Join Our Team
Sleepy Hollow Auto Group has been proudly serving Southwestern Wisconsin since 1989. We're family owned and operated, and we're always looking for great people to join our team.
View Open Positions on IndeedOpen Positions
We're hiring across multiple departments and locations. Click any position to apply on Indeed.
Body Shop Estimator
Automotive Paint Prep Technician
Front Office Coordinator
Looking for something not listed here? View all current openings — including part-time and seasonal positions — on our Indeed company page.
All Openings on Indeed →Why Sleepy Hollow Auto Group?
Our mission is to be your favorite dealership - by a long shot! And we want to be your favorite workplace, too.
Family-Owned Since 1989
We're proudly family-owned and operated, investing in our community and our people since 1989.
Competitive Pay & Benefits
We offer competitive wages, health insurance, paid time off, retirement benefits, and more.
Real Career Growth
Many of our managers and senior technicians started in entry-level roles. We invest in training and certification support, so you can achieve your career goals with us.
Work in the Driftless Region
The Driftless Area of Southwestern Wisconsin is a truly unique gem, full of growing communities with something for everyone. Outdoor enthusiasts can bike through the rolling hills, fish in world-class trout streams, and hike the scenic bluffs nearby. Art and culture buffs can enjoy live music year-round, visit our art galleries, and shop the bustling Main Street and Farmer's Market, full of locally-owned shops. And when you've worked up an appetite, we're spoiled by restaurants, bars, and coffee shops that celebrate and support the organic farms throughout the community. Visit us in Viroqua to experience it for yourself.
Four Locations, One Auto Group
Sleepy Hollow Auto Group is comprised of four locations in Viroqua including:

Chevrolet Buick GMC


Chrysler Dodge Jeep Ram

Commercial Truck Center
Benefits & Perks
- Competitive hourly and salary wages
- Health insurance coverage
- Paid time off
- Retirement savings plan
- OEM and manufacturer training support
- Monthly staff lunch
- Employee vehicle purchase program
- Service and parts discounts
- Ongoing skills development
Benefits eligibility varies by position and employment status. Details provided during the hiring process.
How to Apply
Find a Position
Browse open roles on our Indeed page and find the one that fits your experience and goals.
Submit Your Application
Apply directly through Indeed. Include a resume and any relevant certifications or experience.
We'll Be in Touch
Our team reviews every application. If there's a fit, we'll reach out to schedule an interview.
Don't See the Right Fit?
We're always looking for great people. Check our Indeed page regularly; new positions are posted as they open.
View All Openings on Indeed