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The Adversarial Podcast S4E23 – AI Agents Escape the Lab

Podcast

S4E23 – AI Agents Escape the Lab, Anubis Hits Fair | RSS.com Chapters 00:00 Introduction to AI security challenges 02:05 Recent hacking incidents involving Hugging Face and Anthropic 04:01 How AI models find ways to cheat and bypass constraints 05:56 The challenge of containment and governance in AI safety 08:00 Lessons from recent AI security breaches 10:01 The role of human oversight in AI security testing 12:03 Cost and effectiveness of offensive AI security measures 13:54 Implic

"Hugging Face yourself" to find your security program's tokens-to-compromise

AI

There's no need to reprise the Hugging Face incident. The press has the narrative, and Hugging Face published an excellent technical timeline. OpenAI models running with their guardrails deliberately lowered for a cybersecurity capability evaluation broke out of their sandbox, reached the open Internet, and hacked Hugging Face to steal the answers to their own test. The only detail that really needs to be clarified for those of you of my age is that "Hugging Face" is a successful startup valued

The Adversarial Podcast Ep. 27 - Is AI necessary for cyber investment? Microsoft moving away from kernel-based AV; Moonlighting and Fake IT workers

Podcast

Adversarial Podcast Ep. 27 - Is AI necessary for c | RSS.com Episode 27: AI Hype, Cyber Stocks, and the End of Trust Jerry Perullo, Mario Duarte, and Sounil Yu dive into the tension between AI buzz and cybersecurity substance in this wide-ranging episode covering everything from investing trends to browser hygiene. Topics include: * The AI fundraising filter If you’re pitching a cybersecurity startup today, you’d better have an AI story—even if your product doesn’t need it. The hosts

The Adversarial Podcast Ep. 18 - CISA cuts, North Koreans steal $1.5B in crypto, planning for RSA Conference

Podcast

The Adversarial Podcast Ep. 18 - CISA cuts, North Koreans steal $1.5B in crypto, planning for RSA Conference 💰 Budget cuts hit CISA, and election security programs might be first on the chopping block. The team debates whether these cuts were expected, what they mean for cybersecurity, and whether some programs were outside CISA’s core mission in the first place. Reference: https://www.scworld.com/perspective/a-sober-look-at-the-recent-cuts-at-cisa ⚔️ A sudden shift in cyber warfare stra

The Adversarial Podcast Ep. 17 - 2025 CISO Compensation Survey, Okta layoffs and employee value, TLS inspection

Podcast

Episode notes ⬇️ See below for timestamps/summaries/references for each topic Adversarial Podcast Ep. 17 - 2025 CISO Compensation Survey, Okta layoffs and employee value, TLS inspection 00:00 Highlight/theme 00:37 Intro 1:21 Hitch Partners survey of CISOs 13:34 Dangling S3 buckets 24:35 Update on Cybersecurity Innovation Executive Order 32:58 Cyber stocks - NET and CRWD at all-time highs 44:07 Okta lays off 180 employees, including security engineers 55:47 Is anyone actually doing

The Adversarial Podcast Ep. 12 - RSA Conference making competition winners accept investment, inefficacy of phishing training

Podcast

In this episode of The Adversarial Podcast, former CISOs Jerry Perullo, Mario Duarte, and Sounil Yu explore critical topics shaping the cybersecurity landscape. The Adversarial Podcast Ep. 12 - RSA Conference ma | RSS.com 1. Crosspoint Capital’s RSA Innovation Sandbox Model The hosts discuss Crosspoint Capital's controversial $5 million SAFE investment requirement for Innovation Sandbox finalists. They examine the implications for startups, founders, and the cybersecurity ecosystem as a wh

The Adversarial Podcast Ep. 9 - NIST password guidelines, CUPS vulnerabilities, breach vs. hack

Podcast

The Adversarial Podcast Ep. 9 - NIST password guidelines, CUPS vulnerabilities, breach vs. hack Episode notes (00:00) Intro & NIST’s new password complexity requirements (13:19) CUPS vulnerability: critical or a distraction (31:26) Federal standards for cybersecurity in health care: should legal responsibility fall on individuals? (47:30) What constitutes a hack vs a breach? Stories: * “NIST Drops Password Complexity, Mandatory Reset Rules” - https://www.darkreading.com/identity-ac

The Adversarial Podcast Ep. 8 - Pagers and Supply Chain Attacks, GitHub stealers, “Founder Mode”

Podcast

(00:00) Intro (02:24) Exploding pagers: are psychological attacks worse than breaches? (20:21) Are credit card breaches still a concern in 2024? (24:57) Infostealer delivered through GitHub Issues: how are trustworthy services being abused? (31:45) Founder mode: when is it time to switch from "founder mode" to "manager mode?" (44:02) Is open-source more secure than closed-source? The Adversarial Podcast Ep. 8 - Pagers and Supply | RSS.com Stories and books mentioned: * “Israel plant

The Adversarial Podcast Ep. 7 - Security Certs, Vulnerability Disclosure, and Effective Security Controls

Podcast

Episode notes Listen as CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu discuss the value of security exams and question the relevance of certain certifications in today’s industry. Then, they debate into the vulnerability disclosure process, exploring how CVEs impact companies outside the SaaS world and whether CISA’s "Secure by Design" initiative is truly effective across industries. Finally, they discuss security misprioritization, from school systems to corporate desktops,

The Adversarial Podcast Ep. 6 - SSN Leaks, Cloud Misconfigurations, and Passkeys

Podcast

Episode notes Join former CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu as they debate the impact of SSN leaks, discuss the effectiveness of recently implemented ransom payment bans in Miami, and recently reported AWS misconfigurations. Then, listen as they debate passkeys, vulnerability management, and board reporting. The Adversarial Podcast Ep. 6 - SSN Leaks, Cloud M | RSS.com 00:00 Intro 02:17 Social Security Number breach 14:48 Ransomware payment bans 21:47 AWS

The Adversarial Podcast Ep. 5 - Why Boards want more Joe Sullivans and Tim Browns and less CISOs - Jerry Perullo live at Evanta

Podcast

Episode notes Speaking live at the Evanta CISO Summit in Atlanta in June 2024, host Jerry Perullo talks candidly about why CISOs are failing to land Board Director roles. The Adversarial Podcast Ep. 5 - Why Boards want mo | RSS.com

The Adversarial Podcast Ep. 4 - CrowdStrike Lawsuits, Overhyped Exploits, and Fake Remote Employees

Podcast

Episode notes Join former CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu as they discuss upcoming lawsuits related to the recent CrowdStrike outage, switching costs, overhyped security vulnerabilities and their effect on practitioners' responsibilities, fake employees from North Korea, the information stealers and the state of password managers, and the increasing threat of deepfakes. The Adversarial Podcast Ep. 4 - CrowdStrike Lawsui | RSS.com Stories * “CrowdStrike i

The Adversarial Podcast Ep. 3 - CrowdStrike, Wiz Acquisition Rumors, and SolarWinds

Podcast

Episode notes In this episode, former CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu discuss the recent Crowdstrike outages, PR in the recent Wiz acquisition rumors, stakeholder value in Rapid7, and the SEC dropping charges in the SolarWinds case. Stories: - Activist Jana has a stake in Rapid7. There are two paths to bolster value at the cybersecurity company: https://www.cnbc.com/2024/06/29/two-paths-for-jana-to-bolster-shareholder-value-at-rapid7.html - Google Near $23

The Adversarial Podcast Pilot – Cybersecurity Investments, Secure Configurations vs. Code, and Risk Management

Podcast

Episode notes Join former CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu as they reflect on the state of cybersecurity investments in 2024, debate the importance of configuration vs. code security, and discuss the importance of governance in risk management. Stories: * ‘There’s A Lot Of Noise’ — VCs Trying To Find Clarity In Cluttered Cyber AI Landscape: https://news.crunchbase.com/cybersecurity/venture-funding-ai-wiz-ma-rsa/ * Wiz raises $1B at a $12B valuation to expan

The Adversarial Podcast Ep. 2 - Chrome Extension Vulns, Cyber Job Market, Mouse Jigglers, and the Ransomware Plague

Podcast

Episode notes In this episode, former CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu discuss malicious Chrome extensions, the cybersecurity job market, mouse jigglers and security policy, and the impact of the recent ransomware wave. They share insights from their experiences, exploring the challenges of managing browser security policies, job burnout, and banning ransom payments. Stories: * Millions under threat from malicious browser extensions — what to do: https://www.t

The Adversarial Podcast Ep. 1 - Snowflake, Shared Fate, and the Gili Ra’anan Model

Podcast

In this episode, former CISOs-turned-founders Jerry Perullo, Mario Duarte, and Sounil Yu discuss the recent wave of cyber-attacks using Snowflake and the model of shared fate. They debate the effectiveness of banning ransom payments and explore the complexities of cybersecurity regulation, using recent events involving UnitedHealth and Jerry's former employer as case studies. The conversation also touches on the ethical dilemmas CISOs face when interacting with venture capital, highlighting pers

Season 02 Episode 02 - The Interim CISO

Podcast

Joined by fellow Interim CISO veterans Yael Nagler of Yass Partners and Aurobindo Sundaram of RELX, host Jerry Perullo reflects on his experience as the Interim CISO of Silicon Valley Bank and explores the challenges of the role from hiring manager and candidate perspectives. Yael Nagler: https://www.linkedin.com/in/yaelnagler/ Aurobindo Sundaram: https://www.linkedin.com/in/aurobindosundaram/ 00:16:30 Why hire an Interim CISO? 00:21:00 Is there such a thing as KTLO in the CISO role? 00:30:3

The Risk Acceptance Myth

AppSec

The notion of "Risk Acceptance" has always challenged me. For the uninitiated, Risk Acceptance is a concept often discussed in cybersecurity leadership when it comes to accountability for cyber debt. The idea is that cybersecurity leaders and other professionals identify risks and recommend mitigating actions that would reduce that risk, but recognize that it is always up to business leadership to weigh the costs and benefits of change and make a final decision. Risk Acceptance has always come u

Cyber Governance: What is Fair to Expect from Board Directors and Management? 3 of 4

Governance

Episode 3: Incidents In Episode 1 of this series I talked about oversight of cybersecurity threats and how a Board can engage with senior management to determine the mission of the cybersecurity department and prioritize testing and analysis. Next I moved on to cyber risks in Episode 2 and the idea of a Remediation Agility chart to guide a wide-ranging Board room discussion with a single visual. The next area that deserves a permanent spot on the Board agenda is incidents. Incident awareness a

Overrated? On TPRM, SBOM, Solarwinds, and Supply Chain Security

Architecture

We've all run to the same side of the boat on supply chain security when it comes to cyber. Rather than chasing the Sisyphean (and antithetical to modern product-development philosophy) task of ensuring our suppliers deliver perfectly secure software, we should be expected to architect and deploy our dependencies with the assumption they will be compromised at some point, minimizing the amount of impact that could have and ensuring we could detect such an issue timely. To expound on it, I'll sa

Season 02 Episode 01 - Board/CISO Interaction

Podcast

Returning from 6 months as the interim CISO of Silicon Valley Bank, host Jerry Perullo speaks about Board/CISO interaction on the FS-ISAC Insights podcast. Full video interview at fsisac.com/insights 00:04:35 Being the Interim CISO of SVB through the crisis 00:06:36 The CISO “seat at the table” 00:14:00 Board TRIC 1: Threats 00:17:30 Board TRIC 2: Risks 00:19:30 Board TRIC 3: Incidents 00:21:20 Board TRIC 4: Compliance 00:26:00 CISOs as Board Directors Season 2 Episode 1 - Board/CISO I

Cyber Governance: What is Fair to Expect from Board Directors and Management? 2 of 4

Advisory

Episode 2: Risks In Episode 1 of this series I talked about oversight of cybersecurity threats and how a Board can engage with senior management to determine the mission of the cybersecurity department and prioritize testing and analysis. Now it's time to move on to cyber risks and what level of detail is appropriate in a Board room. To steer our conversation let's use a Remediation Agility chart. Similar to the Threat Objective portrayal in Episode 1, this visual is meant to sit on the screen

Season 01 Episode 07 - Bug Bounties with guest Casey Ellis

Podcast

Bugcrowd founder Casey Ellis joins #lifeafterCISO to talk about bug bounty programs in the wake of the Joe Sullivan Uber trial. Whether you've been running bounty programs for years or just learned of them last week, this conversation will take you from basics straight into the most interesting and controversial bits. 01:25 The Joe Sullivan Uber trial and its impact on bug bounties 10:30 Clearing Assurance Debt: The initial wave of bounties 15:40 Ostrich Risk Management 22:55 Vulnerability D

Cyber Governance: What is Fair to Expect from Board Directors and Management? 1 of 4

Governance

With mounting pressure around cyber literacy in the Boardroom, Directors are looking for specifics around what will be expected of them. Likewise, organizations are wondering what is fair for Directors to expect of management. Drawing on experiences from both sides of the table, following are reasonable expectations that leverage Director talents to establish effective cyber oversight. I'll do this using a mnemonic to guide program governance internally and externally - TRIC: Threats, Risks, In

Vulnerability management is dead. But GRC is hiring...

Vulnerability Management

I used to have a TVM team. Threat & Vulnerability Management. The individuals in there had the word "Vulnerability" in their titles. It's how a lot of shops roll. TVM seemed to become a default piece of the "build a cyber shop playbook". And if you survey big CISO organizations today, you'll still find a lot of TVM departments. I'm not sure how this came to be, but I can't think any of us ever organically decided that we needed an individual - no less a team - specifically tasked with managing

How much AppSec is too much?

AppSec

I've been using the term "West Coast CISO" a lot lately. While it feels like CISOs used to be either network/infrastructure CISOs or risk manager CISOs, now the split is having to make room for the CISO heavily focused on code security. The image is one of a CISO born in the cloud, focused on delivering (security) bug-free code, and thus focusing architecturally on CI/CD, change control, and automation, to oversimplify. This emphasis on code is contrasted with network controls and discussion of