Talkin' Bout [Infosec] News

Black Hills Information Security

ConnectWise SkyKick Compromise Causes Panic in MSP Space - 2026-10-19

OCT 21, 202669 MIN

Description

The BHIS crew examines the ConnectWise/SkyKick compromise, its implications for Microsoft Entra tenants, and the consequences for MSPs and their customers. They discuss privileged application access, attacker persistence, and why clear incident communication matters. Other stories include the Cairn framework’s use of AI agents against retail websites, research into prompt injection in HTTP headers, exposed MCP servers, Citizen Lab’s reporting on advertising-delivered zero-click spyware, and an alleged listening device installation at OpenAI. Along the way, the team explores deception, proactive security assessments, and reducing attack surface as automated attacks become cheaper and easier to scale. Join us LIVE on Mondays, 4:30pm ET. A weekly Podcast with BHIS and Friends. We discuss notable Infosec, and infosec-adjacent news stories gathered by our community news team. https://www.youtube.com/@BlackHillsInformationSecurity Chat with us on Discord! - https://discord.gg/bhis 🔴live-chat Chapters (00:00) - PreShow Banter™ — One decent flying car. (06:55) - ConnectWise SkyKick Compromise Causes Panic in MSP Space - 2026-10-19 (10:22) - ConnectWise/SkyKick Compromise and Microsoft Entra Tenant Access (41:23) - Cairn: AI Agents Automating Attacks Against Retail Websites (53:41) - Research: Prompt Injection in HTTP Response Headers (55:06) - Exposed MCP Servers and the Risk of AI Inference Theft (58:09) - Adfection: Zero-Click Spyware Delivered Through Advertisements Links ConnectWise/SkyKick Compromise and Microsoft Entra Tenant Access Cairn: AI Agents Automating Attacks Against Retail Websites Research: Prompt Injection in HTTP Response Headers Exposed MCP Servers and the Risk of AI Inference Theft Adfection: Zero-Click Spyware Delivered Through Advertisements Alleged Listening Device Installation at OpenAIAntisyphon Pay What You Can Training: November 10–11 DeathCon Tickets in San Diego Creators & Guests Alex Minster "Belouve" - Guest John Strand - Host Bronwen Aker - Host Wade Wells - Host Corey Ham - Host Hayden Covington - Host Eric Capuano - Guest Ryan Poirier - Producer Click here to watch this episode on YouTube. Click here to view the episode transcript. 🔗 Register for FREE Infosec Webcasts, Anti-casts & Summits  https://poweredbybhis.com Brought to you by: Black Hills Information Security  https://www.blackhillsinfosec.com ☯️ Introducing BHIS Fusion Penetration Testing https://www.blackhillsinfosec.com/fusion-penetration-testing/ Antisyphon Training https://www.antisyphontraining.com/ Active Countermeasures https://www.activecountermeasures.com Wild West Hackin Fest https://wildwesthackinfest.com