Scaling AI Securely with Jonathan Baier

How do Fortune 500 companies scale AI safely, securely, and responsibly?

In this episode of How Hard Can It Be?, host Alex Schlager (CEO of Aiceberg) sits down with Jonathan Baier — technology executive, DevOps author, Kubernetes expert, and AI infrastructure strategist. Jonathan has helped enterprises like Moody’s lead cloud and DevOps transformations, authored books on Kubernetes and AI platforms, and now advises businesses as a fractional CTO/CISO at Cyberify.

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Together, they break down the real challenges of AI adoption at enterprise scale, including:

🚀 Scaling AI in Fortune 500 organizations — what works, and what doesn’t

🔒 AI security threats CISOs must prepare for (data poisoning, prompt injection, and vendor trust gaps)

☁️ Cloud security for AI workloads — why outsourcing to cloud providers doesn’t eliminate risk

⚙️ DevOps lessons for AI adoption — structure, tooling, and collaboration at scale

👨💻 The AI skills gap — how enterprises can build or acquire the right talent

🤖 Agentic AI explained — what autonomous AI agents are, and why leaders need guardrails now

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If you’re a CISO, security leader, or Fortune 500 executive asking:

• Is my enterprise ready for AI?
• What new cybersecurity risks does AI introduce?
• How do we secure autonomous AI systems and agents?…this episode is for you.

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