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.

June 13, 2025 Directions Atlas. What’s New? June 1-13

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!

Building and Licensing Copilot Agents

Microsoft is emphasizing an “agentic” approach to AI-based assistants where agents can extend Microsoft 365 Copilot and be made available elsewhere, such as Teams, SharePoint, and Web apps. Agents can perform tasks within focused domains, such as working with internal line-of-business apps and retrieving data from specific documents and databases.

This webinar will cover how agents are built and agent usage costs of which organizations should be aware.

Webinar Slides

August 27, 2025
June 6, 2025 Directions Atlas. What’s New?

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: May 29, 2025 Directions Podcast. Season 4. Episode 9. Microsoft 365 Copilot vs. OpenAI’s ChatGPT: How to Choose.

So many AI chat products; so little time. Directions on Microsoft’s newest analyst David Berry shares his insights with Mary Jo Foley on how enterprise customers should evaluate Microsoft 365 Copilot Chat vs. ChatGPT (and Microsoft 365 Copilot itself).

Updated: May 28, 2025 Directions Podcast. Season 4. Episode 8. Microsoft: What’s Going on With Windows.

With less than six months left until Windows 10 is no longer supported by Microsoft, Windows users have a lot of uncertainties and a rapidly evolving landscape to navigate. Directions analyst Wes Miller and Mary Jo Foley talk about what – and what not – to expect in the coming months.

Updated: May 2, 2025 Directions Podcast. Season 4. Episode 7. Microsoft: A Look Back From Inside.

This year marks Microsoft’s 50th anniversary and several of the Directions analysts were part of the company’s history. Barry Briggs, Michael Cherry, and Rob Sanfilippo share some ringside-seat insights with Mary Jo Foley from their years working across different teams and times at Microsoft.

No Autopilot for Copilot

Don’t let M365 Copilot fly without doing your due diligence. Data readiness is key, and we’ll discuss some of the tools you can include in your plan to rollout and manage M365 Copilot deployment, including Restricted Search, SharePoint Advanced Management, Purview and even M365 Copilot Chat. And no, Copilot doesn’t use your data to train AI.

Webinar Slides

July 31, 2025
Microsoft 365 for Government – What is it?

Microsoft 365 Government offers compliance with U.S. government regulations, but the higher the tier, the more features are missing. This makes understanding the value you’re receiving more complicated than for commercial customers.

This webinar covers the three tiers of Microsoft 365 for U.S. Government customers, and the feature limitations of the suite for government customers.

Webinar Slides

May 22, 2025
Microsoft’s AI-Native Applications Strategy

Microsoft thinks that everything we know about application architecture will change as AI permeates every layer of the stack. And they’re putting their money where their mouth is with investments in new tools for what we’re calling “AI-native apps:” RAG, agents, fine-tuning.

What do you have to do to get ready? What does it mean for your data, for your developers, for managing your IT ecosystem? That’s what Barry Briggs will chat about – live, not a chatbot! – in our webinar.

Webinar Slides

June 19, 2025
April 19, 2025 Atlas Quick View
March 28, 2025 Directions Podcast. Season 4. Episode 6. Understanding Microsoft’s AI Strategy.

With Microsoft’s repositioning of itself as an AI company, Directions analyst Barry Briggs discusses with Mary Jo Foley what enterprises really need to know about Microsoft’s AI strategy.

March 18, 2025 Directions Podcast. Season 4. Episode 5. The Growing Risks of Staying On-Premises.

While some customers just cannot let go of their on-premises Microsoft products — for legitimate and not-so-valid reasons — the risks of running software on-prem are growing. Directions analyst Andrew Snodgrass talks with Mary Jo Foley about on-premises realities and provides some recommendations.