Site Updates – What’s New This Week Catch up on everything new on our site! In this video, we highlight the latest updates including: New Reports – covering key topics in security, cloud, and Microsoft services Roadmap Updates – what’s coming soon and what’s changed Fresh Content – new expert-led webinars,…

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).

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.

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.

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.

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.

Whether you appreciate it, tolerate it, or want to stamp it out, Shadow IT is not going anywhere. Is this necessarily a bad thing? Directions analysts Barry Briggs, Greg DeMichillie and Rob Sanfilippo share with Mary Jo Foley their ideas for managing and channeling Shadow IT in this roundtable discussion.

Azure Reservations is one of the best ways enterprises can save money on their Microsoft contracts. But, as Directions’ Wes Miller explains to Mary Jo Foley, you need to know the gotchas before you jump in.

Copilots. LLMs. Models. Nearly everything coming out of Microsoft today revolves around AI—new technology, groundbreaking innovations, and a wave of new products and services. But is there a clear strategy behind it all? Barry Briggs from Directions on Microsoft, the world’s leading independent analysis firm covering Microsoft, takes a deep dive into the company’s AI…

Microsoft’s Unified Support plan is not beloved by many enterprises. US Cloud VP Mike Jones provides the latest on the plan, plus some support tips and tricks in this conversation with Directions’ Mary Jo Foley.

Microsoft’s Azure Local falls in the uncanny valley between on-prem and cloud. Our newest analyst Greg DeMichillie shares his recommendations with Mary Jo Foley on what customers should (and shouldn’t yet) do with this technology.