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.

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The Human Zero Day Series | Ep1161: Dr. Joshua Scarpino: Personalizing Security Culture

The Human Zero Day Series | Ep1161: Dr. Joshua Scarpino: Personalizing Security Culture

From phishing tests to AI-driven impersonation scams, Joshua Scarpino has seen firsthand how the human element remains the most critical factor in cybersecurity. Drawing on his experience across organizations from NIST to Trust Engine, he explains why technology alone can’t safeguard an enterprise. Instead, effective defense comes from a culture where security is personal—linked to daily habits and values employees carry beyond the workplace. With threats evolving faster than traditional training can adapt, Scarpino shares how bite-sized, relevant, and personalized awareness programs not only reduce risk but transform how teams think, act, and protect.

14 Aug 16min

The Human Zero Day Series | Ep1160: Ira Winkler: Awareness Is Not a Strategy

The Human Zero Day Series | Ep1160: Ira Winkler: Awareness Is Not a Strategy

How do you protect an organization when every link in the chain can—and will—fail? Ira Winkler, NSA veteran and author of You Can Stop Stupid, unpacks why human error isn’t the root of security breaches—it’s the visible tip of deeper systemic gaps. From smashing the myth of awareness-as-strategy to advocating for consequence-driven behavior change, Ira brings sharp wit and decades of hands-on insight. His stories span black-bag hacks, social engineering triumphs, and boardroom-level shifts needed to reimagine how we address human vulnerabilities in a world of zero days.

13 Aug 34min

The Human Zero Day Series | Ep1159: Daniel Flowe: Building Trust in Digital Identity

The Human Zero Day Series | Ep1159: Daniel Flowe: Building Trust in Digital Identity

What happens when your “meatspace” identity can no longer keep up with your digital life? Daniel Flowe, Head of Digital Identity at the London Stock Exchange Group, takes us inside the tectonic shift reshaping how we verify who we are online. From the flaws of content-based systems to the promise—and risks—of government-issued e-IDs, he unpacks what equitable, secure, and scalable identity should look like in an AI-infused world. With insights drawn from India, Africa, and beyond, Daniel reveals why the West is lagging—and what we must do to catch up.

9 Aug 18min

The Human Zero Day Series | Ep1158: Beni Beeri Issembert: Who Am I in AI?

The Human Zero Day Series | Ep1158: Beni Beeri Issembert: Who Am I in AI?

Beni Beeri Issembert’s journey from aspiring philosopher to Head of AI Research and Ethics at Metaphysic is anything but linear. With a deep reverence for Nietzsche and an early curiosity about ethics in technology—long before it became a buzzword—Beni brings a rare perspective to synthetic media and AI. In this thought-provoking conversation, he explores how deepfakes challenge our sense of truth, what it means to have an identity in a world of synthetic realities, and why human discernment remains our most powerful tool. As AI continues to blur the lines between real and fake, Beni offers a hopeful yet grounded view on how we might navigate the future—with integrity, curiosity, and resilience.

7 Aug 22min

The Human Zero Day Series | Ep1157: Akis Papadopoulos: Verifying What’s Real

The Human Zero Day Series | Ep1157: Akis Papadopoulos: Verifying What’s Real

Years before deepfakes hit the mainstream, Akis Papadopoulos was already sounding the alarm. From early GAN breakthroughs to today’s ultra-realistic, low-res media threats, he’s led research at the intersection of AI, media forensics, and public trust. In this episode, he explores why detection alone isn’t enough—and how explainability, user experience, and civic responsibility must shape our response to synthetic media.

5 Aug 22min

The Human Zero Day Series | Ep1156: Ilke Demir: Detecting Deepfakes by Heart

The Human Zero Day Series | Ep1156: Ilke Demir: Detecting Deepfakes by Heart

Ilke Demir’s journey from computational geometry to combating deepfakes began with a question: what makes something truly human? At Intel’s Trusted Media team, she developed FakeCatcher, a tool that detects deepfakes using biological signals like heart rate. In this episode, she unpacks the technical, ethical, and social layers of media trust, explaining why provenance and human perception matter as much as detection. Her insights reveal how defending truth in the AI age isn’t just about better algorithms—it’s about understanding people.

3 Aug 24min

The Human Zero Day Series | Ep1155: John Sohrawardi: Bridging AI and Humans in Deepfake Detection

The Human Zero Day Series | Ep1155: John Sohrawardi: Bridging AI and Humans in Deepfake Detection

John shares his journey into deepfake detection, exploring the challenge of making AI explainable and trustworthy for users like journalists and law enforcement. He dives into the complexities of interpreting AI results, the limits of current tools, and why human insight remains vital. His work bridges cutting-edge technology with real-world understanding to help navigate evolving digital threats thoughtfully and responsibly.

30 Juli 30min

The Human Zero Day Series | Ep1154: Shuky Peleg: Beyond the Last Defense

The Human Zero Day Series | Ep1154: Shuky Peleg: Beyond the Last Defense

Shuky Peleg reflects on decades in cybersecurity, from mainframes to AI-driven threats. He explains why employees shouldn’t be the last defense line and explores evolving social engineering tactics. Shuky highlights the growing role of automation, risk scoring, and the need for continuous vigilance in a rapidly changing threat landscape.

28 Juli 21min

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