How Hard Can It Be?

Alex x Reuven Cohen

How can Fortune 500 enterprises scale agentic AI without losing control? 🚀 In this episode of How Hard Can It Be?, host Alex Schlager (CEO, Aiceberg) sits down with Reuven Cohen—aka “rUv”—an enterprise AI pioneer with 30+ years of experience guiding global organizations through cloud and AI transformations. Reuven has trained agentic systems that produced 10 million lines of usable code in a single year, and authored The rUv Enterprise AI Guide, a playbook for CIOs and CISOs navigating AI adoption at scale.

Alex x Tami Erwin

What does it take to scale AI securely across the enterprise—from the boardroom to mission-critical operations? In this episode of How Hard Can It Be?, host Alex Schlager (CEO, Aiceberg) welcomes Tami Erwin, former CEO of Verizon Business and current enterprise strategy leader at John Deere. With decades of Fortune 500 leadership and board experience, Tami shares practical insights on AI integration, governance, and resilience that CISOs and security leaders can act on today.

Alex x Eduardo Ordax

How can enterprises scale generative AI without sacrificing security, compliance, or control? 🔒 In this episode of How Hard Can It Be?, host Alex Schlager (CEO, Aiceberg) welcomes Eduardo Ordax, Principal Go-to-Market Lead for Generative AI at Amazon Web Services (EMEA). Eduardo partners with some of the world’s most complex organizations to design and deploy GenAI strategies that scale safely—from prototype to production.

Alex x Chris Bronk

In this episode of How Hard Can It Be?, host Alex Schlager sits down with Dr. Chris Bronk—Associate Professor at the University of Houston, Associate Director of the Center for Information Security Research & Education, former U.S. Foreign Service Officer, and author of Cyber Threat: The Rise of Information Geopolitics in U.S. National Security. We explore: ✅ Lessons CISOs can learn from energy infrastructure attacks (Aramco, Ukraine & beyond) ✅ How “information geopolitics” reshapes enterprise cyber defense ✅ What agentic AI means for hybrid warfare and enterprise resilience ✅ Why explainability, governance, and human-in-the-loop design are critical for securing autonomous AI Dr. Bronk’s research—funded by NSF, DHS, DOE, Deloitte, Microsoft, and AT&T—bridges policy, energy systems, and security operations. For Fortune 500 CISOs and cybersecurity leaders, this episode is a roadmap for defending national-scale assets in a world where AI, geopolitics, and hybrid threats converge. 🔒 Don’t just survive the AI race—secure it with confidence.

Alex x Xiaochen Z.

In this episode of How Hard Can It Be?, host Alex Schlager speaks with Xiaochen Zhang, Founder & CEO of FinTech4Good and contributor to the AI 2030 initiative. With experience spanning global fintech networks, ESG innovation, and ethical AI governance, Xiaochen shares how enterprises can embrace AI—without losing trust or control. We explore: ✅ Why Fortune 500 CISOs should watch fintech as a proving ground for agentic AI ✅ How ESG principles can be embedded into autonomous AI workflows ✅ Lessons from AI 2030 for long-term enterprise governance and risk strategy ✅ What transparency and explainability look like when AI agents trigger payments, loans, or trades ✅ The cross-industry partnerships shaping responsible AI deployment With a vision that bridges finance, ethics, and AI, Xiaochen brings practical strategies for CISOs navigating the risks—and opportunities—of autonomous decision-making in high-stakes industries.