Podcasts

With more than 30 years of experience covering Microsoft, Directions on Microsoft provides unique perspectives about the shifts in Microsoft technologies, roadmaps and licensing policies that matter most to enterprise-size companies. Twice each month industry veteran Mary Jo Foley interviews a different Directions analyst for informed insights and advice to help you derive full value from your Microsoft investments.

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January 23, 2026 . Season – 5 · Episode – 2 · Duration – 24m Microsoft Ignoring Your Org's 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.

January 8, 2026 . Season – 5 · Episode – 1 · Duration – 17m 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.

December 22, 2025 . Season – 4 · Episode – 21 · Duration – 20m 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.

December 16, 2025 . Season – 4 · Episode – 20 · Duration – 22m 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.