30’s & 40’s


Leo J. Sheridan seized an opportunity to provide for his family and countless others amid the uncertain era of the Great Depression and founded the firm on St. Patrick’s Day, March 17, 1929. Together with his brother Raymond, they laid the foundation for a firm specializing in office building management, general real estate brokerage and development. They built an organization which attracted many real estate experts to its ranks through the years. At times the Sheridan firm has had over six million square feet of downtown Chicago office space under its management.



Named as exclusive agent for the Prudential Insurance Company of America, Sheridan was given the responsibility to recommend a mid-america home. Selection of the Illinois Central air-rights tract on which the Prudential Building now stands, together with the subsequent negotiation for the purchase of the air rights, strengthened Chicago’s position as the insurance capital of the Midwest and as the first skyscraper erected in twenty years it paved the way for the office building construction boom that was unparalleled in Chicago’s history.


During the 1960’s the reputation of L.J. Sheridan & Co. had spread and so had its operations. The firm opened offices in Milwaukee, Los Angeles, and St. Paul as well as peripheral suburban markets in the Chicagoland area. L.J. Sheridan specifically recognized opportunity in Oak Brook for the corporate headquarters of McDonalds Corporation and represented them in the acquisition, development and subsequent management of the 15 acre site.



L.J. Sheridan continued to maintain existing business and generate new assignments with clients like Teledyne, Massachusetts Mutual, and Chicago Title and Trust. With such a huge amount of square footage under management L.J. Sheridan was able to keep owners happy with well occupied buildings. Leo Jr. (4th from left) and John Sheridan (6th from left) were making waves as the second generation of Sheridan’s took on management positions.

80’s – 90’s

After the passing of Donald Sheridan in 1985, L.J. Sheridan remained focused on providing exceptional real estate services to a variety of clients. Under the direction of Patrick Caruso, 30 N. LaSalle, 444 N. Michigan Ave. and a handful of other buildings underwent successful multi-million dollar reposition programs. The firm scaled back significantly amid the Savings and Loan Crash in the early 90’s that affected the entire real estate industry. As competitors grew larger, John Sheridan & Patrick Caruso transformed L.J. Sheridan & Co into the full service boutique firm that it is today.


While the firm cherishes its deep Chicago roots, it continues to strives to be a leader in Chicago real estate. For example, in 2005, L.J. Sheridan & Co. capitalized on the growing trend of Commercial Condominiums with the first and largest office condo project in downtown Chicago at the Garland Building in the East Loop. New clients as well as those that have put their trust L.J. Sheridan’s for generations continue to enjoy the benefits of the personal and customized experience.