Our Ryan Chrysler History

In 1955, Robert Ryan Sr. opened his own used vehicle agency in Sioux Falls, South Dakota, operating as Mid Town Motors.  In 1965 he was awarded the Rambler and Mercedes Benz franchises and ultimately was able to obtain the Chrysler & Plymouth franchises.  

In 1966, Robert Ryan Sr. built and opened Ryan Motors in Sioux Falls, South Dakota operating as Ryan Motors Chrysler Plymouth. Robert Sr. was awarded Chrysler's "Pacemakers Top 100 Club Award" from Chrysler for multiple years.

In 1971, Robert Sr. moved his family to Texas after selling his automobile interests to Henry and David Billion.  David and his son are still in business today.

Robert Sr. and his family moved to Houston and operated Midtown Chrysler Plymouth for one year until Katy Road Chrysler Plymouth, Chrysler's flagship facility opened.  

In 1975, the Ryan family sold out to the Benson family and returned to the Midwest, where most of the 14 children and 22 grandchildren reside today.

Fifty years later, in 2011 the Ryan family proudly opened another Chrysler flagship designed facility, for the franchises of Chrysler, Dodge, Jeep and Ram truck. After several years of successful growth, a second such dealership was established in Monticello in October of 2018. The Ryan family proudly serves the local communities and customers from Minneapolis to Buffalo, Monticello, St. Cloud and beyond.