When AI Meets Security: Managing Risk in Connected Systems

In this episode of Between Product and Partnerships, Cristina Flaschen, CEO of Pandium, speaks with Nate Lee, Founder of Cloudsec.ai, about the evolving challenges of security in SaaS ecosystems, AI, and integrations. Their conversation explores lessons from real-world incidents, risk management in fast-moving environments, and the emerging landscape of AI agents.

Nate’s Background and Security Perspective

With over a decade of experience as a Chief Information Security Officer, Nate has helped scale-ups build security programs focused on AI-native startups and cloud environments. His approach is grounded in pragmatism, meaning prevention is important, but effective detection, response, and transparency are what define resilience when incidents occur.

Lessons from Real-World Incidents

Reflecting on recent industry breaches such as the SalesLoft incident, Nate illustrates how small misconfigurations across systems like GitHub or AWS can trigger cascading risks. Even organizations with robust security teams remain vulnerable. He emphasizes the importance of continuous monitoring, anomaly detection, and disciplined response planning as part of a company’s operating DNA.

Mitigation, Communication, and Runbooks

For smaller teams, Nate and Cristina highlight the value of preparation and clarity when managing incidents. Segregating responsibilities allows engineers to focus on resolving issues while communications are handled transparently and calmly by others. Tabletop exercises (simulations of potential breaches) help teams respond confidently when real situations arise. Above all, Nate underscores the need for transparent communication with customers and stakeholders. Clear, factual updates that explain what happened, its impact, and next steps build far more trust than spin or silence. Having ready-made messaging frameworks also helps reduce the stress of decision-making during high-pressure moments.

AI Agents and Emerging Risks

The conversation then turns to the rapidly expanding role of AI agents in modern workflows. Nate explains that while these systems deliver tremendous efficiency gains, they also introduce new and unpredictable risks. Unlike traditional deterministic workflows, AI agents can act in unexpected ways, sometimes interpreting instructions beyond what developers intend. Threats such as prompt injection and the rise of unmonitored AI tools (or “shadow IT”) add layers of complexity. As adoption accelerates, maintaining visibility and control becomes critical.

Despite these challenges, Nate remains optimistic about AI’s potential. He advocates for mindful adoption (understanding the risks, their likelihood, and the potential business impact) while ensuring that innovation and productivity continue to advance responsibly.

Building Trust and Future-Proofing Security

For Nate, trust is the foundation of security. Whether developing integrations, deploying AI tools, or managing internal systems, organizations must design processes that foster transparency, encourage safe experimentation, and promote continuous learning. Building a culture of accountability and openness not only reduces risk but also strengthens long-term relationships with customers and partners.

Looking Ahead

Nate is currently launching Trustmind, a platform that automates security due diligence and streamlines third-party risk management for organizations working with multiple vendors and integrations.

For more insights on partnerships, ecosystems and integrations, visit www.pandium.com

To learn more about Cloudsec., go to https://cloudsec.ai/