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Driving Instructor Jobs in Milton, WI (NOW HIRING)

Wisconsin

Teaching Faculty II

Madison, WI · On-site

$75K - $85K/yr

Serves as an instructor of record. * Works with faculty to identify and develop new methods of ... Working conditions, lifting requirements, driving authorization * The successful applicant will be ...

Uber

Earn Extra Income Driving

Harvard, IL · On-site

Driving with Uber is an alternative to a part-time or full-time job and can get you earning cash on the road quickly. Driving with Uber allows you to earn quick cash while maintaining the flexibility ...

Uber

Earn Extra Income Driving

Spring Valley, WI

Driving with Uber is an alternative to a part-time or full-time job and can get you earning cash on the road quickly. Driving with Uber allows you to earn quick cash while maintaining the flexibility ...

Cintas

Service Supervisor

Madison, WI · On-site

... driving a company-owned vehicle to and from customer sites and assisting the service team with ... Training or instructor experience Benefits Cintas offers comprehensive and competitive medical ...

Cintas

Service Supervisor

Madison, WI

... driving a company-owned vehicle to and from customer sites and assisting the service team with ... Training or instructor experience Benefits Cintas offers comprehensive and competitive medical ...

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How much do driving instructor jobs pay per hour?

As of Aug 5, 2026, the average hourly pay for driving instructor in Milton, WI is $20.44, according to ZipRecruiter salary data. Most workers in this role earn between $16.54 and $20.67 per hour, depending on experience, location, and employer.

What is a driving instructor?

Driving instructors are professionals who teach individuals how to safely operate vehicles and prepare them for driving tests. They provide instruction on traffic laws, road safety, and practical driving skills. Driving instructors may work with new drivers, individuals seeking to improve their driving, or those needing specialized training. They assess student progress and tailor lessons to individual needs. Becoming a driving instructor typically requires certification and a valid driver's license.

Is there a high demand for driving instructors?

The demand for driving instructors is generally steady and can vary by region and economic conditions. Factors such as new driver licensing requirements, population growth, and the availability of driving schools influence job opportunities for driving instructors. Certification and experience can also impact employability in this field.

How quickly can you become a driving instructor?

Becoming a driving instructor typically requires completing a training course that lasts several weeks to a few months, depending on the program and region. Candidates must also obtain relevant licenses and pass assessments, including a background check and driving tests, which can extend the timeline. Overall, it usually takes around 3 to 6 months to become fully qualified as a driving instructor.

What do driving instructors do?

Driving instructors teach students how to drive safely and follow traffic laws. As a driving instructor, your job duties include creating lesson plans for classroom instruction, giving students hands-on driving practice, and providing feedback to students on how they can improve. You need strong teaching and communication skills to help your students learn essential driving concepts and methods. Driving instructors usually find jobs teaching first-time drivers who are preparing for their driver’s license test or experienced drivers who want to drive different vehicles, such as motorcycles or commercial vehicles.

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

To thrive as a Driving Instructor, you need a thorough understanding of traffic laws, vehicle operation, and teaching techniques, typically supported by a valid instructor's license and a clean driving record. Familiarity with driving simulation tools, dual-control vehicle systems, and learner assessment platforms is also important. Patience, clear communication, and strong interpersonal skills help build student confidence and address learner anxieties. These skills are essential for ensuring students' safety, promoting effective learning, and fostering responsible driving habits.

What is the difference between Driving Instructor vs Driving Examiner?

AspectDriving InstructorDriving Examiner
Required CredentialsDriving Instructor qualification (e.g., ADI license)Driving Examiner qualification (e.g., DVSA certification)
Work EnvironmentTeaching learners in vehicles, driving schools, or on-roadAssessing candidates at testing centers or on-road
Employer & Industry UsageDriving schools, independent instructorsGovernment testing agencies, DVSA
Common Search & ComparisonOften compared for career paths in driver trainingRelated to testing and certification process

Driving Instructors focus on teaching learners how to drive and prepare them for driving tests, while Driving Examiners assess and certify candidates' driving skills during official tests. Both roles require specific qualifications and are integral to driver training and licensing processes, but they differ in responsibilities and work environments.

What are some common challenges faced by driving instructors, and how can they be managed?

Driving instructors often encounter students with varying confidence levels and learning speeds, which can make lesson planning and progress tracking a challenge. Additionally, instructors must remain patient and alert while ensuring safety in unpredictable traffic situations. Effective communication, ongoing professional development, and building rapport with students can help manage these challenges. Collaborating with other instructors for support and best practices also contributes to a positive and successful teaching environment.
More about Driving Instructor jobs
What cities near Milton, WI are hiring for Driving Instructor jobs? Cities near Milton, WI with the most Driving Instructor job openings:
Driving Instructor jobs near you
Infographic showing various Driving Instructor job openings in Milton, WI as of July 2026, with employment types broken down into 1% As Needed, 63% Full Time, 32% Part Time, and 4% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $42,508 per year, or $20.4 per hour.

Part-time Truck Driving Instructor

Blackhawk Technical College | Careers Center | Welcome

Janesville, WI

Other

Posted yesterday

New

Job description

Overview

Position will provide instruction to the Truck Driving program by assisting with over the road, practice range, and classroom experiences associated with corporate driver training, continuing education and all students taking truck driving related coursework. The instructor must demonstrate a proficiency in skills as they relate to the operations of Class A (CDL-A) commercial vehicles and straight truck Commercial Driver's License and Class B (CDL-B).

Responsibilities
  • Provide one-on-one, as well as group instruction of students in classroom and hands-on activities involving vehicles.
  • Facilitate student pre-trip inspection, road skills, basic and backing maneuvers, and shifting evaluations.
  • Maintain a high degree of attention safety to prevent damage to equipment, injury to students, staff and public.
  • Maintain accurate student records and reports as requested by administrative offices, and driving logs and road evaluations in compliance with FMCSA Entry Level Driver Training and Department of Transportation Standards.
  • Adapt lesson plans to meet student needs to ensure success within the areas of instruction.
  • Identify students needing assistances and refer students with problems to Student Services. Cooperate with Student Services and Academic Support Division staff members to help students adjust to the learning environment.
  • Create a classroom environment that is respectful of diversity and demonstrates a commitment to multiculturalism.
  • Remain current of developments in the teaching field so that instruction provides for individual learning styles, uses the latest supportive technology and can utilize alternative delivery methods.
  • Assist in the enforcement of college regulations and report student conduct violations to administration.
    • Qualifications

    Knowledge, Skills & Abilities:

  • Strong understanding of CDL driving practices as outlined by the Federal Motor Carriers Safety Administration, and ability to remain current on industry trends.
  • Exceptional customer services skills and ability to maintain working relationship with internal and external customers.
  • Strong oral and written communication skills.
  • Ability to work independently with limited guidance and daily directions.
  • Ability to work portions of the day outdoors in varying weather conditions.

    •  

    Minimum Qualifications:

  • Three years of over the road truck driving experience
  • Valid Class A Commercial Driver's License
  • Ability to pass pre-employment drug screen and maintain Fed-Med Card

    • Blackhawk Technical College does not offer H-1B or other work authorization visa sponsorship for this position. Candidates must be legally authorized to work in the United States at the time of hire and maintain work authorization throughout the employment term.

    Employment Type: OTHER

    Apply