The New Security Playbook for AI Adoption: A Conversation with Dan Benjamin

The New Security Playbook for AI Adoption: A Conversation with Dan Benjamin

The cybersecurity landscape is rapidly evolving, driven by advancements in artificial intelligence (AI) and the growing complexity of enterprise data environments. In a recent conversation with Dan Benjamin, VP at Palo Alto Networks and co-founder of Dig Security, it became clear that securing data and AI requires moving beyond traditional perimeter-based strategies toward more dynamic, proactive approaches.


Dan brings deep entrepreneurial experience. After founding multiple cybersecurity startups, his latest—Dig Security—was acquired by Palo Alto Networks within just two years, signaling rapid adoption and market validation. His background at Microsoft and current leadership role give him a sharp lens on the intersection of AI and data security.


One key takeaway from our conversation: speed is critical. “The ability to scale quickly and see immediately if something works or doesn't is critical,” Dan said. This mindset powered Dig’s growth to nearly 80 employees in two years, fueled by focus and strategic clarity.


A major theme was the rise of Data Security Posture Management (DSPM). As Dan shared, when Dig launched, “more than 50% of enterprise data had already moved to the cloud,” rendering legacy security tools ineffective. DSPM answers urgent questions like: What data do we have? Who can access it? Is it protected? As companies adopt multi-cloud infrastructures, DSPM becomes essential.


This transformation has also been accelerated by market awareness—fueled by VC investments and competing startups. “Data security wasn’t even a top-ten concern for CISOs initially. Within a year, it was top three,” Dan noted. It’s a reminder of how fast industry priorities can shift.


And now, AI is redefining those priorities again. Dan emphasized how AI introduces both opportunity and risk. Boards are pushing for rapid AI integration, while CISOs scramble to secure it. “AI security must begin with visibility—knowing what models you’re running, what data was used, and ensuring proper compliance and access controls.”


At Palo Alto Networks, around half of all data security discussions now center on AI, reflecting its growing urgency. AI isn’t just creating new threats—it’s forcing a rethink of cybersecurity strategies.


But AI isn’t just a risk—it’s also part of the solution. Dan predicts that in the next five years, AI will autonomously handle many cybersecurity decisions. Already, AI tools are handling initial threat triage in SOCs, easing analyst workloads and improving response times.


This aligns with what we’re seeing at Clarity, where AI-driven tools are helping counter advanced threats, from deepfakes to social engineering attacks. The shift from reactive alerts to proactive AI-powered defense is already underway.


My biggest takeaway: enterprises must integrate DSPM and AI security now—not later. The threat landscape is evolving weekly. Those who delay will fall behind, while those who adapt quickly will build unmatched resilience.


As Dan put it, “Entrepreneurs have limited patience—we must see rapid progress.” That sense of urgency is exactly what today’s cybersecurity leaders need to stay ahead in an AI-powered world.

Episoder(1165)

The Human Zero Day Series | Ep1153: Assi Ungar: Secure Humans, Not Systems

The Human Zero Day Series | Ep1153: Assi Ungar: Secure Humans, Not Systems

Assi Ungar shares how a career that began with WordPerfect support evolved into leading global cybersecurity at scale. He reflects on why trusting nothing is now a safety measure, why process beats panic, and how empathy—not fear—is the CISO’s strongest tool. He also explores AI’s double-edged role in modern security and why protecting personal spaces is now just as vital as enterprise systems.

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The Human Zero Day Series | Ep1152: Ori Eisen: Identity‑First Defense

The Human Zero Day Series | Ep1152: Ori Eisen: Identity‑First Defense

Fraud‑investigator‑turned‑entrepreneur Ori Eisen revives the 1990s “nobody knows you’re a dog” cartoon to show how today’s Gen‑AI deepfakes make that joke a board‑level risk. Tracing his path from inventing device‑fingerprinting to launching insured, passwordless logins, he argues identity—not credentials—is the internet’s final perimeter, urging enterprises to gauge every transaction by human‑level risk, from library cards to dam controls.

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The Human Zero Day Series | Ep1151: Dr. Nima Schei: Bio‑Inspired AI Trust

The Human Zero Day Series | Ep1151: Dr. Nima Schei: Bio‑Inspired AI Trust

MD‑turned‑neuroscientist Nima Schei shares how modeling the brain’s limbic system led him from crab‑neuron labs to Guacamole ID—lightweight, continuous desktop authentication—while devising guardrails against deepfakes and MFA fatigue. His bio‑inspired algorithms suggest emotional intelligence in machines can raise trust, cut compute, and free teams in fast‑moving enterprises.

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The Human Zero Day Series | Ep1150: Lucas Hu – Building a Swiss Cheese Security Stack

The Human Zero Day Series | Ep1150: Lucas Hu – Building a Swiss Cheese Security Stack

When Lucas Hu witnessed a deepfake breach his firm’s defenses, he recognized the limits of traditional tooling. Leveraging a decade of ML research and hands-on cybersecurity experience, he pioneered a “Swiss cheese” model—layering email, domain, and behavioral signals—to outsmart evolving phishing and deepfake attacks.

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The Human Zero Day Series | Ep1149: Joshua Crumbaugh - Cognitive Biases: Security’s Edge

The Human Zero Day Series | Ep1149: Joshua Crumbaugh - Cognitive Biases: Security’s Edge

After witnessing a high-stakes breach test turn real, Joshua Crumbaugh shifted from underground hacking roots into marketing strategy, then combined both to pioneer ethical social engineering. At Phish Firewall, he applies behavioral science and AI-powered micro-simulations to train employees in role-specific threat responses and foster a culture of vigilant defense.

14 Jul 41min

The Human Zero Day Series | Ep1148: Ofer Friedman: ID Defense Evolves

The Human Zero Day Series | Ep1148: Ofer Friedman: ID Defense Evolves

As deepfakes evolve at breakneck speed, Ofer Friedman sounds the alarm on how our senses and even biometric verification, can no longer be trusted. He reveals how fraudsters bypass security not by hacking systems, but by impersonating humans in real-time. From the rise of fraud-as-a-service to the failure of traditional AI defenses, Ofer unpacks a perfect storm threatening our digital identities. He shares why explainability and anomaly detection are the next frontier and why the clock is ticking.#20MinuteLeaders #DeepfakeSecurity #AIIdentityTheft #Cybersecurity #DigitalIdentity #DeepfakeThreat #FraudDetection #AIExplainability #ZeroDayThreat #OferFriedman #HumanImpersonation

14 Jul 29min

The Human Zero Day Series | Ep1146: The Real Threat of Deepfakes - Anthony Sahakian on What Enterprises Must Know

The Human Zero Day Series | Ep1146: The Real Threat of Deepfakes - Anthony Sahakian on What Enterprises Must Know

Anthony Sahakian’s journey into deepfake detection began before the world even had a name for it. From navigating misinformation in authoritarian regimes to pioneering AI-driven solutions for enterprises, he shares hard-earned lessons on the limits of technology, the power of cognitive bias, and why the fight against digital deception starts with human awareness.

6 Jul 26min

The Human Zero Day Series | Ep1147: Revolutionizing Cyber Risk: The CACR Method with Mario Procopio

The Human Zero Day Series | Ep1147: Revolutionizing Cyber Risk: The CACR Method with Mario Procopio

Cyber threats evolve constantly, but most organizations still rely on static, outdated risk assessments that leave them vulnerable. Mario Procopio challenges this mindset with CACR—Continuous Assessment, Continuous Remediation—a methodology inspired by agile DevOps principles that enables real-time risk visibility, adaptive security strategies, and faster decision-making. He breaks down how CISOs can shift from reactive defenses to proactive, dynamic risk management, ensuring security evolves as fast as the business.

5 Jul 35min

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