Enterprise Security Weekly (Audio)

For our first episode of the new year, we thought it would be appropriate to dig into some cybersecurity predictions. First, we cover the very nature of predictions and why they're often so bad. To understand this, we get into logical fallacies and cognitive biases. In the next segment, we cover some 2025 predictions we found on the Internet. In the final segment, we discuss 2026, drop some of our own predictions, and talk about what we hope to see this year. SPOILER: Please fix session hijacking, okay tech industry? Segment resources: A great site for better understanding logical fallacies and cognitive biases Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-440

For this week's episode of Enterprise Security Weekly, there wasn't a lot of time to prepare. I had to do 5 podcasts in about 8 days leading up to the holiday break, so I decided to just roll with a general chat and see how it went. Also, apologies, for any audio quality issues, as the meal I promised to make for dinner this day required a lot of prep, so I was in the kitchen for the whole episode! For reference, I made the recipe for morisqueta michoacana from Rick Martinez's cookbook, Mi Cocina. I used the wrong peppers (availability issue), so it came out green instead of red, but was VERY delicious. As for the episode, we discuss what we've been up to, with Jackie sharing her experiences fighting against Meta (allegedly, through some shell companies) building an AI datacenter in her town. We then get into discussing the limitations of AI, the potential of the AI bubble popping, and general limitations of AI that are becoming obvious. One of the key limitations is AI's inability to apply personal experience, have strong opinions, or any sense of 'taste'. I think I shared my observation that AI is becoming a sort of 'digital junk food'. "NO AI" has become a common phrase used by creators - a source of pride that media consumers seem to be celebrating and seeking out. Segment Resources: Kagi absolutely did NOT sponsor this episode. I have become a big fan of paying for search so that I am not the product. There are other players in this market, but I've settled on Kagi. We mention Ira Glass's bit on taste, which is a small bit of a longer talk he did on storytelling. The shorter bit is here, and is less than 2 minutes long. The full talk is split into 4 parts and posted on a YouTube channel called "War Photography" for some reason. Part 1: https://youtu.be/5pFI9UuC_fc Part 2: https://youtu.be/dx2cI-2FJRs Part 3: https://youtu.be/X2wLP0izeJE Part 4: https://youtu.be/sp8pwkgR8 Finally, we also bring up a talk we also discussed on episode 437, Benedict Evans' AI Eats the World Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-439

Interview with Frank Vukovits: Focusing inward: there lie threats also External threats get discussed more than internal threats. There's a bit of a streetlight effect here: external threats are more visible, easier to track, and sharing external threat intelligence doesn't infringe on any individual organization's privacy. That's why we hear the industry discuss external threats more, though internally-triggered incidents far outnumber external ones. Internal threats, on the other hand, can get personal. Accidental leaks are embarassing. Malicious insiders are a sensitive topic that internal counsel would erase from company memory if they could. Even when disclosure is required, the lawyers are going to minimize the amount of detail that gets out. I was chief incident handler for 5 years of my enterprise career, and never once had to deal with an external threat. I managed dozens of internal cases over those 5 years though. In this interview, we discuss the need for strong internal controls with Frank Vukovits from Delinea. As systems and users inside and outside organizations become increasingly connected, maintaining strong security controls is essential to protect data and systems from both internal and external threats. In this episode, we will explore the importance of strong internal controls around business application security and how they can best be integrated into a broader security program to ensure true enterprise security. This segment is sponsored by Delinea. Visit https://securityweekly.com/delinea to learn more about them! Topic Segment: Personal Disaster Recovery Many of us depend on service providers for our personal email, file storage, and photo storage. The line between personal accounts and work accounts often blur, particularly when it comes to Apple devices. We're way more dependent on our Microsoft, Apple, Meta, and Google accounts than we used to be. They're necessary to use home voice assistants, to log into other SaaS applications (Log in with Google/Apple/FB), and even manage our wireless plans (e.g. Google Fi). Getting locked out of any of these accounts can bring someone's personal and/or work life to a halt, and there are many cases of this happening. I'm not sure if we make it past sharing stories about what can and has happened. Getting into solutions might have to be a separate discussion (also, we may not have any solutions…) Friend of the show and sometimes emergency co-host Guillaume posted about this recently A romance author got locked out of her books A 79 year old got locked out of her iPad with all her family photos. Sadly, this is one of the most common scenarios. Someone either forgets their pin and locks out the device permanently, or a family member dies and didn't tell anyone their passwords or pins, so the surviving family can't access data, pay the bills, etc. Google example: Claims of CSAM material after father documents toddler at doctor's request https://www.theguardian.com/technology/2022/aug/22/google-csam-account-blocked Dec 2025 Apple example: she tried to redeem a gift card that had been tampered with: https://hey.paris/posts/appleid/ Google example: developer lost all his work, because he was working on preventing revenge porn and other sensitive cases, and was building a better model to detect NSFW images: https://medium.com/@russoatlarge_93541/i-built-a-privacy-app-google-banned-me-over-a-dataset-used-in-ai-research-66bc0dfb2310 My partner's mom's Instagram account got hacked. Meta locked out all of it (Whatsapp, Instagram, Facebook) and she couldn't get it reinstated. They wouldn't even let her open a NEW account. Weekly Enterprise News Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-438

Interview Segment: Tony Kelly Illuminating Data Blind Spots As data sprawls across clouds and collaboration tools, shadow data and fragmented controls have become some of the biggest blind spots in enterprise security. In this segment, we'll unpack how Data Security Posture Management (DSPM) helps organizations regain visibility and control over their most sensitive assets. Our guest will break down how DSPM differs from adjacent technologies like DLP, CSPM, and DSP, and how it integrates into broader Zero Trust and cloud security strategies. We'll also explore how compliance and regulatory pressures are shaping the next evolution of the DSPM market—and what security leaders should be doing now to prepare. Segment Resources: https://static.fortra.com/corporate/pdfs/brochure/fta-corp-fortra-dspm-br.pdf This segment is sponsored by Fortra. Visit https://securityweekly.com/fortra to learn more about them! Topic Segment: We've got passkeys, now what? Over this year on this podcast, we've talked a lot about infostealers. Passkeys are a clear solution to implementing phishing and theft-resistant authentication, but what about all these infostealers stealing OAuth keys and refresh tokens? As long as session hijacking is as simple as moving a cookie from one machine to another, securing authentication seems like solving only half the problem. Locking the front door, but leaving a side door unlocked. After doing some research, it appears that there has been some work on this front, including a few standards that have been introduced: DBSC (Device Bound Session Credentials) for browsers DPoP (Demonstrating Proof of Possession) for OAuth applications We'll address a few key questions in this segment: 1. how do these new standards help stop token theft? 2. how broadly have they been adopted? Segment Resources: FIDO Alliance White Paper: DBSC/DPOP as Complementary Technologies to FIDO Authentication News Segment Visit https://www.securityweekly.com/esw for all the latest episodes! Show Notes: https://securityweekly.com/esw-437

Interview with Danny Jenkins: How badly configured are your endpoints? Misconfigurations are one of the most overlooked areas in terms of security program quick wins. Everyone freaks out about vulnerabilities, patching, and exploits. Meanwhile, security tools are misconfigured. Thousands of unused software packages increase remediation effort and attack surface. The most basic misconfigurations lead to breaches. Threatlocker spotted this opportunity and have extended their agent-based product to increase attention on these common issues. This segment is sponsored by ThreatLocker. Visit https://securityweekly.com/threatlocker to learn more! Interview with Wendy Nather: Recalibrating how we think about AI AI and the case for toxic anthropomorphism. When Wendy coined this phrase on Mastodon a few weeks ago, I knew that she had hit on something important and that we needed to discuss it on this podcast. We were lucky to find some time for Wendy to come on the show! Quick note: while this was not a sponsored segment, 1Password IS currently a sponsor of this podcast. That doesn't really change the conversation any, except that I have to be nice to Wendy. But why would anyone ever be mean to Wendy??? Weekly Enterprise News Finally, in the enterprise security news, Dozens of funding rounds over the past two weeks Windows is becoming an Agentic OS? We talk about what that actually means. Some great free tools the latest cyber insurance trends we analyze some recent breaches the stop hacklore campaign some essays worth reading and a how a whole country dropped off the internet, because someone forgot to pay a GoDaddy invoice 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-436