Advertise on podcast: RunAs Radio

What are the risks of using agents in your organization? While at NDC in Oslo, Richard sat down with Will Velida to talk about the OWASP Top 10 for Agentic Applications. AI agents promise productivity gains, but they also introduce entirely new attack surfaces. Richard and Will explore threats such as prompt injection, agent goal hijacking, memory poisoning, privilege abuse, and cascading failures across multi-agent workflows. They also discuss the tooling, governance frameworks, and security practices organizations need to adopt to move agentic applications from proof-of-concept to production safely. Links OWASP Top 10 for Agentic Applications 2026Microsoft PurviewOpenTelemetry AI Agent ObservabilityMicrosoft Agent Governance ToolkitMicrosoft AI FoundryHugging FaceAgent PluginsMicrosoft Entra Agent ID DocumentationAgentic AuthorizationRecorded Sept 17, 2026

Turning on every tool in M365 is rarely a successful strategy - so how do you choose? Richard chats with Joy Apple about her work as a consultant helping organizations use the huge array of products in the M365 universe. Joy talks about meeting people where they are - understanding how they currently work, and then finding tools that can best amplify their productivity. Collaboration tools are a huge part of that story - finding ways to work together is always a challenge. And that's one of the many reasons there are so many tools in M365... It's all about addressing what people want to do! Links OneDrive Viva Engage Search in M365 Copilot Microsoft Planner Microsoft Loop Azure SRE Agent Recorded Sep 1, 2026

What can Cloudflare do for you? While at KCDC in Kansas City, Richard chatted with Bob Fornal about how his organization uses Cloudflare - not just for content delivery or DDoS protection, but also edge compute - and more! Bob talks about moving workloads between the client and server, where Cloudflare Workers can run some code and save time while staying secure. This leads to a broader conversation about introducing these tools to your organization - it's not likely something web developers will ask for. Still, it can help them, and collaboration between development and operations is always a positive in an organization! Links CloudflarePlanetscaleAzure Front DoorCloudflare WorkersRecorded Sep 11, 2026

How is artificial intelligence changing cybersecurity and penetration testing? Richard talks to Paula Januszkiewicz about how her team now uses large language models throughout the security workflow, from vulnerability research and data analysis to penetration testing and incident response. Paula explains that AI hasn't replaced security professionals, but it has dramatically accelerated the work, making it possible to analyze more data, build better tools, and identify attack paths faster than ever before. The conversation also explores the defender's perspective, including monitoring, logging, incident response, and why organizations still need to eliminate insecure technologies like NTLM. AI is changing cybersecurity rapidly, but the fundamentals of security remain the same. Links Defense at AI SpeedClaude MythosMicrosoft SentinelAutomatic Attack Disruption with Liz TeschRecorded Aug 26, 2026

Microsoft offers a surprising number of ways to build agents in Microsoft 365. Which one should you choose? Richard talks to Andrew Connell about the evolving Microsoft 365 Copilot landscape and the four major approaches to building agents. Starting with SharePoint Agents for document-focused scenarios, Andrew walks through Agent Builder inside Microsoft 365 Copilot, the increasingly popular Copilot Studio in the Power Platform ecosystem, and the often-overlooked Agents Toolkit for VS Code. Along the way, he discusses governance, licensing, publishing models, security concerns, and when Azure Foundry makes sense. The result is a practical guide to understanding Microsoft's growing agent platform and choosing the right tool for your organization. Links Microsoft Copilot ArchitectureSharePoint AgentsAgent Builder in Microsoft 365 CopilotMicrosoft Copilot StudioAgents ToolkitMicrosoft FoundryRecorded Sep 2, 2026

How has patching changed in 2026? Richard chats with patching goddess Susan Bradley about what she's seeing in vendor patches and how they're affecting consumers and businesses. On one hand, you have the security risk of unpatched servers, which puts a lot of pressure on sysadmins to deploy patches immediately. And, at the same time, the number of patches has grown massively as tools like Anthropic's Fable have revealed far more vulnerabilities. Then there are the vendors that are slow to get fixes out for drivers and firmware for existing systems, increasing the risk of serious failures - it's not easy patching in 2026! Links UEFI Secure Boot with Richard Hicks Reassess your Windows Update Policies Dell Hotfix HP Bitlocker Loop Suspend BitLocker Protection End of Support for Office 2016 and 2019 Recorded Aug 21, 2026

Windows Server Update Services (WSUS) was deprecated in Sept 2024 - when does it go away? Richard talks to Adam Marshall about how WSUS is still an essential service for Configuration Manager, included with Server 2025 and V.Next - it's not going anywhere! Adam talks about the use cases WSUS covers that no other update solution does, especially granular control of updates and offline scenarios. And while Microsoft is still feeding updates into the WSUS stack, no new code is going into the solution, making it hard to maintain. That is why Adam has been building WAM - WSUS Automated Maintenance. The stack includes free and paid tools, and all of them make your WSUS life easier! Links Windows Server Update Services Microsoft Intune Windows Update for Business Configuration Manager Windows Autopatch WSUS Automated Management Recorded Aug 20, 2026

How does AI change the intranet? Richard chats with Susan Hanley about her work helping organizations build great intranets and how tools like M365 Copilot are changing the intranet. Susan talks about the new reality of an intranet, where some users no longer go to the intranet directly but use an agent to retrieve the information they need. This impacts search statistics, but also means it's important to write pages that an agent can easily understand. The conversation also dives into the bane of all intranets - archiving data. LLMs can help with organizing data, but getting stale data out of view is essential. There are also retention policies and governance, and there's a role for these tools there too - the intranet is evolving! Links SharePoint Skills Recorded Aug 17, 2026

How secure are your PowerShell scripts? Richard talks to Mike O'Neill about the powerful security features introduced with PowerShell 7.3 and above, including session configuration files and clean blocks. Mike talks about how some organizations are strict about installing anything on servers, including the latest version of PowerShell - which is one of the reasons 5.1 has persisted so long. But that ends with 26H2 and opens the door to securing your PowerShell with strict controls over accounts, cmdlets, and more! The latest PowerShell makes it easier to have just enough administration - and makes it harder for the black hats to exploit! Links PowerShell 7 Just Enough Administration New-PSSessionConfiguration File PowerShell Clean Block Monthly PowerShell Team Call Mike's Exchange Add-In for PowerShell Recorded July 9, 2026

What if Microsoft Defender not only detected attackers - but also fought back? Richard talks to Liz Tesch about Microsoft Defender Automatic Attack Disruption and Predictive Shielding. Liz talks about how attacks are often detected before the payload executes, but by the time humans can respond, far more damage has been done. Automatic Attack Disruption acts immediately on detection to limit the attacker by locking accounts, restricting access on a compromised server, and more. Predictive Shielding goes a step further by limiting attackers' ability to respond to the disruption by turning off GPO changes, disabling safe mode, and otherwise interfering with the typical actions that attackers take once they know they have been detected. Add AI to the mix, and everything gets more complicated. The black hats are using AI to attack, and Microsoft Defender XDR is using it to defend - the race is on! Links Microsoft Defender XDR Automatic Attack Disruption Predictive Shielding Microsoft Sentinel Microsoft Defender for Identity Automatic Attack Disruption EBook Web Scale Graph Mining for Cyber Threat Intelligence Research Paper Local AI Agent Discovery with MDE Threat Hunting in Microsoft Sentinel Microsoft Defender for XDR Preview New Features for MDE Recorded June 29, 2026

What is the state of content management systems today? Richard chats with Matthew Garrepy of CMS Critic about his views on how the CMS market continues to evolve. Matt digs into the build-vs-buy conversation that has been going on since the web first emerged - now made more complex with the power of the large language model to generate code. The evolution toward headless CMS brings up the idea of the explosion of different places that a CMS needs to touch now - not just web pages. The landscape for CMS is only getting more complex, and the tooling reflects that! Links CMSCritic Sanity CMS Sitecore EmDash Recorded July 6, 2026

The risk of ransomware is real - are you ready? Richard talks with Heather Renze about her experiences dealing with a ransomware attack and how to get prepared when it happens to you. Heather talks about how ransomware has evolved into a business that has operators, affiliates, and even tech support. Making a plan is essential - involving finance, legal, and IT. Cyberinsurance plays a big role, as do regulatory bodies - it depends on the business you're in. But your plan needs to know three essential things: what breaks first, how long your company can function with it broken, and who can decide on what to do next in the first hour of the event. The plan may or may not work perfectly, but not having a plan is far worse. Get ready! Links Ransomware Guidance from NIST Recorded June 25, 2026

More ways to use Azure Virtual Desktop! Richard chats with Travis Roberts about how Azure Virtual Desktop continues to evolve and provides more options for remote users. Travis talks about how AVD grew out of Terminal Services and so is still very much an IaaS offering - as opposed to Windows 365, which is more PaaS, with less flexibility, but easier deployment. But when you need control, AVD is the way to go, and today will operate in Azure, on-premises via Azure Local. And if you've got an existing virtual desktop infrastructure, AVD Hybrid opens the door to running in a hybrid environment across on-prem and cloud, or to providing a smooth migration path. Lots of choices! Links Terminal Services Windows 365 Windows 365 Flex Azure Virtual Desktop Windows Enterprise Multi-Session FSLogix Azure Local Azure Virtual Desktop on Azure Local Azure Virtual Desktop Hybrid AVD Personal Desktop Assignment Recorded June 22, 2026

Bringing new software or SaaS into your organization is a security risk - how do you assess it? Richard chats with Jessie Schofer about her experiences in HR software acquisition, which led to the creation of secureless.ai. Jessie tells the story of evaluating various SaaS and other software products and realizing that, while the website says they are compliant with GDPR and/or SOC 2, are they really? This leads to a conversation about the product procurement process and about actually understanding the security risk you take on every time a new product is added to your organization. At what point does security block an acquisition? And after being acquired, how often do you reassess? Supply chain security hygiene starts at procurement - are you part of the evaluation? Links Secureless.ai GDPR Enforcement Tracker Recorded June 23, 2026

How are large language models changing the way security vulnerabilities are found? Richard chats with Sami Laiho about the rapidly changing landscape in security exploits. Certain LLM models like Anthropic's Mythos and Microsoft MDASH are optimized to find software vulnerabilities - and potentially fix them. And so there is an arms race of sorts, repairing old vulnerabilities before LLMs in the hands of black hats can exploit them. But what about everyone else? Sami talks about getting LLMs working for your organization to test for potential security risks and assess the impact of new vulnerabilities as they appear. Links Palo Alto Networks Claude Mythos Microsoft MDASH Zero Day Clock Security Update Guide Recorded June 19, 2026