Success Through sophistication
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Princess Uchekwe, esq.
CHIEF EXECUTIVE OFFICER
Princess Uchekwe is a New York and California-licensed attorney with eight years of experience serving as a legal and strategic advisor to high-growth companies. She is the founder of The Chief Counsel, a boutique law firm offering fractional general counsel services to help executives and founders navigate the legal side of building brilliant, enduring brands.
As part of her work, she advises on AI governance and responsible technology practices, helping companies embrace innovation in ways that are ethical, legally sound, and aligned with emerging regulatory standards.
Before founding her firm, she served as in-house counsel at Eldridge, where she advised on the company’s private equity and credit transactions across tech, media, entertainment, and real estate.
In addition to her work as an attorney, Princess has considerable experience with both for-profit and nonprofits Boards.
She believes in law as a tool for clarity, protection, and momentum.
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David Milstein, Esq.
CHIEF TECHNOLOGY OFFICER
A pioneer in the world of Legal Technology, David is both a technologist and legal professional and brings a unique blend of technical expertise and legal acumen to complex business challenges.
For seven years Dave served as a Managing Director, as Head of Legal Technology, and as Chief Privacy Officer at Guggenheim Investments, a global asset management company with over $230B of AUM. At Guggenheim, Mr. Milstein led technology initiatives that streamlined and modernized legal operations across the organization. David built and led a team of lawyer-technologists—responsible for researching, selecting, and implementing enterprise-level solutions including contract lifecycle management systems, e-Billing platforms, and legal workflow technologies. His strategic approach to legal technology included working with the tools that were available, developing connectors to integrate siloed systems, and standardizing metadata frameworks for firm-wide document management systems, creating structured data capture for various contract types. Most importantly, the team pioneered utilizing AI to derive insights from various types of contracts
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harris kay, Esq.
PRESIDENT
Harris has served as a partner at several law firms, most recently in the Chicago Office of Jenner & Block LLP. His law practice involves representing businesses and members of the financial services industry in a variety of formation, compliance, investigation, enforcement and litigation matters. He received his BA from the College of William & Mary and his JD from the University of Richmond School of Law. He has served on several for-profit and nonprofit boards and is currently a board member and communications director of the Oz Park Baseball Association. Harris and his wife, Reatha, live in Lincoln Park with their son and daughter.
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Michael Corliss, Esq.
CHIEF OPERATIONS OFFICER
Harris has served as a partner at several law firms, most recently in the Chicago Office of Jenner & Block LLP. His law practice involves representing businesses and members of the financial services industry in a variety of formation, compliance, investigation, enforcement and litigation matters. He received his BA from the College of William & Mary and his JD from the University of Richmond School of Law. He has served on several for-profit and nonprofit boards and is currently a board member and communications director of the Oz Park Baseball Association. Harris and his wife, Reatha, live in Lincoln Park with their son and daughter.
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andrew nelson, PH.D.
HEAD OF MACHINE LEARNING
Dr. Andrew Nelson is a physicist-turned data and machine learning engineer with a decade of research experience and deep expertise in machine learning, data pipelines, and technical leadership. He founded Daleego, a consulting practice that helps startups and enterprises clarify their AI roadmaps and implement practical, high-impact solutions. Andrew specializes in translating complex technical problems into tractable projects that deliver measurable business outcomes.