Brett M. Winterstein Chair | Business and Finance Group
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  • 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.



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


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    HMB would like to congratulate HAAS Alert on the closing of their equity financing round. The $5M in investment capital will support the nationwide expansion of Safety Cloud, the leading automotive digital alerting system that’s standard on emergency and roadway fleet vehicles. HAAS Alert’s platform enables real-time safety alerts between vehicles and connected infrastructure (V2X) to reduce the risk of…

  • Client Success: HMB Congratulates Everywhere Wireless on Growth Capital Investment with Boston-based Private Equity FirmJuly 23, 2021

    HMB would like to congratulate Everywhere Wireless, a preeminent Internet service provider in Chicago, and CEO and Founder Keegan Bonebrake and the rest of the Everywhere Wireless team on a successful investment round with M/C Partners ("M/C"), a Boston-based communications and technology focused private equity firm. Everywhere Wireless, one of the largest private Internet Service Providers to multi-family and commercial…

  • Client Success: HMB Represents Parkonect in Sale to Leader in Flexible Technology Solutions for Urban Real EstateJune 21, 2021

    HMB would like to congratulate Parkonect, a cloud-born, mobile-first parking technology company delivering Parking Access and Revenue Control, and its CEO Harlan Karp and the Parkonect team on a successful sale to FLASH, a leader in flexible technology solutions for urban real estate. Parkonect helps properties by facilitating connectivity and mobility in parking assets via real-time intelligence and digital commerce…

  • Client Success: Svoboda Capital Announces Partnership with Marcus ThomasApril 27, 2021

    Svoboda Capital Partners ("SCP"), a private equity firm, announced its recapitalization of Marcus Thomas LLC ("MT"), a full-service marketing and advertising agency. HMB represented SCP in the recapitalization. Financial details of the transaction were not disclosed. SCP is a Chicago-based private equity firm that invests in leading middle market growth companies. Founded in 1998, the SCP team has more than…

  • Client Success: HMB Represents Skubana in Sale to Cloud-based Warehouse Management Systems Leader 3PL CentralApril 12, 2021

    HMB congratulates Skubana in their strategic sale to 3PL Central ("3PL"), expanding their supply chain technology and filling an important gap in the ecommerce and omnichannel ecosystem. The combination of Skubana's intelligent order orchestration with 3PL Central's extensive network of warehouses offering ecommerce fulfillment and retail replenishment is expected to open a new chapter in software, allowing companies to have…


  • 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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