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Jessica Simons


Sterling Bay

Helped negotiate and close more than $3 billion in transactions

Handled deals with Lincoln Yards, 600 W Chicago and 545 NW 26th in Miami

In her role as General Counsel for Sterling Bay in Chicago, Jessica Simons oversees various aspects of the company’s most complex and high-value acquisitions, dispositions and financings. While at Sterling Bay, Simons has negotiated and closed over $3 billion of transactions, including many of Sterling Bay’s highest profile assets such as Lincoln Yards, 600 W Chicago, 110 N Carpenter, 333 N Green and 545 NW 26th in Miami.

Prior to joining Sterling Bay in 2017, Simons worked in private practice for 12 years as a commercial real estate attorney at Paul Hastings LLP and Kirkland & Ellis LLP.

These are some of the reasons why we are honoring Jessica Simons with Connect CRE’s 2022 Chicago & Midwest Lawyers in Real Estate Award. The award celebrates real estate attorneys who have distinguished themselves in their practice and the larger community.


Inside The Story

Sterling Bay's Jessica Simons

About Amy Wolff Sorter

I love content. I love writing it, visualizing it, and manipulating it to fit into different formats. I have years of experience in working with content, both as creator and editor. The content I create and edit provides assistance with many goals, ranging from lead generation, to developing street cred through well-timed thought-leadership pieces. Content skills include, but aren't limited to, articles and blogs, e-mails, promotional collateral, infographics, e-books and white papers, website copy and more.

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