Kyle Olson
Kyle Olson at Sleepy Hollow Chrysler Dodge Jeep,Inc.

Kyle Olson

Sales Manager

Sleepy Hollow Chrysler Dodge Jeep,Inc.

1310 N Main St
Viroqua, WI 54665

Contact Me
4.8
30 Reviews

Dealership Experience

16 yrs, 5 mos

Industry Experience

21 yrs

4.8

30 Reviews

Write a Review

30 Reviews of Kyle Olson

December 18, 2025

Dealership Rating
Employee Rating

Fantastic service! Always in and out quick and they have a great waiting room for my kiddos! Never had a bad experience! More

by molly.arentz
Service Price Transparency
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes

Other Employees Tagged: Michael Volden, Jacob Mickelson

Dec 19, 2025

Sleepy Hollow Chrysler Dodge Jeep,Inc. responded

Thanks for the great review! :)

December 10, 2025

Dealership Rating
Employee Rating

Great folks to deal with. Nice facility. Get your questions answered quickly and correctly. A+! More

by marty40
Service Price Transparency
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes
Dec 15, 2025

Sleepy Hollow Chrysler Dodge Jeep,Inc. responded

Thank you for the great review!

November 12, 2025

Dealership Rating
Employee Rating

Sleepy Hollow CDJR always delivers. Great Sales team with Chris, Kyle, Bruce, Michael and Kristine! Always a great experience! More

by thompson.benjamin
Sales Price Transparency
Trade-in Experience
Purchase Time
Finance Experience
Recommend Dealer
Yes
Nov 12, 2025

Sleepy Hollow Chrysler Dodge Jeep,Inc. responded

Thanks for the great review, Ben! :)

April 25, 2025

Dealership Rating
Employee Rating

He is always good to work with and very professional with vehicles. Highly recommend to anyone More

by nickelotti
Recommend Dealer
Yes

March 18, 2025

Dealership Rating
Employee Rating

everything went great Randy got my truck in and changed oil and I went in to talk with Kyle and Kris. and I had a root beer. More

by thomasbromeland
Service Price Transparency
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes

Other Employees Tagged: Chris Mueller, Randy Kuderer

January 11, 2025

Dealership Rating
Employee Rating

Randy explained the work to be done very simply. Truck was ready sooner than promised. Very personable group. More

by Sue
Service Price Transparency
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes

Other Employees Tagged: Randy Kuderer , Kate Pahl from Finance GMC was very friendly and helpful.

August 19, 2024

Dealership Rating
Employee Rating

Very professional,friendly,knowledgeable and pleasant. We have patronized Sleepy Hollow for several years.Competitive prices too. More

by rrr629
Service Price Transparency
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes

August 05, 2024

Dealership Rating
Employee Rating

Going to the dealership is always a treat. The employees are always friendly and helpful. The facilities are very clean and well maintained, and the service center is good to fix things the More

by markscleaningservice
Sales Price Transparency
Trade-in Experience
Purchase Time
Finance Experience
Recommend Dealer
Yes

June 28, 2024

Dealership Rating
Employee Rating

Everything was done on time, and I was even able to use a rental car to go into town, which I thought was very kind of them to do. More

by rdradke
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes

April 14, 2024

Dealership Rating
Employee Rating

Good very friendly people. Helpful people close to work will pickup and drop off willing to help. More

by Kevin
Service Price Transparency
Workmanship
Service Time
Service Communication
Recommend Dealer
Yes
1

Dealership Inventory (100 Vehicles)

used 2023 Jeep Grand Cherokee L car, priced at $34,413
2023 Jeep Grand Cherokee L
used
Midnight Sky exterior
Automatic
Four-wheel Drive
new 2026 Ram 1500 car, priced at $56,250
2026 Ram 1500
new
Granite Crystal Metallic Clearcoat exterior
Automatic
Four-wheel Drive
new 2026 Ram 2500 car, priced at $60,300
2026 Ram 2500
new
Bright White Clearcoat exterior
Automatic
Four-wheel Drive
used 2024 Ram 2500 car, priced at $43,464
2024 Ram 2500
used
Patriot Blue Pearlcoat exterior
Automatic
Four-wheel Drive
used 2024 Ram 2500 car, priced at $43,994
2024 Ram 2500
used
Bright White Clearcoat exterior
Automatic
Four-wheel Drive
new 2026 Chrysler Voyager car, priced at $41,850
2026 Chrysler Voyager
new
Bright White Clearcoat exterior
Automatic
Front-wheel Drive