Brett M. Winterstein Partner
  • 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 in HMB’s 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.



New York


Illinois Super Lawyers – Rising Stars, 2019 – 2020

Professional Memberships

  • American Bar Association, Member
  • Chicago Bar Association, Member
  • Jewish Council For Youth Services, At Large

Community Involvement

Jewish Council for Youth Services, Member of Board of Directors


  • HMB Represented Project Management Advisors in Partnership Deal with Austin-Based Construction Management CompanyMay 27, 2020

    Project Management Advisors ("PMA"), a real estate and development consultancy company, announced its partnership with American Realty Project Management ("ARPM"), a full-range construction oversight and project management company. HMB represented PMA. This partnership will expand the Austin offices and broaden both PMA and ARPM client and industry sector involvement in the Austin market and neighboring area. The alliance will continue…

  • HMB Represented Hadley Capital in Acquisition of a Manufacturer of Premium Animal Bedding and Litter ProductsMay 26, 2020

    Hadley Capital ("Hadley"), a small-business investor, announced its acquisition of Equustock, a manufacturer of animal bedding and litter products, predominantly horse-related products sold under their Guardian Horse Bedding brand. HMB represented Hadley in the transaction. Founded in 1998 bu Scott Dickes, Hadley plans to build on the Guardian Horse Bedding brand's excellent reputation and to expand Equustock's production capacity and…

  • HMB Represents Svoboda Capital Partners in Recapitalization Deal with Management and Technology Consulting FirmFebruary 12, 2020

    Svoboda Capital Partners ("SCP"), a private equity firm, announced its partnership and recapitalization with Kenway Consulting ("Kenway"), a management and technology consulting firm. HMB represented SCP in the recapitalization. Under terms of the agreement, SCP has purchased a majority interest in Kenway. Financial details of the transaction were not disclosed. SCP is a Chicago-based private equity firm that invests in…

  • HMB Represents Mark-It Express Logistics LLC in Acquisition of Chicago-based Trucking CompanyJanuary 21, 2020

    Mark-It Express Logistics LLC ("Mark-It"), a leading Midwest intermodal trucking and freight brokerage company, acquired Spirit Trucking Company ("Spirit"), a Chicago-based trucking company. HMB represented Mark-It in the acquisition of operating assets. Mark-It, founded in 2009 and recently named to Crain Chicago's Fast 50 for the second time and INC. 5000 for the fourth time, offers a full array of third-party…

  • HMB Represents EDCO Health Information Solutions Inc. in Sale to BV Investment PartnersNovember 5, 2019

    HMB represented EDCO Health Information Solutions Inc. in it's sale to BV Investment Partners, a middle-market private equity firm focused on the business services, software and IT sectors. Headquartered in St. Louis, MO, EDCO provides automated unstructured data indexing solutions to healthcare providers. EDCO's Solarity®, a patented medical record indexing software, gives automated transformation of unstructured data into clinically relevant patient…

  • 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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