Diamond Jim's was founded in 1978 by James Letizia, "Diamond Jim" He was a small southside car dealership, completely self made that grew the dealerships into what they are today. Though James had passed young, his children, Sharon, Turk and Tom, all whom work at the dealerships today have kept the business going strong and plan to do so for generations to come.  We have had multiple locations over the years but our mainstay has been on South 27th Street. Our newest location "Diamond Bros, llc" also known as Diamond Jim's West Allis is located right off the freeway on 97th and Greenfield Ave. We were known as "the Cadillac of used car dealers" because we sold more pre-owned Cadillac cars than any dealer, new or used, for miles around. We have since broadened our selection of cars including pick-up trucks, Mini-vans, Chevys, Fords, Toyota many others. We Have a reconditioning facility offsite to get any of your after sale services or service contract/warranty claims handled for you. We offer financing done right here at the dealership thru many local credit unions and some national banks. Its hassle free one stop shopping so you can get on the road with your new ride as quickly as possible. With the conveinence of handling your loan at our dealership you can also include a service agreement with your purchase for up to 3 years and 36,000 miles from your purchase date and miles. Visit us today to get your best deal on a new to you ride. 


Diamond Jim's

  • Sales: 414-281-1600


  • Monday 9:00am - 7:00pm
  • Tuesday 9:00am - 7:00pm
  • Wednesday 9:00am - 7:00pm
  • Thursday 9:00am - 7:00pm
  • Friday 9:00am - 7:00pm
  • Saturday 9:00am - 5:00pm
  • Sunday Closed