Microsoft Cloud IT Pro Podcast

Episodes

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  Episode 434: Reading the Spec Sheet on Microsoft’s Agentic SOC 13.08.2026 47m

  Welcome to Episode 434 of the Microsoft Cloud IT Pro Podcast. Microsoft announced Project Perception on 2026-07-27 with a lot of “workforce of AI agents” language. In this episode, Ben and Scott discuss what Perception really is, what it needs from your tenant, what it costs, and what happens the first time an agent asks you to approve something. Six agents. Seven playbooks. Every one manually triggered. Each agent gets its own Entra Agent ID and a permission grant. There’s a lot to unpack. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Save $200 at TechCon365 with code Ben200: https://www.techcon365.com/Seattle/ What is Project Perception? How Nationwide stays ahead of attackers with Project Perception Key concepts in Project Perception Agent categories in Project Perception Microsoft Security Copilot Security Compute Units and capacity Work with playbooks in Project Perception Prior podcast context Ep 431: Agent Governance Is the New App Governance Ep 419: Security and AI  Ep 416 and Ep 412  Ep 406: Agents of Insight  Ep 377: Microsoft Copilot for Security  Sponsors Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 433: Passkeys, Passwords, and the End of SMS MFA 30.07.2026 45m

  Welcome to Episode 433 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott discuss how Microsoft 365 authentication is moving from “make passwords safer with MFA” to “remove phishable authentication wherever possible.” The practical conversation for IT pros is no longer just whether MFA is enabled. It is which methods are allowed, which users are still on SMS or voice, how passkeys change the user experience, and how to balance security, accessibility, recovery, and support load. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Passkeys were supposed to replace passwords, but they’re failing for the most predictable reason Microsoft Entra authentication overview Passkeys by default and retirement of Microsoft-provided SMS and voice authentication Plan a phishing-resistant passwordless authentication deployment in Microsoft Entra ID Run a registration campaign to set up a passkey or Microsoft Authenticator Practical Protection: Understanding Entra ID and Passkeys Important Change Coming for Entra ID Passkeys in November 2025 Microsoft to Stop Providing Telephony-Based Authentication Methods for MFA in February 2027 How to enable passkeys (FIDO2) in Microsoft Entra ID Sponsors Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 432: AI-Era Consulting Billing for Microsoft Cloud Delivery 16.07.2026 42m

  Welcome to Episode 432 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott discuss how AI is not eliminating Microsoft 365 and Azure consulting, but it is changing what clients think they are buying. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Inside Consultants’ Messy Shift From Hourly Billing Episode 431: Agent Governance Is the New App Governance Microsoft 365 Copilot readiness report Microsoft 365 Copilot usage report Microsoft Secure Score Sponsors Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 431: Agent Governance Is the New App Governance 02.07.2026 48m

  Welcome to Episode 431 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott get into why agent governance is quickly becoming one of the most pressing challenges for Microsoft 365 administrators. As agentic workflows become more common across Copilot, Copilot Studio, and third-party platforms, organizations are dealing with a sprawl problem that looks familiar but hits differently. Agents bring their own identity, data access, permissions, lifecycle, and security concerns all at once, and unlike traditional apps, a single user can now have dozens of agents acting on their behalf or autonomously across Teams, SharePoint, Exchange, and beyond. The episode walks through Microsoft Agent 365 as a starting point for building that control plane, including the agent registry, user and permission scoping, and the certification tab where publisher attestation gives some visibility into compliance claims though with notable gaps. Ben and Scott also touch on the Shadow AI preview in the Frontier program, the challenges of graph permission readability in the permissions view, and why the agent lifecycle problem, think what happens when the person who built a custom agent leaves the org, is something administrators need to start thinking about now before consumption billing turns an unmanaged agent into a surprise line item. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Overview of Microsoft Agent 365 Episode 409 – Preparing for Copilot​- Securing Your Microsoft 365 Data and Beyond​ Episode 425 – Exploring Collaboration and Governance at the MVP Summit with Joy Apple Manage agents in the Microsoft 365 admin center Agent management in Microsoft 365 admin center Shadow AI in Microsoft 365 admin center (Preview) Understand agent details in Microsoft 365 admin center Sponsors   Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Their robust team of in-house, U.S.-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment ShareGate is your migration and governance solution for Microsoft 365. ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 430: Scouting out Microsoft Scout 18.06.2026 43m

  Welcome to Episode 430 of the Microsoft Cloud IT Pro Podcast, where Scott and Ben dig into Microsoft Scout, the new desktop AI application announced at Microsoft Build. They walk through the real onboarding experience on both Mac and Windows, the licensing maze and admin controls needed to activate it, and how Scout’s architecture ties together models, automations, and integrations like MCP, GitHub Copilot, and Work IQ. Along the way they cover the model selector and personality options (everything from professional to sarcastic teenager), the automations and heartbeats that run on schedules to update you on industry news, monitor workflows, and manage meetings, and the limitations and workarounds around skills, session management, and local file access. They also sort out where Scout overlaps with and differs from Microsoft 365 Copilot and GitHub Copilot, how to rationalize all three for ROI, and what token-based, consumption-based pricing means for enterprise AI strategy. Whether you’re a pilot user or just AI-curious, this episode cuts through the hype to show why Scout’s local-first approach is a game-changer for MCP workflows, custom skills, and offline automation, and what it actually takes to adopt Scout as your desktop AI hub. Hosted by Scott and Ben, two industry veterans passionate about AI and automation, it delivers practical, actionable insights for technical leaders, developers, and productivity enthusiasts. Join us as we unravel Scout’s potential to redefine your desktop AI experience, because knowing how to navigate its complexities now can save you time and money tomorrow. Show Notes Introducing Microsoft Scout: Your always-on personal agent Microsoft Scout (Frontier) documentation Announcing the new Work IQ APIs Work IQ: Production‑ready intelligence for every agent Get started with Microsoft Scout Admin access overview for Microsoft Scout Microsoft Scout — Automations, Memory, Heartbeats Sponsors TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Their robust team of in-house, U.S.-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment ShareGate is your migration and governance solution for Microsoft 365. ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 429: Getting started with LLM Wikis 04.06.2026 44m

  Welcome to Episode 429 of the Microsoft Cloud IT Pro Podcast. In this episode, Scott and Ben dig into the concept of LLM wikis, specifically building personal knowledge management vaults using Obsidian, markdown, and AI tooling like Claude Code, GitHub Copilot CLI, and Copilot Cowork. The core idea comes from a gist by Andrej Karpathy and involves creating a structured folder of markdown clippings that an LLM can reason over to extract entities, concepts, and sources, building a searchable, graph-linked knowledge base over time. Scott walks through how he wired up Obsidian Web Clipper and an RSS Dashboard plugin to feed articles into his vault automatically, then had the LLM help build a Python script to automate the ingest workflow and cut down on token usage. The conversation expands into how Copilot Cowork fits into this workflow as a scheduling harness, with practical examples of using it to pull email from an inbox daily, convert messages to markdown, and generate a prioritized to-do list. Ben shares how he applied the same approach to 428 episodes of podcast transcripts, and both hosts note that token costs can run high fast without some upfront thinking about optimization. Scott closes with a reminder that pulling data into plain markdown sidecars outside of IRM and sensitivity label protections means teams should stay mindful of organizational data policies. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes LLM Wiki GitHub Copilot Wiki: An AI-Powered Second Brain Template Karpathy’s LLM Knowledge Base Wiki for Enterprise Karpathy’s LLM Wiki? No Code with Claude or Github Copilot! sametbrr/llm-wiki-manager Sponsors TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Their robust team of in-house, U.S.-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment ShareGate is your migration and governance solution for Microsoft 365. ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 428: Migrating Group Policy to Microsoft Intune 21.05.2026 41m

  Welcome to Episode 428 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott unlock the secrets to modernizing your IT management by ditching pesky on-prem GPOs and embracing the future with Intune. They discuss how savvy IT pros are migrating thousands of GPOs into clean, manageable cloud policies. Dive into real-world workflows: from exporting and analyzing legacy GPOs with AI tools, to recreating policies in Entra ID, and finally decommissioning AD. You’ll discover how to think through the migration, avoid common pitfalls like leftover legacy configs, and implement a phased migration that minimizes disruption. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes DiskPrices.com These HDD prices are getting crazy. An increase of 96.4% in 1 month for the same 26TB drive. $279.99 a month ago to $549.99 today. Where are we buying hard drives now? Import and analyze your on-premises GPOs using Group Policy analytics in Microsoft Intune Microsoft Copilot in Intune Policy CSP Use the Intune settings catalog to configure settings Use the Intune properties catalog to get device hardware properties Create a Settings Catalog policy using your imported GPOs in Microsoft Intune Sponsors   ShareGate is your migration and governance solution for Microsoft 365. ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Their robust team of in-house, U.S.-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment  Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 427: Copilot Cowork Hands-On Experiences 07.05.2026 32m

  Welcome to Episode 427 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott open with a quick look at YAKO (getyako.com), a browser extension built by community member Merrill that replaces the new tab page with a customizable dashboard of Microsoft 365 and cloud links. From there, the conversation turns into an extended follow-up on Copilot Cowork, covering some of their recent hands-on experience with custom skills, artifact management, session crashes tied to an Anthropic API outage, and the friction of working with IRM-protected documents in Copilot Cowork. The bigger thread running through the episode is data security. Listen in to hear more about considerations for onboarding to Copilot Cowork in its early days. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Yako Get started with Cowork (Frontier) How does Cowork handle my data? Does Cowork connect to external models for processing? Are there unsupported countries/regions? Sensitivity labels for Microsoft 365 Copilot and Microsoft 365 Copilot Chat Sponsors TrustedTech Team is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Their robust team of in-house, U.S.-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment ShareGate is your migration and governance solution for Microsoft 365. ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. Nasuni powers the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Intelligink — Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 426: Claude Cowork vs Microsoft 365 Copilot Cowork 23.04.2026 51m

  Welcome to Episode 426 of the Microsoft Cloud IT Pro Podcast.Ben and Scott are back together this week to talk through Microsoft 365 Copilot Cowork, including how it compares to Claude Cowork and where each one makes sense. The two products share a name but work pretty differently. Claude Cowork runs locally on your desktop and can access files on your machine, supports MCP server connections while M365 Copilot Cowork runs in the cloud, requires files to be in OneDrive, and does not support MCP connectors yet. On the flip side, the Microsoft version runs scheduled tasks without needing your machine to be on, has native access to all your M365 data through Graph, and fits inside your existing compliance and security controls through Purview, which matters a lot for regulated organizations. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Quentin Amaudry – As everyone knows, Cowork is coming within Copilot and it is extremely promising Copilot Cowork vs Claude Cowork: Same AI, Different Worlds Copilot Cowork: A new way of getting work done Cowork overview (Frontier) About the sponsors   TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Our robust team of in-house, U.S-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment Your migration and governance solution for Microsoft 365. ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Nasuni is a leading unstructured data platform for enterprises where file data is mission-critical for both people and AI. We power the operational file layer where work happens — helping organizations manage, protect, and activate data so teams can work smarter, reduce costs, and operate securely without limits. Visit nasuni.com to learn more. Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 425 – Exploring Collaboration and Governance at the MVP Summit with Joy Apple 09.04.2026 50m

  Welcome to Episode 425 of the Microsoft Cloud IT Pro Podcast. In this audio and video episode recorded live at Microsoft headquarters during the MVP Summit, Ben welcomes a return guest, Joy Apple, to the Microsoft Cloud IT Pro Podcast and discuss her 20-year career in the Microsoft collaboration space, from financial services to SharePoint training, consulting, and her current role at Orchestry Software. Joy explains Orchestry as a Microsoft 365 governance automation layer covering templated provisioning for SharePoint and Teams, archiving policies (including Microsoft 365 Archive), guest management, and OneDrive governance. They emphasize that AI and Copilot amplify existing information architecture, permissions, and data hygiene issues, making governance more critical. They describe the MVP Summit as a “family reunion” where MVPs attend sessions and reconnect with peers. Joy and Ben also spend some time describing paths becoming an MVP and how much they just enjoy the community around the Microsoft 365 ecosystem and connecting with people both at MVP Summit as well as various conferences throughout the year. About Joy Apple Joy is a Microsoft MVP and Director of Success and Enablement at Orchestry. With years of experience as an information technologist, I’m dedicated to helping organizations implement technology with a purpose-driven, “human-first” approach, ensuring tools like Microsoft 365 empower people to do their best work. Teaching and knowledge-sharing are at the heart of what I do. Whether it’s through volunteering in the Microsoft Community, speaking at events, or writing as the “Joy of SharePoint,” I’m passionate about helping others unlock their potential with modern workplace solutions. Im also a cohost of the Guardians of M365 Governance podcast, where I explore the challenges and rewards of governance, and a columnist for She is Tulsa, a quarterly magazine celebrating impactful stories from my local community. Outside of work, you’ll often find me enjoying live music or discovering new spots in Tulsa, Oklahoma, combining my love of connection and creativity wherever I go. Show Notes See the recording from the Microsoft Studios! Joy Apple on LinkedIn The Microsoft 365 Maturity Model – Governance, Risk, and Compliance Competency The Microsoft MVP Communities About the MVP Program Overview of Microsoft 365 Archive Guests in the Microsoft 365 admin center Mitigate Oversharing to Govern Microsoft 365 Copilot and Agents Orchestry About the sponsors   TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Our robust team of in-house, U.S-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment Your migration and governance solution for Microsoft 365 ShareGate helps your teams simplify tenant migrations, get Copilot-ready, and take control of Microsoft 365 governance. Our Microsoft 365 experts and Microsoft Azure experts focus on the Microsoft cloud, so you can focus on what you do best! Learn more how we can help you!
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  Episode 424 – A new frontier for Microsoft 365 with E7 26.03.2026 34m

  Welcome to Episode 424 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben and Scott dig into the newly announced Microsoft 365 E7 SKU which bundles M365 E5, Microsoft 365 Copilot, the Microsoft Entra Suite, and Microsoft Agent 365. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Partner Blog | Introducing Microsoft 365 E7: The Frontier Suite Powering Frontier Transformation with Copilot and agents Microsoft Entra Suite Microsoft Entra Suite deployment scenarios introduction Microsoft Agent 365 Overview of Microsoft Agent 365 Use Microsoft Intune Suite add-on capabilities About the sponsors TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Our robust team of in-house, U.S-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 423 – Non-Human Identities in Microsoft Entra with Eric Woodruff and Chris Brumm 12.03.2026 38m

  Welcome to Episode 423 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben is live from Workplace Ninjas, joined by Eric Woodruff, Chief Identity Architect at Semperis and Microsoft MVP in Security focused on identity, and Chris Brumm, Cyber Security Architect at glueckkanja and Microsoft MVP in Security with over 16 years of experience in cybersecurity. Together they dig into the often-overlooked world of non-human identities in Microsoft Entra ID. They cover what service principals are, why they tend to fly under the radar compared to user accounts, and how attackers actively exploit that gap. The conversation spans credential management best practices, the risks of improper owner assignments, the challenges of multi-tenant app configurations, and why managed identities should be your go-to wherever possible. They also discuss the growing challenge of AI agent identities and what IT pros need to start thinking about now before that surface area explodes. Show Notes Eric Woodruff on LinkedIn Eric Woodruff on X (@ericanidentity) Eric on Identity Chris Brum on LinkedIn Chris Brumm on X (@cbrhh) Chris Brumm's Blog Application and service principal objects in Microsoft Entra ID Workload Identities Securing service principals in Microsoft Entra ID Securing managed identities in Microsoft Entra ID Conditional Access for Workload Identities Microsoft Entra Audit Logs Microsoft Sentinel Detection Templates Eric Woodruff Eric Woodruff is the Chief Identity Architect at Semperis and a Microsoft MVP in Security with a focus on identity. He specializes in all things Microsoft Entra and Active Directory, with a passion for helping organizations understand and secure both human and non-human identities. You can find Eric on social media as @ericanidentity. Chris Brumm Chris Brumm is a Cyber Security Architect at glueckkanja based in Germany, with over 16 years of experience across virtually every corner of cybersecurity. He is a Microsoft MVP in Security with a primary focus on identity security. His team operates SOC services and he brings a detection and response perspective to identity risk, helping organizations build lifecycle processes and monitoring strategies for non-human identities in Microsoft Entra.   About the sponsors TrustedTech is a leading Microsoft Cloud Solution Provider (CSP) specializing in Microsoft Cloud services, Microsoft perpetual licensing, and Microsoft Support Services for medium and enterprise-sized businesses. Our robust team of in-house, U.S-based Microsoft architects and engineers are certified in all 6/6 Microsoft Solutions Partner Designations in the Microsoft Cloud Partner Program. M365 Licensing Consultation M365 Tenant Assessment Copilot Readiness Assessment At Intelligink, our focus is singular: the Microsoft cloud. Our Microsoft 365 and Azure experts help you work securely and efficiently by unlocking the full value of what you're already paying for, so you can focus on running your business.
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  Episode 422: Back to the Terminal: The Rise of AI CLI Interfaces 26.02.2026 41m

  Welcome to Episode 422 of the Microsoft Cloud IT Pro Podcast. In this episode, Scott and Ben discuss their growing use of   in their daily workflows, particularly Claude Code, GitHub Copilot CLI, and Gemini CLI. They explore how these command-line interfaces offer powerful ways to interact with local files and MCP servers beyond traditional desktop AI chat interfaces. They share how they are using these tools in their day-to-day roles to perform different tasks and accelerate their workflows. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Claude Code overview Using Claude in PowerPoint Create custom subagents Microsoft Work IQ CLI (Public Preview) https://github.com/obra/superpowers How to Use Claude Code: A Guide to Slash Commands, Agents, Skills, and Plug-ins Gemimi CLI overview Github Copilot overview About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 421: Microsoft 365 Mergers and Divestitures with Frank Lesniak 16.02.2026 34m

  Welcome to Episode 421 of the Microsoft Cloud IT Pro Podcast. In this episode Ben sits down for a conversation with Frank Lesniak, the lead of the Microsoft 365 team at West Monroe. In this episode, they dive into the intricacies of mergers and divestitures within Microsoft 365 environments. They discuss the initial due diligence phase, planning and approach, building and configuring new environments, and the final migration and cutover phase. Frank shares insights on common challenges such as integration of different licensing models, the handling of workstations and applications, and the importance of security assessments. The episode provides a detailed look at the methodology and tools used by Frank's team to streamline these complex processes. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Frank Lesniak on LinkedIn West Monroe Frank Lesniak Github Microsoft 365 tenant-to-tenant migrations Microsoft 365 inter-tenant collaboration Tenant life cycle considerations in multitenant solutions Frank Lesniak Frank Lesniak is a Sr. Cybersecurity & Enterprise Technology Architect at West Monroe with nearly 20 years of experience leading consulting engagements involving Microsoft infrastructure technology. His expertise spans modern cloud systems like Azure, Microsoft 365, and Entra ID to classic platforms like Windows Server, Active Directory, and SQL Server. His recent focus has been on Microsoft platform cybersecurity and automating technical processes using PowerShell. In his role, Frank establishes technical project methodologies, leads teams, automates associated processes, and creates internal software products at West Monroe and in the open-source community. About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 420 – Ben convinces Scott to buy a 3D printer 29.01.2026 26m

  Welcome to Episode 420 of the Microsoft Cloud IT Pro Podcast. In this episode, Scott is back for a lighthearted discussion on some of the new tech and toys and that Ben and Scott picked up over the holidays. Listen in as Ben tries to convince Scott he needs a 3D printer and some feedback on the gadgets they both picked up. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Bambu Lab P2S 3D Printer ViewSonic VP2788-5K 27" 5K Mac-Ready Monitor with 100% sRGB, 99% DCI-P3, Pantone Validated, Advanced Ergonomics, Thunderbolt 4, USB Hub, HDMI, and DP for Home and Office Everyone needs a UPS Logitech MX Master 4, Ergonomic Wireless Mouse with Advanced Performance Haptic Feedback, Ultra-Fast Scrolling, USB-C Charging, Bluetooth, Windows, MacOS Aqara Presence Sensor FP300 Wireless 5-in-1 Motion Sensor with mmWave, PIR, Light, Temperature & Humidity Detection, Thread & Zigbee, Supports HomeKit, Home Assistant, Alexa, Google Home Unifi Motion Sensor About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 419 – Security and AI: Security Store, Security Copilot, and Agents 15.01.2026 25m

  Welcome to Episode 419 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben is once again live from Workplace Ninjas and is joined by John Joyner, an 18-year Microsoft MVP in Cloud Security and Azure Management. They discuss some of the announcements from Microsoft Ignite focused around Microsoft Security as well as diving deep into the new Security Store, AI agents, Security Compute Units (SCUs), and how Microsoft is making enterprise AI security more accessible and affordable than ever. Key topics include the phishing triage agent, conditional access optimization, E5 integration with included SCUs, and the strategic consolidation of security services into the Defender XDR portal. Whether you're a security professional or IT administrator, this conversation provides valuable insights into Microsoft's AI-driven security roadmap and how to stay ahead of AI-powered threats. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes John Joyner on LinkedIn John Joyner's Blog John Joyner's Books Corica Technologies What is Microsoft Security Copilot? Security Store Microsoft Security Copilot agents overview Learn about Security Copilot inclusion in Microsoft 365 E5 subscription Microsoft Security Copilot Phishing Triage Agent in Microsoft Defender John Joyner John Joyner is an inventor, author, speaker, and professor specializing in datacenter and enterprise cloud computing. He serves as Senior Director of Technology at Corsica Technologies (formerly AccountabilIT), where he delivers next-generation technology management services to customers worldwide as a cloud architect helping businesses stay competitive. John is a Microsoft Azure MVP and Security MVP, having been recognized eighteen times (2007-2026) as a Microsoft Most Valuable Professional for his exceptional technical expertise, leadership, speaking experience, online influence, and commitment to solving real-world problems. He holds a Bachelor of Science in Business Administration with an Emphasis in Human Resources Management from the University of Colorado at Boulder. From 2007 to 2024, John served as an Adjunct Professor at the University of Arkansas Little Rock, teaching a pro-bono cloud computing management course open to all Arkansas residents. As an author, John co-wrote the 2021 book "Azure Arc-Enabled Kubernetes and Server" from Apress and contributed to four editions of the industry-standard "System Center Operations Manager: Unleashed" from SAMS Publishing (2005-2013). Between 2012 and 2015, he authored weekly cloud and datacenter columns for CBS Technology publications including TechRepublic and ZDNet. A retired U.S. Navy Lieutenant Commander and computer scientist, John worked for NATO in Europe and aboard an aircraft carrier in the Pacific. He earned the Computer Scientist sub-specialty and served as chief of network operations for NATO during the former Yugoslavia conflict. He is also a veteran of the Persian Gulf War. Outside of technology, John's personal passions include 4-wheeling in his 'Black Ops' Jeep Wrangler and running a visionary art clothing company called Lit Like Luma. About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 418 – An Anti-AI Adventure with Cat Schneider: SharePoint, Power Automate, and Conference Shenanigans 01.01.2026 38m

  Welcome to Episode 418 of the Microsoft Cloud IT Pro Podcast. In this episode, Ben sits down with Cat Schneider during a lively conference to discuss a variety of topics, focusing on the theme of “anti-AI.” They reflect on life and technology before AI became prominent, sharing tales of conferences, hackathons, and explorations of older tech solutions. They also discuss some of Cat’s adventures in SharePoint and Power Platform, including managing SharePoint permissions with flows, the challenges of migrating file shares to SharePoint, syncing issues with OneDrive, and practical uses of Power BI for troubleshooting and managing SharePoint data. Additionally, they dive into humorous conference anecdotes from the inaugural Workplace Ninjas US, including accidental late-night adventures. Cat Schneider is an experienced data specialist and Power Platform, SharePoint, and Teams enthusiast with a demonstrated history of innovation for almost 15 years in the public sector. Cat is skilled in Microsoft-based applications, quality assurance, and databases. She is a strong community and social services professional with a Bachelor of Science (B.S.) in Biology from Florida State University. In addition to being a self-taught coder with a never-ending thirst for learning more—and helping others learn and improve their coding skills—she is also co-leader of the Power Platform UX/UI and Accessibility (A11y) Global User Group. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Cat Schneider on LinkedIn Yer a wizard, Cat! Cat on GitHub About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 417 – Workplace Ninjas US, Zero Trust, and Conditional Access! 18.12.2025 29m

  Welcome to Episode 417 of the Microsoft Cloud IT Pro Podcast. In this episode of the Microsoft Cloud IT Pro Podcast, Jay Leask joins Ben once more as the two of them recap their experience at Workplace Ninjas US in Dallas, Texas. They discuss conference highlights, the unique hackathon, engaging sessions, the Clippy Bucks system, and the importance of community and inclusion. The conversation also covers upcoming events, memorable attendee interactions, and new traditions for future conferences. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Jay Leask on LinkedIn Workplace Ninja's US Follow Workplace Ninjas US on LinkedIn Workplace Ninja's US Microsoft Zero Trust Guidance Center Microsoft Zero Trust Assessment Tool Conditional Access Ben's YouTube video on Authentication Context and Conditional Access About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 416 – Microsoft Sentinel, Security, and Ignite with Henrik Wojcik 04.12.2025 32m

  Welcome to Episode 416 of the Microsoft Cloud IT Pro Podcast. In this week's episode, Ben finally has a chance to sit down with Henrik Wojcik. Henrik has been a long-time listener as well as a fellow Microsoft MVP in Security and we finally had the chance to sit down and record an episode together, something we've talked about doing for years. As they sit down and enjoy a sunny afternoon in at Microsoft Ignite in San Francisco they discuss security in the financial sector, EU regulations (N2 and DORA), integrating Data Lake with Sentinel, optimizing log analytics, and the latest on Security Copilot and E5 licensing. They also spend some time chatting about some of their conference highlights, assisting as proctors in the hands-on labs, and the unique experience of Ignite in San Francisco. Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes Microsoft Ignite (with sessions on demand) Microsoft Ignite Book of News Catch up on Microsoft Security sessions and announcements from Ignite 2025 Microsoft Sentinel benefit for Microsoft 365 E5, A5, F5, and G5 customers Learn about Security Copilot inclusion in Microsoft 365 E5 subscription Microsoft Sentinel data lake: Unify signals, cut costs, and power agentic AI What is Microsoft Sentinel data lake? KQL and the Microsoft Sentinel data lake Henrik F. Wojcik Henrik has worked in the IT industry since 2003. He's always had a passion for learning new technologies and expanding his knowledge through various means such as online courses, webinars, and reading up on the latest developments in the industry. Throughout his career, he's gained experience in various areas of IT, making him a true jack of all trades. However, his latest interests lie in the security space, modern workplace and management in Azure, with a particular focus on cyber security. He has experience working with products such as Defender for Endpoint, Defender for Identity, Defender for Cloud Apps, Defender for Office 365, Conditional Access, Microsoft Sentinel, and Microsof t Entra ID. His primary focus is on security on Azure workloads and identity (Entra ID). He prioritizes security awareness and believe that learning never stops, which is why He's always eager to expand my knowledge and skillset. In the past, He's also worked with various tools and technologies such as Cisco, Citrix, Dynamics AX, Exchange, ITIL, Azure, SCCM & SCOM, Scrum & Kanban, VMware, Windows Servers, and Windows Desktops. About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!
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  Episode 415 – Diving Into Ignite 2025 for IT Pros and AI Agent Management 20.11.2025 30m

  Welcome to Episode 415 of the Microsoft Cloud IT Pro Podcast. Ben and Scott discuss the major announcements from Microsoft Ignite 2025, focusing on the dominant themes of AI agents and security. The conversation centers on three key areas: Security Copilot updates, Agent 365 for governance, and the broader security and management implications for IT professionals. Key Discussion Topics Security Copilot Expansion to E5 Customers 12 new Security Copilot agents coming to Defender, Entra, Intune, and Purview 30+ partner agents being added to the ecosystem Major announcement: Security Copilot will now be available to all Microsoft 365 E5 customers Rollout begins with Frontier program (Microsoft's insider ring for Copilot) Expanding in coming months to all E5 customers Security Copilot spans four pillars: Security Operations (Defender + Sentinel) Data Security (Purview) Identity & Access (Entra) Endpoint Management (Intune) Microsoft Agent 365 - The Control Plane for Agents Addresses the critical problem of agent sprawl and governance Think of it as "Entra ID for AI agents" Core capabilities: Registry: Complete inventory of all agents (registered, unregistered, and shadow agents Access Control: Conditional access policies and risk-based policies for agents Monitoring: Real-time visibility into agent behavior, performance, and organizational impact Security Integration: Defender protection, Purview data governance Key governance features: Approve pending agent requests Identify ownerless agents Apply DLP policies to agents Conditional access for agents Secure score for agents Available now through Frontier program in Microsoft 365 admin center Overarching Themes Agent security is the new frontier: All major product announcements (Purview, Entra, Defender) are focused on agent governance 100 trillion daily signals inform Microsoft's threat intelligence Ignite's evolution: Less about big product launches, more about storytelling and connecting features released throughout the year IT Pro focus: Understanding, managing, and securing AI agents is becoming a core competency Key Observations Ignite 2025 is heavily focused on AI and security - limited announcements for traditional products like SharePoint, Teams, or Loop The shift reflects Microsoft's rapid release cadence in the cloud era Agent sprawl is real and Microsoft is proactively addressing governance needs IT professionals need to embrace this change: "The only way out is through" Your support makes this show possible! Please consider becoming a premium member for access to live shows and more. Check out our membership options. Show Notes About the sponsors Would you like to become the irreplaceable Microsoft 365 resource for your organization? Let us know!