state-issued driver's license with a current address and acceptable driving record. Mathematical Skills : Ability to add, subtract, multiply ...

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All JobsDriving JobsDriving Jobs in Milwaukee, WI

Driving information

See Milwaukee, WI salary details

$6

$21

$38

How much do driving jobs pay per hour?

As of Aug 12, 2026, the average hourly pay for driving in Milwaukee, WI is $21.06, according to ZipRecruiter salary data. Most workers in this role earn between $17.07 and $21.30 per hour, depending on experience, location, and employer.

What jobs pay well for driving?

High-paying driving jobs include commercial truck drivers, especially those with long-haul routes or specialized freight, and delivery drivers for large companies. These roles often require a commercial driver's license (CDL) and may offer higher wages based on experience, route complexity, and hours worked.

What is the difference between Driving vs Delivery Driver?

AspectDriving
CertificationsDriver's license, possibly commercial license
Work EnvironmentVarious vehicles, roads, urban and rural areas
Employer & IndustryTransportation, logistics, personal services
Common Search IntentGeneral driving roles, professional driving jobs

Driving is a broad term that includes various roles involving operating vehicles, from personal driving to commercial transportation. Delivery drivers specifically focus on transporting goods or food, often working for logistics or food service companies. While both require a valid driver's license, delivery drivers typically need additional certifications like food handling or delivery-specific training. The main difference lies in the job focus: driving can encompass many roles, whereas delivery drivers are specialized in transporting items to customers.

What are different jobs that involve driving?

There are many jobs that involve driving. With a valid driver’s license, a clean driving record, and reliable transportation, you can work as a delivery driver for restaurants and food delivery services or as a driver for ride-hailing services. Another option is to work as a courier, transporting products or parcels between locations. With a commercial driver’s license (CDL), you qualify for truck driving jobs and commercial driving jobs, such as a bus driver, chauffeur, or taxi driver. You may be responsible for the cost of gas and automotive maintenance, particularly if you’re driving your own car.

What are some common challenges professional drivers face on the job, and how can they be managed?

Professional drivers often encounter challenges like long or irregular hours, traffic congestion, and maintaining safety standards under pressure. Managing fatigue through proper rest, planning routes to avoid peak traffic, and adhering strictly to safety protocols can help address these issues. Many employers provide support through scheduling tools, safety training, and regular vehicle maintenance to ensure drivers can perform their roles effectively and safely.

What are the key skills and qualifications needed to thrive as a professional driver, and why are they important?

To thrive as a Professional Driver, you need a valid driver's license, strong knowledge of traffic laws, and safe driving practices. Familiarity with GPS navigation systems, route planning software, and sometimes commercial vehicle certifications (like a CDL) are typically required. Excellent time management, communication, and customer service skills set top drivers apart. These competencies ensure passenger safety, timely deliveries, and a positive experience for clients or employers.

What is a driving job?

A driving job refers to any occupation where the primary duty is to operate a vehicle to transport goods, passengers, or services from one location to another. This category includes roles such as delivery drivers, truck drivers, taxi drivers, bus drivers, and chauffeur services. Drivers are responsible for following traffic laws, ensuring the safety of passengers or cargo, and maintaining their vehicles. Driving jobs can be full-time or part-time and may require specific licenses depending on the type of vehicle and cargo.
More about Driving jobs
What are the most commonly searched types of Driving jobs in Milwaukee, WI? The most popular types of Driving jobs in Milwaukee, WI are:
What are popular job titles related to Driving jobs in Milwaukee, WI? For Driving jobs in Milwaukee, WI, the most frequently searched job titles are:
What job categories do people searching Driving jobs in Milwaukee, WI look for? The top searched job categories for Driving jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Driving jobs? Cities near Milwaukee, WI with the most Driving job openings:
Driving jobs near you
Infographic showing various Driving job openings in Milwaukee, WI as of August 2026, with employment types broken down into 76% Full Time, 22% Part Time, and 2% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $43,803 per year, or $21.1 per hour.

Instructional Trainer-Truck Driving

Waukesha County Technical College

Pewaukee, WI • On-site

$29.17 - $31.50/hr

Full-time, Part-time

Medical, Dental, Life, Retirement, PTO

Re-posted yesterday

Job description

Salary: $29.17 - $31.50 Hourly
Location : WCTC Pewaukee Campus, 800 Main Street, Pewaukee, WI 53072, WI
Job Type: Part Time (21-29 hours/week)
Job Number: 2025-07-16TW
Department: Graphics, Construction, & Transportation
Opening Date: 09/30/2025
Grade/Level: SA7
Description
This position is responsible for driving and related operational skills training for students in the Truck Driving program. This position does not have responsibility for the course, but instead works in open labs to support student learning.
Characteristic Duties and Responsibilities (include, but not limited to)
ESSENTIAL DUTIES AND RESPONSIBILITIES:
  1. Demonstrate and supervise student driving in lab under a variety of environments and driving conditions, including, but not limited to, straight line backing, developing depth perception, making turns, backing into docks and parking places, mirror adjustment, and how to use large mirrors and convex mirrors.
  2. Provide training for students in the truck driving program and students seeking a CDL. This includes administering driving simulations and brake board activities, demonstrating shifting techniques, coupling/uncoupling of semi-trailer combinations, performing vehicle inspection, providing collision avoidance training, and completing scaling activities.
  3. Administer CDL exams
  4. Ensure truck driving equipment is functional and safe. Perform light maintenance on and washing/cleaning of vehicles. Maintain lines on driver training areas. May act as liaison between truck driving program and repair shop. Coordinate purchase of supplies as needed.
  5. Provide assistance in training new instructional assistants
  6. Assist in truck dispatch and use of facility/resources
  7. May assist with program recruitment efforts, such as semi-annual Open Houses events
  8. Other duties as assigned

Minimum Qualifications
REQUIRED KNOWLEDGE, SKILLS, AND ABILITIES:
  • Ability to drive all truck and trailer combinations offered in the truck driving program
  • Ability to plan, organize, and facilitate quality training
  • Ability to work effectively with students, both in one-on-one and group instruction situations
  • Ability to think critically by applying problem solving practices
  • Effective interpersonal communication skills - oral, written, technical and non-technical information, and listening
  • Strong customer service skills, working with individuals from diverse backgrounds
  • Ability to establish and maintain positive working relationships with colleagues
  • Ability to work independently, as part of a team and/or with minimal supervision
  • Basic level of proficiency with computer software applications such as word processing, spreadsheets, databases, presentations and/or publishing.
EDUCATIONAL AND EXPERIENCE REQUIREMENTS:
  • Must possess and maintain a valid Class A Commercial Driver's License (CDL) with air brake endorsement
  • Three years' experience operating large trucks and 48' or 53' trailer required. Seven years strongly preferred.
  • Training and teaching experience in the truck driving industry preferred
  • Experience with van, flatbed, tanker, and doubles preferred
  • In evaluating candidates for this position, the College may consider a combination of education, training, and experience which provides the necessary knowledge, skills, and abilities to perform the duties of the position
  • Employment offer and continued employment is contingent upon negative DOT drug test(s) and acceptable driving record
  • Certified examiner preferred

Supplemental Information
This position supports the Graphics, Construction, and Transportation department and will report to the Associate Dean of Graphics, Construction, and Transportation.
This position requires Wisconsin residence.
This position is part-time, as needed, working up to 24 hrs/week.
The final candidate will have to pass a driving test.
Application detailsAll applicants must submit a completed application along with the following attachments:
1. Current resume (required)
2. A cover letter (optional)
3. Copy of current CDL licensure
Interviews
A final interview date is to be determined.
**Position will be posted until filled**
WCTC provides excellent benefits for our employees. Typical benefits for full-time employees (part-time employee benefits may be prorated) may include:
  • Medical/Dental Insurance
  • Term Life Insurance *
  • Disability Insurance *
  • 403(b) Tax Sheltered Annuity
  • Deferred Compensation
  • Vacation
  • Sick Leave
  • Personal Days
  • Holidays
  • Flexible Spending Accounts
  • Wisconsin Retirement System (if schedule to work at least 1,200 hours per year)
  • Tuition Reimbursement (full-time only)
  • Employee Assistance Program
  • Wellness Activities

* Not available to limited term employees.

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