Technology and Licensing Videos

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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 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 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 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 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: 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: 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!

Updated: March 12, 2026 Directions Podcast. Season 5. Episode 5. What We Know (and Don’t) About M365 E7?

Beyond the known price tag and release date, there are still a lot of E7 unknowns. Directions’ Advisory Services Director Lane Shelton shares his E7 educated guesses and customer advice with Mary Jo Foley.

Updated: March 3, 2026 Three Smart Guys: It’s All About the Data. Season 1. Episode 2.

Directions’ Barry Briggs and industry analysts George Gilbert and Peter O’Kelly discuss how AI’s dependence on data is reshaping Microsoft’s enterprise strategy.

Updated: March 2, 2026 Directions Atlas. What’s New? February 15 – 28

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: February 27, 2026 Directions Podcast. Season 5. Episode 4. Microsoft 365 Copilot Licensing: 5 Things You Need to Know

Whether you’re still on the fence or in the midst of deploying Microsoft 365 Copilot, you’ll want to make sure you know these five things about M365 Copilot licensing. Directions’ Rob Horwitz digs into the details with Mary Jo Foley in this episode.