As AI adoption accelerates inside global enterprises, chief legal officers are emerging as architects of governance, trust, and responsible innovation—not as roadblocks, but as strategic enablers. In this episode, Edgewood Management Chief Legal Officer Olivia Fleming and WWT General Counsel and EVP of Compliance Erika Schenk discuss how AI is reshaping legal leadership. From fragmented data and evolving governance models to gray-area regulations across jurisdictions, they explain why the real risk isn’t AI opacity—but deploying tools without understanding how they work, where data flows, or what obligations they trigger. Their message is clear: involve legal early to move faster, smarter, and safer.

More about this week's guests:

Erika Schenk is General Counsel and EVP of Compliance at World Wide Technology, where she leads global legal strategy and compliance. Since joining WWT in 2014, she has built and scaled the legal organization, overseeing contracts, ESG, EHS, government affairs, and legal support for enterprise, service provider, and public sector teams. A trusted business partner, Erika has guided WWT through international expansion, acquisitions, and portfolio growth. She previously served as senior counsel at Boeing and as a partner at Bryan Cave LLP.

Olivia Fleming joined Edgewood in November 2007 and serves as the Chief Legal Officer. Olivia graduated from Fordham University with a BA and also received a JD from Tulane University Law School. Olivia was promoted to Partner in December 2018.

The AI Proving Ground Podcast leverages the deep AI technical and business expertise from within World Wide Technology's one-of-a-kind AI Proving Ground, which provides unrivaled access to the world's leading AI technologies. This unique lab environment accelerates your ability to learn about, test, train and implement AI solutions.

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Developed within our Advanced Technology Center (ATC), this one-of-a-kind lab environment empowers IT teams to evaluate and test AI infrastructure, software and solutions for efficacy, scalability and flexibility — all under one roof. The AI Proving Ground provides visibility into data flows across the entire development pipeline, enabling more informed decision-making while safeguarding production environments.