Brett M. Winterstein Chair | Business and Finance Group
  • D 312.606.3213
  • F 312.267.2234
Brett M. Winterstein
“My clients think about their businesses 24/7. So do I.”

Brett is a partner and Chair of the Business and Finance group. He serves middle-market businesses nationwide as outside general counsel, advising on a range of business matters, including transactions and commercial financings.

Representing a number of commercial and financial entities, Brett’s clients include domestic and international manufacturers, food and beverage companies, technology start-ups and third party logistics companies and asset-based trucking companies. Additionally, he routinely advises commercial banks, private equity groups and investment advisors.

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Brett helps businesses navigate the complexities involved with their transactions, including deal structuring and regulatory matters. He has extensive experience handling mergers and acquisitions, debt and equity offerings, venture capital and private equity investments and federal and state securities issues.

Big-Picture Perspective, Accessible 24/7

Clients rely on Brett for his “big picture” advice and his “always on” approach. He knows that his clients are thinking about their businesses constantly and he strives to be available for them at a moment’s notice.


  • Washington University School of Law, J.D.
  • University of Maryland, College Park, B.A.


  • Illinois
  • New York


  • Illinois Super Lawyers – Rising Stars, 2019 – 2020

Professional Memberships

  • American Bar Association
  • Chicago Bar Association
  • Jewish Council for Youth Services

Community Involvement

  • Jewish Council for Youth Services, Member of Board of Directors


  • Client Success: Port X Logistics Announces Partnership with U.S. Multimodal GroupMarch 20, 2023

    Congratulations to Port X Logistics LLC, a leading transportation company, on its partnership with U.S. Multimodal Group, a premium provider of intermodal logistics!

  • Client Success: HMB Represents Golden Tech in Sale to The Purple GuysNovember 23, 2022

    HMB would like to congratulate Golden Tech on a successful sale to The Purple Guys, a leading provider of managed IT services. Since 1996, Golden Tech has offered customized managed IT, cloud, security and consulting services to business owners in the Northwest Indiana and Chicagoland market.

  • Client Success: Svoboda Capital Partners LLC Exits Investment in Clarion Healthcare, LLCNovember 14, 2022

    HMB congratulates Svoboda Capital Partners on its investment exit in Clarion Healthcare, LLC, which has been acquired by Lumanity, a global leader in accelerating and optimizing patient access to medical advances. Svoboda Capital was represented by Jeffrey A. Hechtman, Brett M. Winterstein, Elise Anderson, Ryan T. Kelley and Kynat Akram.

  • Client Success: HMB Represents MXOtech in Sale to NtivaOctober 7, 2022

    HMB would like to congratulate MOXtech and its founder Joanna Mirov on the successful sale to Ntiva, a leading provider of managed IT and Security services. Founded in 2005, MXOtech helps clients achieve their business and organizational goals by providing the right mix of technology, strategy and expertise required to effectively implement and manage ever-changing tech offerings and business requirements.

  • HMB Announces 2023 Practice Group ChairsOctober 3, 2022

    HMB is pleased to announce that Jenna E. Stein has been elevated to Practice Chair of the firm’s Real Estate Group. She will oversee coaching, planning economic oversight, positioning and recruitment for the group.


  • Washington University School of Law, J.D.
  • University of Maryland, College Park, B.A.
  • Illinois
  • New York
500 West Madison Suite 3700
Chicago IL 60661

Phone: 312-606-3200 Fax: 312-606-3232
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