

Microsoft Cloud IT Pro Podcast
Ben Stegink, Scott Hoag
Your Microsoft Cloud News from a couple of IT Pros
Episodes
Mentioned books

Apr 9, 2026 • 50min
Episode 425 – Exploring Collaboration and Governance at the MVP Summit with Joy Apple
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!

Mar 26, 2026 • 34min
Episode 424 – A new frontier for Microsoft 365 with E7
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!

Mar 12, 2026 • 39min
Episode 423 – Non-Human Identities in Microsoft Entra with Eric Woodruff and Chris Brumm
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.

11 snips
Feb 26, 2026 • 42min
Episode 422: Back to the Terminal: The Rise of AI CLI Interfaces
They dig into AI command-line tools like Claude Code, GitHub Copilot CLI, and Gemini CLI. Conversations cover using CLIs to access local files and servers, build agents/skills, and automate tasks like PowerShell generation and CSV anonymization. They compare model tones, portability between CLIs, token management, and accessibility for non-developers.

Feb 16, 2026 • 34min
Episode 421: Microsoft 365 Mergers and Divestitures with Frank Lesniak
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!

9 snips
Jan 29, 2026 • 27min
Episode 420 – Ben convinces Scott to buy a 3D printer
Ben tries to persuade Scott to add a 3D printer to his desk and they trade stories about filament, print projects, and setup challenges. They compare high-resolution monitors, ergonomics, and workspace simplification. UPS replacements, motion and mmWave sensors for home automation, and a new Logitech MX Master mouse round out their gadget-focused conversation.

18 snips
Jan 15, 2026 • 25min
Episode 419 – Security and AI: Security Store, Security Copilot, and Agents
Join John Joyner, a seasoned expert in cloud security and a Microsoft MVP, as he dives into the cutting-edge world of AI-driven security innovations. Discover the new Security Store and how it enhances user experience with Security Compute Units (SCUs). John explains the benefits of AI agents, including the phishing triage agent, and their role in optimizing security tasks. Learn about the strategic consolidation of security services into the Defender XDR portal and how Microsoft is making advanced security more accessible for enterprises.

11 snips
Jan 1, 2026 • 38min
Episode 418 – An Anti-AI Adventure with Cat Schneider: SharePoint, Power Automate, and Conference Shenanigans
Cat Schneider, a seasoned data specialist and Power Platform enthusiast, chats with Ben at the Workplace Ninjas US conference. They dive into the theme of 'anti-AI,' reminiscing about tech before AI's rise. Cat shares her insights on managing SharePoint permissions using Power Automate, the challenges of migrating file shares to SharePoint, and the pitfalls of deep folder structures. They also recount humorous conference stories, including late-night adventures and community bonding moments.

Dec 18, 2025 • 30min
Episode 417 – Workplace Ninjas US, Zero Trust, and Conditional Access!
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!

Dec 4, 2025 • 33min
Episode 416 – Microsoft Sentinel, Security, and Ignite with Henrik Wojcik
Henrik Wojcik, a Senior Cloud Specialist and Microsoft MVP in Security, dives into critical discussions about Microsoft Sentinel, emphasizing its integration with the Defender suite and Data Lake. He shares insights on EU regulations like NIST-2 and DORA that mandate long-term log retention for security purposes. They explore cost strategies for managing extensive log data in financial sectors and highlight the potential of Security Copilot in automating security tasks. Their conversations also touch on the challenges and experiences from the Ignite conference.


