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.

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.

AI is moving into production faster than most security teams can govern it. In this episode, F5’s Shawn Womke and WWT’s Chris Konrad break down why enterprises are unintentionally deploying “naked AI” — systems running without adequate data controls, API protection, or governance. Drawing on new F5 research, they explain why only 2% of organizations are truly AI-ready, how shadow AI and exposed interfaces are expanding risk, and why trust must be designed into the AI lifecycle before autonomy — and quantum threats — arrive.

Support for this episode provided by: Red Hat

More about this week's guests:

Chris Konrad is a global cybersecurity executive and Vice President of Global Cyber at World Wide Technology. Since joining WWT in 2014, he has helped build and scale its $4.5B global security business. Chris leads global cyber strategy, practice development, and partner engagement, aligning security programs to business outcomes across public and private sectors. With 27+ years of experience, he is a trusted advisor to C-suite leaders and a member of the Forbes Technology Council, known for turning cybersecurity into a strategic enabler of resilience and growth.

Chris's top pick: Secure All Together: 5 Principles for Building a Culture of Cybersecurity

Shawn Womke is Senior Vice President of Product Management at F5, leading the strategic direction of a portfolio central to how customers build, secure, and scale modern applications. Since joining F5 in 2013, he has helped deliver products grounded in real-world use cases, from open-source innovation in Kubernetes and OpenStack to leading the Aspen Mesh incubation and serving as General Manager of NGINX. With experience spanning Cisco, startups, and global enterprises, Shawn is focused on uniting teams around clear vision, customer impact, and execution at scale.

Shawn's top pick: Texas A&M University System Teams Up with WWT for Cyber Range Challenge

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.

HPE's Craig Dillman and WWT's Earl Dodd explain why AI Factories rooted in decades of supercomputing expertise are becoming essential infrastructure for enterprises seeking to operationalize AI at scale, ensure sovereignty and brace for next year's data bottleneck.

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.