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Driving Instructor Jobs in Milton, WI (NOW HIRING)

Uber

Earn Extra Income Driving

Spring Valley, WI · 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

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 ...

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 · 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 ...

Tiny Spoon Chef

Full-time Personal Chef

Madison, WI · On-site

$25 - $28/hr

Teach cooking classes as a culinary instructor * Lead corporate team-building cooking workshops ... If you're someone who enjoys taking initiative, building relationships, and driving growth, this ...

City of Elkhorn

Firefighter/Paramedic

Elkhorn, WI · On-site

$63K - $66K/yr

... clean driving record. The qualified candidate will be Wisconsin licensed as a Paramedic, AND ... Additional Fire certifications are desirable, (FF2, Driver Operator (MPO), Instructor 1, Fire ...

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All JobsDriving Instructor JobsDriving Instructor Jobs in Milton, WI

Driving Instructor information

See Milton, WI salary details

$5

$20

$37

How much do driving instructor jobs pay per hour?

As of Jul 13, 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 are driving instructors?

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.

How much do top driver instructors make?

Top driving instructors can earn between $50,000 and $80,000 annually, depending on experience, location, and the number of students they teach. Earnings may also include bonuses for high performance or additional certifications, and many work flexible hours to maximize income.

Can you make money as a driving instructor?

Driving instructors can earn income through hourly lessons, with earnings varying based on location, experience, and the number of students. Many instructors work as independent contractors or for driving schools, and income can increase with additional certifications or specialization. However, earnings depend on factors such as demand, hours worked, and local rates.

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 or certifications and gain experience as a licensed driver before qualifying as an 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.

What qualifications do you need to be a driver trainer?

To become a driving instructor, candidates typically need a valid driving license, relevant driving experience, and completion of a certified instructor training program. Additional requirements may include passing background checks and obtaining an instructor qualification or certification from the appropriate licensing authority.
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, 64% Full Time, 33% Part Time, and 2% 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.
Truck Driver Training Instructor

Truck Driver Training Instructor

Rock Valley College

Rockford, IL

$24 - $26/hr

Other

Posted 4 days ago

Job description

 
Position Title: Truck Driver Training Instructor
Department: Business Outreach Office (BUO)
Division: Workforce Development (WOD)
Employee Status: Part-time
Group: N/A
Grade: N/A $24.00 hourly day / $26.00 hourly night
FLSA: N/A
Employment Notice: Rock Valley College does not offer sponsorship for employment-based visas for this position.  

Reporting Relationships 
Reports to: General supervision is received from the Dean of Workforce Development
Supervision Exercised: None 
Job Summary
Provide a variety of teaching/learning activities that prepare students for the class A-commercial driver's license (CDL) examination and an entry-level position in the trucking industry.
Essential Duties and Responsibilities include the following. Related duties may be assigned.
 
  1. Teach the classroom portion of the Truck Driver Training Program, including permits, logbooks, and trip planning.
  2. Teach hands-on portion of the Truck Driver Training Program, including backing, shifting, and behind-the-wheel training.
  3. Maintain student files in compliance with ICCB and IL Secretary of State standards.
  4. Maintain Truck Driver Training Program equipment.
  5. Monitor inventory of training supplies.
  6. Evaluate and grade students throughout the program.
  7. Provide maintenance on equipment in emergency situations.
  8. Able to work on-call bases if the enrollment requires.
  9. Regular attendance is expected.
  10. Using tact and courtesy, the ability to establish and maintain effective relationships with persons contacted in the course of work.
 
Qualifications
To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skills, and/or abilities required. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.
Minimum Qualifications 
High school diploma or equivalent. Possess a class CDL-A driver's license and a current Department of Transportation medical certificate. Over-the-road experience, clean driving record, and "a minimum of 5 years". Some training experience is a plus.
Work Environment
To perform this job successfully, an individual must be able to perform each essential duty satisfactorily.  Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions.  While performing the duties of this job, the employee regularly works in an office setting.
Physical Demands
Physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job:
While performing the duties of this job, the employee is regularly required to use hands and fingers to handle, feel, or operate objects, tools or controls, and reach with hands and arms. The employee is frequently required to stand, talk and hear.



































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