HackerOne's co-founder, Michiel Prins walks us through the latest new offensive security service: AI red teaming. At the same time enterprises are globally trying to figure out how to QA and red team generative AI models like LLMs, early adopters are challenged to scale these tests. Crowdsourced bug bounty platforms are a natural place to turn for assistance with scaling this work, though, as we'll discuss on this episode, it is unlike anything bug hunters have ever tackled before. Segment Resources: https://www.hackerone.com/ai/snap-ai-red-teaming https://www.hackerone.com/thought-leadership/ai-safety-red-teaming This interview is a bit different from our norm. We talk to the founder and CEO of OpenVPN about what it is like to operate a business based on open source, particularly through trying times like the recent pandemic. How do you compete when your competitors are free to build products using your software and IP? It seems like an oxymoron, but an open source-based business actually has some significant advantages over the closed source commercial approach. In this week's enterprise security news, the first cybersecurity IPO in 3.5 years! new companies new tools the fate of CISA and the cyber safety review board things we learned about AI in 2024 is the humanless SOC possible? NGFWs have some surprising vulnerabilities what did generative music sound like in 1996? All that and more, on this episode of Enterprise Security Weekly. Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-391

Cursive Funk, Microsoft, Ivanti, Sonic Wall, Exchange, PowerSchool, Aaran Leyland, and More, on this edition of the Security Weekly News. Visit https://www.securityweekly.com/swn for all the latest episodes! Show Notes: https://securityweekly.com/swn-445

Andy Jaquith joins us to discuss how to prioritize vulnerabilities and remmediation in the real-world, including asset management and more! In the security news: ESP32s in the wild and security, Google oAuth flaw, DDoS targets, Ban on auto components, Bambu firmware updates, Silk Road founder is free, one last cybersecurity executive order, US Treasury hack update, Mitre launches a new program to deal with naming things, and educational content on Pornhub? (not what you think, its SFW!) Visit https://www.securityweekly.com/psw for all the latest episodes! Show Notes: https://securityweekly.com/psw-858

Becoming a CISO is a lofty goal for many security and risk pros, and the role brings new sets of challenges. CISOs who accept the wrong opportunities will be forced to conform, rather than excel, and take on outsized liability for the scope of responsibilities. Jeff Pollard, Vice-President, Principal Analyst on the Security and Risk Team, and Jess Burn, Principal Analyst, both from Forrester Research join Business Security Weekly to discuss The Future Of The CISO report. This report outlines the six most common types of CISOs based on Forrester Research and interactions with security leaders, including the characteristics and competencies of each type. This report helps security leaders define who they are, their values, and optimal situations for their skill set. Jeff Pollard, Vice-President, Principal Analyst on the Security and Risk Team, and Jess Burn, Principal Analyst, both from Forrester Research join Business Security Weekly to discuss the second part of The Future Of The CISO report. What if you don't like the future of the CISO role and want to get out? The report also provides guidance on what comes after the CISO role, as leaders contemplate the next step in their career. If you think it's a board role, you better know what skills are needed, as cybersecurity by itself is not enough. Join in for part 2. Visit https://www.securityweekly.com/bsw for all the latest episodes! Show Notes: https://securityweekly.com/bsw-379

Smishing, Microsoft, Star Blizzard, Sneaky Log, VMARE, Josh Marpet, and more on the Security Weekly News. Visit https://www.securityweekly.com/swn for all the latest episodes! Show Notes: https://securityweekly.com/swn-444

What’s in store for appsec in 2025? Sure, there'll be some XSS and SQL injection, but what about trends that might influence how appsec teams plan? Cody Scott shares five cybersecurity and privacy predictions and we take a deep dive into three of them. We talk about finding value to appsec from AI, why IoT and OT need both programmatic and technical changes, and what the implications of the next XZ Utils attack might be. Segment resources: https://www.forrester.com/blogs/predictions-2025-cybersecurity-risk-privacy/ Visit https://www.securityweekly.com/asw for all the latest episodes! Show Notes: https://securityweekly.com/asw-314

Today's data landscape is undergoing a seismic shift with increasing regulatory pressures, rapid acceleration to the cloud, and AI adoption. Join BigID's CEO and Co-Founder, Dimitri Sirota, to learn how organizations can adopt a holistic approach to their data security and compliance strategy to keep up with the revolution in data, transforming their data into a competitive advantage. This segment is sponsored by BigID! Start protecting your sensitive data wherever your data lives at https://securityweekly.com/bigid. I've been so excited to see the external attack surface management (EASM) market take off in the past few years. This market category focuses exclusively on security issues exposed to the public Internet - issues ANYONE can see. All organizations have exposure management problems, but industries that are traditionally underfunded when it comes to cybersecurity and IT are particularly worse off. We see breaches in these industries every day - industries like manufacturing, healthcare, and education. Of course, exposure issues don't stop at the network boundary - all organizations have internal exposures to worry about as well. With all the breaches we see every week, we've become somewhat desensitized to them. Is it possible to address even just the most critical exposures (a fraction of 1% of all vulnerabilities) in one of the most underfunded industries? In this episode, we dive into how a small school system in New Mexico took on this challenge. This week in the enterprise news - Cymulate acquires CYNC Secure, Tidal Cyber acquires Zero-Shot, Amazon ransomware attack, and more! Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-390

AIs in Love, UEFI, Fortinet, Godaddy, Juggalos, Aaran Leyland, and More. In this edition of the Security Weekly News. Visit https://www.securityweekly.com/swn for all the latest episodes! Show Notes: https://securityweekly.com/swn-443

Rob from ThreatLocker comes on the show to talk about how we can disrupt attacker techniques, including Zero Trust, privilege escalation, LOLbins, and evil virtualization. In the news we talk about security appliances and vulnerabilities, rsync vulnerabilities, Shmoocon, hacking devices, and more! This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlocker to learn more about them! Visit https://www.securityweekly.com/psw for all the latest episodes! Show Notes: https://securityweekly.com/psw-857

In the leadership and communications segment, New Year, New Cyber Threats: How Boards Are Stepping Up (or Not), Why CISOs should build stronger bonds with the legal function in 2025, New Managers: You Don’t Need to Know It All, and more! Visit https://www.securityweekly.com/bsw for all the latest episodes! Show Notes: https://securityweekly.com/bsw-378