Drew focuses his law practice on corporate and transactional matters affecting emerging companies and their investors. A member of the firm’s Venture Best® group, Drew provides well-honed advice to entrepreneurs, early and growth-stage companies, venture capital investors, closely-held family businesses, investment banks, family offices and private equity firms.

Drew has represented dozens of start-up and high-potential companies throughout their lifecycles – from business formation and structuring to exit transactions. He advises his clients at all stages of funding (friends and family, angel, seed, and institutional venture capital financing). He has proved to be an indispensable resource for many notable venture-backed companies, guiding his clients through financing, employment, advisory, and licensing transactions.

Drew started a law firm at his kitchen table to start his career, giving him first-hand knowledge of and empathy for those going through the entrepreneurial journey. His background has helped him develop his cultivated approach to working with entrepreneurs and investors alike.
Drew also represents angel investors, investment syndicates, and venture capital firms, assisting these clients with the formation of SPVs, investment clubs, and venture capital funds. As an investor himself, Drew brings a valuable perspective to deal diligence and negotiation on behalf of investor clients.

In addition to Drew’s work in the venture capital space, he also serves as corporate counsel to closely-held private businesses, providing counsel regarding employment transactions, vendor and customer agreements, joint venture agreements, license agreements, and business succession planning. He has represented many such companies through complex transactions, including management buyouts, asset sales, business unit divestitures, and acquisitions. 

Additionally, Drew represents several private equity funds, search funds, family offices and investment banks which regularly engage in the purchase and sale of private businesses.

Besides his role at Michael Best, Drew is actively involved in two Chicago-based investment organizations, Breakpoint Ventures and The Cultivator, which provide venture capital, expert advice, and organizational support to entrepreneurs and early-stage companies across the nation.

Honors & Recognitions

  • “Rising Stars,” Illinois Super Lawyers, 2014-2021

Professional Activities

  • Founding Member, Breakpoint Ventures
  • Founding Member, The Cultivator
  • Member, Illinois Bar Association
  • Member, American Bar Association


Bar Admission


Bar Admission

back to top