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Build Safer Drivers, Faster

Crash Course WI is Wisconsin’s fastest-growing driving school. We train great instructors, obsess over student outcomes, and keep operations tight. Cruise the site to learn more about our impact.

Now hiring Instructional staff make up to $55,000

CDI I — Certified Driving Instructor I

Urgently Hiring

Hourly: $20 – $21 /hr

+$1/hr Spanish bilingual premium (all positions)

  • We provide the vehicles — well-marked, highly visible, with dual controls
  • Teach on the road using our lesson plans and route standards
  • Deliver an excellent student experience every ride
  • Complete a Real-Time Lesson Report™ after each lesson
  • Paid 40-hour instructor training • We cover state fees and pull driving records
What you’ll do
  • Coach safe, calm, defensive driving with clear, encouraging feedback.
  • Follow pickup-location standards; keep vehicles lesson-ready.
  • Document progress in the Real-Time Lesson Report™ before the next pickup.
Path & reporting
  • Reports to Manager of Instruction (MOI).
  • Total instructor salary band: $20–$26 — clear room for growth via internal promotion.
Schedule, compensation & growth
  • Employment: Part-time or Full-time. Hourly $20–$21 (plus +$1/hr Spanish bilingual premium if applicable).
  • Schedule: On-site, on-road lesson shifts aligned to student demand (primarily Mon–Fri; occasional weekends optional).
  • Benefits: Generous PTO from day one; paid holidays; overtime opportunities; healthcare stipend (2026); professional development.
  • Growth: Clear internal ladder with a total instructor salary band of $20–$26 as you advance.

Experienced Driving Instructor — Make the Switch

Apply now

Hourly: $24 – $26 /hr

+$1/hr Spanish bilingual premium (all positions)

  • Monday–Friday only scheduling
  • No out-of-pocket costs — we pay for gas and vehicle maintenance up front (no reimbursement hassle)
  • We provide the vehicles — well-marked, highly visible, with dual controls
  • Paid lunch + additional paid training
  • $500 sign-on bonus
Who this is for
  • Currently licensed WI driving instructors looking to join a top-performing team.
  • Ready to bring your skills, get better tools, and earn up to $26/hr.

Program Coordinator (Student Services & Scheduling)

Apply now

Hourly: $22 – $26 /hr

+$1/hr Spanish bilingual premium (all positions)

  • Coordinate schedules, student services, and instructor support
  • First to pick up customer calls; set the tone for service
  • Partner with MOI to implement the scheduling scheme & weekly capacity plan
What you’ll do
  • Own rosters, lesson calendars, and classroom/BTW scheduling; resolve conflicts quickly.
  • Be the first line of student & family support via phone, email, and text with clear SLAs (you’re the first to pick up the phone).
  • Work with the MOI to implement the scheduling scheme and plan across routes.
  • Maintain accurate records in our LMS/CRM; prepare completion docs and reports.
  • Do billing follow-up on outstanding fees, including setting up payment plans when needed.
  • Continuously improve processes using simple metrics (on-time lessons, no-show rate, NPS).
What you’ll bring
  • 2+ years in coordination, operations, registrar, scheduling, or customer support roles.
  • Great communicator; calm under pressure; thrives in a fast, service-oriented setting.
  • Comfort with modern tools (Google Workspace, spreadsheets, calendars, basic CRM).
  • Detail-driven and systems-minded; enjoys turning chaos into clean workflows.
  • Based in Milwaukee area; this is an on-site role (Mon–Fri, 10am–7pm) with occasional weekend events (~4 per year).
Schedule, compensation & growth
  • Employment: Full-time, hourly $22–$26 depending on experience.
  • Schedule: Mon–Fri, 10am–7pm; on-site (not remote); occasional weekend events (~4/year).
  • Benefits: Generous PTO from day one; paid holidays; overtime opportunities; healthcare stipend (2026); professional development.
  • Reporting line: Reports to CEO now; will report to Director of Operations (DOO) as we expand. Partners closely with MOI to execute the scheduling scheme and plan.
  • Growth path: Senior Coordinator → Student Services & Billing Specialist or Operations Lead.

Impress Us — Stand Out

Interview Tips

We hire passionate self-starters. Do your homework and come ready to discuss key ideas from our training and the state process.

  • Skim the materials below (WisDOT guidelines + practice test) and note 3 takeaways.
  • Be ready to explain defensive driving in simple, coach-like language.
  • Review our ladder (CDI I → MOI) and tell us how you’d grow through it.
  • Glance at our Real-Time Lesson Report™ concept and how you’d use it to track progress.
  • Bring one example of turning chaos into a clean workflow (for Coordinator roles).
Quick prep steps
  1. Apply to the role that fits your experience.
  2. We enroll you in our paid 40-hour Instructor Training and schedule your state steps.
  3. We submit your MV3112 packet, cover fees, and pull driving record abstracts.
  4. You prep with our study kit and take the required DMV assessments.
Study links

WisDOT Driver Training School & Instructor Guidelines (PDF) · Class D Driver Instructor Practice Test

Benefits that Actually Matter

  • Generous PTO from day one
  • +$1/hr Spanish bilingual premium on all roles
  • Paid holidays and overtime opportunities
  • Healthcare stipend (launching 2026)
  • Professional development with paid training
  • We provide vehicles — gas + maintenance covered

Crash Course WI is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Primary location: 4369 S Howell Ave, Ste 305, Milwaukee, WI 53207 · Phone: (414) 255-8700