AI is moving faster than the rules designed to govern it—and legal teams are now on the critical path.

In this episode of the AI Proving Ground Podcast, Olivia Fleming, Chief Legal Officer at Edgewood Management, and Erika Schenk, General Counsel and EVP of Compliance at World Wide Technology, unpack how enterprise AI is reshaping the legal function—from gatekeeper to growth enabler.

They break down why the biggest risk in AI isn’t black-box models or hallucinations—it’s deploying tools no one fully understands. From fragmented data estates and fast-moving regulations to cross-border gray zones and emerging governance models, this conversation gets practical about what legal leaders actually need to know to help AI scale responsibly.

The takeaway is clear: when legal is involved early, organizations move faster—not slower. The enterprises winning with AI are building trust, governance, and accountability into the stack from day one.

If you’re rolling out AI at scale, navigating regulatory uncertainty, or trying to move fast without breaking things, this episode is required listening.

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.

Learn more about WWT's AI Proving Ground.

The AI Proving Ground is a composable lab environment that features the latest high-performance infrastructure and reference architectures from the world's leading AI companies, such as NVIDIA, Cisco, Dell, F5, AMD, Intel and others.

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.