Get in Gear Driving School is hiring part-time driving instructors
Help students become safe, confident drivers - one lesson at a time.
Learning to drive is a big milestone. For some students, it is exciting. For others, it is overwhelming, emotional, or intimidating.
At Get in Gear Driving School, instructors work with students one-on-one and get to see real progress happen over time. A student may start out nervous in a parking lot, unsure of the brake, afraid of traffic, or convinced they will never get it. A few lessons later, they are checking mirrors, making safer decisions, navigating intersections, and starting to believe in themselves.
That progress matters.
We are looking for calm, reliable adults who enjoy teaching, encouraging, and helping people build confidence. This role is a good fit for someone who can stay steady under pressure, communicate clearly, and meet students where they are.
What the Role Is Like
Driving instruction is personal, practical teaching. You are sitting beside a student while they learn a skill that affects their independence, safety, family, school, work, and future.
Some students are confident right away. Many are not. Some need extra patience, structure, repetition, or reassurance. Some are anxious, distracted, neurodivergent, perfectionistic, or easily overwhelmed. A lesson that starts in a parking lot may need to stay there longer than planned. A student who drove well last week may arrive tired, stressed, or unfocused and need a calmer route that day.
Instructors provide behind-the-wheel lessons using Get in Gear's teaching approach, vehicles, curriculum, and scheduling systems. The structure matters, but so does judgment. Our instructors need to read the student, the road, the weather, and the family logistics, then make good decisions that keep lessons safe, calm, and productive.
This Work Requires Flexibility and Good Judgment
Driving lessons do not happen in a controlled classroom. Every day is a little different.
A student may arrive excited, exhausted, nervous, distracted, or coming straight from a long school day. The weather may change. Traffic may change. A route that worked well yesterday may not be the right fit today. Some students need more repetition before moving on. Others need help slowing down, thinking ahead, or building confidence gradually.
We also work with real family schedules. That may mean coordinating pickup and drop-off at school, home, work, or another agreed location. Some students split time between two households. Some parents are juggling work, younger children, or limited transportation. When we can make the logistics easier without compromising safety or the schedule, we try to help.
A strong instructor can follow a plan while still adapting to the student in front of them.
What makes a good driving instructor?
You do not need to come from a traditional teaching background.
Some of the best instructors have experience as parents, coaches, trainers, mentors, caregivers, customer service professionals, public safety workers, transportation workers, or simply patient people who are good at explaining things.
We welcome applicants with different work and life experiences. What matters most is whether you are calm, dependable, teachable, and able to connect with students in a respectful, professional way.
Patient and steady under pressure
Comfortable working one-on-one with teens and adults
Good at explaining things clearly without overwhelming the student
Encouraging without being permissive
Safety-minded, observant, and dependable
Able to follow a structured teaching process while using good judgment
Willing to learn, accept feedback, and communicate professionally
A Strong Instructor Can
Help a nervous student feel safe enough to learn
Stay calm when a student makes a mistake
Notice small improvements and build on them
Set boundaries kindly and clearly
Adjust a lesson based on the student, weather, traffic, and skill level
Communicate progress honestly to students and families
Follow school policies and Wisconsin requirements
Schedule
This is a part-time position for 10+ hours each week with flexible scheduling. Consistent availability is important because students make the most progress when they can work with an instructor regularly.
Evening and weekend availability is especially helpful. Weekday daytime availability may also be available, especially during summer.
Requirements
Applicants must be able to meet Wisconsin DMV requirements to become a licensed driving instructor, including a valid driver license, satisfactory driving record, background and driving record checks, instructor training, and required testing.
Because this work requires maturity, judgment, and comfort supporting newer or anxious drivers, we are especially interested in applicants with several years of driving and life experience.
Why Work With Get in Gear?
Get in Gear Driving School is a growing local driving school with a student-centered approach. We work with a wide range of learners, including students who may need extra patience, structure, or confidence-building.
You will be part of a small team where your work directly affects students and families. This is not assembly-line teaching. It is steady, thoughtful, one-on-one instruction.
What will Get in Gear provide?
Get in Gear will provide a comprehensive training program that includes behind-the-wheel training, at-home study guide and in-person classroom instruction to complete the needed 40 hour training required for this role. Once this is completed, we provide additional training for AD/HD certifications which is also required for all of our instructors.
Our student base has teen adults and under 18 students as well as adults from around the world. You will get to know many cultures and interesting stories along the way from them.
We also pay for travel time between lessons, team meetings and continuing education.
How to Apply
Please send a short introduction and tell us:
Why you are interested in becoming a driving instructor
Your general weekly availability
Any experience teaching, coaching, mentoring, parenting, caregiving, training, or working with teens/adults
What kind of students you think you would work well with
If you speak any other languages
If you are calm, reliable, safety-minded, and interested in helping students grow, we encourage you to apply.
Email: [email protected]
Phone: (608) 291-7531
Get in Gear Driving School
Learn with patience. Drive with Confidence.
Pay: Up to $25.00 per hour
Benefits:
- Flexible schedule
- Professional development assistance
Work Location: In person
