The PowerShell Podcast

The PowerShell Podcast

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The PowerShell Podcast episodes

  • From Flow State to Agent State with Adam Driscoll
    Adam Driscoll, creator of PowerShell Universal, returns to the show for a deep dive into how AI has reshaped his day to day work. Since selling PSU to Devolutions last October, Adam has gone from writing thousands of lines of code himself to running a fleet of coding agents through GitHub Copilot, working across the PSU codebase, documentation, and Jira tickets. He and Andrew talk candidly about the personal side of that shift, the strange mix of mourning your old flow state while also getting more done than ever. From there the conversation turns practical, covering how Adam builds guardrails around agents using PowerShell modules and MCP servers, why planning in smaller steps beats one shotting a huge feature, and why Pester testing has quietly become non negotiable. They wrap with a PowerShell Universal 2026.3 update, including a redesigned admin console, new AI chat and MCP guardrail features, and Devolutions Agent support for running PSU jobs, plus a fun detour into Adam's side projects: a fully managed SQLite engine called Ahtola and an accidental 20,000 line Unity game.

    Key Takeaways:
    • Treat your AI coding agent like a junior developer. It needs the "why" behind a task, not just the "what," or it will fill in the gaps with assumptions you don't want.
    • Guardrails matter more as agents get more capable. Adam constrains what his agents can touch by routing them through well defined PowerShell functions and MCP tools rather than giving them free rein, and tool approval settings let IT admins do the same in more sensitive environments.
    • Break big builds into small, reviewable steps instead of writing a massive plan and letting the agent run wild with it. Smaller steps mean you can actually review what changed at each stage.
    • Guest Bio:

      Adam Driscoll is the creator of PowerShell Universal and joined Devolutions in October 2025, where he now leads its continued development. He's a longtime fixture in the PowerShell community, known for his tooling work and prolific output.

      Resource Links:
      https://ironmansoftware.com/

      https://devolutions.net/

      https://bsky.app/profile/adamrdriscoll.com

      https://discord.gg/PDQ

      The PowerShell Podcast on YouTube: https://youtu.be/u5zTzgEhWT8

      51 min
    • From Burnout to Buy In, Justin Grote on Building in the Age of AI Agents
      Justin Grote (posh.guru) rejoins the PowerShell Podcast a year after his last appearance to talk about how fast the agentic AI world has moved since then. He walks through his experiments with the agent host protocol, running coding agents in isolated dev boxes and spot VMs so a stray command can only trash a container instead of his laptop. He and Andrew dig into what a "harness" actually is, how tools like these steer raw model output into something useful, and why that shift pushed Justin into a real existential dip this past summer, wondering what the point of hand building modules is when an agent can spin one up on demand. He works through how he came out the other side (doing it for the love of the game and the community), then gets into the practical stuff: a from-scratch C# rewrite of ModuleFast that cut Az module install time from seven seconds to three, the ExcelFast beta for slinging PowerShell objects in and out of Excel, and how he's tuning prompts using VS Code's new debug view and token caching. They also cover the rise of agent plugins (bundled skills plus MCP), his favorite lightweight plugin Ponytail, and Justin's read on where PowerShell fits once AI can talk to APIs directly. The conversation closes on advice for people getting into PowerShell right now and where to find Justin online.

      Key Takeaways:
      • Agentic coding is moving fast enough that "harnesses" (the coordination layer around an LLM, like GitHub Copilot or Claude Code CLI) matter as much as the underlying model, and running agents in isolated dev boxes or spot VMs lets you hand over real autonomy without real risk.
      • Feeling threatened by AI generating modules on the fly is common right now. Justin's answer was to keep building for the love of the craft and the community rather than chasing relevance.
      • PowerShell's role is shifting from "the way you talk to a computer" toward a rapid prototyping and troubleshooting tool that both humans and AI agents reach for, especially anywhere a GUI or a full compiled language is overkill.
      • Guest Bio:
        Justin Grote is a PowerShell MVP and the author of ModuleFast and ExcelFast, along with other tools in the PowerShell ecosystem like PoshNmap and several SecretManagement extensions. He works for a managed services provider and has been a fixture of the PowerShell community for years, known online as posh.guru.

        Resource Links:
        Justin Grote on GitHub https://github.com/JustinGrote
        Justin Grote on Bluesky (posh.guru) https://bsky.app/profile/posh.guru
        ModuleFast https://github.com/JustinGrote/ModuleFast
        ExcelFast https://github.com/JustinGrote/ExcelFast
        Ponytail (the agent plugin Justin mentioned) https://github.com/DietrichGebert/ponytail
        PowerShell Discord https://discord.com/invite/powershell
        The PowerShell Podcast on YouTube: https://youtu.be/MsgZoIKYnY0
        59 min
      • Living Off the Land With Spencer Alessi
        Andrew welcomes back pen tester and AD security enthusiast Spencer Alessi (Tech Spence) fresh off DEF CON for a wide ranging chat on where PowerShell still fits into offensive security, how AI is changing his workflow, and what makes an environment genuinely painful to attack. Spencer talks through why PowerShell remains a favorite for both attackers and defenders, how he uses LLMs to speed up one off scripting tasks (and where they still fall short), and how he leans on AI tools to obfuscate offensive tooling during engagements. The conversation shifts into real world stories from the field, including a memorable case of exposed domain user hashes sitting on an overly permissive share, before wrapping up with the three controls Spencer sees make the biggest difference for defenders: application control, content filtering, and network segmentation.

        KEY TAKEAWAYS:
        1. PowerShell is still a top tool for both attackers and defenders because it is fast, flexible, and built into every Windows box, which is exactly why locking it down matters.
        2. AI is great for offloading quick one off scripting tasks, but it often assumes intent incorrectly and can produce messy code, so manual review and hand written scripting still matter.
        3. Application control, outbound content filtering, and network segmentation are the three controls Spencer sees make attackers' lives noticeably harder.
        4. GUEST BIO:
          Former Sysadmin, now Pentester @SecurIT360 | Microsoft MVP | Helping IT teams make their environment harder to attack | Social Media content & podcast @CyberThreatPOV

          RESOURCE LINKS:
          Spencer's website and newsletter: https://spenceralessi.com
           Spencer's link hub: https://links.spenceralessi.com
           Andrew's link hub: https://andrewpla.tech/links
           SecurIT360: https://securit360.com
           The Cyber Threat Perspective podcast: https://offsec.blog
           PowerSploit (offensive PowerShell framework): https://github.com/PowerShellMafia/PowerSploit
           Locksmith (AD CS misconfiguration finder, Spencer is a contributor): https://github.com/TrimarcJake/Locksmith
           ScriptSentry (Spencer's logon script scanner): https://github.com/techspence/ScriptSentry
           PDQ Discord community (PowerShell scripting channel): https://discord.gg/pdq
           PowerShell Wednesdays (weekly livestream): https://www.youtube.com/@PDQ
          The PowerShell Podcast on YouTube: https://youtu.be/DDbBZqEJkSI
          46 min
        5. Microsoft 365 DSC Without the 100 Page Setup Guide with Constantin Hager
          Andrew welcomes back Constantin Hager, a senior systems engineer, PowerShell User Group organizer, and brand new Microsoft MVP. They open by revisiting Constantin's infamous "size of a finger" intro from his first appearance, then dig into his talks at PSConfEU this year on dev containers with GitHub Codespaces and on Maester, the testing framework for M365 and on-prem AD. A quick detour into the GitHub vs. GitLab vs. Codeberg debate leads into the main event: a deep breakdown of Microsoft365DSC, what it actually does, how it treats M365 tenant settings like Intune, Entra, and Exchange as idempotent, drift-monitored code, and how the M365DSC Workshop wraps the notoriously painful setup process into a lab folder anyone can run. They cover the workshop's multi-tenant design, its DSC Community roots, and the honest limitations, like settings that still aren't exposed through public APIs. Constantin also shares his organic path to becoming an MVP, updates on his user group's shift to English-language talks, and a heads up on an upcoming blog series diving deeper into M365DSC. They close with news on the free PSConfEU MiniCon, happening October 13th with the CFP open until September 25th.
          Key Takeaways:
          • Microsoft365DSC turns M365 tenant configuration into idempotent, drift-monitored code, and the M365DSC Workshop exists specifically to make the notoriously painful setup process approachable through a ready-to-run lab folder instead of a hundred-page whitepaper.
          • Not everything in M365 is automatable yet. Settings without a public API (some Copilot controls, for example) still require manual portal fixes or an interactive token, so full automation has real gaps today.
          • Constantin's MVP award grew out of years of showing up, organizing his user group, speaking at conferences, and opening GitHub issues, not out of being the loudest voice in the room.
          • Guest Bio:
            Constantin Hager is a senior systems engineer based in Germany, organizer of the PowerShell User Group Inn-Salzach, and a newly awarded Microsoft MVP. A returning guest of the podcast, he's known for his enthusiasm around dev containers, PSFramework, and now Microsoft365DSC.
             
            Resource Links:
            Constantin Hager on LinkedIn https://www.linkedin.com/in/constantin-hager/
            Constantin's blog, The IT Guide https://the-itguide.de
            Andrew's blog: https://andrewpla.tech
            PowerShell User Group Inn-Salzach (Meetup) https://www.meetup.com/de-DE/powershell-usergroup-inn-salzach/
            Maester (M365 and Entra security testing framework) https://maester.dev/
            Microsoft365DSC official site https://microsoft365dsc.com
            Microsoft365DSC on GitHub https://github.com/microsoft/Microsoft365DSC
            M365DSC whitepaper and CI/CD pipeline scripts https://github.com/ykuijs/M365DSC_CICD
            DSC Community https://dsccommunity.org
            PSConfEU https://psconf.eu
            PSConfEU MiniCon Call for Papers (Sessionize) https://sessionize.com/psconfeu-minicon/
            PDQ Discord https://discord.gg/PDQ
            The PowerShell Podcast on YouTube: https://youtu.be/Vy4kaayGT2M
            41 min
          • Learn PowerShell by Solving Real Problems

            David McFall joins Andrew Pla to talk about practical PowerShell, mentorship, automation, and why you do not need to be a PowerShell expert to get serious value from it. David shares how he uses PowerShell across Active Directory, Entra, Microsoft 365, Microsoft Graph, and PDQ, including real-world examples like device posture reporting, identifying hardware gaps, and automating project management. They also dig into learning with AI, knowing when a simple script is enough, the importance of testing before production, and why helping the people around you grow can make everyone’s job easier.

            Key Takeaways:

            · PowerShell does not have to be complicated to be useful. David approaches PowerShell as a working sysadmin who wants to automate repetitive tasks, reuse existing tools, and solve real problems rather than build everything from scratch.
            · AI can accelerate learning, but it should not replace understanding. David uses AI to better understand PowerShell concepts and Microsoft Graph, while emphasizing the importance of reviewing, testing, and understanding scripts before putting them into production.
            · Sharing knowledge makes the whole team stronger. David views himself as a mentor rather than simply a manager. Helping junior team members develop their skills gives them more opportunities while also creating a team that can share responsibility instead of relying on one person who knows everything.

            Guest Bio:

            David McFall is an IT infrastructure and operations leader with experience across enterprise cloud platforms, cybersecurity, system administration, Microsoft Defender, Azure, incident response, and automation. Based in Metro Detroit, David combines hands-on technical work with a strong focus on mentoring IT professionals and sharing what he has learned throughout his career.

            Resource links:

            ImportExcel (create Excel reports without Excel installed) https://github.com/dfinke/ImportExcel

            PSWriteHTML (build interactive HTML reports from PowerShell) https://github.com/EvotecIT/PSWriteHTML

            BurntToast (Windows toast notifications from PowerShell) https://github.com/Windos/BurntToast

            Maester (automated Microsoft 365 security posture testing) https://maester.dev

            The PowerShell Podcast on YouTube: https://youtu.be/36VN6K-oE8w

            42 min
          • How to Test Microsoft Graph Without a Live Tenant with Morten Mynster
            Andrew welcomes Morten Mynster back to the PowerShell Podcast to dig into the projects he’s been building around Microsoft Graph, Entra, least privilege, and authentication. Morten walks through Least Privileged Entra, a module that uses activity logs to identify users who may have more permissions than they actually need, and MS Graph Proxy, which lets developers work with mocked Microsoft Graph data locally without connecting to a live tenant. They also get into managed identities, the rougher corners of Microsoft 365 APIs, testing Graph-based projects in CI/CD pipelines, and how contributing to open source can solve real problems while creating unexpected career opportunities.
             
            Key Takeaways:
            · Least privilege is easier when you can see what people actually use. Morten’s Least Privileged Entra module compares assigned Entra roles with activity data to identify permissions that may be unnecessary and suggest more limited alternatives. The goal is to give admins something actionable rather than simply reporting that a configuration passed or failed.
            · You don’t always need a live Microsoft 365 tenant to develop against Microsoft Graph. MS Graph Proxy intercepts Graph requests and responds with mocked data, allowing developers to test scripts and modules locally, offline, or inside CI/CD pipelines. It can also identify the minimum Graph permissions associated with the endpoints an application uses.
            · Sharing your work can have benefits far beyond the project itself. Morten credits his Least Privileged MS Graph project with helping him land his current job. His approach is simple: solve a real problem, share the solution, contribute where you can, and let other people build on what you’ve learned.
             
            Guest Bio:
            Morten Mynster is an IT professional and open source contributor focused on Microsoft Entra, Microsoft Graph, security, and least privilege. His projects include LeastPrivilegedMSGraph, LeastPrivilegedEntra, and MSGraphProxy, and he regularly contributes to community projects and discussions around Microsoft 365 security and PowerShell.

            Resource Links:
            • https://github.com/Mynster9361/Least_Privileged_MSGraph
            • https://github.com/Mynster9361/LeastPrivilegedEntra
            • https://github.com/Mynster9361/msgraphProxy
            • https://github.com/FriedrichWeinmann/EntraAuth
            • The PowerShell Podcast on YouTube: https://youtu.be/cB_QE1HvAyI
            • 25 min
            • Unit Testing Your Cloud with Mike Soule
              Mike Soule, Field CTO at Sentinel Technologies, returns to the PowerShell Podcast for the first time in three years to talk identity security, cloud configuration testing, and the evolving role of AI in the Microsoft ecosystem. Andrew and Mike dig into Maester, the open source PowerShell-based test automation framework that applies unit testing concepts to Microsoft 365 security configuration. Mike breaks down how Maester works, how Sentinel uses it with clients, and how the community has grown it into something that spans hundreds of built-in tests covering conditional access, CIS baselines, CISA standards, and more. They also cover EntraOps, the Enterprise Access Model, AI's impact on the MSP world, and why working in managed services is still one of the fastest ways to level up in IT. The episode closes with a strong Brandon Sanderson tangent.

              Key Takeaways:
              • Maester brings the concept of unit testing to Microsoft 365 security configuration, letting admins continuously validate their cloud settings against known-good baselines with as few as three PowerShell commands. It's built on Pester, is fully open source, and now has over 100 community contributors.
              • AI is changing the MSP landscape fast, but the fundamentals still matter. Mike and Andrew discuss how to think about Copilot licensing complexity, model routing in agent stacks, and why meeting users in their existing interface is often more important than deploying a shiny new tool.
              • MSP experience accelerates learning in a way that internal IT often can't match. When you're working across multiple clients and environments, you accumulate reps quickly, and that breadth is hard to replicate elsewhere.
              • Guest Bio:
                Mike Soule is the Field CTO at Sentinel Technologies, a large managed service provider focused on identity, cloud, and security strategy. Mike has been working hands-on with PowerShell, Entra ID, and Microsoft 365 security architecture for years and is a regular speaker at identity and security conferences.

                Resource Links:
                Maester (open source framework): https://maester.dev
                Maester on GitHub: https://github.com/maester365/maester
                Maester Cloud (hosted version by Merill Fernando): https://maester.cloud
                HIPConf (Hybrid Identity Protection Conference): https://www.hipconf.com
                EntraOps by Thomas Naunheim: https://github.com/Cloud-Architekt/EntraOps
                Mike Soule on LinkedIn: https://www.linkedin.com/in/mikesoule
                The PowerShell Podcast on YouTube: https://youtu.be/EQK693gGWoo
                42 min
              • What PowerShell taught TJ Turner About IT

                Andrew Pla sits down with TJ Turner at Microsoft’s TechMentor conference @ Microsoft HQ in Redmond, Washington, for a conversation about PowerShell, career growth, and the parts of working in IT that don’t show up in the documentation. TJ traces his path from infrastructure through K-12, finance, and retail to his current role as a Cloud Evangelist at TD SYNNEX, along with his early days using PowerShell v2 and v3, competing in the Scripting Games, and helping start the Philadelphia PowerShell User Group. They also dig into real-world automation wins, including a PowerShell workflow that helped validate thousands of systems before a holiday weekend, plus burnout, community, asking for help, and what years of broken demos and IT mistakes can teach you about staying prepared and learning to adapt.


                Key Takeaways:
                · What got you here won’t get you there. TJ’s career moved from hands-on infrastructure into distribution, cloud, and technical evangelism, and none of those moves were necessarily part of the original plan. Staying open to new roles, skills, and opportunities has been a big part of that growth.
                · PowerShell changes how you think, not just how you work. TJ shares examples of using PowerShell to validate thousands of systems, automate VMware update workflows, and collect detailed system state information. Over time, that automation mindset became part of how he approaches problems, even as his career moved beyond day-to-day infrastructure work.
                · Community and communication are technical skills too. Whether it’s recognizing burnout, asking for help, meeting someone at a conference, or admitting you don’t know an answer during a presentation, the ability to connect with other people can have just as much impact on your career as knowing the technology.

                Guest Bio:
                TJ Turner is a Cloud Evangelist at TD SYNNEX, one of Microsoft’s largest distributors in the CSP and partner channel. His background is in infrastructure, with experience spanning K-12, financial services, retail, and other enterprise environments. TJ got started with PowerShell during the v2 and v3 era, competed in the Scripting Games, and helped found the Philadelphia PowerShell User Group. Today, his work includes Azure, Microsoft 365, security, GitHub, DevOps, and helping partners grow their businesses.

                Resource Links:

                · TD SYNNEX Microsoft Partner Programs: https://www.tdsynnex.com/na/us/Microsoft/

                · PDQ Connect PowerShell Scanner: https://www.pdq.com/powershell-scanner/

                · PDQ PowerShell Scanner Blog Post: https://www.pdq.com/blog/the-powershell-scanner-has-arrived-in-pdq-connect/

                · PDQ Community PowerShell Scanners Repository: https://github.com/pdqcom/PowerShell-Scanners

                · TJ Turner on LinkedIn: https://www.linkedin.com/search/results/people/?keywords=TJ+Turner+TD+SYNNEX

                The PowerShell Podcast on YouTube: https://youtu.be/ce9vxdkzDbo

                 

                38 min
              • PSFramework: The Tools for Your Tools with Fred Weinmann
                Fred Weinmann is back, and this time he's walking us through the PowerShell Framework Collective – his personal answer to the age-old problem of building the tools that build the tools. The core idea is simple but powerful: if you invest in the scaffolding around your code, the actual code you write gets faster, cleaner, and more consistent every time. Fred breaks down four key wins from his framework stack, including PSModuleDevelopment for templating new projects, PSUtil for leveling up your console experience, PSReadLine for predictive history, and PSFramework itself for things like logging, configuration, parameter handling, and protected command execution. If you've ever spent more time wiring up logging and retry logic than solving the actual problem, this episode is going to feel very familiar – and very useful.

                Key Takeaways:
                • PSModuleDevelopment makes spinning up a new, fully scaffolded PowerShell module a one-liner – complete with tests, GitHub release pipelines, and PowerShell Gallery publishing – so you can focus entirely on the actual functions you need to write.
                • PSFramework handles the infrastructure layer of your code (logging, configuration, tab completion, parameter validation, retry logic) so you stop reinventing the wheel and your projects stay consistent across years and teammates.
                • The real payoff of a shared framework is long-term maintainability: Fred opened a module he hadn't touched in six years and had a bug fixed and released in five minutes because everything was exactly where he expected it to be.
                • Guest Bio:
                  Friedrich "Fred" Weinmann is a Cloud Solution Architect at Microsoft and one of the most recognized PowerShell community contributors working today. He is the creator of PSFramework, which underpins many other modules in the ecosystem, as well as tools like PSModuleDevelopment, PSUtil, and the Active Directory Management Framework. Fred is a frequent conference speaker, a longtime community collaborator, and someone Andrew credits with helping shape his own PowerShell journey.

                  Resource Links:
                  • PSFramework Project Home: https://psframework.org/
                  • PSFramework on GitHub: https://github.com/PowershellFrameworkCollective/psframework
                  • PSModuleDevelopment on GitHub: https://github.com/PowershellFrameworkCollective/PSModuleDevelopment
                  • PSUtil on GitHub: https://github.com/PowershellFrameworkCollective/PSUtil
                  • PowerShell Framework Collective on GitHub: https://github.com/PowershellFrameworkCollective/
                  • PDQ Discord – PowerShell Scripting Channel: https://discord.gg/pdq
                  • The PowerShell Podcast on YouTube:https://youtu.be/sZQdgBZM75Y
                  • 35 min
                  • Engineering AD from the Ground Up So Security Is Not an Afterthought with Evgenij Smirnov
                    Andrew sits down with Evgenij Smirnov, a Berlin-based IT veteran with 30 years of experience in Active Directory and security consulting, to dig into what actually gets organizations popped. Evgenij walks through the most common escalation paths he sees in real-world AD environments, including over-permissioned accounts, exposed certificate authorities, and unencrypted domain controller backups, and explains how attackers chain these together to produce golden tickets and gain god-mode access. The conversation covers why these misconfigurations keep happening (bad defaults, lazy vendors, and a long history of "just click next"), how PowerShell fits into both hardening and attack scenarios, and what proper tier isolation actually looks like when you implement it with both authentication policies and user rights assignments. Evgenij also introduces his book, Building Modern Active Directory, and makes the case for treating security not as a chapter you can skip, but as something baked into the design from day one.
                     
                    Key Takeaways:
                    • The most common Active Directory escalation paths are not sophisticated. Over-permissioned accounts with ACL chains to DC sync, exposed certificate authorities, and unencrypted backup tapes are consistently the entry points attackers exploit. If you can find these first, you are already ahead of most threat actors.
                    • Tier isolation done right requires both authentication policies and user rights assignment policies working together. Either technique alone leaves a blind spot that a determined attacker can walk through.
                    • Cybersecurity is a team sport, and bad cybersecurity is too. Microsoft ships AD with questionable defaults, vendors demand domain admin for service accounts, and administrators make shortcuts under pressure. The fix is not one heroic hardening sprint; it is a culture of least privilege built into every decision from the start.
                    • Guest Bio:
                      Evgenij Smirnov is a Principal Solutions Architect at Semperis and a Microsoft MVP in both Security and PowerShell since 2020. Based in Berlin, Germany, he has spent more than 30 years in IT and security consulting, with deep expertise in Active Directory, identity security, and hybrid infrastructure. He is a longtime community leader, running the PowerShell User Group Berlin and the Windows Server User Group Berlin, and a regular speaker at conferences including PSConfEU. He is the author of Building Modern Active Directory, published by Apress in 2024.
                       
                      Resource Links:
                      Building Modern Active Directory (book site): ad2049.com
                      Evgenij's personal blog): it-pro-berlin.de
                      Evgenij on LinkedIn: linkedin.com/in/evgenijsmirnov
                      ADMF (Active Directory Management Framework) on GitHub: github.com/ActiveDirectoryManagementFramework/ADMF
                      ADMF documentation and project site: admf.one
                      Attack Scenario To Go: https://github.com/HerrHoZi/AS2Go
                      The PowerShell Podcast on YouTube: https://youtu.be/EQb7H6vBOtg
                      47 min

                    About The PowerShell Podcast

                    From the publisher's feed

                    The PowerShell Podcast is a weekly show about building your career with PowerShell. Each episode features the tips, tech, and modules that make PowerShell the premier automation and scripting tool for…

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