The AI Drop

Export controls have always started with a simple question: what is the thing, and where can it go? AI is complicating that equation. Nabeel Yousef, a Freshfields partner whose practice spans US sanctions, export control, and anti-corruption law, joins host Anna Gressel to map where frontier technology meets national security regulation. Together, they explore the three issues clients are grappling with most: semiconductor controls, the software powering AI infrastructure, and the potential impact of the pending Remote Access Security Act. They also discuss the risks of integrating Chinese AI models, the emerging East-West divide in AI development, and why many compliance programs have become outdated “Frankensteins” in a rapidly evolving regulatory landscape. As Nabeel explains, one of the biggest compliance risks is assuming your house is already in order.
 
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☑️ Nabeel Yousef | LinkedIn
☑️ Anna Gressel | LinkedIn
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Megan Kayo, a Freshfields partner focused on AI, cybersecurity, and privacy, joins host Anna Gressel to unpack what makes agentic incidents fundamentally different from traditional cybersecurity incidents. Since agents act on their own, spawn sub-agents, and reason unpredictably, they strain frameworks like NIST built for human threat actors. Megan explains why agents require immutable identities and adherence to the principle of "least agency," and why shadow AI and third-party sprawl make the risk surface so hard to govern. Drawing on her experience guiding clients through incidents, Megan also offers practical steps security and legal teams can take to get ahead of agentic risk.
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☑️ Megan Kayo | LinkedIn
☑️ Anna Gressel | LinkedIn
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Whether you're automating your morning to-do list or an entire enterprise compliance program, one principle separates success from failure: figure out the process before you hand it to the tool. Suchismita Pahi, Lead Counsel for Product at Databricks, joins host Anna Gressel to trace that thread from her own daily AI workflows to the AI compliance program she built from the ground up . Instead of a legal checklist nobody wants to fill out, Suchi took an operations-first approach that integrates legal, IT, and security. She and Anna dig into what changes as passive LLMs give way to an agentic enterprise — identity management, the principal-agent problem, acceptable error rates - and they share practical insights on building cross-functional AI governance. The episode concludes with a look at the AI use cases that excite Suchi most, including the future of AI-powered scientific research and innovation.
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☑️ Suchismita Pahi | LinkedIn
☑️ Anna Gressel | LinkedIn
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Intelligence isn't a fixed quantity we can measure — it's a construct, and the moment we insist on measuring machines against ourselves, we could miss what they can do and misjudge what they can't. Dr. Rumman Chowdhury — founder and CEO of Humane Intelligence and the first U.S. Science Envoy for AI — joins host Anna Gressel to unpack the ideas behind Thinking About Thinking, her podcast and the book she's now writing. Drawing on everything from mycelial networks to a recent Oxford debate on legal personhood, Rumman and Anna also explore reasoning, anthropomorphizing, and the human skills — discernment, curiosity, imagination — that AI can't automate.
 
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☑️ Rumman Chowdhury | LinkedIn
☑️ Anna Gressel | LinkedIn
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Is physical AI ready for primetime? Recorded live at Citi's Robotics and Physical AI Conference, this episode captures a market at an inflection point, maturing in "dog years" as it accelerates from demo to deployment at breakneck speed. Host Anna Gressel is joined by Shenwei Zhu, a Citigroup managing director covering industrial technology and robotics, and Lauren Schwartz, CISO and General Counsel of Centific, a global data and AI solutions company. Together they explore why data has become both the bottleneck and the moat in physical AI, how investors evaluate robotics companies on unit economics and customer value, and why the winning proposition is to sell measurable outcomes. Shenwei and Lauren also weigh liability gaps and offer founders hard-won advice on capital and data strategy.
 
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☑️ Lauren Schwartz | LinkedIn
☑️ Shenwei Zhu | LinkedIn
☑️ Anna Gressel | LinkedIn
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In this episode, host Anna Gressel is joined by Freshfields Partner Melissa Hodgman, a former SEC enforcement official, who traces that arc from the SEC’s interest in pattern-spotting tools built after the 2008 crisis to today's "AI washing" disclosure cases and other areas of SEC enforcement interest. As Melissa puts it, “you can delegate decision-making to a machine, but you can't delegate liability.” For years, enforcement turned on what a single person knew — knowledge firms could contain with walls, locked doors, and policies. Melissa explains why a learning system that moves information across an organization makes that a far harder question: what did the system know? From there she unpacks how investor protection shapes the agency's interest in agentic AI, and what belongs on a general counsel's hit list. Her closing advice — engage regulators early, and treat securities law as principle-based. 
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☑️ Melissa Hodgman | LinkedIn
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In this episode of The AI Drop, Anna Gressel sits down with Beth George (Freshfields Partner, Head of US Litigation and Global Co-Head of Strategic Risk Management) to discuss the geopolitical implications of China's latest AI advances, including Kimi K3, and what they signal for the global AI race. Rather than focusing solely on who builds the most powerful model, they explore why the real competition may be over AI infrastructure, trust, and global adoption. The conversation examines China's open-source AI strategy, the limits of export controls and bans as policy tools, and why accessibility, reliability, and safety may become the defining differentiators in the next era of AI. They also discuss the growing role of robotics, AI agents, and cybersecurity risks as AI systems become more deeply embedded in everyday life.

Kohler's approach to enterprise AI starts with a simple bet: teach every employee to build and manage their own agents rather than bring in consultants. Eric Tabor, Kohler's chief digital officer, and Megan Belcher, the company's chief legal officer, join host Anna Gressel to explain how that philosophy has shaped both the 153-year-old design company's technology roadmap and its governance model. Eric details Kohler's "two-in-a-box" model, pairing associates with technical partners, and the recent rollout of 3,000 AI agents across the company. Megan explains how legal meets clients' risk tolerance while moving with speed, and how she keeps the board abreast of a rapidly evolving competitive landscape. Their advice for teams starting out with AI: "hold hands...and be willing to jump." 
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When privileged prompts pass through an AI tool, whether they stay privileged is a key question coming before courts globally today — and those courts are digging into the facts and terms to decide. Rob McCallum, a Freshfields tech litigator, tells host Anna Gressel that privilege questions come up in his practice pretty much every day, and that the conversation has shifted from whether to use AI at all to how to use it responsibly when privileged communications are in the mix. He and Anna also cover AI note-takers as discoverable records, cross-border differences in privilege law, and where governance over privileged communications and documents actually starts.
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☑️ Rob McCallum | LinkedIn
☑️ Anna Gressel | LinkedIn
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As AI agents become more autonomous, who is responsible for overseeing their work? 
In this episode of The AI Drop, host Anna Gressel is joined by Jason Stanley, Head of Applied AI Research at ServiceNow, for a deep dive into the emerging world of agentic AI governance. Together, they explore why traditional AI governance frameworks may not be enough for autonomous systems, the importance of deployment-specific evaluation, and how organizations can build trust, accountability, and effective human-AI collaboration.
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☑️ Jason Stanley | LinkedIn | Substack
☑️ Anna Gressel | LinkedIn
☑️ Freshfields
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