Annamarie T. DiLeo is a distinguished legal strategist and corporate advisor with over a decade of experience handling high-stakes corporate transactions, litigation, tax advisory, and dispute resolution for a diverse clientele, from emerging businesses and closely held companies to Fortune 500 corporations. She has worked extensively with private equity funds, midmarket corporations, and entrepreneurs, helping them maximize value, mitigate risk, and structure transactions for long-term success. As both a legal professional and an entrepreneur, Annamarie offers a rare blend of strategic foresight and hands-on business acumen, enabling her to craft tailored solutions that drive profitability and sustainability.
Additionally, Annamarie serves as Outside General Counsel for numerous businesses, providing day-to-day legal oversight on corporate governance, business formation, regulatory compliance, contract negotiations, employment matters, and litigation risk management. Acting as a bridge between executive leadership, stakeholders, and regulatory bodies, she delivers sophisticated, solution-driven legal guidance that fosters business growth, ensures compliance, and minimizes legal exposure in today’s complex corporate landscape.
Annamarie has a proven track record across corporate law and finance, with expertise in corporate tax advisory and structuring, contract negotiation, buy- and sell-side M&A, and complex dispute resolution. She is highly skilled in corporate governance, entity structuring, and contract management, advising executives on critical legal matters that shape their financial and operational stability. Whether handling mergers and acquisitions, restructuring transactions, or shareholder disputes, she provides practical, business-forward legal solutions that protect assets and drive success. She is widely recognized for her ability to navigate intricate shareholder rights matters, including shareholder oppression, breach of fiduciary duty, and contract disputes. Her sharp litigation skills, coupled with deep financial expertise, allow her to resolve corporate conflicts efficiently—whether in or out of court.
Her legal expertise extends beyond the boardroom, as she is a trusted advocate for high-net-worth individuals in matrimonial and family law matters. She has successfully represented clients in high-value divorce proceedings, asset division, spousal maintenance disputes, child support, and custody negotiations—offering both legal precision and strategic financial insight.
Born into an entrepreneurial family, Annamarie has firsthand knowledge of the challenges and opportunities business owners face, making her an empathetic yet tenacious legal advocate. This foundation fuels her relentless commitment to delivering exceptional client service and results. Her approach is not only innovative but also deeply personal—she immerses herself in her clients’ objectives, ensuring that every legal strategy aligns with their broader financial and business goals.
Annamarie grew up in Elmhurst and attended Saint Ignatius College Prep in Chicago before moving on to Catholic University in Washington, D.C., where she earned a degree in American Government and Politics. Annamarie earned her LL.M. with Honors in Taxation from Northwestern University Pritzker School of Law and her Juris Doctor from Loyola University Chicago School of Law. She is licensed to practice law in the State of Illinois and federally in the United States District Court for the Northern District of Illinois.
Annamarie lives in Oak Brook, Illinois with her husband, their two sons, and three dogs. Outside of the firm Annamarie is a member of the Saint Ignatius College Prep Law Society.
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