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    Technology

    The Directions on Microsoft Briefing Podcast

    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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    Copyright: © Copyright 2022 by Directions on Microsoft

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    Latest Episodes:
    Thinking Realistically About Digital Sovereignty Apr 09, 2026
    Show notes

    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.

    Tips and Tricks For Your Next EA Renewal Apr 02, 2026
    Show notes

    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.

    Three Smart Guys: Is Office Dead? Mar 26, 2026
    Show notes

    Directions' Barry Briggs and industry analysts George Gilbert and Peter O'Kelly discuss if and how AI could be making Microsoft's core Office apps more replaceable.

    What We Know (and Don't) About M365 E7 Mar 12, 2026
    Show notes

    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.

    Three Smart Guys: It's All About the Data Mar 04, 2026
    Show notes

    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.

    Microsoft 365 Copilot Licensing: Five Things You Need to Know Feb 19, 2026
    Show notes

    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.

    SQL Server Migrations: Tips to Help You Prepare Feb 12, 2026
    Show notes

    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.

    Three Smart Guys: Microsoft's 2026 Challenges Jan 29, 2026
    Show notes

    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.

    Microsoft Ignoring Your Org's Needs? We Have Some Tips for That Jan 23, 2026
    Show notes

    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.

    What Microsoft's Recent M365 Bundling Moves Mean for You Jan 08, 2026
    Show notes

    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.

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