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: February 19, 2026 Directions Atlas. What’s New? February 1 – 14

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 12, 2026 Directions Podcast. Season 5. Episode 3. SQL Server Migrations: Tips to Help You Prepare

SQL Server 2016 and 2017 are leaving Extended support in the not-too-distant future. Directions’ analyst Andrew Snodgrass shares his preparation checklist in this episode with Mary Jo Foley.

Updated: February 6, 2026 Directions Atlas. What’s New? January 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: January 30, 2026 Three Smart Guys: Microsoft’s 2026 Challenges. Season 1. Episode 1.

In this inaugural episode of the TSG podcast, Directions’ Barry Briggs, along with industry analysts George Gilbert and Peter O’Kelly, discuss Microsoft’s strategies in AI and beyond for 2026.

Updated: January 27, 2026 Directions Podcast. Season 5. Episode 2. Microsoft Ignoring Your Needs? We Have Some Tips for That

Microsoft’s one-pointed AI focus may be clouding what your company really wants and needs. Directions analyst Jim Gaynor shares with Mary Jo Foley some ideas for fighting back.

Updated: January 20, 2026 Directions Atlas. What’s New? January 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: January 8, 2026 Directions Podcast. Season 5. Episode 1. What Microsoft’s Recent M365 Bundling Moves Mean for You

Microsoft is bundling more separately priced features with Microsoft 365 SKUs, making the imminent inevitability of an E7 less likely. Directions analyst Wes Miller talks through the details and customer impact with Mary Jo Foley.

Updated: December 11, 2025 Directions Podcast. Season 4. Episode 19. Is Cloud Computing Becoming a Commodity?

As similar AI strategies and non-exclusive partnerships proliferate, are there still reasons to choose Azure over AWS (or vice versa)? Duckbill’s Corey Quinn joins Directions’ Wes Miller and Mary Jo Foley to debate the topic.

Updated: December 12, 2025 Microsoft Roadmap Update: What’s New, What’s Next.

The Directions on Microsoft analysts assess recent changes and key trends in Microsoft’s enterprise technology roadmap. We look back at the most impactful announcements of 2025 and make predictions about what will matter in 2026.

Updated: December 17, 2025 Directions Podcast. Season 4. Episode 20. Moving From EA to MCA? Watch Out for These Gotchas

As Microsoft transitions more customers off Enterprise Agreements and onto MCAs, orgs need to be aware of some potentially costly changes they may incur. Directions’ lead negotiator Dean Bedwell shares with Mary Jo Foley the biggest gotchas.

Updated: December 22, 2025 Directions Podcast. Season 4. Episode 21. Microsoft Licensing and Negotiation: A Year in Review

Directions on Microsoft’s chief negotiator Dean Bedwell shares licensing and negotiation trends (along with a few tips) with Mary Jo Foley in our year-end wrap.

Updated: October 26, 2025 Directions Podcast. Season 4. Episode 17. What’s Happening with Microsoft Exchange?

There’s been lots going on with Exchange lately, ranging from feature retirements, to AI and security infusions, to a new subscription edition. Catch up on all the latest in this episode with special guest MVP and Redmond & Associates founder Tony Redmond, Directions analyst Rob Helm and Mary Jo Foley.