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2025 In-House Counsel Awards: Henry John ‘Trey’ Huelsberg III

General Counsel, Trader Interactive, Virginia Beach

Virginia Business //December 31, 2025//

2025 In-House Counsel Awards: Henry John ‘Trey’ Huelsberg III
2025 In-House Counsel Awards: Henry John ‘Trey’ Huelsberg III

2025 In-House Counsel Awards: Henry John ‘Trey’ Huelsberg III

General Counsel, Trader Interactive, Virginia Beach

Virginia Business //December 31, 2025//

Number of years with firm: 5

school: University of Virginia School of Law (1998)

leadership: I managed the 2021-2022 sale of my company, Trader Interactive, to global digital marketplace enterprise CAR Group Limited, based in Australia, in a transaction valued at nearly
$2 billion. In the last six months, I have managed and closed two transformative acquisition transactions for Trader Interactive. In private practice, I also served as the de-facto general counsel for Southeastern Public Service Authority, which manages waste disposal for most Hampton Roads communities.

Pro bono work/community or civil involvement: I served Children’s Hospital of the Kings Daughters (CHKD) in various volunteer capacities for over 15 years, culminating in my role as Vice Chair of the Children’s Health Foundation Board of Directors.

On my identity/background: I would be remiss in not citing my nearly 20 years of service with Norfolk-based law firm Willcox & Savage as the most significant influence on my legal career. There, I was fortunate to work with the finest group of attorneys I have ever encountered, and an extraordinarily sophisticated and diverse group of clients. Tom Inglima and Rob Dewey at Willcox, and Rusty Friddell at Landmark Media/Dominion Enterprises, were beyond instrumental in my development as a lawyer and advisor—to the extent I am an effective legal advisor, it is because of their training, guidance and influence and I remain profoundly grateful for all of it.

Most pressing issue that IHCs face: Navigating the landscape of facilitating use of exciting AI platforms in our products and services.

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