Webinars & Videos

Our Analysts and Licensing Experts break down critical topics into concise, high-impact videos and webinars, ensuring your team is always ahead of Microsoft roadmap shifts and licensing changes.

Updated: May 6, 2026 Directions Atlas. What’s New? April 16 – 30

Site Updates – What’s New This Week? Catch up on everything new on our site! In this video, we highlight the latest updates including: Stay up to date and make the most of your membership!

Updated: April 29, 2026 Introducing Atlas AI: Trusted AI for Microsoft Licensing Research – Day 2 Training Highlights

At Directions on Microsoft’s Licensing Bootcamp in Washington, DC, we previewed Atlas AI—a new AI interface designed to make Microsoft licensing research faster, clearer, and more reliable. Atlas AI is built directly on the Directions Atlas platform, which includes our reports, infographics, and research. Unlike general‑purpose AI tools, Atlas AI is trained only on Directions’…

Updated: April 28, 2026 Breaking Down the M365 Licensing Ecosystem: Day 1 Training Highlights

Microsoft licensing can feel opaque—so Day 1 of the Directions on Microsoft Licensing Boot Camp gets straight to the practical details. In this short recap from Washington, D.C., Lane Shelton summarizes what attendees covered on day one: how to break the Microsoft 365 (M365) ecosystem into clear licensing components—what’s “core” vs. “add‑on,” and how capacity-based…

Updated: April 27, 2026 Mastering Microsoft Licensing: Boot Camp Overview & Tips

Join Lane Shelton from Directions on Microsoft as he introduces the Microsoft Licensing Boot Camp, a comprehensive training event for business professionals, IT leaders, and Microsoft users. Discover the latest updates to Microsoft’s licensing stack and commercial programs, including significant changes from the past year. Learn negotiation strategies, agreement configurations, and practical tips to optimize…

Updated: April 23, 2026 Microsoft 365 E7: Ready Or Not, Here It Comes. Directions Podcast. Season 5. Episode 8.

Microsoft is launching E7 and Agent 365 on May 1. Directions’ Advisory Services Director Lane Shelton shares with Mary Jo Foley the latest on what customers should know before they dive in.

Updated: April 13, 2026 Thinking Realistically About Digital Sovereignty. Directions Podcast. Season 5. Episode 7.

Microsoft has several digital sovereignty offerings, but are they right – and realistic – for your org? Directions’ analyst Greg DeMichillie shares his thoughts with Mary Jo Foley. Subscribe for more expert insights. Like & share if you find this valuable! Comment below with your thoughts.

Updated: April 16, 2026 Can AI Save Collaboration Software? Three Smart Guys: Season 1. Episode 4

Enterprise collaboration software has been essential—and deeply frustrating—for decades. From Lotus Notes to SharePoint to Teams, organizations have struggled to move beyond email, meetings, and file sharing into true, productive collaboration. In this episode, Directions on Microsoft analysts examine why “collaboration” became one of the most disliked categories in enterprise software—and why AI may finally…

Updated: April 16, 2026 Directions Atlas. What’s New? April 1 – 15

Site Updates – What’s New This Week? Catch up on everything new on our site! In this video, we highlight the latest updates including: Stay up to date and make the most of your membership!

Updated: April 3, 2026 Tips and Tricks For Your Next EA Renewal. Directions Podcast. Season 5. Episode 6.

It is possible to make your next Enterprise Agreement renewal less painful and more advantageous to your org. Directions’ Advisory Services Director Lane Shelton shares with Mary Jo Foley key strategies that can help.

Updated: April 6, 2026 Directions Atlas. What’s New? March 16 – 31

Site Updates – What’s New This Week? Catch up on everything new on our site! In this video, we highlight the latest updates including: Stay up to date and make the most of your membership!

Updated: March 23, 2026 Three Smart Guys: Is Office dead? Season 1. Episode 3.

Microsoft Office isn’t just a set of apps anymore – it’s become core enterprise infrastructure. And that shift is changing how leaders should think about cost, risk, and dependency. In this episode, Barry Briggs, George Gilbert, and Peter O’Kelly unpack how Office, Copilot, and AI are reshaping everyday work – often in ways employees don’t…

Updated: March 17, 2026 Directions Atlas. What’s New? March 1 – 15

Site Updates – What’s New This Week? Catch up on everything new on our site! In this video, we highlight the latest updates including: Stay up to date and make the most of your membership!